Vacation rentals with a pool in Bend

4.99 out of 5 average rating, 201 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

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

A modern kitchen features green cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are prominently displayed. Natural light flows in through nearby windows, enhancing the open layout adjacent to a cozy living area.

4.97 out of 5 average rating, 210 reviews

Walk to Everything! Hot tub, Waterpark passes

- Hot tub water is drained and refilled with fresh water between EVERY guest stay! - Best location in Sunriver! - Just steps (2-minute walk) from Sunriver Village (Coffee, restaurants, shops, bike/ski rentals, ice cream, grocery store, ice skating, mini golf, bouncy houses, rock climbing). Fully renovated 3 bedroom (plus a loft with bunks!), 3 bath home right next to Sunriver village! - 8 reusable waterpark passes, and just a 5-minute bike ride or 10-minute walk, to the SHARC waterpark.

4.99 out of 5 average rating, 139 reviews

A modern living room is highlighted by a large flat-screen TV and a stylish fireplace. Expansive windows provide views of the outdoors, allowing natural light to fill the space. Comfortable seating arrangements create an inviting area for relaxation.

Home in Sisters

Cozy Mountain Escape: Amazing Views! Hot tub!

Relax in this calm, stylish newer home! The unobstructed mountain views are Jaw-dropping!! Walking distance to all that this amazing town has to offer. Enjoy the mountains and wildlife from the upper and lower decks after a day of exploring. Located in the desirable Pine Meadow Village neighborhood. Includes access to clubhouse, with a seasonal pool and a hot tub. You will take part of the mountain escape experience with you, wherever you go, and the memories you create will last a lifetime!

4.97 out of 5 average rating, 232 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 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.

Condo in River West

4.81 out of 5 average rating, 162 reviews

Riverfront Cottage - Steam Room & Pet Friendly!

Welcome to "Hot Damn", 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 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 a one-time fee ($55.95/pet), requested after booking.

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, 494 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.

4.97 out of 5 average rating, 273 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 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, 123 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!

Cabin in Crooked River Ranch

A row of rustic cabins is set against a natural backdrop, showcasing wooden exteriors and inviting porches. Each cabin features a distinct entrance, with picnic tables arranged on the deck. A gravel path leads through the surrounding shrubbery, offering a sense of tranquility.

4.93 out of 5 average rating, 120 reviews

Classic Cozy Cabin with Awe-inspiring Views

Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to rest, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet fee required, max 2 pets). It's a great place to kick off your boots and stay awhile!

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, 411 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

The open kitchen and dining area features high wooden ceilings and large windows, allowing ample natural light. A spacious wooden dining table with multiple chairs accommodates larger groups. A well-equipped kitchen with modern appliances and wooden cabinetry is visible, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 411 reviews

The House on the River

From the moment you enter the neighborhood, you will enjoy a private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail.

4.94 out of 5 average rating, 268 reviews

The living area features a cozy leather sofa facing a mounted television. A wooden coffee table is centered on an intricately patterned rug. Two windows allow natural light to fill the space, complemented by light-colored walls and decorative elements.

Guest suite in Bend

Bungalow at The Parks

Our Bungalow has easy access to Mt. Bachelor, Bend's famous mountain bike trails, one mile from OSU Cascades, very near Old Mill shopping and dining, and easy access to downtown Bend, also. You’ll love our place because of the coziness, the comfy bed, and private access to your space. The Bungalow is good for couples, solo adventurers, and business travelers. Our neighborhood pool is open May through August.

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 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, 267 reviews

SR Escape- Hot Tub, Game Room, 8SHARC, 2,800sq/ft

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, 114 reviews

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

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.

4.85 out of 5 average rating, 112 reviews

Updated Sunriver-Hot Tub, Walk to SHARC & Village

A spacious living area features wooden ceilings and large windows, allowing natural light to enhance the room. Comfortable seating is arranged around a central coffee table, while sliding glass doors open to a deck framed by views of the surrounding landscape.

4.95 out of 5 average rating, 176 reviews

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

4.93 out of 5 average rating, 123 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, 101 reviews

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

4.85 out of 5 average rating, 114 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

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, 145 reviews

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

Condo rentals with a pool

4.99 out of 5 average rating, 129 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

4.95 out of 5 average rating, 128 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.

Condo in Sisters

Renovated Sisters Condo; perfect getaway!

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, 242 reviews

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

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

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 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, 115 reviews

Beautiful Condo in SR Village

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 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, 102 reviews

Sunriver Condo, 6 SHARC passes, pool, REC room

Other vacation rentals with a pool

An open living area features a modern design with a cozy seating arrangement, including a comfortable couch and accent chairs. A fireplace is positioned against a neutral wall, while large windows offer a view of the balcony and surrounding forest.

4.92 out of 5 average rating, 73 reviews

Sunrise view! Pool HotTub Sauna IceSkate Disc-Golf

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

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.

5 out of 5 average rating, 19 reviews

Mt Bachelor Village ~ Views ~ Fireplace

Superhost

4.86 out of 5 average rating, 7 reviews

Ground Floor Condo in Bend, OR 2 Bd, 2 Ba

4.94 out of 5 average rating, 83 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

The living area features a spacious layout with a large sectional sofa and multiple armchairs. Natural light filters through the windows, illuminating the warm wood floors. A wood stove adds to the cozy atmosphere, while a large TV is mounted on the wall for entertainment.

5 out of 5 average rating, 75 reviews

Quiet Relaxing Home Near Sunriver Hot Tub Bikes

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.

4.95 out of 5 average rating, 22 reviews

Great deals next summer during deck construction.

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.