Holiday rentals with a pool in Deschutes County

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Top-rated rentals with a pool in Deschutes County

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

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Guest favourite
The living room features a stone fireplace surrounded by wooden shelves, with a large flat-screen TV mounted above. A rustic wooden coffee table sits on a patterned area rug, complemented by leather seating and large windows that allow natural light to flood the space.
Home in Bend
4.96 out of 5 average rating, 132 reviews

Sunriver Luxury Family Home at Caldera Springs

Your next adventure begins here! Explore the limitless activities of Central Oregon from our luxurious home in Caldera Springs Resort at Sunriver located 14 miles South of Bend. Built for families and friends with three bedroom suites, upstairs loft bedroom with bunk beds & sofa bed, and flexible office with sofa bed. Features private hot tub, outdoor gas fire pit and BBQ, game room with ping pong/foosball/arcade, big screen TVs, Sonos, and more! Short walk to Caldera Springs pool and amenities.

Top guest favourite
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.
Apartment in Sunriver
4.95 out of 5 average rating, 104 reviews

Sunriver Condo, 6 SHARC passes, pool, REC room

Beautiful two bedroom/two bath, 1285 square foot condominium, conveniently located 3/4 of a mile north of the Sunriver Village Mall on Beaver Drive and next to the SHARC facility. Seasonal swimming pool & tennis facilities, year-round hot tub, bikes (4), gas BBQ, recreation room equipped with ping pong, fireplace and a flat screen television. You will find a helpful on-site management. The Ridge at Sunriver is the perfect place for year-round fun - golf, bike and ski. Unit includes SHARC passes!

Top guest favourite
The exterior of the cabin is shown, featuring a sloped roof and welcoming front porch. Surrounded by trees, the landscaped front yard includes green grass and shrubs, creating a serene atmosphere. A gravel pathway leads up to the entrance, emphasizing the cabin's inviting presence.
Home in Sunriver
4.95 out of 5 average rating, 149 reviews

3BR/3BA | Hot Tub +SHARC +AC +Pool Table+Ping Pong

Escape to our family-friendly Sunriver cabin getaway! This 3-bedroom home (1 king+1 twin, 1 queen, 2 doubles + 1 twin) features 3 full bathrooms + new in 2023 - AC & a hot tub! With a quarter-acre lot to yourself, relax on the peaceful deck, play in the grassy front yard, or watch the snow fall! Fully stocked garage with bikes (even a tandem), ping pong, pool table, air hockey! Take the bike path off the backyard to the North Store, tennis, Fort Rock Pk, the SHARC (comes w/ 8 passes!) & Village.

Top guest favourite
An open common area showcases a blend of modern and rustic design elements, featuring a comfortable seating arrangement, a stone fireplace, and a smart TV. Natural light filters in through large windows, highlighting the dining space adjacent to a fully updated kitchen.
Home in Sunriver
4.97 out of 5 average rating, 228 reviews

Walk to Everything! Hot tub, Waterpark passes

- Hot tub water is drained and refilled with fresh water between EVERY guest stay! - Best location in Sunriver! - Just steps (2-minute walk) from Sunriver Village (Coffee, restaurants, shops, bike/ski rentals, ice cream, grocery store, ice skating, mini golf, bouncy houses, rock climbing). Fully renovated 3 bedroom (plus a loft with bunks!), 3 bath home right next to Sunriver village! - 8 reusable waterpark passes, and just a 5-minute bike ride or 10-minute walk, to the SHARC waterpark.

Top guest favourite
A cozy living area features large windows with sheer curtains allowing natural light. A stack stone gas fireplace serves as a focal point beside a TV unit. Comfortable seating options include a pair of sofas and a rustic dining table adorned with greenery.
Townhouse in Redmond
4.94 out of 5 average rating, 109 reviews

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

Top guest favourite
The modern A-frame cabin is surrounded by snow-covered trees, highlighting its dark exterior. A deck extends around the cabin, accentuated by a row of small evergreen planters against the backdrop of a winter landscape, showcasing the serene setting.
Cabin in Sisters
4.92 out of 5 average rating, 129 reviews

Popular BBR A-Frame | 2 golf courses | 5 pools

Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

Guest favourite
A modern living area is featured, showcasing a comfortable sectional sofa and an accent chair with a plaid throw. A wooden coffee table and light fixture complement the warm wood tones. The space connects to a well-equipped kitchen visible in the background.
Home in Sunriver
4.91 out of 5 average rating, 228 reviews

Walk to Village, SHARC Passes, Bikes, AC, King Bed

A cozy, modern single story home. Updated kitchen that opens to a comfortable and inviting living space. Bedrooms are outfitted with comfortable beds, pillows and bedding so you’re sure to get a good night’s rest. The wood burning stove will keep you warm and cozy while watching your favorite shows on Netflix, Prime or DirectTV (live TV). 6 SHARC passes, 2 adult bikes, 2 kids bikes & scooters. Many amenities for kids and dedicated WFH space make this the perfect place for your next getaway.

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
The cabin features a welcoming entrance with a wood deck and rustic details. Framed by green trees, the two-story structure showcases a steep gabled roof and large windows, providing a warm and inviting sight. A path leads to the entrance, surrounded by low shrubs.
Cabin in Sisters
4.96 out of 5 average rating, 152 reviews

Pet + kid friendly w/ private hot tub!

Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!

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.
Apartment in Sunriver
4.85 out of 5 average rating, 506 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.
Apartment in Bend
4.98 out of 5 average rating, 286 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 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.
Apartment in Bend
4.91 out of 5 average rating, 109 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.

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