Sisters Holiday Rentals

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Our top choices for Sisters holiday rentals

Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (29 reviews)
"Had a fantastic time at this house. Super close to downtown Sisters and great responses from host"
United States
Daphne C.
The price is NZ$415
includes taxes & fees
16 Feb - 17 Feb
Downtown Sisters Suite - HOT TUB - Dog Friendly

FivePine Lodge & Cabins - Caboose Cabin

FivePine Lodge & Cabins - Caboose Cabin
Sisters
The price is NZ$429
includes taxes & fees
16 Feb - 17 Feb
FivePine Lodge & Cabins - Caboose Cabin

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Black Butte Ranch: Modern Cabin Retreat, sleeps 8
Sisters
10.0 out of 10, Exceptional, (14 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 NZ$745
includes taxes & fees
16 Feb - 17 Feb
Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Black Buttee (Big Sister)

Black Buttee (Big Sister)
Black Butte Ranch
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay at Black Buttee! This is our second year in a row staying there and it's such a fantastic property that is so well suited for big groups with multiple kids. We also appreciated all the easy to follow communications."
United States
Nicholas H.
The price is NZ$1,849
includes taxes & fees
16 Feb - 17 Feb
Black Buttee (Big Sister)

FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"Without question, Five Pines was the highlight of all our stays at resorts and fine hotels. It combined rustic charm with classic hand rubbed California Mission style oak furniture. Services included breakfast being delivered to our cabin each morning precisely at 8AM. Nestled amongst giant Ponderosa Pine trees and within walking distance of Oregon's premier tourist town Sisters, Five Pines is our pick from now on. If I could give it more than 5 starts I would."
United States
Phil
The price is NZ$408
includes taxes & fees
16 Feb - 17 Feb
FivePine Lodge & Cabins - Classic Cabin

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, (8 reviews)
"Great quiet location, relaxing backyard that gets good afternoon sun. Easy walk to downtown area. "
United States
April S.
The price is NZ$808
includes taxes & fees
17 Feb - 18 Feb
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

Remodeled Sisters Cabin - HOT TUB - Dog Friendly!
Sisters
9.8 out of 10, Exceptional, (40 reviews)
"Cabin is fabulous, we enjoyed our visit. "
United States
Julie H.
The price is NZ$687
includes taxes & fees
22 Feb - 23 Feb
Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (91 reviews)
"Thank you so much for the fantastic stay and working with us!"
United States
stevi b.
The price is NZ$1,261
includes taxes & fees
16 Feb - 17 Feb
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

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
10.0 out of 10, Exceptional, (212 reviews)
"A very spacious and comfortable house with a well stocked kitchen and large common area perfect for family time together "
United States
Gary R.
The price is NZ$1,065
includes taxes & fees
15 Feb - 16 Feb
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

House+ADU+GameRoom+Jacuzzi+Pool+Fire pit+Loft

House+ADU+GameRoom+Jacuzzi+Pool+Fire pit+Loft
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"It was the perfect space to accommodate our 3 families. The hot tub and game room were a plus to have for the teenagers. Ample space in the kitchen and dining as well. The host communicated back anytime we had a question. "
United States
Janice H.
House+ADU+GameRoom+Jacuzzi+Pool+Fire pit+Loft

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
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful space for our family gathering!"
United States
Barbara B.
The price is NZ$722
includes taxes & fees
24 Feb - 25 Feb
Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger

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, (12 reviews)
"Really enjoyed our stay at Piney Camp. Lovely cabin in a beautiful setting. Hope to get back there sometime. "
United States
James H.
The price is NZ$724
includes taxes & fees
15 Feb - 16 Feb
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!

The Guests Nest Cabin w/Hot tub

The Guests Nest Cabin w/Hot tub
Sisters
9.6 out of 10, Exceptional, (5 reviews)
"Credit communication with the listing agent made my stay enjoyable."
United States
Jud S.
The price is NZ$849
includes taxes & fees
16 Feb - 17 Feb
The Guests Nest Cabin w/Hot tub

Modern Tollgate Home - HOT TUB, Half Acre Lot

Modern Tollgate Home - HOT TUB, Half Acre Lot
Sisters
9.6 out of 10, Exceptional, (33 reviews)
"Enjoyed our stay, nice place, clean and well set up."
United States
Dan H.
The price is NZ$676
includes taxes & fees
16 Feb - 17 Feb
Modern Tollgate Home - HOT TUB, Half Acre Lot

Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location, clean property and good communication with the host. Thanks for the stay!"
United States
Joel S.
The price is NZ$789
includes taxes & fees
17 Feb - 18 Feb
Beautiful | Hot Tub | Pet Friendly | Fenced

FivePine Lodge & Cabins - Romance Cabin

FivePine Lodge & Cabins - Romance Cabin
Sisters
The price is NZ$618
includes taxes & fees
16 Feb - 17 Feb
FivePine Lodge & Cabins - Romance Cabin

FivePine Lodge & Cabins - Serenity Cabin

FivePine Lodge & Cabins - Serenity Cabin
Sisters
The price is NZ$571
includes taxes & fees
16 Feb - 17 Feb
FivePine Lodge & Cabins - Serenity Cabin

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (218 reviews)
"All, it was a beautiful place to stay. "
United States
Erlen
The price is NZ$132
includes taxes & fees
15 Feb - 16 Feb
Crooked River Ranch Cabins

Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds

Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (8 reviews)
"Amazing views were the best part, of course! Owners communicated with us well and we felt taken care of! We had a great stay! "
United States
Tonya
The price is NZ$396
includes taxes & fees
22 Feb - 23 Feb
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
Redmond
10.0 out of 10, Exceptional, (64 reviews)
"Super nice, close to everything we needed! Super comfortable and clean.. Had everything in the kitchen we needed, cable TV, AC was money, etc. great place, gonna stay there again!"
United States
Conner
Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
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

Find out more about Sisters

Everything you need to know about Sisters holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sisters holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sisters holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sisters holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sisters. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sisters holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sisters holiday rentals we have selected for you start as low as NZ$687 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sisters rentals

At Expedia, we put the best Sisters holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sisters rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sisters holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sisters. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beautiful | Hot Tub | Pet Friendly | Fenced: This highly rated holiday home rental in Sisters offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable 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. Other favourite homes for rent in Sisters are Bellinger Cabin, Wooded getaway near Sisters, Central Oregon and GM239: Private Hot Tub + Family/Dog Friendly + Central AC.

How many holiday rentals will I find in Sisters?

With 289 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.