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Top Holiday Rentals in Sisters

Sisters Home Lower - One bedroom/One bath - Sleeps upto 5

9.0 out of 10, Wonderful, (23)
"It was in the perfect location walking distance to town "
Sisters Home Lower - One bedroom/One bath - Sleeps upto 5

Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!!

10.0 out of 10, Exceptional, (84)
"We enjoyed our stay at this BBR property. The owner was responsive and easy to communicate with. The house had everything we needed for two families with teenagers, and plenty of room for everyone. We would definitely stay here again! "
Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!!

Black Butte Ranch - Spacious house

10.0 out of 10, Exceptional, (24)
"Great for our big family gathering. "
Black Butte Ranch - Spacious house

Pools, Private Hot Tub & Pool Table. Upscale Lodge

9.8 out of 10, Exceptional, (65)
"Loved the house and all its amenities, great for families, adults and children alike!"
Pools, Private Hot Tub & Pool Table. Upscale Lodge

Bellinger Cabin, Wooded getaway near Sisters, Central Oregon

9.8 out of 10, Exceptional, (167)
"Nice quiet location and the home was very clean and comfortable. "
Bellinger Cabin, Wooded getaway near Sisters, Central Oregon

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

10.0 out of 10, Exceptional, (11)
"Such a perfect place to stay, 4 comfy beds and a really cozy vibe. Loved it. Host was fantastic. "
The price is £692
includes taxes & fees
19 Aug - 20 Aug
Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Galleries 1 Block, Spacious Yet Cozy, King & Queen Beds, 1 Pet Welcome, Mt. View

10.0 out of 10, Exceptional, (182)
"We stayed over President's Day Weekend -- condo was clean and comfortable and well stocked with everything we needed. The hosts were very responsive but not intrusive. The location is great, only two blocks to a great coffee shop, the kids favorite burger stand and the all the shops. We were very happy with our stay."
Galleries 1 Block, Spacious Yet Cozy, King & Queen Beds, 1 Pet Welcome, Mt. View

Lovely home with Black Butte view, large deck, hot tubs, & pools

9.6 out of 10, Exceptional, (116)
"Home was beautiful and matched the pictures. Make sure to arrive at guest services prior to closing, 2300 hours, in order to get access gate code. Very spacious, both fireplace and wood stove are in good, safe order. Would definitely stay again with family."
Lovely home with Black Butte view, large deck, hot tubs, & pools

The Guests Nest Cabin w/Hot tub

10.0 out of 10, Exceptional, (4)
"The property is everything you need and desire for your ski trip. Right next to town to get your provisions or meals out and just down from the mountain. The hot tub is a great addition for the relaxation after your day. "
The price is £356
includes taxes & fees
13 Aug - 14 Aug
The Guests Nest Cabin w/Hot tub

Steps to Downtown & Amazing Views-Hot Tub/Pool/AC

9.8 out of 10, Exceptional, (121)
"We would definitely book again! "
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC

Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace

10.0 out of 10, Exceptional, (47)
"Great location! Great property!"
Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace

Delightful cabin with lofted layout, hot tub, modern kitchen, WiFi & shared pool

8.8 out of 10, Excellent, (13)
"Place was great …. AC was amazing!! The trash was full and there was nothing about putting it out? Other than that great place!"
Delightful cabin with lofted layout, hot tub, modern kitchen, WiFi & shared pool

Unique Private Cabin in the Pines in Sisters! Clean & Cozy!

10.0 out of 10, Exceptional, (170)
"Clean an quiet cabin in a nice spot just outside of Sisters. Close enough for a quick run into town without being right in town. "
Unique Private Cabin in the Pines in Sisters! Clean & Cozy!

PREMIER Golf Course 175+5 STARS - GREAT LOCATION, Aspen Grove Views off Deck,

10.0 out of 10, Exceptional, (182)
"Beautiful homeOutstanding location on the golf courseHome furnishings high endSuper cleanHad a wonderful time!"
PREMIER Golf Course 175+5 STARS - GREAT LOCATION, Aspen Grove Views off Deck,

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters

9.0 out of 10, Wonderful, (20)
"The little house was perfect for my husband and me visiting our son, who lives nearby. He was able to bring his dog with him, as the house was “dog friendly “. The house was comfortable, clean and quiet! We would rent this property again."
Bluegrass home in Crossroads - Pet friendly home just outside of Sisters

Spacious 1 Level Sisters Home - Walk to Downtown

9.8 out of 10, Exceptional, (28)
"This house is super clean, very roomy, great beds and pillows. The location is perfect. Nice little walk to all the food and shops. We loved it and will definitely stay again. "
Spacious 1 Level Sisters Home - Walk to Downtown

NEW - Modern Black Butte Ranch Getaway - 3BR w/ Game Room and Hot Tub

10.0 out of 10, Exceptional, (4)
"The home was perfect for our stay. We really appreciated the well stocked kitchen and the fun game room. Heather had great communication and was easy to reach. We would love to stay here again. "
The price is £703
includes taxes & fees
10 Aug - 11 Aug
NEW - Modern Black Butte Ranch Getaway - 3BR w/ Game Room and Hot Tub

Dog-friendly home near forest trails with 2 decks, grill, cornhole & wood stove

9.0 out of 10, Wonderful, (14)
"We loved our time in Sisters! The house is in great condition and a very short drive away from downtown Sisters. I would definitely come back, beautiful amenities, very clean, and all around great host recommendations."
Dog-friendly home near forest trails with 2 decks, grill, cornhole & wood stove

View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

10.0 out of 10, Exceptional, (105)
"Loved the location! So close to walk to restaurants and view of the pond on the back porch while having coffee or a glass of wine was perfect! "
View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

Recently Remodeled Sisters Cabin - Dog Friendly!

10.0 out of 10, Exceptional, (32)
"A perfect stay for a quick ski weekend. Everything was seamless for check in etc, clean property with a cozy cabin ambiance for the family.Felt like we were out in the woods but still super convenient to pop into sisters for a quick bite. Would 100% stay here again!"
The price is £423
includes taxes & fees
20 Aug - 21 Aug
Recently Remodeled Sisters Cabin - Dog Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sisters Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Sisters?

Yes, there are holiday rentals in Sisters close to Cork Cellars, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Sisters has a good selection of coffee shops. Make sure you have time to check out the breweries and mountain views during your trip.

What are some of the best holiday rentals that Sisters has to offer?

The Guests Nest Cabin w/Hot tub: This highly rated holiday home rental in Sisters offers 1 hot tub, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Sisters?

With 308 Expedia holiday rentals, you're guaranteed to find just the right place for your Sisters stay.

What’s there to see and do in Sisters?

Deschutes River and Willamette National Forest are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Cork Cellars. While here, Aspen Lakes Golf Course and Glaze Meadow Golf Course are other places worth a visit.

What’s a holiday rental in Sisters like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sisters. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.