Bend, OR Vacation Rentals

Explore 651 vacation rentals, homes, and villas in Bend, OR for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with hot tub and Best Affordable Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $66 per night and featuring up to 20 bedrooms and 12 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

651 Vacation Rentals in Bend

The Newport Bungalow in Bend OR

Bend, OR, US
2 Bedrooms 4 Guests
Sep 23 - 25
$358 night

This restored historic Newport Bungalow is a sun-drenched 1,250 sq. ft. retreat in the heart of downtown Bend. Reclaimed wood floors, exposed ceiling beams, and high-end finishes set the tone from the moment you walk in. Walk to breweries, coffee shops, and boutique shopping; bike to Phil’s Trail; or drive up Century Drive to Mt. Bachelor — this location puts all of Bend within easy reach for couples or small groups who want style and convenience in equal measure. There is construction going on next to the home for Summer 2026. –Where You’ll Sleep– • Bedroom 1 (Queen Primary Suite): Queen bed, private ensuite full bathroom • Bedroom 2 (King Guest Suite): King bed, guest bathroom This bungalow comfortably sleeps 4. –Amenities You’ll Love– • Gas fireplace in living room • 55" Smart TV with Sonos wireless sound system • Fully equipped kitchen with granite countertops, Bosch convection oven, induction range with magnetic pots and pans, • Kitchen nook with bench seating for 4 and breakfast bar for 2 • Dining table with seating for 6 • Air conditioning and whole-house humidifier • Covered front porch with seating for 2 • Fenced-In Backyard • WiFi throughout • Complimentary locally roasted coffee –Good to Know– • Parking: Driveway parking • Please note that pets are not allowed. Thank you for understanding! • All stays over 30 days require a mid-stay clean. Longer stays require cleans every 30 days at an additional guest expense. –Location– • Drake Park & Deschutes River Trail: 10 minute walk (.5 miles) • Downtown Bend (coffee, dining, shops): 15 minute walk • Old Mill District: ~6 minute drive (1.5 miles) • Mt. Bachelor Ski Resort: ~30 minutes by car • Smith Rock State Park: ~35 minutes • Redmond Airport (RDM): ~25 minutes –About Your Host– At Vacation Rental Collective (VRC), we are a professional management company that takes pride in delivering a consistent, high-quality experience across all of our homes. When you stay with us, you can always expect: • Locally owned & operated service with insider knowledge of the area • 24/7 guest communication if anything arises • Lightning-fast response times • Professionally cleaned and maintained homes • Every property inspected before arrival to ensure it is guest-ready – Cancellation Policy– At Vacation Rental Collective, we understand the importance of flexibility when it comes to cancellations. Guests are subject to the cancellation policy associated with the specific booking platform where the reservation was made. Please review the cancellation terms provided by the booking platform at the time of booking.

Drake Cottage 307

Bend, OR, US
1 Bedrooms 3 Guests
Sep 28 - 30
$135 night

*NEWLY RENOVATED* Drake Cottage 307 – A Charming Downtown Bend Retreat Welcome to Drake Cottage 307, an adorable 1-bedroom, 500-square-foot condo in the heart of historic downtown Bend. Located in a lovingly restored 1930s fourplex, this cozy retreat is perfectly positioned for you to experience the very best of Bend’s vibrant culture, outdoor adventures, and renowned dining scene. Unbeatable Location With a Walk Score® of 86, you’re truly in the center of it all. Just steps from Drake Park, this charming cottage puts you in the prime spot for festivals, live music, and floating the Deschutes River. In the summer, catch a free Munch & Music event, or take a leisurely stroll along the scenic riverfront—just outside your door. Downtown Bend’s award-winning restaurants, boutique shops, and craft breweries are only a few blocks away, making it easy to enjoy the best food, drinks, and entertainment in town. Street festivals, art fairs, live music at the Tower Theater, and the downtown farmer’s market are all at your fingertips. The Galveston Corridor & Beyond Just one block from the Galveston Bridge, you’ll find yourself at the gateway to one of Bend’s most bustling and lively areas—the Galveston Corridor. Home to top-rated brewpubs, food carts, restaurants, and coffee shops, this is the place to be for delicious eats and local craft beer. Bring your bikes! From here, you can easily pedal through Bend’s historic neighborhoods, cross over to the Box Factory, cruise by Whitewater Park, or explore The Old Mill District—where you can shop, catch a movie, or sip wine along the river. And when you return, store your bikes safely in our shed for peace of mind. Outdoor Adventures Await For those looking to explore Central Oregon’s great outdoors, you’re in the perfect home base. Mt. Bachelor and the Cascade Lakes Highway are just a short drive away, offering world-class skiing, hiking, mountain biking, and endless alpine adventures. Whether you’re here for the food, culture, outdoor fun, or all of the above, Drake Cottage 307 offers the perfect mix of historic charm and modern convenience in Bend’s most walkable location. Book your stay today and experience the best of Bend right at your doorstep! Sleeping Arrangements: Bedroom: King bed with fresh and clean linens Full-size sofa sleeper Amenities: Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs Masterfully updated living space, blending vintage charm with modern convenience Fully equipped kitchen with appliances Fully stocked with utensils for both the cook and the baker Eat-in kitchen with dining table Cold water filtration system Gas Grill *Main courtyard BBQ shared with other units Infra-red fireplace Outdoor firepit table Location: Across the street from Drake Park Located on downtown end of Galveston corridor 1/2 Mile to the heart of Downtown Bend 1 Mile to Old Mill District 18 Miles to Redmond 21 Miles to Mt. Bachelor ACTIVITIES - Hiking - Biking - Skiing & Snowboarding - Sledding - Snowmobiling - Paddle Boarding - Tennis - Kayaking - Golf - Canoeing - Floating/Tubing - Wave-riding - Bird Watching - Fishing - Ale Trail - Shopping - Dining - Cascade Lake Byway - Concerts - Brewery Tours & Tasting - Wine Tasting - And More! Additional Property Information: Keep in mind this is a multi-unit building. Each of the apartments in this wonderful fourplex home feels quite private but they do have some shared walls. Please be aware that some noise may travel between apartments and from the street, especially if doors and window are open. City of Bend quiet hours are from 10pm to 8am and are enforced as are Bend’s Good Neighbor Guidelines. Thank you for respecting our neighbors and helping everyone enjoy this special retreat in Bend. The Good Neighbor Guidelines are in the binder. NO SMOKING allowed at this property. NO PETS allowed at this property. No on-site laundry. Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age and acknowledge that they will occupy the Property during the entire tenancy.

Drake Cottage 309

Bend, OR, US
2 Bedrooms 4 Guests
Sep 22 - Oct 22
$96 night

*NEWLY RENOVATED* Welcome to Drake Cottage 309 – an adorable, lovingly restored gem nestled in a historic 1930 fourplex in downtown Bend. This charming two-bedroom flat spans 700 square feet of comfortable living space, where classic details blend seamlessly with modern comforts. A Home in the Heart of Bend Step outside and immerse yourself in the vibrant energy of downtown Bend. From boutique shops and local eateries to cultural landmarks, everything you need is within walking distance. Whether you’re exploring local art galleries or enjoying a leisurely stroll through the streets, this location puts you right at the crossroads of all the city has to offer. Cozy Living, Thoughtfully Furnished Inside, you’ll find a tastefully furnished retreat designed with your comfort in mind. The open layout and inviting decor create a warm atmosphere perfect for relaxing after a day of adventures. Enjoy home-cooked meals at the dining table, or simply unwind on the comfortable seating area. Outdoor Charm Step onto the outside seating area, where you can enjoy serene views of Drake Park. Whether you’re sipping your morning coffee or winding down in the evening, the setting provides a tranquil backdrop for memorable moments. Essential Details ★ Fully Furnished: With everything provided, from cozy beds to a complete kitchen. ★ Utilities Included: Your stay is hassle-free with all utilities taken care of. ★ Long-Stay Note: For stays longer than 30 days, please note that interim cleaning will be required at the renter’s expense (this charge is not included in the reservation price). ★ Drake Cottage 309 is ready to welcome you into a blend of historic charm and modern convenience – the perfect base for your Bend adventure. Book your stay today and experience the best of downtown living! ★ Fully equipped kitchen with refrigerator, dishwasher, stove, microwave, toaster, and coffee maker ★ Located on the downtown end of the Galveston corridor ★ Masterfully updated living space, blending vintage charm with modern convenience ★ Free wifi access ★ Outdoor fire pit table ★ Access to shared washer/dryer ★ Efficient wall mounted heat pump for more heat in the winter and A/C in the summer ★ Infra-red fireplace ★ Gas Grill *Main courtyard BBQ shared with other units ★ Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs Sleeping Arrangements: Bedroom 1: King bed with linens provided, TV with streaming content. Bedroom 2: Queen bed with linens provided, closet, dresser Location: ★ You are situated just a block from the Galveston Bridge overlooking the river. ★ Across from Drake Park where you will find the Deschutes River float drop, festivals, and music ★ 1/2 Mile to the heart of Downtown Bend ★ 1 Mile to Old Mill District ★ 18 Miles to Redmond ★ 21 Miles to Mt. Bachelor LOCAL ACTIVITIES - Hiking - Biking - Skiing & Snowboarding - Sledding - Snowmobiling - Paddle Boarding - Tennis - Kayaking - Golf - Canoeing - Floating/Tubing - Wave-riding - Bird Watching - Fishing - Ale Trail - Shopping - Dining - Cascade Lake Byway - Concerts - Brewery Tours & Tasting - Wine Tasting - And More! Additional Property Information: Keep in mind this is a multi-unit building. Each of the apartments in this wonderful fourplex home feels quite private but they do have some shared walls. Please be aware that some noise may travel between apartments, especially if doors and window are open. Situated on a bustling intersection. City of Bend quiet hours are from 10pm to 8am and are enforced as are Bend’s Good Neighbor Guidelines. Thank you for respecting our neighbors and helping everyone enjoy this peaceful retreat in Bend. The Good Neighbor Guidelines are in the binder. NO SMOKING allowed at this property. NO PETS allowed at this property. Maximum occupancy: 4 Occupants – Children must be counted within the maximum occupancy unless they are under the age of two and are sleeping in a crib. Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age and acknowledge that they will occupy the Property during the entire tenancy.

Pet-Friendly Bend Rental, Walk to Galveston Ave!

Bend, OR, US
3 Bedrooms 6 Guests
Sep 26 - Oct 26
$221 night

It's time to plan your next extended 30-night stay in Bend. This gorgeous Oregon home — featuring 3 bedrooms, 2 baths, a fully equipped kitchen, a well-furnished living space, a patio with a grill, and more — has been meticulously designed with the traveler in mind. This home is ideally located so you can quickly access downtown, go hiking, or explore local attractions. When the day is done, return home to unwind with a soak in the hot tub or sit next to a fire underneath the stars! -- THE PROPERTY -- 2 Smart TVs | Private Fenced Yard | Fire Pit (Bring Your Own Wood) | Walk to Galveston Ave & Restaurants Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds KITCHEN: Refrigerator, stove/oven, dishwasher, microwave, coffee maker, dishware & flatware, toaster oven, cooking basics, breakfast bar seating INDOOR LIVING: Dining table, video game console, books, ceiling fans OUTDOOR LIVING: Hot tub, gas grill, dining table, Adirondack chairs, bicycles, beach chairs, beach towels GENERAL: Free WiFi, washer & dryer, towels, linens, complimentary toiletries, central air conditioning/heat, hangers, hair dryer, keyless entry FAQ: 2 steps to enter, pet fee (paid pre-trip), 2 exterior security cameras (facing out) PARKING: Driveway (4 vehicles), street parking, boat/trailer parking -- THE LOCATION -- OPT OUTSIDE: Overturf Park (0.3 miles), Drake Park (0.7 miles), Deschutes River Trail (2 miles), Phil's Trailhead (3 miles), Pilot Butte State Park (4 miles), Lava Island Trailhead (8 miles), Big Eddy Trailhead (9 miles), Bessie Butte Trailhead (11 miles), Benham West Trailhead (13 miles) OLD MILL DISTRICT (2 miles): Historic mill buildings turned outdoor retail mall with shops, restaurants & riverside trail ATTRACTIONS: Hayden Homes Amphitheater (1 mile), Pilot Butte State Scenic Viewpoint (4 miles), High Desert Museum (9 miles), Boyd Cave (15 miles), Newberry National Volcanic Monument (16 miles), Lava River Cave (16 miles), Sunriver Nature Center & Observatory (19 miles), Oregon Observatory (20 miles) AIRPORTS: Bend Municipal Airport (9 miles), Portland International Airport (160 miles) -- REST EASY WITH US -- Property Manager 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, max 1 pet) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 2 steps to access - NOTE: Please keep unattended pets crated. There is a crate available on-site - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is at the front door facing the front entrance and camera 2 is at the back door facing the back gated area. The cameras are outward facing and do not look into interior spaces. Both cameras record video and sound when activated by motion - NOTE: The hot tub must be maintained once a month to ensure it stays clean and in working order. The Guest Contact will work with you in order to find a day/time for the visit

Old Mill Lookout

Bend, OR, US
3 Bedrooms 8 Guests
Sep 28 - 30
$266 night

Perched above the Deschutes River with sweeping views of the Cascade Mountains, Old Mill Lookout offers the perfect blend of modern comfort and unbeatable location. Just steps from the Hayden Homes Amphitheater and minutes from the shops and restaurants of the Old Mill District, this stylish townhome is your front-row seat to the best of Bend. Stylish Interiors & Cozy Touches Step into a thoughtfully designed living space featuring rich leather seating, a cozy fireplace, and a Roku-equipped TV—ideal for relaxing evenings after a day of adventure. A dedicated game table invites you to slow down with a game of chess or a puzzle night. The chef’s kitchen is fully equipped with stainless steel appliances, ample prep space, and a double basin sink—perfect for cooking in or entertaining with ease. Outdoor Living with a View Take in stunning mountain and river views from not one, but two private balconies. Grill dinner on the gas BBQ or sip your morning coffee while breathing in that crisp, high-desert air. Bedrooms & Bathrooms Primary Suite (1st floor): King bed with an ensuite bathroom, soaking tub, standalone shower, and balcony access for ultimate relaxation. 2nd Bedroom: (2nd floor) King bed w/ private balcony 3rd Bedroom: (2nd floor) 2 double beds Extras You’ll Love: -Private laundry room -Fast Wi-Fi for streaming or remote work -Garage + driveway parking (2 vehicles) -Smart home technology for added security Location, Location, Location! -Steps from Hayden Homes Amphitheater – walk to concerts & events -Minutes to Old Mill District – boutique shopping, dining & breweries -Close to Bend’s best outdoor adventures – hiking, biking & river activities Things to Know: -Roku streaming on 3 TVs (bring your login) -4x4 may be required in winter months -Propane for the grill provided -This home is dog-friendly! We allow a maximum of 2 dogs max and the pet fee is $40/day (for a max $250 per stay) Whether you’re here for a concert, a weekend of outdoor adventure, or a relaxing retreat, Old Mill Lookout puts you right where you want to be. Book your stay and experience Bend like a local—mountain views and all.

Ye Old Mill Haus in Bend

Bend, OR, US
3 Bedrooms 8 Guests
Sep 22 - 24
$265 night

Discover the perfect getaway at Ye Old Mill Haus, ideally situated just moments away from the vibrant Old Mill District, bustling with premier shopping and dining options. Nestled mere minutes from the picturesque Deschutes Trail, our retreat serves as an idyllic launchpad to explore the wonders of Bend. Step into the inviting living room adorned with a charming stacked-rock gas fireplace, complemented by a 65” Smart TV and ample plush seating for your guests to unwind. Adjacent, the separate dining room comfortably accommodates eight, while the gourmet kitchen boasts sleek countertops, stainless-steel appliances, and a delightful ceramic farmhouse sink, ensuring meal preparation is a breeze. Relax at the breakfast bar or step outside onto the furnished, covered patio, featuring cushioned seating and a cozy gas fire-pit, perfect for enjoying the outdoors. Retreat to one of the three bedrooms, including a luxurious king suite complete with a study area and walk-in shower, providing your guests with ample space and privacy. Explore the surrounding area with ease, as bicycles stored in the garage allow for quick jaunts to nearby shops, breweries, and eateries. Whether you’re craving adventure on the slopes, trails, or water, River Bend Retreat offers convenient access to an array of outdoor activities such as skiing, hiking, rock climbing, SUP, swimming, kayaking, and fishing, all just a short drive away. Experience the charm of this inviting home and invite friends or family to join you for an unforgettable stay. Embrace the comfort of our accommodations and revel in the convenience of our prime location, making River Bend Retreat your ultimate Bend getaway destination! Book now and create lasting memories amidst our welcoming spaces. This home is pet-friendly! We allow a maximum of 2 dogs max and the pet fee is $40/day (for a max $250 per stay) Main Level Entry Level Living Room: 65” Smart TV (Cable), Gas Fireplace Dining Room Kitchen Hallway: One Half Bathroom Other: Washer/Dryer Garage: Bikes, Cornhole Game Upstairs Second Level Bedroom 1: One King Bed, Study Area, One Full Bathroom (Walk-in Shower) Bedroom 2: One Queen Bed Bedroom 3: One Queen Bed Bonus Room: Queen Sleeper Sofa w/ 65" TV. Attached to bedroom 3. Hallway: One Full Bathroom There is parking for three (3) cars maximum. LCSLSTR20-0175

Westside Craftsman with enclosed yard & jetted tub

Bend, OR, US
4 Bedrooms 4 Guests
Sep 22 - 24
$308 night

Evergreen Shadow Experience scenic, outdoorsy Bend from this spacious Craftsman vacation home in a quiet northwest neighborhood. There’s a big front porch for sipping morning coffee and an enclosed backyard with a firepit and gas grill - perfect for family gatherings. Enjoy a superb location just a short bike ride or 15 minute walk to all of Bend’s downtown attractions. Inside, you’ll be greeted with hardwood flooring, tall ceilings, and an array of comfortable furniture for relaxing. A gas fireplace gives the room a cozy ambiance and a cable TV with a DVD player is great for movie nights. Throughout the home, you’ll find books to peruse and board games to play. Whip up favorite recipes in the full kitchen, featuring granite countertops, a gas range, and a large center island with seating. Find more dining space at the eat-in kitchen table, then gather for family meals in the dining room. The primary suite has a spa-like jetted tub, while the washer/dryer and WiFi add convenience during your stay. Step out your back gate and discover fantastic mountain biking trails, including the famous Phil’s Trail Complex. You’re also conveniently located close to the desirable shops and restaurants in Northwest Crossing and Galveston Avenue. A leisurely walk down Galveston Avenue will bring you across the Deschutes River and into downtown Bend. Spend the day exploring Drake Park, snack and imbibe on some barbecue shrimp and cocktails at Zydeco Kitchen. A short drive away is the Old Mill District, where you’ll find shops and even more dining options. Century Drive is just down the hill, which takes you to Mt. Bachelor (roughly a 30-minute drive) for winter skiing and snow boarding and the Cascades Lake Loop with incredible scenery of mountain lakes and lush meadows. Also along this drive is the Virginia Meissner SnoPark (14 miles west of Bend), with over 40 km groomed trails for cross-country skiing and snowshoeing. License number: LCSLSTR19-0027

Old Mill Base Camp

Bend, OR, US
3 Bedrooms 8 Guests
Sep 22 - 24
$191 night

Old Mill Base Camp – The Perfect Bend Getaway in the Heart of it All Welcome to Old Mill Base Camp, a beautifully updated 3-bedroom bungalow tucked away on a quiet, no-traffic street in the heart of Bend’s beloved Old Mill District. With new furniture, fresh carpeting, and hand-selected artwork throughout, this charming home offers the perfect setting for family vacations, weekend getaways, and adventure-filled escapes. Unbeatable Location & Comfort Located just a short walk to the Deschutes River, trails, shopping, and entertainment, this home is a true year-round base camp for all that Central Oregon has to offer. In the summer, stroll to concerts at the amphitheater, float the river, or bike the nearby trail system. In winter, you’re only 25 minutes door-to-door to Mt. Bachelor, and even closer to local sno-parks for sledding and snowshoeing. Warm, Welcoming Spaces to Gather Inside, you’ll find an open floor plan that encourages time together, whether you’re: ✔ Cooking in the family-friendly kitchen ✔ Enjoying a meal at the brand-new dining table ✔ Lounging on the sectional sofas with a movie on the large screen TV Backyard Bliss The fenced-in backyard is made for memory-making. Fire up the BBQ, dine al fresco under the stars, then gather around the fire pit with your crew for late-night laughs under the glow of patio lights. Highlights at a Glance: ✔ 3 spacious bedrooms, comfortably sleep your whole group ✔ Fresh updates throughout: new living room furniture, carpeting, and art ✔ Fully equipped kitchen for home-cooked meals ✔ Fire pit & BBQ for cozy evenings outside ✔ Walkable to the Old Mill District – shopping, dining, river fun & more ✔ 5-minute drive to downtown Bend and all its breweries, boutiques, and parks ✔ Cornhole and bikes Whether you’re chasing powder in the winter or paddleboarding in the summer, Old Mill Base Camp is your launchpad for all things Bend. Book your stay today, and start making unforgettable memories in the heart of Central Oregon! Sleeping Arrangments: Bedroom #1: New Queen Size Bed with adjacent full bath, Flat screen TV Bedroom #2: Queen Size Bed, nightstands /w reading lamps Bedroom #3: Queen Size Bed, nightstands /w reading lamps. Location: ★ 1/4 Mile to Deschutes River and trails ★ 1/2 Mile to shopping, restaurants, and entertainment at Old Mill ★ 1 Mile to Hayden Homes Amphiteater ★ 2 Miles to Drake Park and downtown Bend ★ 10 Miles to Mt. Bachelor ACTIVITIES: - Hiking - Biking - Skiing, snowboarding - Sledding - Snowmobiling - Paddle Boarding - Tennis - Kayaking - Golf - Canoeing - Floating/Tubing - Wave-riding - Bird Watching - Fishing - Ale Trail - Shopping - Dining - Cascade Lakes Byway - Concerts - Brewery Tours and Tasting - Wine Tasting - and More! 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. NO SMOKING allowed at this property. NO PETS allowed at this property. Guest must adhere to the Bend Good Neighbor Guidelines (copy found in unit).

‘The Ark at Farewell Park,’ 20 Mi to Mt Bachelor!

Bend, OR, US
3 Bedrooms 8 Guests
Sep 22 - 25
$334 night

Ditch the suit and tie and embrace your inner kid while visiting the outdoor playground of the West! This 3-bedroom, 3-bath vacation rental home in Bend hosts an updated, stunning kitchen and modern amenities within a spacious interior. A short .4-mile stroll to Farewell Bend Park on the Deschutes River is a great place to kayak, swim, or hang on the beach. Sip a frosty craft beer at Deschutes Brewery Bend Tasting Room before watching your kids boogie to the music at Les Schwab Amphitheater! -- THE PROPERTY -- Outdoor Dining Area | 2,763 Sq Ft | Walk to River | Free WiFi Bedroom 1 (Captains): Queen Bed | Bedroom 2 (Readers): Queen Bed | Bedroom 3 (Princess): Queen Bed | Living Room (Den): Sleeper Sofa KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, drip coffeemaker, Keurig, toaster, blender, electric mixer, Crock-Pot, full knife set, breakfast bar INDOOR LIVING: 5 flat-screen TVs, dining table, fitness equipment, open floor plan, board games STEP OUTSIDE: Covered porch w/ dining table, gas grill, lounge furniture, master suite deck GENERAL: Air conditioning, central heat, towels/linens, complimentary toiletries, washer/dryer, hairdryer PARKING: Garage (2 vehicles), driveway (2 vehicles) -- THE LOCATION -- PARKS: Farewell Bend Park (0.4 miles), Riverbend Park (1.1 miles), Columbia Park (2.0 miles), Drake Park (3.0 miles) OUTDOOR DESTINATIONS: Pilot Butte State Scenic Viewpoint (4.3 miles), Newberry National Volcanic Monument (11.2 miles), Lava River Cave (11.7 miles), Oregon Badlands Wilderness (15.2 miles), Mt. Bachelor (19.9 miles) NEARBY ATTRACTIONS: The Old Mill (1.1 miles), Les Schwab Amphitheater (1.3 miles), Sun Country Tours (1.4 miles), Deschutes Brewery Bend Tasting Room (1.7 miles), Puzzle Effect - Bend (3.8 miles), High Desert Museum (6.5 miles) AIRPORTS: Redmond Municipal Airport (18.7 miles), Portland International Airport (162.0 miles) -- REST EASY WITH US -- Property Manager 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 ADDITIONAL INFORMATION - To ensure this property continues providing the highest level of guest service and safety, the owners have installed an Infrared Air Scrubber used to kill viruses and help eliminate dust

Bear Creek Retreat

Bend, OR, US
3 Bedrooms 6 Guests
Sep 22 - 24
$182 night

Welcome to Bear Creek Retreat, your perfect getaway in the heart of Bend! This beautifully updated, single-level home offers an open floor plan, modern amenities, and an incredible backyard oasis designed for relaxation and outdoor enjoyment. Inside, you’ll find a thoughtfully updated space featuring stainless steel appliances, granite countertops, and custom cabinetry, providing both style and function for your stay. The open layout makes it easy to gather with friends and family, whether you’re preparing meals in the well-equipped kitchen, sharing stories around the dining table, or unwinding in the inviting living area. Step outside to experience your private backyard retreat, where lush landscaping creates a peaceful setting for summer BBQs, cozy evenings around the gas fire pit, or relaxing soaks in the hot tub under the stars. For those who love the outdoors, Bear Creek Retreat is perfectly situated near local trail networks, with easy access to Larkspur Trail, leading you on a scenic walk or run to Pilot Butte. Plus, you’re just 10 minutes from downtown Bend and the Old Mill District, where you can explore fantastic restaurants, breweries, shopping, and entertainment. Whether you’re here for adventure, relaxation, or a bit of both, Bear Creek Retreat offers the perfect home base for your Bend getaway. Book your stay today and experience all that Central Oregon has to offer! Sleeping Arrangements: Bedroom 1: King size bed w/ en-suite bathroom Bedroom 2: Queen size Murphy Bed, doubles as office with workstation Bedroom 3: Queen size bed Amenities: ★ Pet friendly - Up to two dogs and 75lbs each (pet fee required) ★ Hot tub with privacy fence *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. ★ New stainless steel appliances, including full-size refrigerator-freezer with ice-maker and dispenser ★ 4 burner stove and oven, dishwasher, microwave, and toaster ★ Abundance of supplies, cookware, settings, glasses ★ Drip coffee-maker with coffee grinder and electric tea maker ★ Large island ★ Granite counter tops ★ Custom cabinetry ★ Adjacent dining space with table seating ★ Counter seating for 3 ★ Gas fireplace ★ Flat screen TV in the garage ★ Fenced back yard ★ Direct access to path from backyard ★ Covered patio/deck in back ★ Wi-fi ★ Private garden setting ★ Quiet cul-de-sac Location: ★ Steps away from Larkspur Trail ★ Short drive or walk to Pilot Butte Neighborhood Park ★ 2 Miles to Drake Park ★ 2 Miles to Old Mill District ★ 2.5 Miles to St Charles Medical Center ★ 18 Miles to Sunriver ★ 23 Miles to Mt. Bachelor ACTIVITIES - Hiking - Biking - Skiing, snowboarding - Sledding - Snowmobiling - Paddle Boarding - Tennis - Kayaking - Golf - Canoeing - Floating/Tubing - Wave-riding - Bird Watching - Fishing - Ale Trail - Shopping - Dining - Cascade Lakes Byway - Concerts - Brewery Tours and Tasting - Wine Tasting - Art Galleries - and More! 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. NO SMOKING allowed at this property. Outdoor security camera in place at front entrance and behind the house. Maximum Occupancy: 7 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age and acknowledge that they will occupy the Property during the entire tenancy.

Rabbit’s Rest

Bend, OR, US
2 Bedrooms 5 Guests
Sep 22 - 24
$127 night

Your Home Base for Every Season Whether you’re chasing powder or paddling the Deschutes, Rabbit’s Rest makes the perfect basecamp: ✔ Just 20 minutes to Mt. Bachelor – be first in line for fresh tracks ✔ Near several Sno-Parks for snowshoeing, sledding & winter play ✔ Steps to river trails for hiking, biking, and scenic strolls ✔ Quick ride to the Old Mill District for shopping, restaurants, breweries, and watercraft rentals Comfort & Charm in the Pines Inside, you’ll find an open and airy layout, complete with air-conditioning for warm summer days and plenty of cozy comforts to unwind after adventure-filled outings: ✔ Recently remodeled with fresh finishes and thoughtful decor ✔ One private bedroom + open loft with additional sleeping space—great for families ✔ Fully equipped kitchen with everything you need to dine in ✔ Washer and dryer in-unit for extended stays or messy adventures ✔ Wi-Fi to keep you connected ✔ Private deck with gas grill – perfect for outdoor dining under the pines Resort Amenities for the Whole Family As part of Mt. Bachelor Village Resort, you’ll enjoy: ✔ Community pool & hot tub – a must for post-hike or après-ski relaxation ✔ Access to Deschutes River trails – hike all the way to the Old Mill or take a scenic loop Explore Central Oregon ✔ The Old Mill District – just minutes away for dining, shopping, and paddleboard rentals ✔ The Box Factory – local eats, food carts, and creative shops ✔ Reed Market Rd → Hwy 97 – quick access to Redmond, Smith Rock, Sunriver, and the High Desert Museum ✔ Cascade Lakes Byway – explore a chain of stunning alpine lakes in summer Whether you’re floating the river, skiing the slopes, or just sipping your favorite beverage on the deck while surrounded by towering pines, Rabbit’s Rest offers a peaceful place to recharge and reconnect with what matters most. Book your stay today, and let the adventure begin! Sleeping Arrangements: Second Level Loft: Queen Size Bed, new mattress and bedding. Walk-in closet. Workstation. Lower Level Bedroom: Full/Twin bunk bed, new mattresses and bedding Amenities: ★ Stainless steel appliances, including full-size refrigerator-freezer, stove and oven, dishwasher, microwave, coffee maker and toaster ★ Full array of cookware and utensils ★ Granite countertops ★ Updated cabinetry, backsplash ★ Full bath on main level with walk-in shower ★ New A/C, heater ★ Smart TV (streaming content only, no cable) ★ Gas fireplace ★ Counter seating ★ Pool pass and towels ★ Gas grill ★ Wi-fi ★ Parking Location: ACTIVITIES: - Hiking - Biking - Skiing, snowboarding - Sledding - Snowmobiling - Paddle Boarding - Tennis - Kayaking - Golf - Canoeing - Floating/Tubing - Wave-riding - Bird Watching - Fishing - Ale Trail - Shopping - Dining - Cascade Lakes Byway - Concerts - Brewery Tours and Tasting - Wine Tasting - and More! Additional Property Information: NO SMOKING allowed at this property. NO PETS allowed at this property. ****Guests at Mt Bachelor have access to the community pool, hot tub, playground and trailheads. Pool hours (March – Oct) 9:00 AM to 10:00 PM. Outdoor Jacuzzi is open year around. Hours and season is subject to change. Maximum Occupancy: 4 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age and acknowledge that they will occupy the Property during the entire tenancy. Guest must adhere to Mt Bachelor Village Resort Rules and Regulations, and the Bend Good Neighbor Guidelines (copy found in unit)

Bend Basecamp! Condo w/ Pool Near Deschutes River

Bend, OR, US
1 Bedrooms 4 Guests
Sep 22 - 24
$121 night

1 Mi to Riverside Beach | On-Site River Trail Access | Outdoor Seating & Grill Outdoor fun is just around the corner during your summer stay at this peaceful vacation rental in Mount Bachelor Village. Explore downtown Bend, float down the Deschutes, or head out to find your new favorite day hike in the national forest. The choice is yours! After a day of adventure, unwind with a barbecue out on the balcony. Book your rejuvenating Oregon retreat today. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 king bed  - Living Room: 1 queen sleeper sofa MOUNT BACHELOR VILLAGE COMMUNITY AMENITIES - Outdoor pool (seasonal), hot tub - Grills, playground - Nature trail to the Deschutes River - Video game room MAIN FEATURES - 2 Smart TVs - Dining table, electric fireplace - Covered balcony, gas grill, lounge seating KITCHEN  - Stove/oven, refrigerator, dishwasher, microwave - Drip coffee maker (coffee provided) - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Portable air conditioning unit, electric heating - Linens/towels, hair dryer - Washer/dryer, iron/board ACCESSIBILITY - Single-story unit, 9 steps to enter  PARKING - Community parking lot -- THE LOCATION -- - 6 miles to Pilot Butte State Scenic Viewpoint - 7 miles to High Desert Museum - 19 miles to Mount Bachelor Ski Resort - 2 miles to Riverbend Park & 3 miles to Drake Park - 19 miles to Redmond Municipal Airport -- REST EASY WITH US -- Property Manager 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 ADDITIONAL INFORMATION - This single-story unit requires 9 exterior steps to enter

Pine House Retreat

Bend, OR, US
3 Bedrooms 8 Guests
Sep 30 - Oct 2
$323 night

Welcome to your dream vacation rental located in the beautiful city of Bend, Oregon! This stunning property located in River Wild in Mt. Bachelor Village, offers luxurious comfort with all-new furnishings, perfect for your ultimate relaxation. This beautiful property boasts three spacious bedrooms and two and a half bathrooms, providing ample space for your family or group of friends. The bedrooms are well-appointed with comfortable beds and high-quality linens, ensuring a peaceful night’s sleep. The bathrooms are immaculate and come equipped with all the necessary amenities. The property also features a fully equipped kitchen with modern appliances and all the utensils you need to prepare delicious meals for your loved ones. The living room is bright and airy, with plenty of natural light pouring in through large windows, and is the perfect space to relax and unwind after a day exploring the beautiful surroundings. For those who love to stay active, the property also features a two car garage, perfect for storing your outdoor gear. Additionally, there are plenty of outdoor activities to enjoy in Bend, including hiking, biking, and skiing, ensuring that your vacation is full of adventure. With a capacity to sleep up to eight guests, this property is ideal for a family or a group of friends looking for a comfortable and convenient vacation rental in Bend, Oregon. Don’t miss out on the opportunity to experience this stunning property for yourself! There is a River Wild Lodge available to guests. There is a clubhouse, swimming pool, and a hot tub. The hot tub is operational during winter months as well, swimming pool is open Memorial Day to Labor Day. Bedding Configuration: Split King XL: First level Split King XL: 2nd level Bunk Beds w/ trundle: 2nd level (Queen trundle and bottom bunk, twin top bunk-all XL) Book at least a week and a 10% discount is automatically applied (Excludes Christmas/New Years). Vacation Rental Collective has the perfect Bend Vacation Rental, Bend Cabin, Bend OTA, or Bend OTA for you and your group! Whether you’re hiking, fishing, biking, skiing at Mount Bachelor, or enjoying Bend’s one-of-a-kind restaurants the Bend Collection has your perfect private lodging accommodations.

MT BACH 501AB

Bend, OR, US
2 Bedrooms 6 Guests
Sep 22 - 24
$196 night

Welcome to our stunning vacation condo at Mt Bachelor Village, where comfort meets convenience in the heart of nature. Here are the features that make this property a unique and delightful retreat: Comfort and Relaxation: Relax in the living room with gorgeous views and brand new furniture! Sleep peacefully with cozy down comforters on the new king beds. The primary suite boasts a stand-up shower over a deep Jacuzzi for ultimate relaxation. The King suite features a kitchenette and a counter-height conference table, ideal for executives or those working from home. Fully Equipped Kitchen: The kitchen is a foodie’s paradise, complete with spices, new Dutch ovens, an air fryer, and a Whirly Pop for homemade popcorn. Amenities and Surroundings: Parking is abundant in the lot adjacent to the condo. There are five free EV chargers onsite. We provide a property map to help guests locate amenities like the pool, hot tubs, EV chargers. Guests have access to the shared pools (closed Oct 1-Memorial Day) and hot tubs (open year-round) Natural Beauty and Wildlife: Unit 501 is a corner unit, offering unparalleled privacy and breathtaking views through the floor to ceiling windows of the surrounding mountains and mature ponderosa trees. The Deschutes River Trail is nearby, making it perfect for nature lovers and bird watchers. Deer often roam below the balcony, creating a truly enchanting experience. Modern Design and Decor: Both units feature modern French farmhouse design and decor, creating a stylish and comfortable atmosphere. Outdoor Living: (not available May 2026-Sept 2026) Step onto the balcony to breathe in the crisp mountain air and take in the views ! The patio is furnished with outdoor furniture and a grill. We look forward to hosting you in this charming and well-appointed condo at Mt Bachelor Village. Please feel free to reach out if you have any questions. The condo can be rented as a 2 bedroom, 1 bedroom, or King suite. Bedding Configuration: Primary Suite: King bed 2nd Bedroom: King bed Living Room: Sleeper Sofa Ring camera at front door

Parkview

Bend, OR, US
3 Bedrooms 6 Guests
Sep 22 - 24
$231 night

Relax and enjoy this beautifully updated home at the base of Pilot Butte! This home is minutes from Costco, Whole Foods, food cart lots, and great restaurants. With access to Pilot Butte trail just next door, you can’t beat this location! Feel like eating in? This is easy to do in the well-stocked gourmet kitchen and comfortable 6 person dining area. Appreciate the modern updates, gas fireplace, and all the comforts of home away from home. If you have some work to do while visiting, take advantage of the office space set up on the 2nd level, equipped with a desk and printer. Bed Configuration: Master: King bed (2nd level) 2nd Bedroom: Queen bed (2nd level) 3rd Bedroom: Full Size (2nd level) Home is equipped with SmartTV-login to your favorite app! (Hulu, Netflix, etc) and a full house water filtration system. No street parking available. Cars must be parked in the garage or the one space available in the driveway. We are taking appropriate steps to prepare for your stay, and have asked all housekeepers to adhere to the Center for Disease Control and Prevention (CDC) guidance relative to cleaning and disinfecting. In addition to their regular rigorous cleaning regimen, they are following housekeeping best practices, paying close attention to high touch surfaces, and using the EPA-approved disinfectants for hard (non-porous) surfaces, soft (porous) surfaces and electronics. Linens, towels, bedsheets, etc. are washed per manufacturer’s guidelines. We are also minimizing person-to-person contact from check-in through departure. One of the ways we’re doing this is through no-contact guest access via our keyless entry system. We look forward to welcoming you and hosting your stay.

MBV501A-One bedroom

Bend, OR, US
1 Bedrooms 4 Guests
Sep 22 - 24
$159 night

Welcome to our newly upgraded one-bedroom condo at Mt. Bachelor Village, where modern comfort meets natural charm. Step into a stylish retreat with brand-new living room furniture that sets the tone for relaxation. Sink into the luxury of a fresh king-sized bed, promising a restful night’s sleep after a day of exploration. For outdoor enthusiasts, the condo’s proximity to trails makes it a haven for nature lovers. Immerse yourself in the breathtaking scenery and explore the nearby trails. As evening falls, gather around the fireplace in the living area, creating a cozy ambiance that complements the natural beauty just outside your window. It’s the perfect spot to share stories, unwind with a good book, or simply enjoy the warmth of the fire. The well-stocked kitchen adds a practical touch to your stay, providing the convenience and flexibility to prepare your meals. Whether you’re whipping up a quick breakfast before hitting the trails or enjoying a leisurely dinner by the fireplace, the kitchen is fully equipped for your culinary needs. Embrace the tranquility and convenience of this thoughtfully designed condo, proximity to trails, and the inviting fireplace converge to create a retreat that’s as comfortable as it is memorable. Your getaway at Mt. Bachelor Village awaits—an idyllic blend of nature, relaxation, and modern comforts. First floor condo: Primary Suite: King bed Living Room: Sleeper Sofa

1BR Condo w/Game Room, Pool & Hot Tub

Bend, OR, US
1 Bedrooms 4 Guests
Sep 22 - 24
$93 night

River Hike Rest Welcome to your cozy Bend retreat, tucked among the trees of Mt. Bachelor Village. This ground-floor Ski House I condo offers a private, peaceful setting with serene forest views and direct access to the Deschutes River Trail—perfect for hiking, biking, and fishing right outside your door. Inside, you’ll find a warm and inviting space designed for comfort and simplicity. The condo sleeps up to 4 guests with two queen beds, making it ideal for couples, friends, or a small family getaway. Unwind by the electric fireplace after a day of exploring, or step out onto your private deck with table and chairs to take in the fresh mountain air. The efficiency kitchen is stocked with essentials, giving you everything you need to prepare easy meals during your stay. Located just minutes from downtown Bend, the Old Mill District, golf courses, and Mt. Bachelor Ski & Snowboard Resort, this home places you in the heart of Central Oregon’s outdoor playground. Guests also enjoy access to Mt. Bachelor Village amenities, including a seasonal outdoor pool, two hot tubs, game room, fireside lounge, and playground. Whether you’re here for adventure or relaxation, this charming condo is the perfect basecamp for your Bend escape. Ground Floor. Parking right outside of the unit. The River Haul trail runs adjacent to the resort for biking and walking into the Deschutes National Forest or into town. This unit is directly behind the resort office and pool complex. License number: LCSL202601489

Patio & Pool Access! Year-Round Base in Bend

Bend, OR, US
2 Bedrooms 6 Guests
Sep 22 - 24
$165 night

Deschutes River Trail Access On-Site | 1 Mi to Breweries Bask in the beauty of Bend at this updated Mount Bachelor Village Resort condo — the ideal base for year-round Oregon adventures! Whether it's winter sports on the mountain, summer hikes along the Deschutes River, or relaxing days by the pool, experience it all from this cozy vacation rental. Enjoy your coffee on the patio before heading out to brewery hop, paddle the river, or explore all that Bend has to offer! Start planning today. -- THE PROPERTY -- LCSL202302209 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Living Room: 1 queen futon COMMUNITY AMENITIES - Seasonal outdoor pool & kids' pool - 2 year-round hot tubs - Grilling area, fire pit table - Playground, grassy area MAIN FEATURES - Smart TVs, Wii, DVD player, movies, board games - Gas fireplace, window A/C unit - Washer/dryer KITCHEN - Stove, fridge, dishwasher - Microwave, toaster, coffee maker - Coffee & tea, sugar & cream - Cooking basics, dishware/flatware - Trash bags & paper towels ACCESSIBILITY - 2-story condo on 2nd floor, stairs to access - Bedroom & bathroom on 1st floor PARKING - Community parking lot (2 vehicles, first-come, first-served) -- THE LOCATION -- - Walking distance to Deschutes River Trail Access - 1 mile to Farewell Bend Park and Riverbend Park - 2 miles to Les Schwab Amphitheater, Drake Park, and local breweries - 5 miles to Pilot Butte State Scenic Viewpoint - 19 miles to Mt Bachelor snowy slopes - 19 miles to Redmond Municipal Airport -- REST EASY WITH US -- Property Manager 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 condo is on the 2nd floor and requires stairs to access. A bedroom and bathroom are located on the 1st floor of the unit. Stairs are required to access the bedroom and bathroom on the 2nd floor - The community outdoor pools are closed during the winter - Pool hours are 10:00 AM to 9:00 PM and are strictly enforced Licence number: LCSL202302209;LCSL202302179;LCSL202302209

Trails End Retreat

Bend, OR, US
5 Bedrooms 12 Guests
Sep 27 - 29
$249 night

This new and perfect vacation home has 5 bedrooms and 3.5 baths. Beautifully constructed and decorated, you will never want to leave. There is room for the entire family with a split design for luxurious privacy. The fabulous kitchen is equipped with all of the tools and appliances needed to host your entire family for a weekend where cooking will be a breeze, every detail has been thought of in this home. There is a gas fireplace which provides a wonderful focal point for gatherings. There is also a large TV in the great room coupled with comfy furniture which will be everyone’s favorite spot while on vacation. The outdoor living areas are peaceful and private. You will love the quiet forested surroundings which are still only two minutes removed from town. You will relish grilling in the back in your private haven. There is plenty of room for the whole family to lounge, relax and listen to the breeze through the tress. Bonus of this house is that the heated garage has been converted to a game room full of games, ping pong and foosball. This home truly has a corner for everyone. This home is configured so that there are 3 bedrooms in the main house. Above the garage is a private attached residence with 2 additional bedrooms, living area, and a kitchenette. All newly constructed with luxurious and comfortable finishes. Our home is located on Bend’s west side, along Century Drive, on the road to Mt Bachelor and steps from Tetherow. Pets are permitted with prior approval and a $15/night pet fee. Pets are not permitted on the bedding or furniture and must never be left at the home alone unless they are crated/kenneled. Please note, if you choose to book with this home, you will be receiving a separate rental agreement that will need to be electronically signed before your stay.

Dual Unit Townhouse in the heart of Bend

Bend, OR, US
3 Bedrooms 8 Guests
Sep 22 - 24
$154 night

Bend Twin Retreat Escape to this beautiful and brand new townhouse in the heart of Bend, Oregon, offering the rare combination of togetherness and privacy. Featuring two fully separate units with their own private entrances, this property is ideal for families or groups of friends who want to vacation together without sharing every square foot. Everything here is fresh, clean, and bright — from the finishes to the furnishings — giving you that brand-new, move-in-ready feel for the duration of your stay. The upstairs unit is spacious and comfortable, featuring 2 bedrooms and 2 bathrooms, each bedroom outfitted with a plush queen bed. Cozy up by the fireplace after a day of exploring Bend’s mountains, breweries, and trails, and enjoy the convenience of air conditioning to keep things comfortable no matter the season. This unit also includes its own washer and dryer, making it a great fit for longer stays. The downstairs unit offers a more intimate retreat, with 1 bedroom featuring a queen bed and 1 full bathroom — perfect for a couple, a small family, or solo travelers looking for their own space just steps away from the rest of the group. It also comes with air conditioning for year-round comfort. Both units come equipped with their own full kitchens, complete with all the utensils, cookware, and essentials you need to prepare meals just like home. Whether you’re hosting a family reunion, a multi-generational trip, or a weekend getaway with friends, this townhouse gives everyone the freedom to spread out while staying just steps from one another. Book both units together and experience the best of Bend — comfort, convenience, and togetherness, all under one roof with the privacy you deserve. License number: LCSL202500370

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend, OR, US
3 Bedrooms 8 Guests
Sep 27 - 30
$145 night

Come home to this 3-bedroom, 2.5-bath Bend vacation rental on your next adventure to the Pacific Northwest! With beautiful indoor and outdoor living spaces, this home has plenty of conveniences that will allow you to spend much-needed time with loved ones, from mealtime to playtime. When you&#39;re ready to explore, a short drive will take you to local shopping, dining, and attractions of downtown Bend, or the natural landscape along the Deschutes River and in the shadow of the Cascade Mountains. -- THE PROPERTY -- Outdoor Entertainment | Central Location | Game Room This Bend vacation rental has all the comforts needed to reconnect on your family-friendly getaway as you play indoors and outdoors, unwind with a campfire after a long day of exploring nature or downtown, and enjoy an updated kitchen and plenty of living space. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin/Full Bunk Beds | Game Room: Sleeper Sofa | Additional Sleeping: Pack ‘n Play OUTDOOR LIVING: Fenced-in yard w/ patio, cushioned seating + gas fire pit, wood fire pit w/ Adirondack chairs, bistro lighting, cornhole, front porch KITCHEN: Fully equipped w/ stainless steel appliances, dishwasher, coffee maker, complimentary coffee, tea + snacks, toaster, dishware/flatware, knife set, breakfast bar w/ seating INDOOR LIVING: Smart TVs, video game console, gas fireplace, family-style dining table, ceiling fans, open floor plan GAME ROOM: Ping pong table, foosball table, darts, Lovesac GENERAL: Free WiFi (1 Gig internet/WiFi speed), central air conditioning, heating, linens/towels, complimentary toiletries, keyless entry, washer/dryer, iron/ironing board, laundry detergent, hair dryer FAQ: 3 external security cameras (facing out), no pets allowed (severe pet allergies), quiet hours (10:30 PM - 7:00 AM) SUITABILITY: 2-story home, half step required to enter, 1 bedroom &amp; 1 full bathroom on 1st floor PARKING: Driveway (2 vehicles), street parking -- THE LOCATION -- FAMILY FUN: Canal Row Park (1.1 miles), Trampoline Zone &amp; Adventure Park (1.7 miles), K-1 Speed Indoor Go Karts (2.0 miles), Pine Nursery Park (2.3 miles), Sun Mountain Fun Center (2.5 miles) ATTRACTIONS: Pilot Butte State Scenic Viewpoint (3.3 miles), Lava River Cave (15.9 miles), Elk Lake Resort &amp; Marina (36.1 miles) HIKE: Deschutes River Trail (6.0 miles), Overturf Park Trail (5.0 miles), Lava Island Trailhead (12.0 miles) SKI: Bachelor Ski &amp; Sports (26.0 miles), Hoodoo Ski Area (44.1 miles), Willamette Pass Resort (73.2 miles) OLD MILL DISTRICT (5.3 miles): Historic mill outdoor mall w/ shops, restaurants, + riverside trail AIRPORTS: Redmond Municipal Airport (15.5 miles), Portland International Airport (158 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 at check-in - NOTE: This property is best suited for 8 adults and 2 children - NOTE: This 2-story home requires a half step to enter. While it offers 1 bedroom and 1 full bathroom on the 1st floor, additional interior stairs are required to access the bedrooms on the 2nd floor - NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located on the front of the house facing the front door and driveway, 1 camera is on the east side of the house facing the side yard entrance and patio, and 1 camera is on the west side of the house facing the side door off the garage. The cameras are outward facing and do not look into interior spaces. The cameras do not actively record video or sound while guests are in residence - NOTE: No pets allowed due to the homeowner’s severe allergies. Please include any questions/requests regarding ADA-certified service animals prior to booking Licence number: LCSL202103160

Family-Friendly Oregon Vacation Home w/ Yard

Bend, OR, US
3 Bedrooms 7 Guests
Sep 29 - Oct 2
$149 night

Outdoor-loving families will feel right at home at this Bend, Oregon, vacation rental. This spacious 3-bedroom, 2.5-bathroom Oregon vacation home offers plenty of indoor and outdoor space for everyone in your group, including your 4-legged friends. Spend your days exploring the lush hiking trails of the Pacific Northwest or hit the slopes in the winter on Mt. Bachelor. At the end of the day, warm up around the fire pit with a hot cocoa or a delicious barbecue dinner! -- THE PROPERTY -- Pet Friendly w/ Fee | Fenced Backyard | WFH Friendly Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed INDOOR LIVING: Smart TVs w/ cable, home office, Pac-Man machine, dining table, ceiling fans OUTDOOR LIVING: Covered patio w/ outdoor seating, fire pit, gas grill, fenced yard, deck, outdoor seating &amp; outdoor heater KITCHEN: Cooking basics, blender, coffee maker, dishwasher, stove/oven, refrigerator, dishware &amp; flatware, microwave, garbage disposal, ice maker, spices, toaster GENERAL: Free WiFi, keyless entry, complimentary toiletries, linens &amp; towels, in-unit washer &amp; dryer, central air conditioning, hair dryer, iron/board, trash bags &amp; paper towels FAQ: Pet fee (paid pre-trip), 1 step required for entry, 2-story home PARKING: Garage (3 vehicles), driveway (2 vehicles), RV/trailer parking available on-site -- THE LOCATION -- GET OUTSIDE: Sawyer Park (1 mile), Northwest River Trail (2 miles), Pilot Butte State Scenic Viewpoint (5 miles), Hayden Homes Amphitheater (5 miles), Farewell Bend Park (6 miles), Riverbend Park (6 miles) ON THE SLOPES: Mt Bachelor (25 miles), Hoodoo Ski Area (41 miles), Willamette Pass Resort - Ski Area (73 miles) TRAILS: Boyd Cave (17 miles), Lava River Cave (17 miles), Lava Lands Visitor Center (18 miles), Benham Falls East Trailhead (22 miles) BREWS: Deschutes Brewery Bend Public House (3 miles), Bend Brewing Company (3 miles), Crux Fermentation Project (4 miles), Worthy Brewing Company (5 miles) AIRPORT: Redmond Municipal Airport (15 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 a $50 fee (+ fees &amp; taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires 1 step to enter and additional stairs to access the upper-level bedrooms

Vacation Rentals in Bend by Amenities & Features

Get to Know Bend

Bend, Oregon is a charming location that provides a blend of outdoor activities, cultural immersion, and gastronomic pleasures. Situated on the eastern side of the Cascade Range along the Deschutes River, Bend is celebrated for its stunning natural landscapes and plentiful recreational pursuits. Outdoor lovers will be spoilt for choice in Bend. The city is encircled by forests, mountains, and rivers that provide opportunities for hiking, biking, fishing, rafting, skiing, and rock climbing. Mount Bachelor nearby is a favored location for downhill skiing and snowboarding in winter and mountain biking in summer. For those who enjoy a more relaxed pace, scenic float trips are available on the Deschutes River. The lively downtown area of Bend is packed with distinctive shops, art galleries, and eateries. The city has an active arts scene with several venues displaying local artists' work. Throughout the year concerts and performances are held at the Tower Theatre. The food scene in Bend is equally remarkable. A variety of dining options are available ranging from gourmet restaurants to food trucks serving everything from classic American dishes to international cuisine. Craft beer enthusiasts will be thrilled by Bend's craft beer culture which includes several award-winning breweries. For those interested in history, the High Desert Museum offers intriguing insights into the region's past and culture through interactive exhibits and live animal demonstrations. In summary, whether you're looking for outdoor adventure or cultural experiences or simply wish to unwind amidst stunning natural scenery while savoring excellent food and drink - Bend has something to cater to every traveler's taste.
Bend, Oregon is characterized by a high desert climate, resulting in warm, dry summers and cold, snowy winters. This weather pattern is largely due to its geographical position in the Pacific Northwest and an elevation exceeding 3,000 feet. During the summer season, which spans from June to August, Bend experiences average high temperatures in the low 80s Fahrenheit. Rainfall during these months is minimal, making it an ideal time for outdoor activities such as hiking and biking. Winter in Bend runs from December through February and is marked by cold temperatures with highs averaging in the 40s and lows frequently falling below freezing. The city sees about 30 inches of snow annually. Despite the chilly conditions, winter attracts many visitors interested in snow sports like skiing and snowboarding at Mount Bachelor nearby. Spring and fall serve as transitional seasons with moderate temperatures ranging from mid-50s to mid-70s. Spring tends to be wetter than other seasons but also brings forth beautiful blossoming flowers. Fall showcases stunning foliage colors. Summer is generally the most favored time for visiting Bend due to favorable weather conditions for exploring outdoor attractions. However, winter can also be an attractive option for those who enjoy winter sports or prefer less crowded conditions. Each season in Bend presents its own unique activities and scenic beauty making any time a good time to visit this delightful city.
Bend, Oregon, is a delightful cultural hub in the Pacific Northwest, boasting a rich tapestry of arts, history, and local customs. The city's dynamic arts scene is on full display in its many art galleries such as the Deschutes Gallery and Tumalo Art Co., where visitors can discover a wide variety of artworks from both local and international artists. For those with an interest in history, the High Desert Museum offers an engaging insight into the region's past and culture. Exhibits cover Native American culture, pioneer life, and high desert wildlife. Architectural history buffs will enjoy a walk through Drake Park Neighborhood Historic District to see beautifully preserved homes from the early 20th century. Live music forms an essential part of Bend's cultural identity. The Les Schwab Amphitheater hosts concerts featuring famous musicians throughout the summer months. For a cozier experience, Volcanic Theatre Pub or McMenamins Old St. Francis School regularly host live performances. Visitors can immerse themselves in local customs via Bend's flourishing craft beer scene. With over 20 breweries in town, embarking on the Bend Ale Trail allows visitors to taste locally brewed beers and learn about brewing processes. Art walks are also a popular activity in Bend; every first Friday of the month downtown businesses morph into art galleries during First Friday Art Walk. This event provides visitors with opportunities to meet artists, view their works up close and enjoy live music while exploring downtown Bend. Bend offers excellent public transportation options with its bus system called Cascades East Transit (CET). The city is also known for its walkability especially around downtown area where many attractions are located within walking distance. However for visiting sites outside of downtown like Mt Bachelor or Smith Rock State Park having access to a car would be advantageous.
Bend, Oregon, is indeed an excellent choice for families with children. The city provides a broad spectrum of activities that are both entertaining and educational. The High Desert Museum is a place not to be missed. This unique museum offers hands-on exhibits on the history, culture, and wildlife of the high desert region. Children can gain knowledge about everything from Native American tribes to early pioneers to local animals like otters and eagles. For those seeking outdoor adventure, the Lava River Cave in the Newberry National Volcanic Monument is a must-visit. This mile-long lava tube cave offers an exciting experience for kids who enjoy exploration. It's important to remember to dress warmly as temperatures inside the cave remain cool even in summer. Another fantastic outdoor attraction is the Sun Mountain Fun Center. This family-friendly venue offers go-karts, mini-golf, bumper boats, batting cages, and an arcade - plenty of options to keep kids entertained. If your children have a fondness for animals, Tumalo Mountain is a must-visit where you can enjoy horseback riding through beautiful scenic trails. For younger kids, there's also the opportunity to visit alpaca farms like Crescent Moon Ranch where they can learn about these fascinating creatures. The downtown area of Bend is quite walkable with plenty of kid-friendly dining options and shops. The city also has an efficient public transportation system known as Cascades East Transit (CET) that can take you around town if needed. In conclusion, Bend provides a variety of experiences that cater to children's interests and curiosity - from museums and caves to fun centers and animal encounters - making it an ideal family vacation destination.
Bend, Oregon, is indeed a haven for those who appreciate the outdoors and natural beauty. Situated in the heart of the Pacific Northwest, it is enveloped by breathtaking landscapes. The Deschutes National Forest is an essential stop for hiking and mountain biking enthusiasts. This expansive forest boasts miles upon miles of trails that meander through lush woods, alongside shimmering lakes, and lead to awe-inspiring viewpoints. Mount Bachelor, located within this forest, is a favored spot for skiing and snowboarding during winter. The Deschutes River caters to those who love water activities. It offers ample opportunities for rafting, kayaking, and fishing as it gracefully flows through Bend city. Just outside Bend lies Smith Rock State Park. Recognized as the origin of American sport climbing, it attracts rock climbers globally. However, even non-climbers can enjoy its beauty through numerous hiking trails that offer spectacular views of its dramatic cliffs and deep river canyons. For wildlife enthusiasts or bird watchers, a visit to the High Desert Museum is highly recommended. This unique museum blends indoor exhibits with an outdoor wildlife park where visitors can observe animals like otters, porcupines, and birds of prey up close. Lastly, exploring Bend's numerous parks and green spaces like Drake Park in downtown Bend should not be missed. Overlooking Mirror Pond, it's perfect for a leisurely walk or picnic. In summary, Bend provides a plethora of outdoor activities that allow visitors to engage with nature in profound ways. Whether one prefers hiking or biking through forests or along riversides; fishing or rafting on rivers; skiing on mountains; climbing rocks; observing wildlife; or simply unwinding in parks - Bend truly has something for everyone!
Visitors typically reach Bend, Oregon either by air or road. The Redmond Municipal Airport, located just 20 minutes north of downtown Bend, serves the city with several daily flights from major cities such as Portland, Seattle, San Francisco, and Denver. Alternatively, a scenic drive of about three hours southeast of Portland via US-26 E and US-97 S brings you to Bend. Once in the city, there are numerous ways to get around. Cascades East Transit operates the city's public transportation system offering bus services throughout the city and its surrounding areas. Taxis and ride-sharing services like Uber and Lyft are also operational in Bend. Car rentals are an option for those who prefer self-drive; these can be availed at the Redmond Municipal Airport or in downtown Bend. However, it should be noted that parking spaces might be scarce during peak times in the downtown area. Bend is a bike-friendly city boasting an extensive network of bike lanes and paths. Bike rentals are easily accessible throughout the city for those who wish to explore on two wheels. Regarding walkability, downtown Bend is very pedestrian-friendly with numerous shops, restaurants, breweries, and parks within walking distance from each other. However, for attractions outside of downtown such as Mount Bachelor or Deschutes National Forest a car or other form of transportation would be necessary. To summarize: whether arriving by air or road; whether preferring bus, car or bike for getting around once there; Bend offers a multitude of transportation options catering to every traveler's needs.

Bend FAQs

Bend offers a variety of activities for all types of travelers. Outdoor enthusiasts can enjoy hiking and biking trails, such as those at Phil’s Trailhead or the Deschutes River Trail. In winter, Mount Bachelor Ski Resort provides excellent skiing and snowboarding opportunities. The Deschutes River is perfect for kayaking, paddleboarding, and fishing. For a taste of local culture, visit the High Desert Museum or explore the Bend Ale Trail to sample craft beers from the area's numerous breweries. Don’t miss the Lava River Cave for a unique underground adventure.
The best time to visit Bend depends on what activities you're interested in. Summer (June to August) is ideal for hiking, biking, and water sports, with warm temperatures and little rainfall. Winter (December to February) is perfect for skiing and snowboarding at Mount Bachelor. Fall (September to November) offers beautiful foliage and fewer crowds, while spring (March to May) can be a great time to enjoy the blooming landscapes before the summer crowds arrive.
Bend boasts a vibrant food scene with options ranging from casual food trucks to fine dining. Some top picks include Zydeco Kitchen & Cocktails for Louisiana-inspired dishes, Ariana Restaurant for a fine dining experience, and Spork for globally inspired street food. The food truck lot at The Podski offers a variety of cuisines in a casual, outdoor setting. For breakfast or brunch, don't miss The Victorian Café, known for its delicious eggs Benedict and Bloody Marys.
Absolutely! Families can visit the Sun Mountain Fun Center for bowling and arcade games, or go to the Bend Rock Gym for indoor climbing fun. The High Desert Museum provides interactive exhibits on the region's natural history and wildlife, which are both educational and entertaining for kids. Drake Park is a great spot for a family picnic and a leisurely stroll along the Deschutes River. In the summer, the SHARC aquatic center in nearby Sunriver offers pools, water slides, and lazy rivers for a day of water fun.
Winter in Bend is a wonderland for snow sports. Mount Bachelor Ski Resort is the go-to place for skiing and snowboarding. For a different pace, try snowshoeing or cross-country skiing on the many trails in the Deschutes National Forest. Dog sledding tours are also available for a unique adventure. For those who enjoy ice sports, The Pavilion offers ice skating and hockey. Don’t forget to relax after a cold day outdoors by visiting one of Bend’s many breweries or cozy restaurants.
The most convenient way to get around Bend is by car, whether it's a rental or your own vehicle. This allows you to easily access the surrounding natural attractions and navigate the city. Bend also has a public bus system called Cascades East Transit (CET) that provides service within the city and to nearby areas. For shorter distances, biking is a popular option as Bend is a bike-friendly city with numerous trails and bike lanes. Ride-sharing services like Uber and Lyft are also available for quick trips around town.

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