Holiday rentals with a pool in Bend

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.

4.91 out of 5 average rating, 297 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.

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, 263 reviews

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

Enjoy our Euro inspired 3 bdrm/2.5 bath home with bonus room. Ideal S. Sunriver location on a quiet cul-de-sac close to the Lodge, Village and River. We offer a completely remodeled home with a new kitchen, flooring, and bathrooms and a well-stocked kitchen, A/C throughout, SHARC passes, hot tub, bicycles, and an EV charger port. Our bonus room over detached garage has a TV, yoga space, 1/2 bath and A/C. ONE dog welcome and must be added at time of reservation. Must be 25 yrs. old to book.

4.95 out of 5 average rating, 104 reviews

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

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.

4.97 out of 5 average rating, 233 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)

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.

4.97 out of 5 average rating, 235 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, 137 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.

Superhost

A spacious living area features a grey sectional sofa with a tufted design, accented by a decorative pouf. Natural light filters in through sliding glass doors, leading to a private patio with views of surrounding trees and the outdoors. A round mirror adds depth to the space.

Condo in River West

4.83 out of 5 average rating, 105 reviews

Updated Condo with Deschutes River View

This stunning condo was recently redone and sits on the top floor, giving you the best views of the Deschutes River from the private patio. Up to 4 guests can comfortably sleep in two separate areas with a master bedroom and queen-size Murphy bed in the living room and 2 full bathrooms. Off the main living room is a full kitchen with plenty of cookware/fridge space to meet any and all meal requirements! Enjoy heated pool and hot tub privileges, included in your reservation!

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, 278 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.

A spacious living area features a plush blue couch adorned with decorative cushions. A wooden coffee table stands nearby, with a small plant and a warm lamp. Floor-to-ceiling windows provide natural light, overlooking the surrounding greenery. A shelf filled with books and decorative items is positioned against the wall.

4.87 out of 5 average rating, 221 reviews

Seventh Mountain Resort Getaway

This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

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.

4.96 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!

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.

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

4.86 out of 5 average rating, 257 reviews

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

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

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The single-story home features a natural wood exterior surrounded by tall trees. A spacious front deck includes a dining table with an umbrella and two chairs, providing a welcoming outdoor seating area. The driveway leads to a two-car garage.

4.8 out of 5 average rating, 188 reviews

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

4.94 out of 5 average rating, 109 reviews

An illuminated hot tub with turquoise water sits in the foreground, surrounded by trees. Warm string lights hang above, casting a soft glow over the outdoor seating area, which includes two chairs and a table, creating a cozy atmosphere for relaxation.

Home in Sisters

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

A spacious kitchen features modern appliances and a large island with seating. Sleek cabinetry complements the countertops, while pendant lighting adds subtle illumination. Natural light flows in through nearby windows, with views of the surrounding greenery visible outside. A dining area is located adjacent to the kitchen.

4.98 out of 5 average rating, 99 reviews

On Golf Course, Walk to Park, Hot tub, SHARC

4.95 out of 5 average rating, 180 reviews

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

4.93 out of 5 average rating, 124 reviews

The exterior of the modern home features dark blue siding and stone accents, set against a backdrop of tall pine trees. A well-paved driveway leads up to a two-car garage. A warm glow emanates from windows, hinting at the inviting interior.

Home in Sisters

Modern Tollgate Home - HOT TUB | Half Acre Lot

4.98 out of 5 average rating, 102 reviews

3K ft² | MtBachelor | Hot Tub | Arcade | Ping Pong

4.94 out of 5 average rating, 256 reviews

A comfortable living area is highlighted by a large sectional couch adorned with soft pillows. A wood stove provides warmth, while multiple windows offer views of the surrounding Ponderosa Pine forest. A coffee table holds a decorative tray, contributing to the cozy ambiance.

Home in Sisters

Private Peaceful Cabin in Sisters!

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.

4.91 out of 5 average rating, 223 reviews

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

Condo rentals with a pool

Superhost

A cozy living area is highlighted by a modern fireplace and a mounted TV. Comfortable seating is arranged around a wooden coffee table. The room features a blend of textured stone and wood paneling, complemented by a blue accent wall.

4.83 out of 5 average rating, 343 reviews

Updated Condo steps to SR Village, 8 SHARC passes!

A shared pool area features a spacious swimming pool and a separate hot tub, surrounded by tall trees. Lounge chairs are arranged around the pool, alongside a patio table with chairs set on a paved surface, providing a tranquil outdoor space.

4.97 out of 5 average rating, 243 reviews

*A/C* Family Friendly/Forest view/Hot Tub/Pool*

4.99 out of 5 average rating, 132 reviews

A spacious living area features a sectional sofa in neutral tones, accompanied by a soft area rug. A stone fireplace adds warmth, while large glass doors open to a private balcony with outdoor seating. Natural light fills the room, enhancing the inviting ambiance.

Condo in Sisters

Beautiful Sisters Condo - Great location

An open living area is depicted with a large gray sectional sofa facing a wooden coffee table. Natural light enters through skylights and windows, illuminating the dining area equipped with a wooden table and chairs. The warm wood accents enhance the cozy feel of the space.

4.91 out of 5 average rating, 112 reviews

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

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, 293 reviews

Mt. Bachelor Village Condo - Near Town & River

A spacious living area features a comfortable grey sectional sofa and a wooden coffee table. Large windows provide natural light and showcase views of surrounding trees and mountains. A circular mirror is mounted on the wall, enhancing the sense of openness in the room.

4.95 out of 5 average rating, 101 reviews

Modern 3-bedroom Seventh Mountain Resort Condo

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.

4.89 out of 5 average rating, 246 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.

4.98 out of 5 average rating, 120 reviews

Beautiful Condo in SR Village

Other holiday rentals with a pool

5 out of 5 average rating, 86 reviews

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.

Apartment in River West

River Views at First Street Rapids + Walk Downtown

A spacious bed is positioned against a large mural depicting rolling mountain landscapes. Two decorative pillows are placed against a textured throw, with a knitted blanket draping over the end of the bed. Soft lighting is provided by glass pendant lamps on either side.

4.92 out of 5 average rating, 87 reviews

Two Sisters

4.94 out of 5 average rating, 84 reviews

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.

Apartment in Bend

Wine Down and Play

A spacious living area features large windows providing natural light and a view of the surrounding trees. A comfortable sofa and coffee table are arranged around a fireplace, while a flat-screen TV is positioned nearby. A dining table is visible in the background.

4.96 out of 5 average rating, 24 reviews

Great deals next summer during deck construction.

5 out of 5 average rating, 5 reviews

AC, on the Deschutes River, luxury, quiet, 5*view!

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.

5 out of 5 average rating, 75 reviews

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

4.92 out of 5 average rating, 64 reviews

The living area features light-colored walls and a plush carpet. Two armchairs and a sectional sofa surround a wooden coffee table. A fireplace is integrated into the wall, with a mounted television nearby. Natural light enters through large windows, enhancing the spacious ambiance.

Townhouse in Bend

Spacious two story 2 bed 2 bath west side condo