Holiday rentals with a pool in Bend

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bend

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a large sectional sofa positioned around a textured carpet. A stone fireplace serves as a focal point, and large windows allow natural light to fill the room while providing views of the outside greenery.
Cabin in Sunriver
4.9 out of 5 average rating, 153 reviews

Modern Cabin Oasis Near Village

Hip cabin centrally located on par 3, off circle 1. Kids bedroom with bunk beds. 4 beds. Sleeps 8, parking for 3. Backyard walking trail and 10 min walk to the village and SHARC. Playroom with toys and electric charging station. Sleeps 8 comes with 5 bikes garage space for kayaks. 8 SHARC passes. Center of all Sunriver action. Its small in the rooms but the common areas are large. The trail in the back gives a feel you are in the center of all the action! It has everything you need in Sunriver.

Guest favourite
The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.
Home in Redmond
4.85 out of 5 average rating, 117 reviews

Stunning mtn Views, sleeps 14, Hot tub, rec passes

Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs you’ll find the primary suite with king bed with a private balcony boasting views of seven Oregon’s tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65” TV, & access to the hot tub. Don’t wait!

Top Guest favourite
A private patio features a bubbling hot tub and an umbrella table with chairs. Nearby, a gas grill is positioned for outdoor cooking. Soft lighting enhances the space, while large windows offer views into the cozy interior.
Home in Bend
4.97 out of 5 average rating, 237 reviews

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Sweetums Guest House is a private, beautifully appointed 2 bedroom, 2 bath guest house located on 20-acre Sweetums Ranch. Amazing views of Three Sisters and Broken Top mountains from the property, horses,& abundant wildlife viewing. 8 mi to downtown Bend & 12 mi to Sisters. 45 min to Mt Bachelor and mountain trailheads. Large private yard & partially covered patio w/private hot tub. Amazing swimming pool and tennis court. On the Oregon scenic bike route. A perfect location for your getaway!

Top Guest favourite
A cozy sleeping area features a queen bed adorned with a patterned duvet, complemented by matching lamps on bedside tables. A framed artwork depicting a serene lake scene hangs above the bed, while decorative wall elements add a touch of character to the space.
Apartment in River West
4.99 out of 5 average rating, 155 reviews

Deschutes River View + Walk to Downtown&Drake Park

Welcome to your private oasis on the Deschutes River! This boho modern ground floor studio is the adventure you've been looking for, located in the heart of Bend. Whether you're here for a short stay to explore the city's vibrant offerings or planning a longer adventure to immerse yourself in the natural beauty of the area, our studio has everything you need. Hayden Homes: 1.9 miles Old Mill: 1.5 miles Pilot Butte: 2.7 miles RDM Airport: 16 miles Mt Bachelor: 22 miles Smith Rock: 25.7 miles

Guest favourite
Home in Sunriver
4.94 out of 5 average rating, 139 reviews

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

Guest favourite
Condo in River West
4.74 out of 5 average rating, 125 reviews

Downtown Renovated Condo w Views of the Deschutes

Welcome to your launchpad for visiting downtown and the Deschutes River! This condo has unbelievable views and is mere steps from Pioneer Park and the scenic walking path that takes you through the heart of Bend. This comfortable condo can sleep 4 people in two separate areas with two full bathrooms, and has a well-equipped kitchen. This unit features a gas fireplace, 2 Smart TVs, and access to your own private balcony! Don’t forget, access to our indoor pool and hot tub is also included!

Guest favourite
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.
Condo in Sunriver
4.85 out of 5 average rating, 504 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.

Top Guest favourite
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.
Condo in Bend
4.98 out of 5 average rating, 283 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Guest favourite
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.
Condo in Bend
4.87 out of 5 average rating, 223 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.

Guest favourite
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.
Condo in Bend
4.9 out of 5 average rating, 424 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

Guest favourite
The room features a queen bed with a light-colored bedspread, accompanied by bedside tables with lamps. A cozy seating area with cushions is beside a large window, allowing natural light to illuminate the space. Artworks are displayed on the walls, enhancing the serene atmosphere.
Guest suite in Bend
4.86 out of 5 average rating, 257 reviews

Mt Bachelor Village Resort- Room in River Ridge II

Hotel style room with private entry in forested Mt Bachelor Village Resort on the westside of Bend. Quick access to hiking, biking, the river trail, Old Mill district, Mt Bachelor, and many restaurants and breweries. It's a nice walk or bike ride to the Old Mill district and 2.5 miles from downtown Bend. The beautiful Deschutes River Trail is just down the hill from our unit-great for that morning walk or jog!

Guest favourite
The exterior of the home displays a two-story structure nestled among tall trees. A wooden deck features a table and chairs, a barbecue grill, and an umbrella for shade, providing an inviting space for outdoor relaxation.
Home in Bend
4.88 out of 5 average rating, 186 reviews

Sunriver home 8 SHARC passes, hot tub, wood stove

Please be sure to read the full description. Welcome to 10 Timber in Sunriver. We invite you to stay at our 3 bedroom 2 bath home and enjoy all that Central Oregon has to offer! There are endless outdoor adventures awaiting! Our home is the perfect gateway with its close proximity to SHARC and the Village. We can accommodate up to 8 guests as well as up to 2 house trained dogs.

Popular amenities for Bend rentals with a pool

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Quick stats about holiday rentals with a pool in Bend

  • Total holiday rentals

    Explore 330 holiday rentals in Bend

  • Nightly prices starting at

    Bend holiday rentals start at $86 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Bend holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bend rentals

  • 4.6 Average rating

    Bend stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Bend's top spots, include Old Mill District, Drake Park, and Pilot Butte

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