Condo holiday rentals in Bend

A spacious living area features vaulted ceilings and light carpeting. A comfortable brown sofa and a patterned area rug are arranged around a wooden coffee table. A large wall-mounted TV is displayed alongside green accent walls, enhancing the welcoming ambiance of the space.

4.99 out of 5 average rating, 115 reviews

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ

Spoil yourself by visiting this cozy condo in Sunriver. The embellished accent walls, vaulted ceilings, and a plethora of high-end decor will leave you speechless. Step onto the porch to enjoy stunning forest views, relax by the heated pool & spa, or drive to the Sunriver Village and SHARC just minutes away. ✔ High-Speed Wi-Fi ✔ 2 Comfortable Bedrooms (1 King and 1 Queen) ✔ Loft w/ Queen Floor Mattress ✔ Fully Equipped Kitchen ✔ 55' Smart Tv ✔ 2 Full Bathrooms w/ spare towels See more below!

LocationFamilyBathroom

4.9 out of 5 average rating, 468 reviews

Quiet Escape: Fireplace, 5min to Downtown & River

Relax on the private balconies overlooking the park. After your coffee take a 2 minute walk down to the Deschutes river trail. Or walk 10 minutes and you're in downtown Bend. After a day of outdoor and ski adventures, you'll love the king size bed or relaxing by the fireplace. You'll have super fast wifi with Netflix, and a Smart TV in each room. Looking to stay longer? Send us a message to talk about long term stays and remote working. Locally owned and operated. Book your stay today!

FamilyLocationNearby

4.93 out of 5 average rating, 187 reviews

Room With a View Condo, Sharc passes included.

Room With A View Condo has a rustic feel with exposed wood beams, tall ceilings, an open floor plan and a large cozy stone fireplace. This is the feel you want when you vacation to Sun River. Stunning views of the rolling hills, and the Oregon Cascade Range including Mt. Bachelor and Broken Top are visible from the living room, deck, and your king size bed. Conveniently located a short walking path to Sun River Lodge, and The Village. Wifi, cable, smart TV, and DVD provided. Fully stocked.

FamilyLocationBiking

4.94 out of 5 average rating, 156 reviews

Adventure Awaits! Walk to downtown and river!

PLEASE READ! There are construction dates that could impact your stay! More info below. A perfect home base for all your adventures in Bend! Just a 10 minute walk from downtown. Walk or bike to the best restaurants and breweries in Bend. Swimming, hiking, and fishing in the Deschutes river steps from your doorway. King Bed, Gas fireplace, Reading nook, Queen sleeper sofa, A/C, Games, 2 Roku TVs, Full kitchen, 2 balconies, Shared laundry room, 2 Bathrooms, K Cup coffee bar, Private WiFi

LocationValueDecor

The open living space features high ceilings with natural light flooding in through large windows. A comfortable sofa and coffee table are present, while a dining area with four chairs is visible. A spiral staircase leads to a loft area, enhancing the room's spacious feel.

4.85 out of 5 average rating, 551 reviews

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart

Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

FamilyValueNearby

A spacious living area features a plush blue couch adorned with decorative cushions. A wooden coffee table stands nearby, with a small plant and a warm lamp. Floor-to-ceiling windows provide natural light, overlooking the surrounding greenery. A shelf filled with books and decorative items is positioned against the wall.

4.86 out of 5 average rating, 242 reviews

Seventh Mountain Resort Getaway

This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

LocationFamilyGetting around

A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.

4.98 out of 5 average rating, 337 reviews

Sunriver Studio with Pool and Hot Tub

THE POOL IS OPEN! -Year Round Hot Tub and Seasonal Pool- -Walking distance to Food Truck Lot and Beer Garden- -25 Minutes to downtown Bend- -25 minutes to Mt Bachelor- -No Chores (no trash takeout, bed stripping, laundry, etc.)- -Super Clean -Owner Cleaned, Managed, and Maintained- -Free Parking Steps from Your Door- -Easy Self Check-In with Digital Locks (unique code for every guest)- -King Sized Bed- -50” Samsung TV Logged into Netflix, Hulu, HBO and more-

FamilyValueSkiing

A two-story, brown wooden building is featured, with a staircase leading to the upper level. A bicycle is parked next to the structure, and a tree provides greenery against the exterior. Windows are present on both levels, allowing natural light to enter.

4.92 out of 5 average rating, 236 reviews

Comfortable Powder Village Condo in Sunriver OR

Enjoy the quiet, natural back-drop of undeveloped land out the front door of this comfortable Powder Village condo. This ground-level condo offers sleeping for 5 guests (2 bedrooms with queen beds, 1 full size sleeper sofa) and 2 full baths. Seasonal outdoor pool/year-round hot tub, Washer/Dryer, Wifi, Keurig coffee maker, Vizio & Roku Smart TVs. Walking distance to The Village at Sunriver and easy access to bike/walking trails and nearby Mt. Bachelor.

ValueFamilyBiking

A well-lit sleeping area features a spacious bed with a colorful striped blanket. Flanking the bed are two bedside tables with lamps. Above the bed, three framed botanical prints add a touch of decor, while a small plant is positioned on one table.

4.79 out of 5 average rating, 268 reviews

SunriverSiesta-Near it all-Sleeps 2 adults 2 kids

Sunriver Siesta near the Sunriver Resort has views of the 9th hole at the Meadows Course. This is the perfect base camp for exploring Sunriver and beyond. The ground level studio sleeps 2 on the queen sized bed and 2 children on the sleeper sofa. Additional features include: Kitchen equipped with stainless steel speed cook oven/microwave, 2 burner cook top, and a mini refrigerator (no freezer). Dine at the 2 counter seats or 2-top dining table.

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The living area features a comfortable sofa facing a large wall-mounted TV. A cozy stone fireplace with a glowing fire is visible. A dark wood media unit displays plants and board games. Natural light enters through the nearby window, enhancing the welcoming atmosphere.

4.89 out of 5 average rating, 106 reviews

Cozy mid-century getaway in SE Bend

Escape to this mid-century modern condo in Bend, OR, steps from Bend Golf Club and 25 mins from Mt. Bachelor. Perfect for up to 5 guests, this pet-friendly duplex offers 2x bedrooms with dedicated workspaces, 1.5 baths, and a fenced yard with a firepit. Enjoy Oregon-sourced art, rustic gas-fireplace, board games, and record collection. Explore historic downtown Bend, breweries, and the First Friday Art Walk. Book now for a memorable stay!

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A spacious living area is highlighted by large windows that allow ample natural light. A cozy seating arrangement featuring a patterned chair faces a TV on a wooden stand. A dining table accommodates several guests, while wooden accents enhance the room's warmth.

4.91 out of 5 average rating, 454 reviews

Luxury in the Forest

Dog Friendly at the Inn at the Seventh Mountain The Inn has been delighting visitors for 30+ years. It is the closest lodging to Mt Bachelor, and is just 7 miles from all that downtown Bend has to offer. There are amazing restaurants, great shops, and more. The condo has just been completely remodeled. Winter or summer, the Inn at the Seventh Mountain resort offers something for everybody in the family. Welcome! DCCA#720734

ValueFamilyHiking

4.95 out of 5 average rating, 255 reviews

A serene bedroom features a spacious bed with white linens, flanked by two bedside lamps. Decorative art is displayed above the bed, with light streaming in through nearby windows. A sliding barn door adds a rustic touch, complementing the warm wood tones of the furniture.

Condo in Sisters

Downtown Sisters- *New* 1 Bedroom Condo

Enjoy staying in the heart of downtown Sisters. Just two blocks from the Main Street, this brand new unit will have everything you need for your getaway. This bright and open condo is located on the second floor of a two story building. Featuring brand new furniture, queen mattress, appliances and a fully equipped kitchen. Explore all the wonderful surroundings in Sisters and come home and relax in this great space!

ValueLocationHospitality

Popular amenities for Bend condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A cozy living area features a stone fireplace and a large window allowing natural light. A comfortable sofa, adorned with decorative pillows, sits across from a coffee table. A patio door leads to an outdoor seating area, enhancing the room's inviting atmosphere.

4.96 out of 5 average rating, 135 reviews

Cozy Studio near Mt Bachelor+steps to the SR Lodge

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The living area features high vaulted ceilings with wooden beams and large windows allowing natural light to fill the space. A stone fireplace is the focal point, surrounded by comfortable leather seating and a centerpiece table. Colorful accents offer a pop of vibrancy to the neutral decor.

4.9 out of 5 average rating, 166 reviews

Short walk to SR Village and SHARC, includes bikes

FamilyValueLayout

A spacious living area is furnished with a gray sectional sofa and a decorative coffee table, enhancing comfort and relaxation. A television is mounted on the stone fireplace wall, while an adjacent dining area features a round table with seating for four. Natural light floods through large windows.

4.98 out of 5 average rating, 161 reviews

Beautiful Condo in SR Village

LocationValueBiking

A cozy interior space is seen, featuring a small wooden table with a chair, a flat-screen television mounted on the wall, and a view into the kitchen area. Decorative elements, such as a vase with flowers, enhance the atmosphere. Natural light enters through the windows.

4.88 out of 5 average rating, 103 reviews

The Mt Bachelor pad

FamilyLocationCleanliness

4.9 out of 5 average rating, 263 reviews

Sunriver Getaway

ValueFamilyBarbecue

The fully equipped kitchen features granite countertops and wooden cabinetry. Large windows allow natural light to fill the space, providing views of the surrounding forest. The kitchen area includes modern appliances, a kitchen island with seating, and overhead lighting for an inviting cooking environment.

4.86 out of 5 average rating, 309 reviews

Mt. Bachelor Village Condo - Near Town & River

LocationFamilyHot tub

A modern living space features a gray sofa with decorative cushions and a round coffee table. Four sleek bar stools are positioned around a kitchen island with a white countertop, while natural light fills the area from the windows, enhancing the warm tones of the decor.

4.91 out of 5 average rating, 170 reviews

Riverfront Condo, Walk to Downtown Bend

FamilyLocationBathroom

4.91 out of 5 average rating, 164 reviews

A newly built condo complex features a charming entrance with front porches. Well-maintained landscaping includes colorful flower beds and green shrubs, framed by tall trees. The clear blue sky above casts a bright ambiance, accentuating the inviting architectural design.

Condo in Sisters

Views! 1Blk to Town, Clean+Charming,pets ok-Middle

LocationFamilyHiking

Pet-friendly condo rentals

4.98 out of 5 average rating, 172 reviews

Wildflower 27, Sleeps 6 on the 12 fairway

ValueFamilyHeating

The kitchen features modern appliances including a full-size refrigerator, microwave, and cooktop. A wooden table with four black stools is centrally positioned, with cabinetry and a decorative piece on the wall enhancing the space's functionality.

4.97 out of 5 average rating, 69 reviews

Updated Dog Friendly Condo w/ View +4 SHARC passes

ValueFamilyPets

4.87 out of 5 average rating, 39 reviews

FamilyLocationQuiet

4.67 out of 5 average rating, 6 reviews

Walking distance to shops, brewery and eateries.

LocationFamilyBarbecue

4.94 out of 5 average rating, 54 reviews

Your relaxing getaway at 7th Mtn Resort

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4.78 out of 5 average rating, 27 reviews

Seventh Mountain 1123 Pool & Hot Tub, Tennis

ValueLocationPets

A single-story condominium is set amidst greenery, featuring a spacious deck with several chairs for relaxation. Large glass doors provide ample natural light, while trees frame the exterior, enhancing the connection with the landscape.

4.5 out of 5 average rating, 8 reviews

Sunriver Retreat | Access to The Cove

FamilyLocationCleanliness

4.86 out of 5 average rating, 21 reviews

MEAD75 - Updated Condo, AC, Bikes, Dog Friendly

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Condo rentals with a pool

A spacious dining area features a wooden table surrounded by four chairs, with a decorative centerpiece of natural materials. A cozy living space can be seen in the background, highlighted by a stone fireplace and large windows allowing natural light.

4.95 out of 5 average rating, 125 reviews

Sunriver Condo, 6 SHARC passes, pool, REC room

LocationFamilyQuiet

4.75 out of 5 average rating, 72 reviews

New Listing! River Views | Hot Tub | Near Mt. Bach

LocationValuePool

A fire pit is surrounded by a circular stone wall, with flames dancing brightly. In the background, soft white lights illuminate an ice skating rink and a decorated Christmas tree, creating a warm and inviting atmosphere.

4.98 out of 5 average rating, 40 reviews

7th Mntn Resort in Bend, Skiing, Golf, River!

LocationValueAmenities

A spacious bed is positioned against a large mural depicting rolling mountain landscapes. Two decorative pillows are placed against a textured throw, with a knitted blanket draping over the end of the bed. Soft lighting is provided by glass pendant lamps on either side.

4.93 out of 5 average rating, 95 reviews

Two Sisters

ValueLocationNearby

The living area features a warm wood-paneled wall and modern furnishings. A sleek fireplace is surrounded by comfortable seating, including a patterned armchair and a gray sofa. Large windows provide natural light, with a dining area visible for enjoying meals together.

4.98 out of 5 average rating, 47 reviews

Newly Remodeled 2 Bedroom 2 Bath Condo

FamilyLocationLaundry

4.75 out of 5 average rating, 316 reviews

Fantastic condo with a pool and hot tub.

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A wooden table with matching chairs is positioned on the back deck, providing a space for casual dining. A potted plant sits at the center of the table, with views of trees and nature visible through the railing.

4.86 out of 5 average rating, 85 reviews

Cozy Mount Bachelor Village Condo, Ground Floor

ValueFamilyAccess

A spacious living room is furnished with a comfortable sectional sofa and a decorative coffee table. A large television is set on a media console, while natural light streams in through a window and a door leading to the outside. The loft area is visible above.