Holiday rentals with a pool in Bend

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, 131 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.

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, 105 reviews

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

- Hot tub fully drained and refilled with fresh water between EVERY guest stay. - Gorgeous home, fully updated from top to bottom in an excellent central Sunriver location. - Short walk or bike ride to Fort Rock Park. - 5-minute drive to the Woodlands Golf Course, Sunriver Village for coffee, food, ice cream, and entertainment. - 10-minute bike ride (5-minute drive) to the Sunriver SHARC water park. - 2 separate dining rooms for large gatherings. - Golf course and forest views from house!

4.94 out of 5 average rating, 108 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.

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, 237 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, 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.

4.88 out of 5 average rating, 100 reviews

Condo in River West

Cozy Studio Cottage for 4 Directly on the River!

The studio condo is a charming accommodation nestled along the banks of the Deschutes River. Up to four guests can vacation here and sleep on a queen sized bed, as well as a pullout couch. This cottage has a kitchen, full bathroom and a large closet for those wishing to stay a little longer! A desk is nestled up to the window, providing the perfect backdrop while you to get a little work done or even just enjoy a meal! A pet fee is required for those bringing their four-legged friends.

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.

4.85 out of 5 average rating, 504 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.

4.91 out of 5 average rating, 159 reviews

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.

Condo in River West

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!

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.

4.98 out of 5 average rating, 282 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, 222 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 private hot tub bubbles gently in a secluded outdoor space, surrounded by wood-paneled walls and evergreen trees. Two towels hang on a nearby railing, and small potted plants adorn the fence, adding a touch of greenery to the serene setting.

4.85 out of 5 average rating, 128 reviews

Sunriver Area Retreat + EV Charger + Hot Tub!

Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

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, 422 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

Popular amenities for Bend rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

An indoor lap pool is highlighted by large floor-to-ceiling windows, allowing natural light to illuminate the wooden walls and ceiling. The calm water reflects the serene outdoor surroundings, enhancing the peaceful atmosphere of the space.

4.87 out of 5 average rating, 103 reviews

Sunriver by AvantStay | Modern Home w/ Indoor Pool

An open dining area features a wooden table surrounded by six chairs, with a stylish chandelier above. Large windows allow natural light to fill the space, highlighting the rich wood tones and bohemian decor, creating a welcoming atmosphere for meals and gatherings.

4.88 out of 5 average rating, 107 reviews

Boho Glam Sunriver Retreat - 6 SHARC Passes

The exterior of a large two-story house is displayed, featuring a covered porch supported by columns. Lush green grass surrounds the structure, complemented by neatly arranged shrubs. A clear blue sky with soft clouds is visible above, enhancing the overall setting.

4.92 out of 5 average rating, 270 reviews

Updated Game Room! Hot Tub, SHARC (8), 2,800sq/ft

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, 190 reviews

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

4.95 out of 5 average rating, 185 reviews

SR Modern Near SHARC w/Hottub AC & Serene Setting

4.95 out of 5 average rating, 181 reviews

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

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

A serene winter scene showcases a single-level home surrounded by a blanket of snow. An inviting bedroom features a spacious bed beneath a large arched window. The indoor hot tub room presents warm wooden accents, while a child in winter gear enjoys playful snow activities outdoors.

4.98 out of 5 average rating, 103 reviews

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

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.

4.82 out of 5 average rating, 344 reviews

Updated Condo steps to SR Village, 8 SHARC passes!

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, 145 reviews

Adorable Studio at Seventh Mountain Resort

4.99 out of 5 average rating, 137 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

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, 294 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.

4.9 out of 5 average rating, 248 reviews

Sunriver Getaway

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.

4.95 out of 5 average rating, 104 reviews

Sunriver Condo, 6 SHARC passes, pool, REC room

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, 145 reviews

Short walk to SR Village and SHARC, includes bikes

Other holiday rentals with a pool

4.98 out of 5 average rating, 43 reviews

An open kitchen and living area is showcased, featuring a large island with two wooden barstools. The space is accented by wooden beams and a warm color palette. A well-equipped kitchen with stainless steel appliances is visible next to a cozy seating area with a leather couch.

Cabin in Sunriver

New! Modern Cabin w/ Primary Suite, Hot Tub, SHARC

4.96 out of 5 average rating, 49 reviews

The living area features wood-paneled walls and a vaulted ceiling, with a stone fireplace as the focal point. Two green armchairs complement a dark sofa, and a coffee table sits atop a vibrant area rug. Large windows frame forest views, providing natural light.

Cabin in Bend

Cozy Cabin in the Pines- 2bd/2br at Seventh Mtn

4.92 out of 5 average rating, 49 reviews

Home in Redmond

Eagle Crest Condo on Golf Course, HOT TUB, Dogs OK

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, 88 reviews

Two Sisters

5 out of 5 average rating, 60 reviews

The inviting living area features a sectional sofa arranged around a round wooden coffee table. Soft textures are complemented by wall art in warm tones. A chandelier hang above, while ample natural light streams through oversized windows, highlighting the open design leading to the dining area.

Townhouse in Bend

Sunriver Condo | Bend & Mt. Bachelor | SHARC (8)

Superhost

A spacious living area features large windows that frame panoramic views of surrounding landscapes. Comfortable sofas with decorative pillows are arranged around a coffee table, while natural light brightens the space. A lamp adds a warm touch to the inviting atmosphere.

4.75 out of 5 average rating, 72 reviews

MBV 326 Panoramic River Views Mt Bachelor Resort

4.93 out of 5 average rating, 88 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