Sisters Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Sisters holiday rentals

Property grounds

Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (32 reviews)
"Perfect place to stay if you have a dog, nice fenced yard with grass. The hot tub was nice."
United States
Travis
The price is HK$800
HK$1,992 total
includes taxes & fees
25 May - 26 May
Downtown Sisters Suite - HOT TUB - Dog Friendly
Exterior

Pine Grove Cabin, Sisters Oregon

Pine Grove Cabin, Sisters Oregon
Sisters
10.0 out of 10, Exceptional, (17 reviews)
"Cozy cabin in great location!"
United States
Margaret C.
The price is HK$1,434
HK$2,652 total
includes taxes & fees
28 May - 29 May
Pine Grove Cabin, Sisters Oregon
Desk, iron/ironing board, free WiFi

NEW! Locust Lodge | Game Room + Walk to Downtown

NEW! Locust Lodge | Game Room + Walk to Downtown
Sisters
The price is HK$1,128
HK$4,381 total
includes taxes & fees
26 May - 27 May
NEW! Locust Lodge | Game Room + Walk to Downtown
Exterior

Cozy Sisters Cottage | Pool • Walk to Town • Dogs

Cozy Sisters Cottage | Pool • Walk to Town • Dogs
Sisters
9.8 out of 10, Exceptional, (130 reviews)
"Great location to walk around Sisters and close the the community pool and hot tub. Quiet neighborhood for a relaxing getaway. "
United States
Tobias T.
The price is HK$1,390
HK$3,186 total
includes taxes & fees
25 May - 26 May
Cozy Sisters Cottage | Pool • Walk to Town • Dogs
Exterior

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
Sisters
10.0 out of 10, Exceptional, (17 reviews)
"Absolutely lovely! Cabin was clean, cozy and left us wanting nothing else. Host was accommodating and helpful. We enjoyed every moment of this trip! "
United States
Jessica D.
The price is HK$1,523
HK$3,315 total
includes taxes & fees
25 May - 26 May
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
Exterior detail

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon

Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon
Sisters
9.8 out of 10, Exceptional, (15 reviews)
"Location was great!! We could walk to town! Great coffee shop nearby! "
United States
Kristi M.
The price is HK$1,255
HK$3,317 total
includes taxes & fees
26 May - 27 May
Ponderosa Sunset Retreat 2 bedroom 2 bath in Pine Meadow Village Sisters Oregon
Terrace/patio

FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay at Fivepines! Our cabin was lovely, spacious, and very clean! We loved the mountain location. The large tub was our favorite part of the whole stay:) great place, hopefully we’ll be going back soon!"
United States
Abigail B.
The price is HK$2,147
HK$2,693 total
includes taxes & fees
25 May - 26 May
FivePine Lodge & Cabins - Classic Cabin
Exterior

Juniper Studio | Walk to Sisters | Sleeps 2

Juniper Studio | Walk to Sisters | Sleeps 2
Sisters
The price is HK$832
HK$2,331 total
includes taxes & fees
26 May - 27 May
Juniper Studio | Walk to Sisters | Sleeps 2
Interior

Ponderosa 2 bdrm 2 bth | Walk to Sisters

Ponderosa 2 bdrm 2 bth | Walk to Sisters
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"This was a great spot! The apartment was clean, well-appointed, and got a ton of natural light. It's on a very quiet street but is also very easy walking distance to most of downtown Sisters. Highly recommend and would happily stay again. "
United States
Rachel P.
The price is HK$1,240
HK$3,266 total
includes taxes & fees
8 Jun - 9 Jun
Ponderosa 2 bdrm 2 bth | Walk to Sisters
Outdoor spa tub

Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.4 out of 10, Exceptional, (50 reviews)
"Property was nice and convenient to the town of Sisters and very quiet."
United States
Angela P.
The price is HK$1,748
HK$3,827 total
includes taxes & fees
25 May - 26 May
Beautiful | Hot Tub | Pet Friendly | Fenced
Fridge, microwave, oven, stovetop

Walk to Downtown Sisters - DOG Friendly - Updated!

Walk to Downtown Sisters - DOG Friendly - Updated!
Sisters
9.4 out of 10, Exceptional, (49 reviews)
"The property was exactly as described and we had a lovely time at the Sisters Folk Festival!"
United States
jeff c.
The price is HK$1,439
HK$3,356 total
includes taxes & fees
9 Jun - 10 Jun
Walk to Downtown Sisters - DOG Friendly - Updated!
Interior

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Sisters
9.8 out of 10, Exceptional, (10 reviews)
"Debbie was a great host! The cottage was wonderful and very close to town making walking very easy. Great stay! Warm, cozy and comfortable! Would definitely stay again! "
United States
Gregory T.
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Dining

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Black Butte Ranch: Modern Cabin Retreat, sleeps 8
Sisters
10.0 out of 10, Exceptional, (16 reviews)
"The host was great to work with and very responsive. The setting is amazing and the cabin well stocked and comfortable. Would easily stay here again!"
United States
Patti A.
The price is HK$1,937
HK$4,833 total
includes taxes & fees
28 May - 29 May
Black Butte Ranch: Modern Cabin Retreat, sleeps 8
Property grounds

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger
Sisters
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful space for our family gathering!"
United States
Barbara B.
The price is HK$1,833
HK$3,844 total
includes taxes & fees
26 May - 27 May
Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger
Exterior

FivePine Lodge & Cabins - Caboose Cabin

FivePine Lodge & Cabins - Caboose Cabin
Sisters
10.0 out of 10, Exceptional, (1 review)
"Amazing stay very comfortable and peaceful , definitely will return in the near future !"
United States
Genaro E.
The price is HK$2,320
HK$2,910 total
includes taxes & fees
25 May - 26 May
FivePine Lodge & Cabins - Caboose Cabin
Terrace/patio

Modern Tollgate Home - HOT TUB, Half Acre Lot

Modern Tollgate Home - HOT TUB, Half Acre Lot
Sisters
9.6 out of 10, Exceptional, (34 reviews)
"Host was extremely communicative. House was clean and everything functioned as advertised.Hot tub, and location to Sisters was the highlight. "
United States
Cody W.
The price is HK$1,180
HK$3,180 total
includes taxes & fees
26 May - 27 May
Modern Tollgate Home - HOT TUB, Half Acre Lot
Outdoor dining

House + Bonus Room, HOT TUB, Huge Yard, Dogs OK

House + Bonus Room, HOT TUB, Huge Yard, Dogs OK
Sisters
9.4 out of 10, Exceptional, (46 reviews)
"Very comfortable and room for everyone in our group."
United States
Sarah R.
The price is HK$1,295
HK$3,571 total
includes taxes & fees
26 May - 27 May
House + Bonus Room, HOT TUB, Huge Yard, Dogs OK
Exterior

Pine Grove Home in Sisters

Pine Grove Home in Sisters
Sisters
10.0 out of 10, Exceptional, (1 review)
"Had a great time staying at this house. Beautiful woodwork throughout the house. Very clean with all the amenities you would need. Convenient location to shops, stores and restaurants. Nice quiet neighborhood. We were visited by deer, wild turkeys and ptarmigans. It was a great week staying there."
United States
Gene S.
The price is HK$1,920
HK$3,747 total
includes taxes & fees
28 May - 29 May
Pine Grove Home in Sisters
Exterior

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
sisters
9.8 out of 10, Exceptional, (218 reviews)
"The house had everything we expected. It was very comfortable and is in a very nice community. "
United States
Buck B.
The price is HK$2,343
HK$5,139 total
includes taxes & fees
25 May - 26 May
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Terrace/patio

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (92 reviews)
"Thank you so much for the fantastic stay and working with us!"
United States
stevi b.
The price is HK$2,586
HK$6,149 total
includes taxes & fees
25 May - 26 May
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
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

Ski Inn Taphouse Hotel

Ski Inn Taphouse Hotel

10/10 Excellent
"Loved our stay it just wasn’t long enough."
Patricia 1-night trip
Posted 2 hours ago
Ski Inn Taphouse Hotel

Find out more about Sisters

Search for holiday rentals in Sisters on Expedia! You can easily find your home rentals, villas, holiday apartments in Sisters using one of the methods below:

  • View our selection of featured holiday rentals in Sisters
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  • Enter your travel dates to view the best deals on holiday rentals in Sisters while they last

Look no further and take a look at our great range of rental properties in Sisters!

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?

Premier Black Butte Golf Course Home w/ hot tub and sauna: This highly rated holiday home rental in Sisters is located next to a golf course, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a balcony and 1 hot tub. Our travellers also rate Bellinger Cabin, Wooded getaway near Sisters, Central Oregon as a favourite home for rent in Sisters.

How many holiday rentals will I find in Sisters?

With 297 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 Village Green Park 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.