Holiday rentals with a pool in Sisters

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sisters rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Bend
4.99 out of 5 average rating, 117 reviews

Sunriver Luxury Family Home at Caldera Springs

KaraRating, 5 stars1 week ago
We spent three nights (two families) and wished we could have stayed longer! We appreciated the two King en-suites for the adults and the Queen room for an adult child, as well as the kids bunk/play room over the garage. Everyone had their own space! Super comfortable and perfect for two to three families with kids. The house was just across the street from the pickleball/tennis courts and the pool/clubhouse and a 5 minute drive from the Village at Sunriver. The house had tons of “toys”and we used the canoe on the lake by the clubhouse. The kitchen had everything we needed to cook for our group as was well appointed and the open concept worked well for our group. Thanks Eric for the great stay! We will stay again!
Guest favourite
Home in Sisters
4.95 out of 5 average rating, 100 reviews

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

AkilaRating, 5 stars3 weeks ago
Loved our stay at Emily’s place in Sisters. Beautiful location with a beautiful backyard which was completely fenced. We had 2 dogs that had the best time running around and playing in the backyard, and we were at peace since we knew the yard was completely fenced! The house was super comfortable and had all the amenities we needed. We had a great time and would totally come back here for another stay. Highly recommend this home!
Top Guest favourite
Home in Sunriver
4.94 out of 5 average rating, 250 reviews

A Little Peace of Paradise, A/C & 8 SHARC Passes

JenniferRating, 5 stars2 days ago
We loved this property so much! My family had the best time in Sunriver and we can’t wait to stay at this property again! The house was well stocked, immaculate, comfortable, and beautiful. We really enjoyed all of the bikes and the loft above the garage was an amazing bonus! Our favorite thing to do in the evening was to sit in the hot tub and stargaze. Susan was an amazing, responsive host. We can’t wait to come back!
Guest favourite
Home in Bend
4.97 out of 5 average rating, 149 reviews

Family Friendly Home | Indoor Pool | Pets Welcome

DeniseRating, 5 stars3 weeks ago
We had a wonderful stay at this home—perfect for our family vacation with three of us and our dog. The house had everything we needed and was in a great location, close to fantastic restaurants and plenty of activities. We enjoyed the pool and watching movies on the large TV in the evenings. The neighborhood was peaceful and quiet, making it easy to unwind. Overall, it was a great experience, and we’re already hoping to return next year!
Guest favourite
Home in Sisters
4.94 out of 5 average rating, 124 reviews

Black Butte Ranch Family Friendly Home Sleeps 14

MeganRating, 5 stars3 weeks ago
We had the BEST time at this Black Butte getaway over Memorial Day weekend! The location couldn’t have been more perfect—right between Glaze Meadow Pool and Aspen Lakes, which made adventures super easy. The house was spotless, spacious, and fit our three families (and seven wild kiddos!) like a glove. The bunk room was a total dream for the kids, and the grown-ups loved how stocked the kitchen was—every gadget and dish we needed was right there. Huge shoutout to the host for being so friendly and quick to respond. We’re already talking about making this our annual tradition!
Guest favourite
Home in Sisters
4.84 out of 5 average rating, 25 reviews

Black Butte Mountain Retreat w/ Private Sauna

KevinRating, 5 stars1 month ago
Great place with a great location for playing golf at Black Butte Ranch.
Guest favourite
Home in Sunriver
4.9 out of 5 average rating, 201 reviews

Walk to Village, SHARC Passes, Bikes, AC, King Bed

LindseyRating, 5 stars1 week ago
Everything was great except for the queen and king beds- we found them to be extremely uncomfortable. Otherwise I would definitely stay here again, especially if there were upgraded mattresses. Had everything we needed and the location was amazing!
Top Guest favourite
Home in Sunriver
5 out of 5 average rating, 66 reviews

Charming Cabin for 10 | SHARC | Hot Tub | 6 Bikes

LindsayRating, 5 stars2 weeks ago
The Brass Moose was a beautiful home, great location and well set up for guests. Plenty of trails around the home to explore. Close to Sunriver resort where you can raft down a river and ride horses. Great hiking trails and attractions nearby. Best airbnb we’ve ever stayed at! The bikes and SHARC passes were a hit. 100% recommended

Condo rentals with a pool

Superhost
Condo in Sunriver
4.83 out of 5 average rating, 327 reviews

Updated Condo steps to SR Village, 8 SHARC passes!

GiannaRating, 5 stars1 week ago
We booked this for a place to stay while we finished a job in Sunriver. It was a great central location that was close to everything. We would stay again!
Guest favourite
Condo in Sunriver
4.97 out of 5 average rating, 233 reviews

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

KristiRating, 5 stars2 days ago
It was our girls annual get away and we both felt that the condo was amazing! Loved the 2 bedrooms and 2 bathrooms. All the amenities were provided so did not need to bother our host about anything missing, broken or running out of anything. Tony was so responsive to any questions we had prior to our trip & he is Really easy to communicate with. We loved it so much we booked for same time next year before we even left!
Superhost
Condo in Bend
4.86 out of 5 average rating, 140 reviews

Newly Updated 1-Bedroom Condo - Amazing Location!

JohnRating, 5 stars2 weeks ago
Gus’s place has to be a little gem located in a quite place in Bend, It’s really close to the Old Mill District, about 10mins drive and really close to get to Mt Bachelor. I had so much fun at Gus’s place it was clean and tidy, sheets were clean and towels were fine. Will definitely stay again. I love BEND, OR!
Guest favourite
Condo in Bend
4.78 out of 5 average rating, 101 reviews

Beautiful Retreat with ALL the resort amenities

MichaelRating, 5 stars5 months ago
Great base for a ski/board trip to Mt Bachelor. Check in was easy through reception. Condo is simple well organized and comfy. Large comfy king bed in bedroom and a murphy bed in living room. Nice fireplace, no regular range but the microwave is convection combo and there is an air fryer so cooking was straightforward. Nice deck with view out to trees and lawn.
Guest favourite
Condo in Sunriver
4.97 out of 5 average rating, 172 reviews

Remodeled SunriverVillage Condo 6Free Sharc passes

JennaRating, 5 stars1 week ago
Had an amazing stay at this beautiful place! Highly recommend to anyone looking for a cozy and comfortable place in Sunriver.
Guest favourite
Condo in Bend
4.93 out of 5 average rating, 136 reviews

Riverfront Condo 2 Blocks to Downtown Bend

MelanieRating, 5 stars3 days ago
This is a nice one bedroom condo with a beautiful view of the river, and an easy walk to town along the river. We also walked to the right along the river for a nice evening stroll. Listening and watching the river is very peaceful. Two bathrooms are nice as well. We used the laundry and the pool and hot tub while there as well. We would stay here again.
Guest favourite
Condo in Sunriver
4.92 out of 5 average rating, 141 reviews

Room With a View Condo, Sharc passes included.

AndreaRating, 5 stars1 week ago
Wow, “Room with a view” doesn’t even do it justice! We had a beautiful two night stay in Sunriver and enjoyed watching the sunset and sunrise from the bedroom. It was a real life painting outside the window. The bikes were great for exploring Sunriver and we enjoyed the recommended restaurant found in the guidebook Nancy left for us.
Guest favourite
Condo in Bend
4.87 out of 5 average rating, 210 reviews

Seventh Mountain Resort Getaway

BrittanyRating, 5 stars3 weeks ago
Meredith's place was even better than the listing described. She was a great host and communicated quickly and efficiently when I had questions. The condo was cute, comfortable and equipped with everything we needed for a great stay. We look forward to staying here again.

Quick stats about holiday rentals with a pool in Sisters

  • Total rentals

    30 properties

  • Nightly prices starting at

    $151 NZD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Sisters
  6. Rentals with pools