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
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.
Apartment in Sunriver
4.92 out of 5 average rating, 319 reviews

Sunriver-Pool/HotTub Walkable to Food Trucks/Shops

- 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)

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
4.86 out of 5 average rating, 125 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
The modern A-frame cabin is set amidst tall pine trees, displaying a striking black exterior. Tall, triangular windows allow natural light to brighten the interior. A spacious deck wraps around the cabin, offering an ideal spot for outdoor relaxation.
Cabin in Sisters
4.93 out of 5 average rating, 139 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
Home in Sunriver
4.94 out of 5 average rating, 144 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.

Top guest favourite
An open room features vaulted ceilings and large windows, allowing natural light to fill the space. Two surfboards are artfully displayed on the wall, while a circular dining table and four chairs are positioned in the center. A black office chair is visible at a desk, enhancing the work-friendly atmosphere.
Flat in Bend
4.94 out of 5 average rating, 107 reviews

Wine Down and Play

Our condo is part of the Powder Village Condominiums, B building, second floor #2. The condo has vaulted ceilings with a lofted area for relaxing. It includes a full kitchen and bathroom with a shower. There is also a balcony with seating and an electric grill. The property includes a seasonal outdoor pool and a hot tub that is open year round and laundry facility on property. There are paved walking/biking trails nearby and a short walk to bars, restaurants and convenience stores.

Top guest favourite
Home in Sisters
4.94 out of 5 average rating, 142 reviews

Modern Tollgate Home - HOT TUB | Half Acre Lot

This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

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
4.97 out of 5 average rating, 313 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-

Top guest favourite
A studio bedroom features a queen bed with blue striped bedding. A seating area with two chairs and a table is positioned in front of large windows, showcasing a view of the outdoors. A television is mounted on the wall, and basic kitchen amenities are visible in the background.
Flat in Bend
5 out of 5 average rating, 125 reviews

River Views at First Street Rapids + Walk Downtown

Discover the perfect blend of adventure and relaxation in our modern ground floor studio, ideally situated in the heart of Bend, Oregon. This condo is located a few steps away from First Street Rapids park, half a mile from downtown, and .9 miles to Drake Park. You'll have full access to the entire space. Don't miss out on the opportunity to make this charming studio your home away from home. Book now and start your adventure in beautiful Bend!

Guest favourite
A comfortable living area showcases a cozy sofa and a well-lit dining space with a light-colored table surrounded by colorful chairs. Natural light filters through the windows, illuminating the modern vinyl flooring and the stylish decor elements, including a wall-mounted TV above a decorative fireplace.
Apartment in Bend
4.9 out of 5 average rating, 147 reviews

Adorable Studio at Seventh Mountain Resort

What an incredible getaway with all of the amenities of Seventh Mountain Resort and just 12 miles to Mt. Bachelor. Very welcoming, bright and comfortable. Queen size bed, love seat and a patio with a nice view. Enjoy all resort amenities which include mini-golf, gym, disc-golf, two pools, three spas, the Outfitter Bar and more. Access to hiking and biking trails. Seasonal rafting trips. 24-hour guest check-in at the main lodge.

Guest favourite
An outdoor deck features a long wooden bar top with counter stools, providing seating for guests. A spacious sectional sofa offers a comfortable area to relax. The landscape includes grassy areas and trees, with golf course views extending into the distance.
Chalet in Redmond
4.97 out of 5 average rating, 187 reviews

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

This fully furnished 3 bedroom 2 bathroom chalet sits on the 15th tee box of the Eagle Crest Ridge Golf Course, which neighbors BLM land and is one of the more private settings at Eagle Crest. Enjoy the charm of the knotty pine and log accents, a primary suite with a king log bed and jetted tub, and a large deck that looks out to the golf course that has a pergola, lighting and oversized couch with bar.

Top guest favourite
Townhouse in Sunriver
4.95 out of 5 average rating, 128 reviews

Updated 2 Master Suites-Hot Tub-SHARC passes-Bikes

Enjoy all that Central Oregon offers from the comfort and convenience of our well-appointed, newly updated home. Tucked between the 1st and 10th holes of the Woodlands Golf course, our townhouse offers everything you would expect from a luxury vacation home. Whether you crave the serenity of the Oregon high desert or the thrill of outdoor adventure, our home will not disappoint. DCCA #754750.

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