Large group vacation rentals in Oregon City, OR

Explore 15 large group vacation rentals, homes, and villas in Oregon City, 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, Homes with Free Parking and Pet-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 $145 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.

15 Great for Groups in Oregon City

Apollo Heights

West Linn, OR, US
4 Bedrooms 12 Guests
Aug 23 - 25
$339 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.

Tanner Basin Retreat

West Linn, OR, US
6 Bedrooms 14 Guests
Aug 24 - 26
$278 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. **

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

Marv’s Place

West Linn, OR, US
1 Bedrooms 2 Guests
Aug 23 - 25
$242 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

Oak Shore Haven

Milwaukie, OR, US
7 Bedrooms 14 Guests
Aug 24 - 27
$872 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.

Goat Shed

West Linn, OR, US
2 Bedrooms 4 Guests
Aug 23 - 25
$250 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

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

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

Milwaukie, OR, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$149 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

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.

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

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.

3BR river-view with deck, grill, & firepit

Milwaukie, OR, US
3 Bedrooms 6 Guests
Sep 6 - 8
$330 night

Riverfront all-suite home with amazing views, covered deck, & BBQ Stunning riverfront views of the Willamette welcome you to this spacious home just south of downtown Portland. Every room faces the river for spectacular river views no matter where you are. The opposite bank has been set aside as a conserved green space and will never be developed, so you can enjoy natural views all year round. The large covered deck features a custom 12-foot table and four six-foot benches. The adjacent patio features a gas grill for summertime cookouts. All-new furnishings and elegant home decor fill the two-story interior, ensuring a pleasant and comfortable stay for your whole family. Kick back for streaming on the smart TV or board games in the living room, or set up at the dedicated desk to take care of some work-from-home needs. The massive open-concept kitchen is equipped for gourmet meal planning with features including a six-burner ZLINE-brand gas range/oven and a beverage fridge. The Keurig coffee maker features single-serve and traditional drip settings for morning brew convenience. The wet bar is equipped for happy hour hosting with features including a sink, a fridge, plenty of glasses, and bottle openers. All three bedrooms are equipped with private bathrooms and walk-in closets. A mini-split air-conditioner is equipped in every room. The home is close to downtown Portland, local nature trails, Sellwood’s antique district, and the Oregon City Falls. Multnomah Falls is just a short drive up the scenic Columbia River Gorge. The beach is also an easy day trip option. Seasonal farmers’ markets, outdoor music venues, local shops, and riverside restaurants are all just minutes away in Oregon City. The Portland Waterfront is a haven for many year-round events and activities. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. Important! Do not walk onto on the river dock which belongs to the adjacent property. You will be cited for trespassing. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. No smoking is permitted anywhere on the premises. PERMIT ID#26604 License number: 026604

Luxe Home & Glamping w/ Pond in Oregon City!

Oregon City, OR, US
9 Bedrooms 21 Guests
Aug 24 - 26
$811 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

Charming Portland Home, Walk to Light Rail!

Milwaukie, OR, US
3 Bedrooms 8 Guests
Feb 1 - 4
$175 night

Experience Portland and the surrounding areas when staying at this 3-bedroom, 1-bath vacation rental! Ideally situated within walking distance of the light rail, this charming home provides easy access to all the best attractions. Live like a local by browsing wares at the farmer’s market on Sundays or enjoy Milwaukie's largest block party every first Friday from May through October. When it's time to relax, head home to enjoy a backyard cookout and roast s’mores around the fire pit! -- THE PROPERTY -- Fenced Yard | Walk to Milwaukie Bay Park & Elk Rock Park | Furnished Patio | Near Boat Launch | 15-Minute Drive to Downtown Portland | Office w/ Workspace Bedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bunk Bed HOME HIGHLIGHTS: Smart TVs w/ HBO, Hulu, Paramount+ & Peacock, Apple TV, workspace, fireplace, gas grill (propane provided), deck, fire pit KITCHEN: Fridge, stove, dishwasher, drip coffee maker, microwave, cooking basics, spices, cocktail glasses, non-stick & stainless steel pans, wine glasses, pint glasses, cocktail glasses, dishware/flatware, trash bags/paper towels GENERAL: Free WiFi, keyless entry, central heating & A/C, complimentary toiletries, hair dryer, linens/towels, iron/board, washer/dryer SUITABILITY: Steps required to access, single story PARKING: Driveway (3 vehicles), street parking available, 30-amp plug-in for RV or electric vehicle charging (adapter not provided) -- THE LOCATION -- ATTRACTIONS: Elk Rock Island (0.5 miles), Wunderland Milwaukie Cinemas (0.9 miles), Davis Graveyard (3.2 miles), Oak Amusement Park (4.2 miles), Crystal Springs Rhododendron Garden (4.4 miles), USS Blueback Submarine (6.4 miles), Washington Park (9.6 miles), Portland Japanese Garden (9.7 miles), Oregon Zoo (10.0 miles), Hoyt Arboretum (10.6 miles) OUTDOOR ADVENTURE: Red Fox Trailhead (9.0 miles), Spring Water Trail (11.0 miles), NW 53rd Drive Trailhead (12.7 miles). Tualatin River Greenway Trail (14.0 miles), Gabbert Butte (15.2 miles) MUSEUMS & EXHIBITS: Milwaukie Museum (1.8 miles), OMSI (6.4 miles), Portland Art Museum (7.5 miles), Oregon History Museum (7.5 miles), World Forestry Center (9.9 miles) DELICIOUS BITES: Sushi Kata Japanese restaurant (0.9 miles), Voodoo Donuts (1.3 miles), Bob’s Red Mill Whole Grain Store (2.1 miles), G-G’s Restaurant (7.3 miles), Veggie Grill (7.7 miles), Swank Restaurant (7.7 miles), Higgins (7.7 miles), Portland City Grill (7.8 miles), Pine Street Market (7.9 miles), Nel Centro (8.0 miles), Bamboo Sushi (8.3 miles), Laughing Planet (9.3 miles) AIRPORT: Portland International Airport (17.5 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 property requires stairs to access the entrance

Vacation Rentals in Oregon City by Amenities & Features

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Vacation Rentals Near Oregon City

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