Sisters Holiday Rentals

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Holiday Rentals in Sisters

Dog-Friendly Retreat w/ Hot Tub & Forest Access

10.0 out of 10, Exceptional, (1)
"We enjoyed being the first vrbo renters at this property. Everything is so brand new, what a treat! Loved the backyard for our little Corgi. Glad you made the place pet friendly! "
Dog-Friendly Retreat w/ Hot Tub & Forest Access

Bellinger Cabin, Wooded getaway near Sisters, Central Oregon

9.8 out of 10, Exceptional, (169)
"Nice quiet place, just a short drive to downtown Sisters. Had a great stay"
Bellinger Cabin, Wooded getaway near Sisters, Central Oregon

Relax at The Legacy Lodge!

9.6 out of 10, Exceptional, (78)
"Our family was so happy to have this house as our home base during a wedding weekend. The house is spacious yet cozy, with a nice living room, well appointed kitchen, well-sized bedrooms (with bunks upstairs), and a great 'hang-out' deck surrounding by Pines. It's located on the edige of BBR yet a short walk to the beautiful Glaze Meadow and about a mile from the GM pool and courts. Hoping to visit again. "
Relax at The Legacy Lodge!

Juniper and Pine - A Dog-Friendly Cabin w/ Fenced Yard in Sisters, OR

10.0 out of 10, Exceptional, (4)
"The house and the hosts were amazing!"
Juniper and Pine - A Dog-Friendly Cabin w/ Fenced Yard in Sisters, OR

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

10.0 out of 10, Exceptional, (10)
"Really enjoyed our stay at Piney Camp. Lovely cabin in a beautiful setting. Hope to get back there sometime. "
The price is NZ$738
includes taxes & fees
10 Oct - 11 Oct
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!

Pools, Private Hot Tub & Pool Table. Upscale Lodge

9.8 out of 10, Exceptional, (67)
"Was a nice stay"
Pools, Private Hot Tub & Pool Table. Upscale Lodge

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

10.0 out of 10, Exceptional, (49)
"Loved staying here! "
Big Mt View Condo View of the Mountains in Sisters, A/C, Gas Fireplace

Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12

9.4 out of 10, Exceptional, (10)
"Great house, clean and nice layout. Beds were very comfortable. We'd definitely stay here again. "
Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12

Sisters Dream Inn amazing dog friendly cabin located in a quiet area of Sisters

9.8 out of 10, Exceptional, (29)
"Great stay perfect quit restful stay"
Sisters Dream Inn amazing dog friendly cabin located in a quiet area of Sisters

Beautiful | Hot Tub | Pet Friendly | Fenced

9.6 out of 10, Exceptional, (38)
"We stayed here due to a wedding in Sisters. This place is great! Quiet neighborhood and within walking distance to town. Accuracy of the the accommodations were spot on, we loved staying here and it was our first stay!"
The price is NZ$682
includes taxes & fees
30 Sept - 1 Oct
Beautiful | Hot Tub | Pet Friendly | Fenced

Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

10.0 out of 10, Exceptional, (33)
"Very nice cabin in the woods. Spacious, great dining area, comfortable beds. It was perfect for a weekend getaway. "
The price is NZ$670
includes taxes & fees
29 Sept - 30 Sept
Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

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

9.6 out of 10, Exceptional, (120)
"Nice place. Great price."
Lovely home with Black Butte view, large deck, hot tubs, & pools

5 Star, 1 Level, Downtown, Quiet, Great View, Walk, Cozy, Pet Friendly, Enjoy!

10.0 out of 10, Exceptional, (176)
"Very clean and a wonderful location!"
5 Star, 1 Level, Downtown, Quiet, Great View, Walk, Cozy, Pet Friendly, Enjoy!

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

10.0 out of 10, Exceptional, (184)
"Spacious home for our men's retreat."
PREMIER Golf Course 175+5 STARS - GREAT LOCATION, Aspen Grove Views off Deck,

Hot tub, Pet friendly, directly across from GM Rec Center

9.0 out of 10, Wonderful, (2)
"This property was perfect for us. My 6-year-old Westie (very well behaved and totally house broken) enjoyed all the dog smells. Unfortunately, there were already several large spots on the carpet in a couple of the bedrooms. We did not add to these spots. We will likely be back!"
Hot tub, Pet friendly, directly across from GM Rec Center

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

10.0 out of 10, Exceptional, (206)
"Loved the location and house. "
The price is NZ$1,072
includes taxes & fees
1 Oct - 2 Oct
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

Pine Grove Cabin, Sisters Oregon

10.0 out of 10, Exceptional, (15)
"Great house in an even better location. Loved being able to walk to coffee, breakfast and shops. "
Pine Grove Cabin, Sisters Oregon

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

10.0 out of 10, Exceptional, (13)
"This is such a cute, well decorated and nice rental. Will stay again!"
The price is NZ$897
includes taxes & fees
29 Sept - 30 Sept
Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Spring Home 6 Cozy 4BR Cabin in Black Butte Ranch

9.2 out of 10, Wonderful, (11)
"Great house for our family of 4. "
Spring Home 6 Cozy 4BR Cabin in Black Butte Ranch

The Three Sisters! Walk to Downtown - 2BDR

9.2 out of 10, Wonderful, (12)
"We had a wonderful stay. The neighborhood is so cute, we would definitely stay again!"
The Three Sisters! Walk to Downtown - 2BDR
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

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$670 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?

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo: This holiday home rental outside of Sisters is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.