Large group vacation rentals in Molalla, OR

Explore 171 large group vacation rentals, homes, and villas in Molalla, OR for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Pet-Friendly Homes and Family-Friendly Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $76 per night and homes offering up to 10 bedrooms and 12 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

171 Great for Groups in Molalla

Luxe Home & Glamping w/ Pond in Oregon City!

Oregon City, OR, US
9 Bedrooms 21 Guests
Aug 24 - 26
$1,006 night

Escape to Three Springs Estate, a one-of-a-kind Oregon City retreat designed for multigenerational families and group getaways. Reconnect with nature at The Hideout, a magical glamping oasis where you can unwind on a treehouse-like deck, swim in a spring-fed pond, and stargaze around the fire. Inside the main house, each bedroom is thoughtfully styled with comfortable bedding and its own inviting character, giving guests a restful place to recharge. Your ultimate Pacific Northwest stay awaits! -- THE PROPERTY -- OUTDOOR LIVING - Private spring-fed pond for swimming, canoeing & relaxing - 2 canoes w/ oars - Private deck w/ seating & peaceful pond & forest views - Picnic tables & hammock - Cornhole - Wood-burning fire pit (bring your own firewood) - Orchard w/ seasonal apples, pears, cherries & plums - Porch w/ rocking chairs OUTDOOR KITCHEN - Gas grill w/ side burners - Charcoal grill (bring your own charcoal) - Mini refrigerator & sinks - Keurig & French press coffee makers (starter coffee provided) GLAMPING LIFE - Beautifully decorated Lotus Belle tent - Record player w/ small selection of records (guests are welcome to bring their favorites) - Extra sleeping mats available upon request - Separate full bathroom w/ hot shower, towels & bathroom essentials HOME HIGHLIGHTS - 7 beautifully styled bedrooms - Multiple indoor & outdoor gathering spaces - Giant chess set - Curated book selection - Smart TVs throughout - Peaceful country setting near wineries, golf, shopping, dining & PDX GOURMET KITCHEN - Gas cooktop, double ovens, refrigerator, dishwasher, microwave - Keurig & French press coffee makers (starter coffee provided) - Oversized island ACCESSIBILITY - 2-story home, step-free entry - Bedroom on 1st floor - Steps are required to access the tent PARKING - Spacious driveway - Designated gravel parking area - Please do not park on the grass or in muddy areas -- THE LOCATION -- Nearby: Christopher Bridge Wines—1.5 miles; Villa Catalana Cellars—4.5 miles; King’s Raven Winery—5 miles; Stone Creek Golf Club—6 miles; downtown Oregon City, Willamette Falls and the End of the Oregon Trail—9 miles; St. Josef’s Winery—12 miles; Lake Oswego—15 miles; downtown Portland and the Oregon Convention Center—23 miles; PDX—27 miles; and Dundee wine country—35 miles. Distances are approximate. An ideal base for wine and golf getaways. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking or vaping within 200 feet of the tent or anywhere on the property - Pet friendly w/ $150 fee (+ fees & taxes, dogs only, 2 max) - Only registered guests are permitted on the property - No visitors, events, parties, or large gatherings without prior written approval and a separate written agreement - Quiet hours (10:00 PM-7:00 AM) - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The garage and basement are off-limits - A long-term tenant lives on-site in an apartment away from the house and does not share amenities - 2 of the bedrooms are located in tents. The tents do not have A/C or central heat - Heated mattress pads are provided in the tents during colder weather

Three Springs Estate | 7BR Retreat with Pond

Oregon City, OR, US
7 Bedrooms 17 Guests
Aug 23 - 25
$908 night

Welcome to Three Springs Estate, a beautifully designed 7-bedroom country retreat created for large families, multigenerational gatherings, and group getaways. Every bedroom is thoughtfully styled with comfortable bedding, peaceful views, and its own inviting character, giving guests a restful place to recharge. Gather around the oversized kitchen island, share conversation in the warm, welcoming living spaces, or step outside to enjoy the estate’s most memorable feature — the private pond. -- THE PROPERTY -- SHARED AMENITIES - Private pond for swimming, canoeing & relaxing - Canoes provided for guest use - Pondside outdoor kitchen w/ gas BBQ grill, hot-water sink & mini refrigerator - Access to the pond, canoes, outdoor kitchen, and picnic area requires advance reservation and is subject to availability MAIN FEATURES - 7 beautifully styled bedrooms - Multiple indoor & outdoor gathering spaces - Orchard w/ seasonal apples, pears, cherries & plums - Porch w/ rocking chairs - Outdoor lounge & dining areas - Giant chess set - Curated book selection - Smart TVs throughout - Peaceful country setting near wineries, golf, shopping, dining & PDX GOURMET KITCHEN - Gas cooktop, double ovens, refrigerator, dishwasher, microwave - Keurig & French press coffee makers (starter coffee provided) - Oversized island ACCESSIBILITY - 2-story home, step-free entry - Bedroom on 1st floor PARKING - Spacious driveway ADDT’L ACCOMMODATIONS - An additional vacation rental is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- Nearby: Christopher Bridge Wines—1.5 miles; Villa Catalana Cellars—4.5 miles; King’s Raven Winery—5 miles; Stone Creek Golf Club—6 miles; downtown Oregon City, Willamette Falls and the End of the Oregon Trail—9 miles; St. Josef’s Winery—12 miles; Lake Oswego—15 miles; downtown Portland and the Oregon Convention Center—23 miles; PDX—27 miles; and Dundee wine country—35 miles. Distances are approximate. An ideal base for wine and golf getaways. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes, dogs only, 2 pets max) - No events, parties, or large gatherings without prior Guest Contact approval - Additional fees and taxes may apply - Photo ID may be required upon check-in - Quiet hours (10:00 PM-7:00 AM) ADDITIONAL INFORMATION - Bookable vacation rental on-site (separate unit) - The garage, basement, and outside buildings are off-limits - A long-term tenant lives on-site, in an apartment away from the house, and does not share any amenities

Tranquil landscape with riverside firepit, gas grill, gas fireplace, and deck

Molalla, OR, US
1 Bedrooms 3 Guests
Aug 26 - 28
$119 night

Molalla River Cottage This charming cottage, set at the entrance to the Wild and Scenic Molalla River Corridor, offers a peaceful retreat for those seeking quiet, simplicity, and a deeper connection with nature. Whether you’re unwinding on the porch with a good book, listening to the creek drift by, or simply enjoying unhurried days, this setting invites rest and reflection. Molalla River Cottage is bright, comfortable, and thoughtfully decorated—an easy place to settle in and let the pace slow. Step through the front door into a fully equipped kitchen, perfect for preparing simple, home-cooked meals. Just beyond, the open living room features hardwood floors and a gas-burning fireplace that brings warmth and calm to the space. A cozy sofa, comfortable chairs, and a daybed offer plenty of room to relax, nap, or enjoy a quiet evening indoors. Whether you’re reading, watching a movie, or listening to music, this is a space designed for ease and togetherness. The cottage features a mostly single-level layout, suitable for guests with limited mobility, though there are a few steps to the front porch and a step down into the living room. Out back, the porch provides a soothing place to sit beside the creek on warm summer days or enjoy a relaxed evening meal on the gas grill. One of the cottage’s most treasured features is the easy access to the Molalla River via a short, marked trail through meadow and pasture. While the final stretch becomes slightly steep, the reward is a serene river setting that feels delightfully removed from everyday noise and distraction. Nearby, a charming sitting area with a firepit offers an ideal place for quiet contemplation, stargazing, or simply taking in the natural surroundings. What’s nearby: The cottage offers peaceful seclusion while still being within easy reach of the Molalla River Corridor, the Hardy Creek trail system, and the Table Rock Wilderness Area. A scenic drive along the river reveals waterfalls and striking geological features. The historic town of Silverton is about 15 miles away, and the small rural town of Molalla—seven miles away—offers full services when needed. Whether your stay includes gentle outdoor exploration or complete stillness, this retreat provides the space to unwind and reconnect. Things to know: *Please note that there is another home on this property with a tenant that lives there full time. The bathroom has a shower only (no tub) *The river can have strong currents at different times of the year and caution is advised when swimming, fishing, rafting, etc. Renters are advised to check on local conditions and any necessary licenses for fishing, etc. While guests cannot bring dogs, there are friendly dogs that live near this home. So if there is a pet allergy in your group, please keep that in mind PERMIT ID#136556 License number: 136556

Hoffman Woods Estate

West Linn, OR, US
6 Bedrooms 14 Guests
Aug 30 - Sep 1
$1,054 night

Go beyOnd ordinary… escape beyOnd to this magnificent wine country retreat. Your experience begins on this beautiful private vineyard estate with multiple amenities and nearby local attractions for every individual interest in your group. Whether it’s hiking, biking, golfing, shopping or other family activities, you will be right in the middle of it. Located just a short 25-minute drive from Portland and the international Portland airport you will be able to enjoy an extraordinary retreat where elegance, nature, and comfort converge to create an unforgettable experience. Nestled on two private, meticulously manicured acres, this exceptional property is surrounded by a lush forest of majestic oak and fir trees, vineyards, lush gardens, amazing wildlife and a serene pond with colorful Koi. It’s like booking your own private resort for your gathering that’s complete with all the amenities, except for the additional resort fees! Your stay includes two adjacent homes—the Main House and the Cottage—offering both togetherness and privacy for your group. Explore the peaceful paths, unwind by the cascading waterfall or hone your golf game on the nearby golf courses just minutes from your location after warming on the putting green located on the property. This isn’t just a stay, it’s a complete retreat designed and dedicated to our amazing guests. Come join us soon and enjoy our special beyOnd experience. We have an extensive list of amazing activities. Here’s a sample of what’s just minutes away. Shortland golf course Kohl Creek golf course Charboneau golf course Langdon Farms golf course Oregon golf club (private) Stone creek golf course The Kitchen at Middleground Farms Food Trucks in Willamette Frog pond farms Bullwinkles fun center Cambell Lane winery Pete’s Mountain winery Tumwater Winery Villa Catalana winery ( take the Canby ferry) There’s hundreds more wineries located within 1 hour of Hoffman Woods in the Willamette valley. Tours available and they will pick you at the property. **Note:** While we are pet-friendly, there’s a $100 pet fee per pet, with a maximum of $300 for three pets. Please ensure your pet is never left unattended at the house, even in a crate or kennel. Failure to comply with our pet house rules may result in the cancellation of your booking without a refund. Main House Highlights ★ Sleeps up to 8 guests ★ 4 private bedrooms with queen beds (2 on the main level, 2 upstairs) ★ An additional queen bed in the upstairs alcove ★ 2 full bathrooms, one on each level (upstairs bath is en-suite) ★ Spacious dining area with a large table for group meals ★ Comfortable common areas for gathering and relaxing Cottage Highlights ★ Sleeps up to 6 guests ★ Two private suites, each with its own entrance and en-suite bathroom ★ Upper King Suite: King bed, private deck with outdoor hot tub, en-suite bath, coffee bar, refrigerator, TV, AC, and WiFi ★ Lower Queen Suite: Queen bed, sleeper sofa, kitchenette (microwave, coffee maker, toaster, refrigerator), en-suite bath Sleeping Arrangements (Main House): Bedroom 1 (first floor): Queen bed Bedroom 2 (first floor): Queen bed Bedroom 3 (second floor): Queen bed Bedroom 4 (second floor): Queen bed (Cottage) Bedroom 1 (main floor): Queen bed and sleeper sofa Bedroom 2 (second floor): King bed Amenities: ★ The main house features a wood burning fireplace in the living room which also includes plenty of free firewood and a dining room just off the kitchen that seats 10-12 people. ★ Additionally, there is a covered patio area outside with plenty of chairs and tables for about 25 guests. ★ There is a gas BBQ for your use ★ Tree swing (adult supervision required) ★ We provide chairs, tables and dinnerware for approximately 25. ★ Kids love our rope swing and the llamas across the street. Everyone enjoys the waterfall, sunset views, and gardens that make this property a truly unique experience. Check availability now Additional Property Information: This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring spas, or on the interior of the house.

Marv’s Place

West Linn, OR, US
1 Bedrooms 2 Guests
Aug 21 - 23
$283 night

Nestled atop the slopes above the Tualatin River resides one of the more unique and special escapes the region has to offer. Please note this location sits on a piece of property where there is another two bedroom retreat (The Cedars at Rivers Edge), a long term residence, and even a small business office above. While any of the locations you stay at, your privacy is completely respected, however there may be other activity in the area including at the incredible shared areas such as the oversized hanging iron fire-pit or the meandering stairs leading to the property’s Tualatin River dock. Due to the geographical setting, we do ask that there are not kids under 12 as the drop-off to the river below could be quite hazardous for kiddos. Marv’s Place is a fantastic one bedroom retreat. Every aspect has been renovated, upgraded, and furnished to create that perfect blend of comfort and style. One epic feature is the 275 square foot outdoor covered patio / living space. It boasts an enormous fire table and outdoor seating. The huge TV is perfect for streaming while taking in the sights and sounds of this incredible property. There is also a built in BBQ for all your grilling desires. Back inside, you’ll find a fully stocked kitchen and cozy living area. The bedroom area has a TV as well when you are ready to wind down the day. After a night of restful sleep, take your time and relax and recharge in the huge bathroom with walk-in shower. The washer and dryer is there as well if you need. As you will see in the center of the courtyard area, sits a large fire-pit, which is a shared community space with the other two bedroom guest home. The entire space is surrounded by trees and the Tualatin River sits just a short walk beyond and down the ramp to the floating dock. Also as we mentioned earlier there is a small office above Marv’s Place so people may come and go throughout the day. There is ample parking available for guests on the property as well. Please don’t hesitate to reach out if you have any questions at all. Special notes: Please refer to the overhead photos about the layout and where parking is. PET FRIENDLY: **There is a $50 pet fee per pet with a maximum of $150 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Pets must remain on a leash at all times when outside on the property. Amenities: ★ Enormous covered patio with fire-table, seating, huge TV, and BBQ ★ Unbelievable forested views ★ Access to deck below on Tualatin River ★ Fire-pit with shared seating ★ All new décor and furnishing throughout ★ Wi-Fi ★ Fully stocked kitchen ★ Washer and dryer on site ★ Outdoor games such as cornhole and frisbee golf ★ *Paddleboards and kayaks are not available for guests to use. Please feel free to bring your own!* Location: ★ Short walk down the steps to the Tualatin River below ★ 3/4 Mile to Fields Bridge Park ★ 2 Miles to downtown West Linn ★ 5.5 Miles to Lake Oswego ★ 16 Miles to downtown Portland ★ 17 Miles to the heart of Willamette Valley wine country ★ 24 Miles to Portland International Airport

Dog-Friendly Milwaukie Home: 9 Mi to Dtwn Portland

Lake Oswego, OR, US
3 Bedrooms 6 Guests
Aug 31 - Sep 3
night

Your next PNW adventure awaits at this Milwaukie, OR, vacation rental. This centrally located 3-bedroom, 2-bathroom home puts you close to all of the Portland area’s best attractions, with access to the Willamette River just 2 miles away and Downtown’s breweries, venues, and museums only 9 miles away. Spend time by the water at Rivervilla Park, catch some Blazers basketball at the Moda Center, or make a day trip to Mt. Hood National Forest for beautiful hikes with your furry friend. -- THE PROPERTY -- Newly Remodeled | Shared Yard | ~ 2 Mi to Willamette River | 1,600 Sq Ft Bedroom 1: Queen Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed SHARED AMENITIES: Patio, gas fire pit INDOOR LIVING: Smart TV, board games, books, dining table, breakfast bar, walk-in closet KITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, coffee/tea, blender, toaster GENERAL: Free WiFi, central heating & A/C, ceiling fans, complimentary toiletries, linens/towels, washer/dryer, laundry detergent, iron/board, hangers, hair dryer, trash bags/paper towels FAQ: Pet fee (paid pre-trip) ACCESSIBILITY: 2 steps required to access, 2-story home, bedroom/full bathroom on 1st floor PARKING: Driveway (2 vehicles), street (first-come, first-served) ADDT’L ACCOMMODATIONS: There is an additional property available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- LOCAL HOTSPOTS: Oaks Amusement Park (6 miles), OMSI (8 miles), Revolution Hall (9 miles), Portland Art Museum (9 miles), Moda Center (9 miles), Oregon Convention Center (9 miles), Providence Park (10 miles) WILLAMETTE RIVER: Rivervilla Park (2 miles), Elk Rock Island (2 miles), Spring Park Natural Area (2 miles), Milwaukie Bay Park & Boat Launch (3 miles) PARKS & OUTDOORS: Crystal Springs Rhododendron Garden (7 miles), Mount Talbert Nature Park (7 miles), Portland Japanese Garden (11 miles), Oregon Zoo (11 miles), Powell Butte Nature Park (14 miles), Mt. Hood National Forest (31 miles) AIRPORT: Portland International Airport (17 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires 2 steps to enter but features a bedroom and full bathroom on the 1st floor - NOTE: There is another bookable vacation rental on-site with some shared amenities; other travelers may be present during your stay

Goat Shed

West Linn, OR, US
2 Bedrooms 4 Guests
Aug 23 - 25
$254 night

Nestled atop the slopes above the Tualatin River resides one of the more unique and special escapes the region has to offer. Please note this location sits on a piece of property where there is another one bedroom retreat (Marv’s Place), a long term residence, and even a small business office. While any of the locations you stay at, your privacy is completely respected, however there may be other activity in the area including at the incredible shared areas such as the oversized hanging iron firepit or the meandering stairs leading to the property’s Tualatin River dock. Due to the geographical setting, we do ask that there are not kids under 12 as the drop-off to the river below could be quite hazardous for kiddos. The ’Goat Shed’ was originally just that in days yonder. Now it is an exquisite one bedroom, one bath escape, with a full kitchen and laundry. Every aspect has been renovated, upgraded, and furnished to create a perfect blend of comfort and style all. The entire space was designed to highlight the incredible riverside and forest views. It’s hard to beat enjoying a morning or evening beverage tableside while looking over the picturesque setting. As if that wasn’t enough, just a couple dozen feet away you will find the ’Zen Den’. This is another bedroom with its own, mini fridge, sink, seating, and toilet. Please do note, it does not have its own shower. That is shared and within with the Goat Shed. While it may be missing it’s own shower, what it does have is a perched deck overlooking the Tualatin River with views that have to be experienced to believe. You will want to spend every moment out here you can. These two spaces make up ’The Cedars at Rivers Edge’. The outdoor area at the property is quite special. The areas that are specific to this retreat are the deck and immediate outside areas of the Goat Shed and Zen Den. The large fire-pit area is a shared space with Marv’s Place as well. The patio under Marv’s Place is only for guests of that unit. Also as we mentioned earlier there is a small office above Marv’s Place so people may come and go throughout the day. There is ample parking available for guests on the property as well. Please don’t hesitate to reach out if you have any questions at all. PET FRIENDLY: **There is a $50 pet fee per pet with a maximum of $150 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Special notes: Please refer to the overhead photos about the layout and where parking is. Pets must remain on a leash at all times when outside on the property. This property is equipped with floor heating and may take several hours to reach the desired temperature. Sleeping Arrangements: Bedroom 1 (inside the Goat Shed) : King bed Bedroom 2 (inside the Zen Den): Queen bed - The Zen Den is not attached to the Goat Shed, it is a few steps away) Amenities: ★ Unbelievable forest and river views ★ Deck overlooking river with seating ★ Uncovered Fire-pit with shared seating ★ All new décor and furnishing throughout ★ Wi-Fi ★ Propane BBQ ★ Fully stocked kitchen ★ Washer and dryer on site ★ Outdoor games such as cornhole and frisbee golf ★ Stairs to deck below on Tualatin River Location: ★ Short walk down the steps to the Tualatin River below ★ 3/4 Mile to Fields Bridge Park ★ 2 Miles to downtown West Linn ★ 5.5 Miles to Lake Oswego ★ 16 Miles to downtown Portland ★ 17 Miles to the heart of Willamette Valley wine country ★ 24 Miles to Portland International Airport

Delightful 2BR Lakefront - Patio

Lake Oswego, OR, US
2 Bedrooms 4 Guests
Dec 31 - Jan 2
$405 night

Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio Get a taste of living like royalty at this luxurious riverfront escape boasting all of the comforts needed for a memorable stay and easy access to Lake Oswego right from the backyard. Speaking of the backyard, you will have endless ways to enjoy the fresh air with a furnished patio, gas grill, and dock right on the water. Even on colder days, you can take cover and enjoy a fresh cup of coffee with the soothing sound of rain to accompany you. Inside, the real magic reveals itself with stunning architecture, high-end finishes, loads of natural light, and all of the comforts needed to feel right at home. The open-concept layout is ideal for entertaining and reminiscing with loved ones in style with a stunning full kitchen, vaulted ceilings, flatscreen TV, and a lovely dining table create an ambiance you will never want to leave. Plus, the chef of the group will be spoiled with two sinks, gorgeous countertops, stainless steel appliances, and luxury cookware that will make any recipe a breeze. Don’t worry about needing to get a bit of work done while away either, as a desk, printer, and high-speed WiFi are provided. Don’t wait a second longer to book your next adventure! Things to Know Netflix streaming (guests need own account) Boat, boathouse, and kayaks or not for guest use License number: 000108,STR-1550-2022

The Cottage On Wilsonville Road

Wilsonville, OR, US
1 Bedrooms 4 Guests
Aug 23 - 25
$170 night

Welcome to The Cottage on Wilsonville Road, a peaceful one-bedroom hideaway nestled among towering trees and lush greenery, just minutes from the scenic banks of the Willamette River. Ideally located just southwest of Wilsonville, this serene retreat offers the perfect blend of seclusion and convenience—within easy driving distance to both downtown Portland and the heart of Oregon’s renowned wine country. Step inside to discover a thoughtfully curated single-level home filled with all-new furnishings and décor, carefully chosen to create the ideal balance of style and comfort. The cozy living room invites you to relax and unwind, and it flows effortlessly into the spacious kitchen and dining area—perfect for enjoying quiet meals at home. Adjacent to the main living area is a beautifully designed bedroom and a bright, spa-like full bathroom. Just off the back of the cottage, you’ll find a private elevated deck, surrounded by trees and the soothing sounds of nature. Whether you’re sipping your morning coffee or grilling dinner on the BBQ, this outdoor haven is where you’ll want to spend much of your time. Whether you’re looking for a peaceful place to unwind or a home base for exploring Oregon’s natural beauty and wineries, The Cottage on Wilsonville Road is the perfect escape. A washer and dryer are available for guest use (access provided via check-in materials), and the living room includes a sleeper sofa that’s ideal for younger guests. *Please be aware that this is a working farm. Although they will keep their distance, workers may be spotted on the farm periodically* If you have any questions or need assistance planning your stay, don’t hesitate to reach out—we’re here to help make your visit unforgettable. Sleeping Arrangements: Bedroom 1: King bed Living/Sleeping Combo: Sleeper Sofa Amenities: ★ Single floor layout ★ New décor and furnishing throughout ★ Gorgeous new deck overlooking wooded area ★ BBQ on back deck ★ Air conditioning ★ Additional outdoor seating area with Adirondack chairs and umbrella ★ Wi-Fi is available for light browsing and everyday use. Speeds average around 23.50 Mbps download and 1.29 Mbps upload, which works best for simple online activities. Location: ★ 1 Miles to closest vineyard ★ 5 Miles to downtown Wilsonville ★ 10 Miles to Newberg and Oregon’s Wine Country ★ 20 Miles to downtown Portland ★ 72 Miles to the Oregon Coast

Boean Lane Bliss

Woodburn, OR, US
5 Bedrooms 10 Guests
Aug 31 - Sep 2
$223 night

Welcome to Boean Lane Bend, a beautifully appointed four-bedroom retreat in the heart of Woodburn, Oregon. Thoughtfully refreshed with all-new décor and furnishings, this inviting home blends modern comfort with warm Northwest charm, creating the perfect home base for families, friends, business travelers, and anyone exploring the Willamette Valley. Step inside to an open and welcoming floor plan where the spacious living room invites everyone to gather around the cozy fireplace for movie nights or conversations after a day of adventure. The fully equipped kitchen offers everything needed to prepare anything from a quick breakfast to a family feast, while the adjacent dining area makes sharing meals effortless. Each bedroom has been carefully designed with comfort in mind, featuring quality furnishings and relaxing décor to ensure a restful night’s sleep. With four spacious bedrooms and two full bathrooms, there’s plenty of room for everyone to spread out and unwind. Outside, enjoy the fully fenced backyard complete with a private patio, outdoor dining table, and umbrella—perfect for morning coffee, afternoon relaxation, or evening barbecues under the Oregon sky. One of Boean Lane Bend’s greatest advantages is its outstanding location. Just minutes away, you’ll find the renowned Woodburn Premium Outlets, offering exceptional shopping from dozens of designer brands. Wine enthusiasts can easily explore the world-class wineries of the Willamette Valley, while nearby parks, golf courses, restaurants, and local attractions make this an ideal destination for every type of traveler. Whether you’re planning a family vacation, shopping getaway, wine country adventure, or simply seeking a comfortable place to relax, Boean Lane Bend delivers the perfect combination of style, convenience, and comfort. We look forward to welcoming you to your home away from home. We’re excited to host you and hope your stay is full of fun and great memories. To keep things peaceful for our wonderful neighbors, we observe quiet hours from 10:00 pm to 8:00 am. During this time, please stay indoors with windows and doors closed, and keep noise at a comfortable indoor level. The home includes a noise‑monitoring system that measures volume only—it simply helps us ensure the neighborhood stays calm and enjoyable for everyone. Thanks for helping us keep this a welcoming place for all guests. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Location: ★ 2 Blocks from Walmart Supercenter ★ 1/2 Mile to i5 ★ 1 Mile to Woodburn Premium Outlet Mall ★ 18 Miles to Salem ★ 29 Miles to Portland ★ 75 Miles to Oregon Coast

Lovely Canyon View Apartment w/ Patio & Yard

Silverton, OR, US
1 Bedrooms 4 Guests
Aug 25 - 27
$150 night

Experience a serene getaway to Silverton in this woodsy apartment. Featuring 1 bedroom, 1 bathroom, and no shortage of stunning views, this charming vacation rental is the perfect place to reset, relax, and leave behind the stresses of everyday life. With Silver Falls State Park just 10 miles away, peaceful days exploring in the Oregon sunshine aren’t far away. Whether you’re looking to kick back and enjoy an al fresco dinner on the patio or hit the trails, this rustic retreat has you covered. -- THE PROPERTY -- Step-Free Access | Outdoor Dining Area | Free WiFi Ideal for a couples’ weekend, a small family, or a solo excursion, this quaint abode offers the best in tranquil mountain travel. Bedroom 1: King Bed, Full Rollaway Bed | Additional Sleeping: Pack n’ Play KITCHEN: Fully equipped, drip coffee maker, dishware & flatware, spices, blender, cooking basics, ice maker, hot water pot, toaster, trash bags & paper towels, knife set INDOOR LIVING: 2 Smart TVs w/ cable, DVD player, dining table OUTDOOR HANGOUT: Patio w/ seating, garden, gas grill, yard GENERAL: Washer & dryer, laundry detergent, towels & linens, complimentary toiletries, central heat, keyless entry, hangers, hair dryer FAQ: Homeowner on-site (upstairs), no A/C PARKING: Driveway (2 vehicles), covered parking (1 vehicle) -- THE LOCATION -- OUTDOOR ATTRACTIONS: The Oregon Garden (6.2 miles), Gallon House Bridge (8.4 miles), Silver Falls State Park (10.3 miles), Walter Wirth Lake (18.7 miles), Salem’s Riverfront Carousel (19.3 miles), Mt Hood National Forest (86.1 miles) SILVER CREEK (on-site): Swimming, picnic area, trailhead THINGS TO DO: Frank Lloyd Wright Gordon House (6.3 miles), Mt Angel Oktoberfest (10.4 miles), Deepwood Museum & Gardens (19.1 miles), Enchanted Forest (23.2 miles), Bullwinkle’s Wilsonville (30.5 miles), Wings & Waves Waterpark (42.5 miles) PARKS: Coolidge McClaine Park (6.2 miles), Claggett Creek Park (19.0 miles), Let’s All Play Park (19.4 miles), Bryan Johnston Park (22.9 miles) AIRPORT: Portland International Airport (53.1 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The homeowner lives on-site, in the upstairs part of the property, and may be present during your stay - NOTE: This property is best suited for 2 adults and 2 children with the use of the full-sized rollaway - NOTE: The property does not have air conditioning

Tanner Basin Retreat

West Linn, OR, US
6 Bedrooms 14 Guests
Aug 24 - 26
$297 night

Welcome to Tanner Basin Retreat, a truly exceptional property nestled in the heart of West Linn. Designed with both relaxation and entertainment in mind, this spacious home offers a one-of-a-kind stay for families and groups, blending comfort, style, and a wealth of amenities in a peaceful, natural setting. As you step inside, you’re greeted by a bright and open main floor featuring a seamless flow between the living, dining, and kitchen areas—complete with an eat-in bar perfect for casual meals or conversation. With multiple bedrooms and a full bathroom on this level, the home is ideally suited for multi-generational stays. Step outside onto the expansive upper deck to grill your favorite meal and take in the tranquil views of the greenspace beyond. For those in the mood for a little friendly competition, the main-level garage has been transformed into a game zone, complete with foosball, and space to kick back with a beverage. Head downstairs to the lower level, where the fun continues. This floor features additional bedrooms, a full bathroom, and a beautifully designed media lounge with plush seating, a large flat-screen TV, and a pool table—perfect for movie nights or game days. Just off this area, you’ll find a dedicated gaming room with cozy chairs and a trundle bed, creating a paradise for gamers of all ages. Step out onto the lower-level deck to discover an outdoor haven, complete with ample seating and a fire table. Whether you’re enjoying your morning coffee or winding down under the stars, the peaceful sounds of nature and surrounding wildlife will make your stay truly unforgettable. With thoughtful upgrades throughout and an unbeatable layout for entertaining and relaxing, Tanner Basin Retreat promises a getaway filled with comfort, connection, and countless memories. Sleeping Arrangements: Main Level: Primary bedroom: King Bed (with en-suite bathroom) Bedroom 2: King bed Bedroom 3: Full bed Lower Level: Bedroom 4: Queen bed Bedroom 5: Full bed Bedroom 6: Full bed Living Sleeping Combo (in gaming room): twin trundle Amenities: ★ Multiple new decks ★ Pool table and media area ★ Gaming room with seating ★ Incredible setting on green space ★ Garage with foosball and pop a shot Location: ★ 2 Blocks to North Willamette Neighborhood Park ★ 1 Mile to bars and entertainment in downtown West Linn ★ 2 Miles to groceries and shopping ★ 9 Miles to Clackamas Town Center ★ 18 Miles to downtown Portland Additional Property Information: This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. **

Apollo Heights

West Linn, OR, US
4 Bedrooms 12 Guests
Aug 23 - 25
$364 night

This recently renovated West Linn home is special in every way. Sitting in a quiet suburban neighborhood in the hills of West Linn, you are just over 10 miles to downtown Portland. Rated as one of the top small cities to live in within the entire country, you can’t go wrong to make this your home during your travels. Upon entering the home, you are greeted with an incredibly warm and comfortable layout. You will immediately see the care and thoughtfulness that went into every bit of decor, helping create a wonderful experience on your travels. The main living and dining area is connected, with ample seating. Connected on two sides the living and dining rooms, the main kitchen area and a nook provides even more seating. Up just seven steps is the upper part of the split-level home that boasts all four bedrooms. Two of the bedrooms have queen beds with closets and room to spread out. There is a shared full bath just at the top of the stairs. On the other end you will find the master bedroom with a new king bed, a seating area, and a full bathroom adjacent to it. Also sitting near the bathroom is another bedroom area. This room has three queen beds and is perfect for kids, young adults, and siblings to sleep in the same room and enjoy everything this home has to offer. The homeowner lives on the property in the lower level. This level is available to add on to the main part of the home for an additional $250 a night. It has another full kitchen, living area, and bedroom with direct access to the enormous deck. To access the deck (if you are not renting the lower level space as well) just follow the path on the left side of the house. There you’ll find plenty of seating for the entire group, a ping pong table to enjoy while overlooking the vast green space behind the home. Weather permitting, you will find yourself spending a lot of time in this space. There is ample street parking, often the two spots in the driveway are in taken. Sleeping Arrangements: Bedroom 1: King bed Bedroom 2: Queen bed Bedroom 3: Full bed Bedroom 4: 3x Queen beds Living Area: Sofa Bed Queen Amenities: ★ Ping Pong Table on Deck (weather dependent) ★ BBQ propane grill ★ Multiple TV’s with integrated Roku ★ Huge Deck With Green-space Behind ★ New large capacity hot water tank - Consistent hot water throughout! Location: ★ 1 Mile to Mary S. Young Park ★ 3 Miles to Downtown West Linn ★ 4 Miles to Downtown Lake Oswego ★ 11 minutes to Downtown Portland ★ 20 Miles to Portland International Airport ★ 25 Miles from wine country (Newberg/Dundee) ★ Under Two Hours from the Oregon Coast Additional Property Information: We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house.

Palais de Leon

Lake Oswego, OR, US
10 Bedrooms 20 Guests
Aug 31 - Sep 2
$2,199 night

Welcome to the Palais de Leon, a one-of-a-kind private riverfront estate—a breathtaking retreat where luxury, space, and unforgettable experiences come together on nearly three secluded acres along the Willamette River in beautiful Lake Oswego. From the moment you pass through the gated entrance and arrive at the grand circular driveway, it becomes clear this is not simply a home—it’s an extraordinary destination designed for unforgettable gatherings, retreats, and celebrations. Spanning nearly 20,000 square feet, this estate offers an unparalleled blend of elegance, entertainment, and resort-style living. With multiple living spaces, dramatic architectural details, and sweeping river views, every corner of the property invites you to slow down and savor the moment. A Private Resort Designed for Entertaining -- Inside Palais de Leon, you’ll discover an incredible collection of spaces designed for both grand entertaining and quiet relaxation. Host unforgettable movie nights in the private theater room, complete with soaring ceilings, a dramatic fireplace, and its own stage. Gather around the billiards room and full bar, or enjoy time in the library, home gym, and multiple lounge areas that make the home feel like a private luxury resort. Whether you’re planning a corporate retreat, milestone celebration, or extended family getaway, the home offers space and amenities rarely found anywhere else. *Please note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits. *Extraordinary Outdoor Living* -- Step outside and the experience continues. The estate’s outdoor spaces are truly spectacular, featuring: ★ A resort-style swimming pool and in-ground spa ★ Expansive terraces and courtyard gathering spaces ★ A private pond and lush landscaped grounds ★ A pool house for relaxing between swims ★ Specially curated decor and furnishing ★ Direct Willamette River frontage with a private dock ★ Spend mornings watching mist rise over the river, afternoons lounging by the pool, and evenings enjoying sunset reflections across the water. The setting feels peaceful and secluded, yet you’re just minutes from the charming shops and restaurants of downtown Lake Oswego. Space for Everyone -- With 10 bedrooms and over a dozen bathrooms, the estate comfortably accommodates large groups while still providing privacy and quiet spaces to unwind. With multiple living rooms, gathering areas, and entertainment spaces, guests can spread out, connect, and create memories without ever feeling crowded. A Setting That Feels Truly Rare -- Properties like this simply don’t exist in typical vacation rentals. It’s the kind of place where: Morning coffee happens overlooking the river Afternoons are spent poolside under the Oregon sun Expansive manicured lawns for enjoyment Evenings become unforgettable dinners and celebrations And every guest leaves feeling like they experienced something extraordinary. This estate is more than a home—it’s a private riverfront sanctuary designed for unforgettable stays. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** ★ Private gated estate ★ Nearly 3 acres of riverfront grounds ★ Resort-style pool, spa, and pool house ★ Private theater, bar, billiards, gym, and library ★ Private dock on the Willamette River ★ Minutes to downtown Lake Oswego To keep the landscaping pristine, service is scheduled every Thursday morning. Please note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits.

Portland Home w/ Private Hot Tub: 9 Mi to Downtown

Milwaukie, OR, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$153 night

Pets Welcome w/ Fee | Fenced-in Backyard | 1,660 Sq Ft Just 9 miles from downtown, this 4-bedroom, 2.5-bath vacation rental invites you to experience Portland like a local! Take advantage of the nearby Trolley Trail or Milwaukie Park & Ride Station, where you can enjoy easy access to downtown Portland, additional MAX Lines, and endless attractions. After exploring the beautiful Spring Water Trail, return home for a relaxing evening in the backyard. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed (split king adjustable bed) - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 full sleeper sofa - Additional Sleeping: 1 portable crib, 1 queen air mattress MAIN FEATURES - Flat-screen TV w/ Roku - Children’s game room, board games - Dining table, laptop-friendly workspace - Private hot tub, fenced-in backyard KITCHEN - Fully equipped w/ cooking basics & spices - Coffee maker, espresso machine, coffee grinder - Side-by-side refrigerator w/ ice maker & filtered water, dishwasher - Toaster - High chair GENERAL - Free WiFi - Central air conditioning/heat - Linens/towels - Trash bags/paper towels FAQ - Pet fee (paid pre-trip) - 1 exterior security camera (facing driveway) - Homeowner next door ACCESSIBILITY - 2-story home, 1 step to enter PARKING - Driveway (4 vehicles) - Free street parking (first-come, first-served) -- THE LOCATION -- - 6 miles to Oak Amusement Park - 6 miles to Crystal Springs Rhododendron Garden - 8 miles to OMSI - 11 miles to Oregon Zoo - 18 miles to Portland Int’l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with $100 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires a step to enter - Guests are not permitted to park in/enter the garage during their stay - The property sleeps 6 guests on 3 beds, but the maximum occupancy is flexible up to 9 with sleeping arrangements available on the queen air mattress - The homeowner lives next door, in a completely separate unit, and may be present during your stay - The homeowner has additional amenities in their yard, including a sauna, cold plunge, and fire pit, that may be available during your stay. The owner often travels and will allow guests to use the amenities when they are not home. Additional Charges will apply. Please reach out to the Guest Contact after booking for further information - Your safety matters. This property features 1 exterior security camera located on the front door, facing outward toward the driveway. It does not look into any interior spaces. The camera records video and sound when activated by motion. It will record when it first senses motion and 30 seconds after the last motion is detected Licence number: 750-20

Edwards Retreat

Newberg, OR, US
3 Bedrooms 6 Guests
Oct 31 - Nov 30
$164 night

This wonderful retreat is centrally located in the heart of Newberg. Sitting just five blocks south of downtown you are a short walk from countless restaurants, shopping, tasting rooms, and entertainment. With three bedrooms and two baths it is perfect for a family or contractors working in the area for 30+ days. Upon entering you are greeted with an entry area that opens up onto the living room and a connected kitchen and dining area. There is brand new décor and furnishings throughout and each piece has been curated to provide a fantastic blend of style and comfort. The kitchen is fully stocked for you culinary desires. Through the kitchen and towards the back of the house you will find the primary bedroom with the attached en-suite bathroom. There is also door that leads to the backyard. The other two bedrooms are in the front of the house. One of the room has a queen bed and the other has two twin beds. There is a fenced in yard with a BBQ as well for your grilling needs. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: Pets require approval and written consent beforehand. **Pet fees and deposit discussed before agreement signed.** UTILITIES: Owner will take care of utilities and services as follows up to $500 per month. Any overages must be paid by the tenant: Water, Sewer, Garbage, Electric, Landscaping, Internet. Sleeping Arrangements (all on main level): Primary bedroom: Queen bed Bedroom 2: Queen bed Bedroom 3: Twin bed + twin bed Amenities: ★ Pet Friendly (with written approval) ★ Hulu with Live TV subscription ★ Single level layout ★ Fenced in backyard Location: ★ 5 blocks to central downtown Newberg (incredible food and wine options) ★ 1/2 Mile to George Fox University ★ 4 Miles to Dundee ★ 14 Miles to McMinnville ★ 26 Miles to downtown Portland ★ 60 Miles to the Oregon Coast

Oak Shore Haven

Milwaukie, OR, US
7 Bedrooms 14 Guests
Aug 24 - 27
$861 night

Oak Shore Haven | Luxury Riverfront Retreat with 270° Water Views Welcome to Oak Shore Haven, one of the Pacific Northwest’s most exceptional riverfront escapes. Perfectly positioned along the water’s edge, this remarkable six-bedroom, five-bathroom retreat offers breathtaking 270-degree river views, luxurious finishes, and an incredible collection of amenities designed for unforgettable gatherings. From the moment you arrive, you’ll be captivated by the home’s stunning setting. Expansive windows frame the river from nearly every angle, while the massive outdoor deck invites you to relax, dine, and soak in the ever-changing scenery. Whether you’re enjoying your morning coffee, watching boats drift by, or unwinding in the hot tub beneath the stars, the sights and sounds of the river create a truly magical backdrop. Inside, every detail has been thoughtfully curated to blend modern luxury with warmth and comfort. The open-concept great room features soaring ceilings, designer furnishings, and wall-to-wall views that bring the outdoors in. The chef’s kitchen is fully equipped with premium appliances, expansive countertops, and ample seating, making it the perfect place to prepare meals for family and friends. Entertainment abounds throughout the home. Challenge your group to a game of pool, test your skills on the shuffleboard table, or gather in the dedicated karaoke room for a night of music and laughter. With multiple gathering spaces spread throughout the property, there’s plenty of room for everyone to relax, connect, and create lasting memories. Featuring seven spacious bedrooms and five full bathrooms, Oak Shore Haven comfortably accommodates large families, corporate retreats, reunions, and special celebrations. The home’s generous layout ensures everyone has room to spread out while still enjoying the many shared spaces that make this property so special. Whether you’re planning a weekend getaway, celebrating a milestone event, or simply seeking an unforgettable riverfront experience, Oak Shore Haven delivers luxury, comfort, and unparalleled natural beauty in one extraordinary destination. This home has security cameras at the entrance for security. We’re excited to host you and hope your stay is full of fun and great memories. To keep things peaceful for our wonderful neighbors, we observe quiet hours from 10:00 pm to 8:00 am. During this time, please stay indoors with windows and doors closed, and keep noise at a comfortable indoor level. The home includes a noise‑monitoring system that measures volume only—it simply helps us ensure the neighborhood stays calm and enjoyable for everyone. Thanks for helping us keep this a welcoming place for all guests. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Highlights: ✔ Spectacular 270° river views ✔ Six bedrooms & five full bathrooms ✔ Expansive riverfront deck ✔ Private hot tub overlooking the water ✔ Chef’s kitchen with premium finishes ✔ Pool table & shuffleboard ✔ Dedicated karaoke room ✔ Designer furnishings and curated décor throughout ✔ Multiple indoor and outdoor gathering spaces ✔ One of the Pacific Northwest’s premier luxury vacation homes Limited Parking (4 spaces) - please carpool as much as possible. If you choose to enjoy the river during your stay, we encourage you to do so safely. The river offers a wonderful opportunity for recreation and relaxation, and we recommend bringing properly fitted life jackets for anyone planning to swim, kayak, or participate in water activities. Come experience Oak Shore Haven—where luxury meets the river, and every stay becomes a memory worth sharing.

River Forest Retreat

Milwaukie, OR, US
5 Bedrooms 12 Guests
Aug 23 - 25
$344 night

On the main level there are three beautifully appointed bedrooms all with king beds. The one furthest back is slightly larger and has an entire wall of windows with more unbelievable river views. Descending downstairs, you’ll find the lower-level lounge and media area. This cozy and quite room is where the group can sit back and relax while streaming your favorite shows. There are two additional spacious bedrooms with king beds on the lower level as well. They share the second full bathroom. You will also find the washer and dryer on this level if needed. One of the most special parts of this home is the backyard oasis. A new hot tub has been installed allowing you to soak your troubles away while enjoying the sights and sounds of this riverside paradise. Whether you want a competitive game of cornhole or just to relax around the firepit, there is something for everyone. Please don’t hesitate to reach out if you have any questions. We are excited for you to be one of our first guests at the River Forest Retreat. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** *Sleeping Arrangements: Bedroom 1 (main level): King bed Bedroom 2 (main level): King bed Bedroom 3 (main level): King bed Bedroom 4 (lower level): King bed Bedroom 5 (lower level): King bed Amenities: ★ Incredible panoramic Willamette River views ★ Hot tub on covered patio (We strive to make sure hot tubs are working at all times. If they are not working due to circumstances outside of our control, unfortunately we cannot provide any type of refund for the inconvenience.) ★ Fire-pit ★ Cornhole ★ New décor and furnishing throughout ★ 3 Gas Fireplaces Location: ★ Steps away from banks of Willamette River ★ 1 Mile to groceries, restaurants, and entertainment ★ 6 Mile to Oaks Amusement Park ★ 7 Miles to West Linn ★ 9 Miles to downtown Portland ★ 17 Miles to Portland International Airport

Vine and View Bungalow

Newberg, OR, US
2 Bedrooms 4 Guests
Aug 31 - Sep 2
$275 night

The View & Vine Bungalow is a luxurious two bedroom, two bathroom home in the heart of Oregon’s Wine Country in downtown Newberg. Completely remodeled with upscale finishes and fixtures, the bungalow is light-filled, cozy, and fresh while still retaining much of the 1920’s Craftsman charm. Enjoy a best-of-all worlds location: drive 10-20 mins to the region’s best wineries, walk 2-3 blocks to downtown tasting rooms and restaurants, and return to the bungalow for a peaceful night’s sleep. An eclectic, upscale bohemian style influenced the design, with locally-found vintage items mixing with new designer pieces and comfortable, cozy furnishings. Two private master bedrooms with king beds and en-suite baths make it a great fit for two couples travelling together, a small family, or a luxurious girls trip in wine country. Entry into the bungalow is from the back of the home; self check-in is provided via keypad. The driveway has space for two cars, and the open carport covers the entry and optionally provides coverage for outside dining and lounging. As you enter, you’ll walk up a few stairs into a cozy dining nook for four that overlooks Rotary Park and the Chehalem Cultural Center. Also near the entry are a full-size washer and dryer, with free & clear detergent, an iron and ironing board. The kitchen has been beautifully and thoughtfully fitted with custom cabinetry, and high-end appliances, including a 5-burner gas range, french door refrigerator with filtered water and ice, dishwasher, toaster oven and microwave. The living room is spacious and flooded with natural light from huge picture windows. The adjacent game room, which can also be used as a workspace or larger dining area, seats four in comfy velvet arm chairs at an antique french table. There are two bedrooms, one downstairs and one up; both have king beds with amazingly comfortable medium-firm gel memory foam mattresses, high quality sheets, plush duvets and plenty of pillows of varying firmness. Nightstands, lamps and outlets are easily accessible at each side of the bed. Closets with no-slip hangers, drawer/cubby space and luggage racks in each make packing and unpacking a breeze. Each bedroom has its own bathroom, with natural light, beautifully tiled showers, quartz-topped custom vanities, large mirrors and designer fixtures. Ultra-fluffy towels, shampoo, conditioner, soap, cotton swabs and an upscale real-deal hair dryer are all there ready for you to enjoy. Outside, the beautifully landscaped back garden has a Weber natural gas grill, dining area that seats four, and an herb garden you are welcome to make use of. Parking for two cars in the adjacent driveway is available. The Bungalow’s back yard connects with the View + Vine Cottage next door, which is available for rent together or separately, creating the potential for 3 bedrooms and 3 baths between the two homes and a joined outdoor space to host your group. You’ll have full and private access to the Bungalow, which is a stand-alone home. You’ll also have full access to the Bungalow’s side of the back yard, which connects to but is divided from the Cottage’s yard next door. We have no doubt The Vine & View Cottage will be the perfect spot for you to enjoy everything Oregon’s wine country and the Pacific Northwest has to offer. Sleeping Arrangements: Bedroom 1 (w/ en-suite bathroom): King bed Bedroom 2 (w/ en-suite bathroom): King bed Location: ★ Across the street from Chehalem Cultural Center and Park ★ 2 Blocks to Main Street in Newberg ★ 5 Blocks to George Fox Campus ★ 3 Miles to Dundee ★ 14 Miles to McMinnville ★ 23 Miles to Portland ★ 64 Miles to the Oregon Coast

Kingsgate Escape

Lake Oswego, OR, US
3 Bedrooms 8 Guests
Aug 20 - 22
$343 night

Kingsgate Escape | Family-Friendly Comfort in the Heart of Lake Oswego Welcome to Kingsgate Escape, a stylish and spacious retreat tucked away in Lake Oswego’s desirable Westlake neighborhood. This beautifully curated 3-bedroom, 3-bathroom home is the perfect setting for small groups or families looking to explore the Portland metro area while enjoying the peace and charm of a residential oasis. Step inside to discover a thoughtfully designed interior where every piece of furniture and décor is brand new, creating an inviting blend of modern style and cozy comfort. The open-concept living and dining areas make it easy to relax and reconnect, while the fully equipped kitchen is ready for your culinary adventures. Families will love the kid-friendly bunk room featuring a twin-over-full bed with an additional trundle—plus a gaming console that promises hours of fun. Each bedroom offers a peaceful haven for rest and relaxation after a day of exploring. Outside, the fully fenced backyard and expansive patio provide a safe and private area for kids to play while adults unwind on the outdoor furniture next to the fire pit.. Whether you’re grilling up dinner, sipping wine under the stars, or enjoying the quiet charm of the neighborhood, Kingsgate Escape offers the perfect balance of indoor and outdoor living. With quick access to the freeway and just minutes from Lake Oswego’s fantastic shopping, restaurants, parks, and entertainment, this location makes it easy to enjoy the best of the region. Whether you’re here for work or play, Kingsgate Escape is your gateway to comfort, convenience, and the beauty of the Pacific Northwest. Sleeping Arrangements: Bedroom 1 (second floor): King bed Bedroom 2 (second floor): Queen bed Bedroom 3 (second floor): Twin over Full Buk Bed + Trundle Pullout Location: ★ 3 Blocks to Westlake Park ★ 2 Miles to Costco, Groceries, and Shopping ★ 4 Miles to downtown Lake Oswego ★ 8 Miles to downtown Portland ★ 11 Miles to Oregon Zoo ★ 20 miles to Portland International Airport Property Information: We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. No pets allowed

Maison Ananda Oswego

Lake Oswego, OR, US
5 Bedrooms 12 Guests
Aug 20 - 23
$1,087 night

Ananda means bliss, and that is what we set out to create here. Tucked behind a private gate in the Uplands neighborhood, Maison Ananda is a five-bedroom, three-and-a-half-bath estate designed for traveling guests who want space, privacy, and quiet. Long weekends where the kids disappear into the game room and the adults claim the heated patio. Slow mornings with coffee in the yard before anyone else is up. Evenings can wind down in the media room without anyone feeling on top of each other. The home comfortably hosts your traveling party of up to 12 registered guests, with the calm, private feel of a true residential retreat. Exceptional ratings across all booking sites. Maison Ananda is one of Lake Oswego’s most consistently top-rated luxury rentals. Location ★ 9-minute walk to Lake Oswego Indoor Tennis Center ★ 10 minutes to downtown Lake Oswego (dining, boutique shopping, lake access) ★ 20 minutes to downtown Portland ★ 35 minutes to Portland International Airport (PDX) ★ Easy day trips to Willamette Valley wine country, Mount Hood, and the Oregon coast What makes this home different ★ Fully gated, fully fenced front and back, parking for up to 6 vehicles ★ Heated indoor-outdoor living area with fireplace, usable year-round ★ Garage converted into a dedicated game room with ping pong, pop-a-shot basketball, and more ★ Media room with full sleeper sofa for movie nights or an extra crash space ★ Expansive chef’s kitchen, ideal for cooking together ★ Private home office for the occasional working guest ★ Two king en-suites, one on each floor, ideal for two couples traveling together or multigenerational travel parties ★ Designer furnishings and high-end finishes throughout ★ Central air conditioning, in-unit washer and dryer ★ Self check-in via keypad, high-speed WiFi, propane BBQ grill ★ Pet friendly with full disclosure Sleeping arrangements (sleeps up to 12) ★ Bedroom 1, main floor: King with en-suite bath ★ Bedroom 2, main floor: Queen ★ Bedroom 3, second floor: King with en-suite bath ★ Bedroom 4, second floor: King ★ Bedroom 5, second floor: Twin-over-full bunk, plus rollaway and crib ★ Media room: Full sleeper sofa The neighborhood The Uplands is one of Lake Oswego’s most established residential pockets, quiet, leafy, and walkable to local trails and the indoor tennis center. Downtown Lake Oswego, ten minutes away, offers waterfront dining, boutique shopping, and access to the lake itself. Oswego Lake Country Club is six minutes away, and Waluga Dog Park is four minutes by car. The home is centrally located for guests visiting family in the area, attending events at Nike or Intel campuses, exploring Portland, or starting a wine country trip. A note on who this home is for Maison Ananda is a guest-favorite home, and we work hard to keep it that way. It is built for traveling families, multigenerational travel parties, business travelers, and couples celebrating something special. It is not a party house, an event venue, or a place to host gatherings. Beyond that, we want you to relax, spread out, and enjoy every corner of the home. Our neighbors know us, quiet hours are 10 PM to 8 AM, and the home is monitored by an exterior noise sensor and four exterior security cameras (three at the front, one at the back, none inside, none at the pool or spa). House rules at a glance ★ Traveling party of up to 12 registered guests. Overnight stays are limited to the registered guests on the booking. Please disclose your full party at the time of booking. ★ Day visitors are welcome for daytime visits, meals, and casual time together. We just ask that visitors not stay overnight and that the home does not become a venue for gatherings, parties, or events. Total people on the property at any time should remain reasonable for a residential home. ★ No parties, gatherings, or events of any kind, including birthdays, showers, bachelor or bachelorette events, or work offsites. ★ No smoking, vaping, or marijuana use anywhere on the property ★ Pet friendly with full disclosure required: $100 per pet, max 3 pets ($300). Pets cannot be left unattended in the home, including in a crate ★ Quiet hours 10 PM to 8 AM. Please stay indoors during these hours with doors and windows closed ★ 12 guests maximum overnight Other things to note We may collect additional guest information after booking (typically an email address) to comply with local Lake Oswego short-term rental regulations. Book your stay at Maison Ananda and see why guests keep coming back.

Walk to Park & Creekside Trails! Modern Sandy Home

Sandy, OR, US
3 Bedrooms 6 Guests
Aug 24 - 26
$235 night

Furnished Deck w/ Grills | Wooded Setting | Great for Groups & Families Unplug and recharge in the foothills of Mount Hood! This Sandy vacation rental provides a tranquil haven to unwind after fun days outdoors, with bright living spaces and a furnished deck for BBQs. Walk to Salmon Creek Park for a picnic or head to Tickle Creek Trail for a mossy forest hike, then cap off the night with cocktails and s’mores by the fire. Let the pines write your itinerary — book this house today! -- THE PROPERTY -- OUTDOOR LIVING - Covered deck w/ bench - Gas grill, portable charcoal grill - Gas fire pit table INDOOR LIVING - Flat-screen TVs - Fireplace, bar area - Dining table, breakfast bar - Desk (bedroom 2) - Walk-in shower, shower/tub combo - Walk-in closet (bedroom 1) - Washer & dryer - Luxury queen-size air mattress KITCHEN - Stove/oven, refrigerator, dishwasher - Cooking basics, dishware/flatware, paper products - Drip & Keurig coffee makers (coffee & sugar provided) - Electric kettle, microwave, toaster, blender, ice maker, spices ACCESSIBILITY - 2-story home, 2 steps to enter - All bedrooms & full bathrooms on 2nd floor PARKING - Driveway (2 vehicles) - Street parking (first-come, first-served basis) -- THE LOCATION -- - Walk to Salmon Creek Park & Tickle Creek Trail - 2 miles to Jonsrud Viewpoint - 4 miles to North American Bigfoot Center - 5 miles to Boring Winery & Taproom - 15 miles to Sandy Ridge Trail System (Mount Hood National Forest access) - 30-42 miles to Mt. Hood Skibowl, Timberline Lodge & Mt. Hood Meadows - 28 miles to Multnomah Falls -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 8:00 AM ADDITIONAL INFORMATION - This 2-story home requires 2 steps to enter and an interior staircase to access all bedrooms and full bathrooms on the 2nd floor - There is a basement unit on-site, with a completely separate entrance; tenants may be present during your stay Licence number: 0004-02580

Peaceful + Elegant Cottage w/ Riverside View

Happy Valley, OR, US
3 Bedrooms 8 Guests
Sep 8 - 11
$289 night

Sightsee in Portland, ride the municipal elevator in Oregon City, and sip your way through Willamette Valley wineries, all from the comfort of this tastefully furnished 3-bedroom, 2-bath vacation rental. Just minutes away, pay a visit to some of the 'Twilight' movie's iconic filming locations, or even closer to home, get adventurous with a rafting excursion along the Clackamas River. End each exciting day with complete and utter privacy in the confines of this peaceful riverside home. -- THE PROPERTY -- 2,451 Sq Ft | 15 Mi to Portland | Wineries & Trails Nearby Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3 (Den): 2 Twin Beds | Hallway Nook: Twin Bunk Bed COTTAGE FEATURES: Smart TV, dining table w/ chandelier, soaking tub, decorative fireplace, books, wood-beam ceilings, elegant decor OUTDOOR SPACE: Private wooded yard, river view CHEF’S KITCHEN: Cooking basics, stainless steel appliances, stove w/ hood, spices, dishware & flatware GENERAL: Free WiFi, washer/dryer, towels/linens, complimentary toiletries, hair dryer, iron/board, central heating & A/C FAQ: 2 small steps required for home access PARKING: Driveway (4 vehicles) -- THE LOCATION -- PORTLAND (~15 miles): Portland Art Museum, Washington Park, Lan Su Chinese Garden, Oregon Rail Heritage Center, Oregon Zoo, Portland Japanese Garden, International Rose Test Garden, Oregon Convention Center LOCAL ATTRACTIONS: End of the Oregon Trail Interpretive Center (2.8 miles), McLoughlin House (3.5 miles), Stone Cliff Inn (3.7 miles), Carver Cafe (3.9 miles), Oregon City Municipal Elevator (4.0 miles), Museum of the Oregon Territory (4.3 miles), Rose Farm Museum (4.9 miles), Northwest Whitewater Adventures (5.6 miles) OUTDOOR RECREATION: High Rocks Park (3.9 miles), Camassia Nature Preserve (4.3 miles), Clackamas River Scenic Waterway (5.8 miles), Hidden Falls Nature Park (6.0 miles), Mary S Young Park (6.3 miles), Mount Talbert Nature Park (7.6 miles) WILLAMETTE VALLEY WINE COUNTRY: Oswego Hills Vineyard (8.1 miles), Villa Catalana Cellars (8.2 miles), King Raven’s Winery (8.5 miles), Tumwater Vineyard (8.5 miles), Campbell Lane Winery (9.6 miles), Pete’s Mountain Vineyard & Winery (10.0 miles), Aurora Colony Vineyards & Winery (17.0 miles), St. Josef’s Winery (18.4 miles) AIRPORT: Portland International Airport (19.0 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

Chiquita Bonita

Tigard, OR, US
2 Bedrooms 4 Guests
Aug 22 - 24
$194 night

-- Welcome to Chiquita Bonita -- Newly built, thoughtfully designed, and impeccably clean, this stylish two-bedroom home offers everything you need for a comfortable and effortless stay just minutes from Portland. Whether you’re here for work, a weekend getaway, or an extended visit, you’ll love the simplicity, quality, and ease this home provides. Step inside to a bright, open-concept living space filled with natural light and contemporary finishes. The fully equipped kitchen features all-new stainless steel appliances, making it easy to cook, dine, or simply enjoy a morning coffee at the dining nook. The cozy living room is perfect for unwinding after a day out, complete with comfortable seating and a smart TV. Upstairs, you’ll find two inviting bedrooms, each with a queen bed, soft linens, and a calming, neutral design to help you relax and recharge. The home includes two full bathrooms plus a convenient main-level half bath, all sparkling clean and stocked with essentials. Please note there is one guaranteed parking spot. An additional car would either need to park on the street or use the shared spot if available. We’re excited to host you and hope your stay is full of fun and great memories. To keep things peaceful for our wonderful neighbors, we observe quiet hours from 10:00 pm to 8:00 am. During this time, please stay indoors with windows and doors closed, and keep noise at a comfortable indoor level. The home includes a noise‑monitoring system that measures volume only—it simply helps us ensure the neighborhood stays calm and enjoyable for everyone. Thanks for helping us keep this a welcoming place for all guests. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Additional highlights: ★ Brand-new construction with modern finishes throughout ★ Immaculately clean and professionally maintained ★ Washer & dryer in-unit for added convenience ★ Efficient mini-split system for heating and cooling ★ High-speed WiFi for work or streaming ★ Easy access to Tigard, Beaverton, and downtown Portland Location: ★ 2 Blocks to Bonita Park ★ 1/2 Mile from freeway access ★ 1/2 MIles to restaurants ★ 2 Mile to Costco, groceries, and shopping ★ 10 Miles to dowtown Portland ★ 20 Miles to Portland International Airport

Vacation Rentals in Molalla by Amenities & Features

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Vacation Rentals Near Molalla

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