Holiday rentals with a pool in Bend

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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
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.
Condo in Sunriver
4.91 out of 5 average rating, 152 reviews

Short walk to SR Village and SHARC, includes bikes

Enjoy Sunriver’s most popular amenities located a short walk to The Village and SHARC including a tubing hill, pool’s and hot tub. This recently renovated, rustic modern condo is in the heart of Sunriver Village. It’s truly a retreat being an end unit, offering great views and ample privacy. Leave everything at home, this condo comes equipped with all things needed to enjoy your stay! There are 2 sleds and bikes of various sizes to go cruise the miles of paved bike paths, right outside the door.

Guest favourite
A cozy sleeping area features a spacious bed dressed in soft linens, complemented by a textured throw. A stylish wall of hexagonal tiles adds visual interest. A television is mounted on a minimalist shelf, with plants enhancing the warm atmosphere. Natural light enters through the nearby window.
Condo in Sunriver
4.91 out of 5 average rating, 309 reviews

Sunriver - Pool/Hot Tub. Minutes to Mt. Bachelor

- This unique and friendly spot boasts a convenient location to Central Oregon's famous outdoor activities. The space is only a 26 minute drive to Mt. Bachelor, the beginning of the scenic Cascade Lakes Highway, and a short walk to The Village at Sunriver. Community pool, hot tub, and laundry are on site and accessible. Wifi and Netflix logins are provided to all guests. The hot tub is open year round. The pool typically opens on Memorial Day weekend snd typically closes sometime in September.

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
4.98 out of 5 average rating, 243 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!

Guest favourite
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.
Condo in Bend
4.86 out of 5 average rating, 298 reviews

Mt. Bachelor Village Condo - Near Town & River

This newly remodeled condo is fully furnished with a gas fireplace, granite counter tops, jetted tub, three flat screen TV's, surround sound and gas barbecue on private deck. Heating and cooling is provided through a ductless heat pump system. The beds are super comfortable! The kitchen is fully equipped and comes complete with refrigerator, microwave, dishwasher and stove top oven. It has everything you need for a relaxed get away with private forested view. Super clean and comfortable.

Guest favourite
A modern living space is presented with a comfortable gray sofa and a matching armchair. A circular table with decorative elements is set nearby. Natural light enters through large sliding glass doors, offering views of trees outside. A dining area with black folding chairs is visible in the background.
Condo in Bend
4.91 out of 5 average rating, 117 reviews

Gorgeous Condo With River View - Pool and Hot Tub

Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." This condo went through an extensive head to toe remodel and is now ready to host travelers! It can sleep up to six guests, has a full kitchen, two full bathrooms, a washer and dryer, a private patio and comes with access to our indoor heated pool and hot tub! This condo is also pet friendly! Bring up to two pets for an additional fee.

Top Guest favourite
The exterior of the chalet is showcased, featuring a peaked roof and large windows that allow ample natural light. A spacious wooden deck is present, accompanied by outdoor seating and a barbecue. The surrounding grassy area enhances the outdoor setting.
Chalet in Eagle Crest
4.98 out of 5 average rating, 270 reviews

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

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 Seventh Mountain
4.9 out of 5 average rating, 433 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

Top Guest favourite
The open kitchen and dining area features high wooden ceilings and large windows, allowing ample natural light. A spacious wooden dining table with multiple chairs accommodates larger groups. A well-equipped kitchen with modern appliances and wooden cabinetry is visible, enhancing the inviting atmosphere.
Home in Seventh Mountain
4.89 out of 5 average rating, 426 reviews

The House on the River

From the moment you enter the neighborhood, you will enjoy a private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail.

Top Guest favourite
The living area features a cozy leather sofa facing a mounted television. A wooden coffee table is centered on an intricately patterned rug. Two windows allow natural light to fill the space, complemented by light-colored walls and decorative elements.
Guest suite in Bend
4.94 out of 5 average rating, 271 reviews

Bungalow at The Parks

Our Bungalow has easy access to Mt. Bachelor, Bend's famous mountain bike trails, one mile from OSU Cascades, very near Old Mill shopping and dining, and easy access to downtown Bend, also. You’ll love our place because of the coziness, the comfy bed, and private access to your space. The Bungalow is good for couples, solo adventurers, and business travelers. Our neighborhood pool is open May through August.

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, 259 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 a charming two-story home is surrounded by tall trees, featuring a welcoming porch with seating. A neatly arranged driveway provides access to a garage, and flower pots line the entrance. Sunlight filters through the branches, creating a serene atmosphere.
Home in Bend
4.95 out of 5 average rating, 111 reviews

Deschutes River Getaway-near Bachelor & Sunriver

Our charming family home is the perfect place to relax and enjoy the outdoors. Just a short walk from the Deschutes River, you'll find miles of walking and biking trails, a pool, tennis and pickleball courts, and docks to launch your raft or kayak. And, with its convenient location, you're just 10 minutes from Sunriver Village, 25 minutes from downtown Bend, and 30 minutes from Mt. Bachelor.

Top Guest favourite
An outdoor seating area is set up near a pool, featuring various tables and a gas fire pit surrounded by comfortable couches. Umbrellas provide shade, and string lights offer a warm glow above. The backdrop consists of tall trees and a well-maintained lawn.
Condo in Bend
4.98 out of 5 average rating, 132 reviews

Pool, AC, close to Amphitheater & Old Mill

Easy access to the heart of Bend from this perfectly located home base. A short walk takes you to the Deschutes River Trailhead for scenic hiking. You can leisurely stroll the mile trek to the Old Mill shopping center or meander a little further to the Amphitheater to enjoy summer’s many concerts. Enjoy a picnic on the lawn and enjoy watching the wildlife.

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 $87 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, Wifi 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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