Some info has been automatically translated. Show original language

Holiday rentals with a pool in Sisters

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Sisters

  • Total holiday rentals

    Explore 30 holiday rentals in Sisters

  • Nightly prices starting at

    Sisters holiday rentals start at $157 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Sisters holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sisters rentals

  • 4.9 Average rating

    Sisters stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Sisters

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

1 of 1 pages1 / 1
Top Guest favourite
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
4.99 out of 5 average rating, 208 reviews

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.

Guest favourite
Cabin in Sisters
4.94 out of 5 average rating, 126 reviews

Cozy family cabin in Sisters, Central Oregon.

Relax with the family at this peaceful well appointed spacious cabin that embodies the spirit of central Oregon. The cabin is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo & 10 minutes to Black Butte Ranch. We've geared the spaces towards fun and relaxation. Well curated amenities will help your family enjoy all that the Sisters area has to offer. From an easy to use propane fireplace to a fenced backyard for your pup, fully stocked kitchen, comfy beds and kid friendly amenities!

Superhost
A cozy living space features a comfortable gray sofa with decorative pillows, a wooden coffee table, and a dining area with a table and chairs. Natural light fills the room through tall windows, illuminating the rustic wooden accents and equipped kitchen in the background.
Home in Sisters
4.74 out of 5 average rating, 144 reviews

Tollgate Cabin in the Pines (with Level 2 Charger)

The cabin has three bedrooms and one full bathroom. The kitchen is stocked with a refrigerator, oven, microwave, toaster, coffeemaker, and cooking utensils. In the living room, we have a wood stove fireplace and board games. In the summer, guests will have access to the community pool. This is a rustic house, and is priced accordingly. We love the cozy feel of it and is quite comfortable. Please note that there is no AC, WiFi, TV, or music system...this is your chance to get away from it all.

Top Guest favourite
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
4.99 out of 5 average rating, 146 reviews

Beautiful Sisters Condo - Great location

Great location! Remodeled 2 bedroom and 2 bath condo is a spacious retreat set within the pine trees. The complex includes a seasonal pool. The hot tub/sauna are open year round. The club house 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 the area. Easy self check-in and out.

Guest favourite
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
4.86 out of 5 average rating, 125 reviews

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

Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs you’ll find the primary suite with king bed with a private balcony boasting views of seven Oregon’s tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65” TV, & access to the hot tub. Don’t wait!

Top Guest favourite
The modern A-frame cabin is set amidst tall pine trees, displaying a striking black exterior. Tall, triangular windows allow natural light to brighten the interior. A spacious deck wraps around the cabin, offering an ideal spot for outdoor relaxation.
Cabin in Sisters
4.93 out of 5 average rating, 140 reviews

Popular BBR A-Frame | 2 golf courses | 5 pools

Welcome to Your Modern A-Frame Cabin at Black Butte Ranch! - Accommodations: Sleeps 8 in 2 queen bedrooms and a 2 twin loft, and trundle downstairs - Amenities: Relax in the living area with a Roku TV; the chef's kitchen makes meal prep easy, and self check-in ensures a smooth arrival - Sunny Recreation: Access to 6 pools, including the nearby Paulina pool, plus golf, pickleball, horseback riding, and hiking - Winter Fun: 20m drive to HooDoo Ski Resort Book your unforgettable getaway today!

Top Guest favourite
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.
Home in Bend
4.98 out of 5 average rating, 252 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!

Guest favourite
The exterior of the Cozy Hideaway features a red cabin with a covered deck supported by wooden beams. A hammock is seen on the deck beside a hot tub, surrounded by a natural landscape of pines and grassy areas.
Cabin in Sisters
4.93 out of 5 average rating, 163 reviews

Cozy Hideaway w/outdoor living and hot tub!

Relax or work from our cozy and comfortable Hideaway, just a quick bike ride or drive to downtown Sisters. Inhale the pine soaked air from the covered patio and watch the wildlife pass you by. Walk or run on trails right from the front door. The Cozy Hideaway offers year round adventures, relaxation and entertainment; even high speed internet and movies await you. Any way you choose your stay at the Cozy Hideaway you can easily end up on the heated covered deck or stargazing in the hot tub!

Guest favourite
A welcoming living area features a gas fireplace set within a brick surround. Large windows provide natural light and views of the outdoor space. A comfortable seating arrangement includes a dark sofa and a coffee table, while a bookshelf is filled with various books.
Townhouse in Sisters
4.89 out of 5 average rating, 227 reviews

Sisters Getaway

Welcome to Sisters! This 2 bedroom, 2 bath condo is situated in the Pine Meadows development & 7 min walk to downtown Sisters. Sunny corner unit on main flr. Open-concept living w/ 9ft ceilings, gas fireplace & recently remodeled w/ new appliances. Amazing primary suite w/walk-in closet & private deck Downtown Sisters has restaurants, antiques, bike shops & Sisters Coffee Shop. Pool, hot tub, tennis courts, & sculpted walking path offer views of the magnificent 3 Sisters mountain range.

Guest favourite
Home in Sisters
4.96 out of 5 average rating, 117 reviews

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

Top Guest favourite
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
4.96 out of 5 average rating, 170 reviews

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!

Top Guest favourite
Home in Sisters
4.94 out of 5 average rating, 143 reviews

Modern Tollgate Home - HOT TUB | Half Acre Lot

This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

Popular amenities for Sisters rentals with a pool

When is the best time to visit Sisters?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$282 AUD$247 AUD$267 AUD$285 AUD$288 AUD$377 AUD$389 AUD$365 AUD$284 AUD$247 AUD$277 AUD$317 AUD
Avg. temp2°C3°C5°C8°C12°C16°C20°C19°C15°C9°C4°C0°C
  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Sisters
  6. Rentals with pools