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Top Holiday Rentals in Sisters

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

The price is £638
includes taxes & fees
24 Jun - 25 Jun
NEW - Modern Black Butte Ranch Getaway - 3BR w/ Game Room and Hot Tub

Premier Black Butte Golf Course Home w/ hot tub and sauna

10.0 out of 10, Exceptional, (155)
"This enchanting house was perfect for our family and was very well maintained, equipped and had all the supplies you could need to enjoy your stay.Would definitely stay there again."
Premier Black Butte Golf Course Home w/ hot tub and sauna

Recently Remodeled Sisters Cabin - Dog Friendly!

10.0 out of 10, Exceptional, (31)
"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!"
Recently Remodeled Sisters Cabin - Dog Friendly!

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

9.8 out of 10, Exceptional, (10)
"Such a perfect place to stay, 4 comfy beds and a really cozy vibe. Loved it. Host was fantastic. "
The price is £393
includes taxes & fees
25 Jun - 26 Jun
Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (132)
"All the extras welcome sign coffee candy loved our stay"
Crooked River Ranch Cabins

Luxury in Bend, OR | Guestroom + Nature Experience

3.0 star property
9.6 out of 10, Exceptional, (10)
"The price was awesome and the hotel room was very clean. "
The price is £113
includes taxes & fees
30 Jun - 1 Jul
Luxury in Bend, OR | Guestroom + Nature Experience

Wall Street Suites

3.0 star property
9.8 out of 10, Exceptional, (249)
"I would definitely stay here again. Super friendly service, clean, and quiet. "
Wall Street Suites

Luxury in Bend, OR | Bunk Bed Room close to Nature

9.2 out of 10, Wonderful, (15)
"This place was outstanding for the price. Room was clean, amenities were perfect, and location was beautiful."
The price is £123
includes taxes & fees
29 Jun - 30 Jun
Luxury in Bend, OR | Bunk Bed Room close to Nature

Spectacular Luxury Lodge Home w/Hot Tub, Sauna on Private Lake Sleeps 16-20 Bend

10.0 out of 10, Exceptional, (50)
"So perfect for our big family! Loved the many bedrooms with bathrooms. We had a big snow storm and had a dreamy cozy retreat "
Spectacular Luxury Lodge Home w/Hot Tub, Sauna on Private Lake Sleeps 16-20 Bend

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The Quilty of the condo. Beds were very comfortable. "
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

10.0 out of 10, Exceptional, (304)
"Very nice place. Great location. Close to downtown."
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Adorable Bend townhome with ideal location, kitchenette & central AC

8.2 out of 10, Very good, (29)
"Great location and a fair price. "
The price is £137
includes taxes & fees
29 Jun - 30 Jun
Adorable Bend townhome with ideal location, kitchenette & central AC

Premiere Suite With Access to Pools, Hot Tub, Spa

9.4 out of 10, Exceptional, (3)
"Stayed for one night, wish we stayed for a week! Clean, quiet and relaxing"
The price is £141
includes taxes & fees
29 Jun - 30 Jun
Premiere Suite With Access to Pools, Hot Tub, Spa

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (46)
"Quite with nice views "
The price is £209
includes taxes & fees
26 Jun - 27 Jun
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks

9.4 out of 10, Exceptional, (31)
"Thank you for sharing your lovely home with us!"
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks

Riverfront Studio With Spectacular River View. Pool Access. WiFi.

10.0 out of 10, Exceptional, (1)
"Our place was on the river and the gas fireplace made it cozy. It was close enough to walk to downtown when the weather was nicer but a bit far for when it was cold, so we weren't able to walk places at night. We enjoyed the jacuzzi and pool, but they do close promptly at 10. The bathroom floor and the carpet could have used a sweep and a mop but otherwise the place seemed clean. Overall we enjoyed our stay and wouldn't hesitate to return in the future."
The price is £200
includes taxes & fees
13 Jul - 14 Jul
Riverfront Studio With Spectacular River View. Pool Access. WiFi.

"Leaf Your Troubles Behind"-Ground level condo near downtown Bend

9.2 out of 10, Wonderful, (43)
"Always a great affordable place to stay. "
The price is £151
includes taxes & fees
25 Jun - 26 Jun
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend

1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

10.0 out of 10, Exceptional, (13)
"Our stay here was wonderful and much needed. Will be booking this place again. "
The price is £160
includes taxes & fees
24 Jun - 25 Jun
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

Private enchanting cabin on the river

2.0 star property
8.6 out of 10, Excellent, (10)
"Great cabin in a wonderful spot"
Private enchanting cabin on the river

Panoramic views of the rippling Deschutes River w/ pool access!

9.8 out of 10, Exceptional, (7)
"Very private, cozy and fun to be on the water!"
The price is £195
includes taxes & fees
26 Jun - 27 Jun
Panoramic views of the rippling Deschutes River w/ pool access!
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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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?

NEW - Modern Black Butte Ranch Getaway - 3BR w/ Game Room and Hot Tub: This highly rated holiday home rental in Sisters is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Sisters?

With 256 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.