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Vacation rentals with a pool in Southern Oregon

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southern Oregon

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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A well-equipped kitchen features wooden cabinetry with a granite countertop. Stainless steel appliances include a refrigerator, oven, and dishwasher. A sink is positioned beneath a window, and a small rug lies on the floor. The space is well-lit with overhead lighting.

Home in Medford

4.75 out of 5 average rating, 170 reviews

Cute 3 king with 85" 4k TV, near huge park POOL

Cute and quiet older house with 3 king beds. Just added Huge above ground pool, but no safety fence or deck yet. Working on that but do not rent if that is a concern. Huge 85" top end Samsung 4k tv, brand new tech! Like having a movie theater in the living room!!!!! pool closed oct-mid may Comfortable memory foam mattresses. New listing, forgot to take picture of kitchen. Ice maker and water are not hooked up yet. washer and dryer are in garage. garage is not cleaned between every guest.

An above-ground swimming pool is visible with colorful inflatable pool floats resting on the surface. Surrounding greenery and trees add a natural backdrop, creating a relaxing outdoor atmosphere. The pool features a protective cover along the edge for safety.

4.97 out of 5 average rating, 216 reviews

Midtown Mid-Century With Hot Tub Near Downtown

POWDER SKI SPECIAL - SAVE 20+% NOW This fully updated 1940s, stocked and furnished home perfectly fits everyone. (Please read rave the reviews.) Central Oregon is the ultimate vacation destination with 25 golf courses, 22 breweries, 14 lakes, Mt. Bachelor, Deschutes River, Newberry Crater, Badlands Wilderness, hiking, waterfalls, wildlife, fishing, skiing, music, festivals, numerous activities, arts/culture, shopping, dining experiences, family-friendly, dog friendly...the options are endless!

The pool area features a rectangular swimming pool, surrounded by glass panels that provide visibility to the outdoors. A set of steps leads into the water, and signage indicating pool rules is visible along the perimeter.

Home in Yachats

4.78 out of 5 average rating, 111 reviews

Neptune's Nest

Enjoy this affordable two-story home that sleeps six. Neptune's Nest is located in a very quiet neighborhood aptly named "Quiet Water." The house has two bedrooms and an additional sleeping area in the loft with a futon. Relax on our tranquil deck with a beverage, but keep your eyes open for the deer that meander through regularly. Please Note: Staffing for the pool remains problematic post Covid. Pool hours are limited to 2-6pm every day except closed Mon/Tue. Only open in summer months.

Top guest favorite

A seasonal pool area is enclosed by a fence, surrounded by pine trees and landscaped green grass. The clubhouse, visible in the background, features large windows and a gray roof, inviting relaxation and recreation.

Condo in Sisters

4.99 out of 5 average rating, 112 reviews

Beautiful Sisters Condo - Great location

Great location! Recently renovated this 2 bedroom and 2 bath condo is a spacious retreat set within the pine trees. The complex includes a seasonal pool. The sauna and hot tub are open year round. There is a club house that includes ping pong, foosball and a pool table. You just need to walk through the city park and across the creek to get into town. We are also located a block or two from the MovieHouse and Three Creeks Brewing. Enjoy bike paths close by and lots of hiking in area.

A spacious living area features a large sectional sofa positioned around a textured carpet. A stone fireplace serves as a focal point, and large windows allow natural light to fill the room while providing views of the outside greenery.

Cabin in Sunriver

4.92 out of 5 average rating, 123 reviews

Modern Cabin Oasis Near Village

Huge April discounts ! Hip cabin centrally located on par 3, off circle 1. Play room with New hot tub. Backyard walking trail and 10 min walk to the village and SHARC. Playroom with toys and electric charging station. Sleeps 8 comes with 5 bikes garage space for kayaks. 8 SHARC passes. Center of all Sunriver action. Its small in the rooms but the common areas are large. The trail in the back gives a feel you are in the center of all the action! It has everything you need in Sunriver.

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.

Condo in Sunriver

4.97 out of 5 average rating, 225 reviews

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

*Seasonal Pool (opens Memorial Day weekend / Closes after Labor day Weekend) and Year-round hot tub * Step into this peaceful and quiet condo in Powder Village just outside the Sunriver Village. Hardwood floors make this 2-bedroom 2 bath condo a perfect retreat for any small group or family. • Forest Views • Self-Check-In • Fast Wi-Fi • No assigned Parking • Hardwood floors • 1 King Bed, 1 Queen Bed • Pack N Play • Toddler Bed • Queen Size Air-Mattress

An indoor pool area features a spacious swimming pool with clear water. A wooden structure showcasing a bunk bed can be seen above the pool. Natural light floods the space, reflecting off the water's surface, while wooden accents provide a warm touch to the environment.

Guesthouse in Junction City

4.89 out of 5 average rating, 251 reviews

Pool house with hot tub and extras (year round)

Bring the whole family or use it as a private get away. Bedroom has a bunk bed that sleeps up to 3 people. The queen bed by the hot tub and pool sleeps 2 (privacy curtains). There is 1 couch and 1 futon. In addition to the pool and kitchen, there is an indoor fire pit, ping pong and foos ball, outdoor deck, yard (games bocci and croquet). One room with toilet/sink and one with shower/dressing area. VCR/DVD on two TVs, internet on 3rd.

An outdoor space features a large, rectangular pool surrounded by a concrete deck. Sun loungers are arranged nearby, providing ample seating. A hot tub is visible in the background, tucked away under shaded trees. The setting is serene, with tall pines in the distance.

Condo in Sunriver

4.83 out of 5 average rating, 189 reviews

Owner Managed Sunriver Condo

Warm and New with luxury in mind. Seasonal pool and year-round Hot Tub. Light and bright and new. Keurig Coffee maker, coffee . New high end linens, blankets, UGG Comforters. New wood floors, paint, HD cable and WiFi. The photos speak for themselves. Kitchen is well stocked. Hot tub maintained daily by Cascade Property Managment This is out of my control if the pool or tub is being serviced

4.95 out of 5 average rating, 105 reviews

Deschutes River Getaway-near Bachelor & Sunriver

Our charming family home is the perfect place to relax and enjoy the outdoors. Just a short walk from the Deschutes River, you'll find miles of walking and biking trails, a pool, tennis and pickleball courts, and docks to launch your raft or kayak. And, with its convenient location, you're just 10 minutes from Sunriver Village, 25 minutes from downtown Bend, and 30 minutes from Mt. Bachelor.

A spacious pool area is surrounded by tall pine trees, featuring a clear blue swimming pool and a hot tub nearby. Several lounge chairs are arranged around the pool, providing ample seating. A building with a light green exterior is visible in the background.

Condo in Sunriver

4.91 out of 5 average rating, 249 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.

A cabin-style cottage with a spacious covered porch and a bright red table set for outdoor dining is visible. Surrounded by tall trees and greenery, the yard features well-maintained grass and a pathway leading to a separate building, enhancing the natural setting.

Cottage in Chiloquin

4.93 out of 5 average rating, 119 reviews

Delightful Cottage with access to a spa/pool

Enjoy the lovely setting of this romantic spot in nature, perfect for two guests and approved pet(s) in the heart of Chiloquin. Private use of large 7 by 16 foot spa/pool. Reservation times needed to access building. Simply message host. There is a private entry into the fully fenced property, a nice safety feature for pets, with parking included.

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, 145 reviews

Family Friendly Home | Indoor Pool | Pets Welcome

Retreat with your friends and family in this 3BR/3BA home that offers an indoor pool room, complete with a heated dipping pool and hot tub to enjoy year-round. During the summer months when you're not cooling off in the pool, enjoy the forced air conditioning in the entire home!

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Popular amenities for Southern Oregon rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A community swimming pool is featured, surrounded by a paved deck. Sunlight reflects off the vibrant blue water. A simple building is visible in the background, flanked by trees and a grassy area. A lifeguard chair is positioned beside the pool.

4.91 out of 5 average rating, 176 reviews

RiverBend House - river dock access, near Sunriver

Top guest favorite

The exterior of a modern vacation home features a combination of wooden accents and light-colored siding. A stone pathway leads to the front entrance, which is framed by warm lighting. A two-car garage is present, with landscaping including shrubs and trees.

4.99 out of 5 average rating, 111 reviews

Sunriver Luxury Family Home at Caldera Springs

An inviting entrance features a wooden front door framed by red accents. Potted plants sit on either side of the door, complemented by a winding pathway of stone pavers. A pair of chairs offers a cozy seating area on the covered porch, under a gentle canopy.

Home in Sisters

4.82 out of 5 average rating, 125 reviews

Single level, pet friendly, downtown, cute cottage

4.84 out of 5 average rating, 38 reviews

*family reunion* @Laui Pines! Sleeps 16+ / HOT TUB

The main living area features a wood burning fireplace framed by natural stone. Comfortable seating is arranged around a coffee table, with large windows allowing natural light to fill the space. A ceiling fan provides airflow, and an open layout connects to the dining area.

Home in Sunriver

4.82 out of 5 average rating, 11 reviews

Complex Pool, Private Hot Tub, AC - FV025

Top guest favorite

Home in Sisters

4.94 out of 5 average rating, 237 reviews

Private Peaceful Cabin in Sisters!

4.76 out of 5 average rating, 82 reviews

Riverfront Oregon Retreat w/Hot tub & Pool

A spacious ranch-style building features large windows and a distinctive peaked roof, surrounded by towering trees. A tranquil pond is visible in the foreground, accompanied by natural stone accents and lush green grass dotted with yellow flowers, creating a serene outdoor ambiance.

Home in Sisters

4.75 out of 5 average rating, 4 reviews

JJ Ranch 40 acres 5 bdrm 3 bath private pool,

Condo rentals with a pool

A well-maintained outdoor pool features clear blue water and is surrounded by a spacious deck equipped with white lounge chairs. A recreation building is visible in the background, framed by tall trees, creating a peaceful setting.

Condo in Sisters

4.96 out of 5 average rating, 115 reviews

Renovated Sisters Condo; perfect getaway!

The outdoor pool area features a spacious deck surrounded by lounge chairs and shaded by sail-like canopies. Lush trees frame the scene, providing a tranquil atmosphere. Sunlight reflects off the clear water of the pool, inviting relaxation in a serene natural setting.

4.87 out of 5 average rating, 134 reviews

Newly Updated 1-Bedroom Condo - Amazing Location!

A comfortable living area features a stone fireplace with a warm fire, surrounded by large windows that allow natural light to fill the space. Two leather sofas are arranged with decorative cushions, complemented by a wooden coffee table and a TV on a stand.

Condo in Sunriver

5 out of 5 average rating, 4 reviews

14 Quelah Condo - Tennis, Pool, Hot Tub, Fireplace

4.86 out of 5 average rating, 272 reviews

Mt. Bachelor Village Condo - Near Town & River

4.78 out of 5 average rating, 156 reviews

River View Condo- Edge of Downtown

The outdoor area features a spacious pool surrounded by a deck with lounge chairs. A smaller hot tub is positioned beside the pool. Trees provide shade, and the building facade is visible in the background.

Condo in Sunriver

4.89 out of 5 average rating, 226 reviews

Sunriver Getaway

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.

Condo in Sunriver

4.98 out of 5 average rating, 162 reviews

Remodeled SunriverVillage Condo 6Free Sharc passes

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.

4.93 out of 5 average rating, 125 reviews

Riverfront Condo 2 Blocks to Downtown Bend

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