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
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, 296 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 comfortable guest suite is designed with a spacious bed covered in a white quilt. An accent wall of exposed brick enhances the warm ambiance. A wooden desk and two brown armchairs complement the space, with light filtering through a window dressed with blinds.
Guest suite in Bend
4.97 out of 5 average rating, 233 reviews

River Ridge Getaway - River Trail & Hot Tub

Our peaceful guest suite with private entrance & pool/hot tub access is in Mt Bachelor Village, nestled in the trees above the scenic Deschutes River trail where you can enjoy walking, jogging, floating, kayaking, SUP, surfing, rock-hounding and fishing. It is one of the best locations in town, just off Century Dr on the way up to Mt Bachelor Ski Resort and within walking distance to the The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool (Jun-Sep) & Hot Tub (10am-9pm)

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, 234 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
Condo in Sunriver
4.93 out of 5 average rating, 156 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.

Guest favourite
Condo in River West
4.74 out of 5 average rating, 122 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
A private balcony offers a comfortable seating arrangement with a cushioned sofa and a wooden coffee table. Scenic river views are visible, framed by trees and basking in sunlight. The railings provide safety while enhancing the outdoor space's inviting atmosphere.
Condo in River West
4.91 out of 5 average rating, 158 reviews

Riverfront Condo 2 Blocks to Downtown Bend

Enjoy the river views in this stylish condo within walking distance to downtown Bend! This newly remodeled condo features 1 master bedroom with an additional queen size murphy bed in the living room and 2 full bathrooms. The condo is located on the Deschutes River just 2 blocks north of downtown Bend, with access to miles of walking/biking/hiking trails right outside your front door. Kick your feet up on the patio, or turn the fireplace on and cozy up - you’ll love your stay!

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
4.97 out of 5 average rating, 276 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 great room features a large sectional sofa facing a sleek fireplace and a wall-mounted TV. Vaulted ceilings with wood beams create an open atmosphere. Expansive windows allow natural light to fill the space, showcasing views of the surrounding greenery.
Home in Bend
4.96 out of 5 average rating, 125 reviews

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC

Steps away from the Deschutes River, biking/walking paths & golf course, our luxury Sunriver retreat is in the perfect location! Featuring 3 king master suites, a huge built-in bunkhouse with 6 beds, an additional king bedroom and a queen sleeper sofa - our house sleeps 16! And the amenities are endless... hot tub, A/C, 12 SHARC passes, EV charger, fireplace, chef's kitchen, ping pong table, shuffle board table, old school arcade, bikes, wifi 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, 417 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 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, 268 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, 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!

Top Guest favourite
A swimming pool is featured in an outdoor area, surrounded by lounge chairs and tall pine trees. Sun umbrellas provide shaded areas, and a fountain is visible in the background, enhancing the serene atmosphere of the space.
Condo in Bend
4.91 out of 5 average rating, 148 reviews

Private cozy condo at Seventh Mountain Resort

Queen murphey bed with comfortable mattress is the main bed option in living room. Other bed is a bunk bed with full size on bottom and twin size on top. It is in a tiny room with no windows. Awkward and weird but I wanted to maximize bed options for my family and guests, door closes to the little room. Heads up, design of bunk is short but great for couples or kids. I am 5’10 and sleep comfortably.

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 360 holiday rentals in Bend

  • Nightly prices starting at

    Bend holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    350 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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