Holiday rentals with a pool in Bend

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

4.97 out of 5 average rating, 189 reviews

Indoor Pool, Game Room, EV Charger, Pets Welcome!

Alpenview Retreat | Perfect Gathering Home for Friends and Family Designed for unforgettable group stays, this spacious modern home combines luxury, entertainment, and location- just minutes from Downtown Bend and close to Mt. Bachelor. Spend your days skiing, hiking, or exploring, then come home to soak in the private, indoor heated pool and hot tub, sip your favorite beverage in the courtyard, or compete in your private game room. Perfect for families, friend groups, and multi-family trips.

A spacious living area features vaulted ceilings and light carpeting. A comfortable brown sofa and a patterned area rug are arranged around a wooden coffee table. A large wall-mounted TV is displayed alongside green accent walls, enhancing the welcoming ambiance of the space.

4.99 out of 5 average rating, 104 reviews

Klubhouse in Sunriver AC/Hot Tub/Heated Pool/BBQ

Spoil yourself by visiting this cozy condo in Sunriver. The embellished accent walls, vaulted ceilings, and a plethora of high-end decor will leave you speechless. Step onto the porch to enjoy stunning forest views, relax by the heated pool & spa, or drive to the Sunriver Village and SHARC just minutes away. ✔ High-Speed Wi-Fi ✔ 2 Comfortable Bedrooms (1 King and 1 Queen) ✔ Loft w/ Queen Floor Mattress ✔ Fully Equipped Kitchen ✔ 55' Smart Tv ✔ 2 Full Bathrooms w/ spare towels See more below!

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.

4.92 out of 5 average rating, 322 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.

4.97 out of 5 average rating, 234 reviews

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

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)

Superhost

The living room features a cozy seating area with a gray sofa and a large white bean bag chair. A wood-burning fireplace is centrally located, complemented by a television mounted above. Large windows allow natural light and offer views of the surrounding trees.

4.85 out of 5 average rating, 105 reviews

Easy Access to Bend+Bachelor | Hot Tub | Pets OK

Perfectly situated between Mt. Bachelor and downtown Bend, our pet-friendly 1 BR/1BA condo is the ultimate basecamp for year-round adventure. Enjoy easy access to skiing, snowboarding, hiking & biking, & drive 10 min into the heart of Bend for unbeatable restaurants, breweries, and local shops. Or, don't leave the condo at all! Nestled within Deschutes NF, retreat into nature and enjoy the amenities of Seventh Mountain Resort, including heated pools, hot tubs, and an on-site restaurant/bar.

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.

4.98 out of 5 average rating, 252 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!

4.94 out of 5 average rating, 145 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.

4.95 out of 5 average rating, 107 reviews

Serenity Retreat | Pool, Spa, Trails & Mt Bachelor

Situated in the serene Mt Bachelor Village, our home is a harmonious blend of seclusion & natural charm. Encircled by a lush landscape & towering trees, it serves as a tranquil retreat, perfect for relaxation. The property is just a short distance from Bend's lively amenities, offering access to both outdoor adventures & urban pleasures. This residence is an ideal choice for those wishing to enjoy the tranquility of nature while being conveniently close to the city's attractions.

The living area features large windows providing views of the river, with natural light enhancing the space. A comfortable blue couch and two armchairs are arranged around a wooden coffee table. The stone flooring adds texture, and patio doors offer easy outdoor access.

4.82 out of 5 average rating, 178 reviews

Riverfront Cottage - Steam Room & Pet Friendly!

Welcome to "Hot Dam". Up to three guests can stay here, on the queen bed and a twin size sleeper sofa (in the living room). You’ll have everything you need to relax and take in the beauty of the Deschutes River and popular Riverfront Trail through the windows or on your patio. Enjoy heated floors, a fireplace, in-unit laundry, a huge walk in shower that doubles as a steam room, as well as access to an indoor pool and hot tub! Bring along 2 pets for an additional fee.

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.

4.97 out of 5 average rating, 316 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-

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.

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!

4.86 out of 5 average rating, 267 reviews

Guest suite in Bend

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!

Popular amenities for Bend rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.95 out of 5 average rating, 111 reviews

Deschutes River Getaway-near Bachelor & Sunriver

A serene view of the Deschutes River is presented, reflecting blue skies and fluffy white clouds. Lush green marsh grasses frame the riverbanks, while tall pine trees dot the landscape, creating a peaceful natural setting. The water appears calm and inviting.

4.92 out of 5 average rating, 205 reviews

River dock 2-min walk, Bike paths, Sunriver nearby

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.

4.96 out of 5 average rating, 136 reviews

Sunriver Luxury Family Home at Caldera Springs

4.92 out of 5 average rating, 201 reviews

7BR, Golf View, Hot tub, Playground, SHARC Passes

A spacious living area features a comfortable L-shaped sofa adorned with a light throw. Natural wood beams accentuate the ceiling, while a gas fireplace adds warmth. A flat-screen TV is visible, and a dining table with bar stools is situated nearby against neutral-toned walls.

4.86 out of 5 average rating, 126 reviews

Updated Sunriver-Hot Tub, Walk to SHARC & Village

The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

4.94 out of 5 average rating, 275 reviews

A Little Peace of Paradise, A/C, & 8 SHARC Passes

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.

4.97 out of 5 average rating, 143 reviews

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

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.

4.94 out of 5 average rating, 160 reviews

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

Apartment rentals with a pool

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.

4.9 out of 5 average rating, 148 reviews

Adorable Studio at Seventh Mountain Resort

4.95 out of 5 average rating, 132 reviews

The open living area features two brown leather couches and a large coffee table set on a patterned rug. A flat-screen TV sits on a white media console. Bright natural light enters through multiple windows, creating a welcoming atmosphere that connects to the dining area.

Apartment in Sisters

Renovated Sisters Condo; perfect getaway!

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.

4.86 out of 5 average rating, 301 reviews

Mt. Bachelor Village Condo - Near Town & River

A comfortable living area features a patterned sofa adorned with red and blue pillows, paired with two recliners. A small side table is visible next to one recliner. Natural light fills the space, highlighting the hardwood flooring and a decorative area rug.

4.9 out of 5 average rating, 256 reviews

Sunriver Getaway

A spacious living area is furnished with a gray sectional sofa and a decorative coffee table, enhancing comfort and relaxation. A television is mounted on the stone fireplace wall, while an adjacent dining area features a round table with seating for four. Natural light floods through large windows.

4.99 out of 5 average rating, 146 reviews

Beautiful Condo in SR Village

A comfortable living area features two gray sofas adorned with plaid throws, paired with a wooden coffee table. Two framed black-and-white landscape photographs hang on the walls. Natural light enters through sliding glass doors, complementing plants placed around the room.

4.96 out of 5 average rating, 232 reviews

Oasis right in the Sunriver village 6 sharc pass

A modern living space features a gray sofa with decorative cushions and a round coffee table. Four sleek bar stools are positioned around a kitchen island with a white countertop, while natural light fills the area from the windows, enhancing the warm tones of the decor.

4.91 out of 5 average rating, 164 reviews

Riverfront Condo, Walk to Downtown Bend

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.

4.9 out of 5 average rating, 158 reviews

Short walk to SR Village and SHARC, includes bikes

Other holiday rentals with a pool

5 out of 5 average rating, 12 reviews

Beautiful Home Overlooking River

Superhost

A balcony table with two matching chairs overlooks a serene river view. The table features a decorative mosaic pattern, and lush trees are seen in the background, complementing the calm water below.

4.76 out of 5 average rating, 33 reviews

Beautiful River Views - Ideally Located close to Downtown Bend

The exterior of the lodge is depicted, showcasing a two-story structure with a welcoming porch and wooden railings. Large windows offer views of the surrounding natural landscape. A pathway leads to the entrance, bordered by low shrubs and natural ground cover.

4.96 out of 5 average rating, 52 reviews

Riverwild Lodge

4.99 out of 5 average rating, 208 reviews

An aerial view captures the expansive property featuring a lush English Country Garden filled with vibrant flowers and greenery. A serene swimming pond is visible in the foreground, while the well-maintained guest suite is framed by trees in the background.

Guest suite in Bend

Luxurious Private Tumalo Suite Nestled in Trees

5 out of 5 average rating, 6 reviews

Home in Sisters

HOT TUB, Dog Friendly, Steps from pickleball/pool!

5 out of 5 average rating, 22 reviews

Mt. Bachelor Village Resort-Modern, Clean Condo

A wooden table with matching chairs is positioned on the back deck, providing a space for casual dining. A potted plant sits at the center of the table, with views of trees and nature visible through the railing.

4.84 out of 5 average rating, 77 reviews

Cozy Mount Bachelor Village Condo, Ground Floor

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.