Vacation 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, 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.

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.

4.95 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.

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, 239 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!

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, 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.

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.

4.96 out of 5 average rating, 152 reviews

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

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!

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, 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.

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, 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.

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, 223 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.

4.91 out of 5 average rating, 109 reviews

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.

Condo in River West

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.

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, 426 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

4.94 out of 5 average rating, 122 reviews

The inviting living area features a stone fireplace with a wooden mantle, surrounded by comfortable seating options including plush sofas and armchairs. Large windows provide natural light and views of the outdoors, while warm wooden beams enhance the room's rustic charm.

Cabin in Sunriver

Rustic Cabin, Near SHARC, Hot Tub, King Beds & PS4

🏡 Welcome to Pine Meadow Lodge – Your Sunriver Getaway! 🌲✨ Tucked away at the end of a quiet cul-de-sac near Circle 3, Pine Meadow Lodge is your home base for memory-making. Whether you’re soaking in the hot tub under the stars or biking to SHARC with the kids, this cozy cabin has everything you need for an unforgettable stay. You’ll be just: 🚴‍♀️ 3 minutes by bike/10-minute walk to SHARC — and we include 8 SHARC Rec Plus Passes!

Popular amenities for Bend rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a 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, 108 reviews

Boho Glam Sunriver Retreat - 6 SHARC Passes

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, 192 reviews

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

A spacious living area features a high ceiling with wooden beams, enhancing the sense of openness. A modern sectional sofa is arranged around a central coffee table. Natural light floods through a large window, while a cozy seating nook with stylish decor and a fireplace adds warmth to the space.

4.96 out of 5 average rating, 115 reviews

The Birch Abode: Spacious & Serene-Sleeps 8 +SHARC

The exterior of the home displays a two-story structure nestled among tall trees. A wooden deck features a table and chairs, a barbecue grill, and an umbrella for shade, providing an inviting space for outdoor relaxation.

4.88 out of 5 average rating, 188 reviews

Sunriver home 8 SHARC passes, hot tub, wood stove

4.95 out of 5 average rating, 184 reviews

Dog-Friendly Home w/ Hot tub and 10 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.

4.96 out of 5 average rating, 130 reviews

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

4.94 out of 5 average rating, 259 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!

4.86 out of 5 average rating, 118 reviews

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

Stunning mtn Views, sleeps 14, Hot tub, rec passes

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, 345 reviews

Updated Condo steps to SR Village, 8 SHARC passes!

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

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, 245 reviews

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

A well-appointed living area is presented with large windows allowing natural light and views of nature. A comfortable sectional sofa is complemented by a glass coffee table, while a stone fireplace serves as a focal point. Warm lighting adds to the cozy ambiance.

4.95 out of 5 average rating, 21 reviews

Mt Bachelor Village ~ Views ~ Fireplace

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

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, 114 reviews

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

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

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, 147 reviews

Short walk to SR Village and SHARC, includes bikes

Other vacation rentals with a pool

4.98 out of 5 average rating, 44 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

5 out of 5 average rating, 95 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

Superhost

4.97 out of 5 average rating, 36 reviews

The Wild Bloom

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.

4.93 out of 5 average rating, 28 reviews

Great deals next summer during deck construction.

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, 82 reviews

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

5 out of 5 average rating, 9 reviews

Apartment in Bend

Treetop Retreat - 15 Min to MtBachelor + 2bd/2bth

A fire pit is surrounded by a circular stone wall, with flames dancing brightly. In the background, soft white lights illuminate an ice skating rink and a decorated Christmas tree, creating a warm and inviting atmosphere.

4.97 out of 5 average rating, 32 reviews

7th Mntn Resort in Bend, Skiing, Golf, River!

A welcoming living area features large windows with views of the surrounding forest and mountains. A cozy gray sofa and a dark blue armchair are positioned around a coffee table. A stone fireplace adds warmth, while a ceiling fan hangs above the seating area.