Sisters Holiday Rentals

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Holiday Rentals in Sisters

Popular for Years,1 Level Cottage, One Block to Shops, in Popular Pine Meadows
Fridge, microwave, oven, stovetop

Popular for Years,1 Level Cottage, One Block to Shops, in Popular Pine Meadows

9.8 out of 10, Exceptional, (177)
"Third time staying here! Great place and location! Highly recommend."
Popular for Years,1 Level Cottage, One Block to Shops, in Popular Pine Meadows
Modern riverfront home w/ a private hot tub & gas fireplace in a quiet community
Outdoor spa tub

Modern riverfront home w/ a private hot tub & gas fireplace in a quiet community

9.4 out of 10, Exceptional, (183)
"Super close to shops and food but still in quiet neighborhood "
Modern riverfront home w/ a private hot tub & gas fireplace in a quiet community
Stay and play at Kramer's Korner Private Suite, BBR. We welcome Traveling Nurses
Property grounds

Stay and play at Kramer's Korner Private Suite, BBR. We welcome Traveling Nurses

9.8 out of 10, Exceptional, (48)
"The lodging was very clean and nice and quiet. "
The price is AU$347
includes taxes & fees
7 Dec - 8 Dec
Stay and play at Kramer's Korner Private Suite, BBR. We welcome Traveling Nurses
Crooked River Ranch Cabins
View from room

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (106)
"Meagan was great!!! Loved the space & wildlife!!"
The price is AU$154
includes taxes & fees
1 Dec - 2 Dec
Crooked River Ranch Cabins
Wall Street Suites
Full-sized fridge, microwave, oven, stovetop

Wall Street Suites

3.0 star property
9.8 out of 10, Exceptional, (229)
"Great stay and I would stay here again! "
The price is AU$282
includes taxes & fees
27 Nov - 28 Nov
Wall Street Suites
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Pool

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

9.0 out of 10, Wonderful, (23)
"I used this space a temporary home while in Bend and working remotely. The condo was exactly what I needed for myself, and then for my husband when he joined me later in the week. For those that are sensitive to sounds, be aware that this is a ground floor unit. While it was bothersome at times for me because it did get to be overly "obnoxious" from time to time, overall I was okay with the fact that you could hear the tenants' upstairs movements because that's just part of the "condo style"...
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Fridge, microwave, oven, stovetop

Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

9.4 out of 10, Exceptional, (26)
"Nice house, very clean, easy to communicate with host. Very comfortable, convenient location. "
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
Aerial view

"Slopey Seconds" Riverfront condo with balcony near downtown Bend

9.6 out of 10, Exceptional, (42)
"Perfect condo for our stay in Bend! Short walk to downtown and lovely river sounds!"
The price is AU$315
includes taxes & fees
1 Dec - 2 Dec
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
West Side, Walk to Newport and Downtown, Bocce Ball Court
Exterior

West Side, Walk to Newport and Downtown, Bocce Ball Court

9.6 out of 10, Exceptional, (52)
"We need the house for a work trip. House was clean. It was a short job to the river house for the conference."
West Side, Walk to Newport and Downtown, Bocce Ball Court
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Outdoor dining

Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

9.4 out of 10, Exceptional, (105)
"We just loved basing ourselves here while we were in Bend. Very well appointed and decorated. Loved having the garage and hot tub. Plenty of space for grandparents, parents and granddaughter and we all had our own bathrooms!"
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
Fridge, microwave, oven, stovetop

Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown

9.6 out of 10, Exceptional, (71)
"I rented this little home because my daughter had surgery in Bend and I live in Texas. I came to help nurse her back to health after the surgery. She ended up co"
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
"Mount Your Blessings"-Upscale condo on edge of downtown
Terrace/patio

"Mount Your Blessings"-Upscale condo on edge of downtown

9.4 out of 10, Exceptional, (34)
"Was in town for business. Perfect location and close to everything that I needed "
"Mount Your Blessings"-Upscale condo on edge of downtown
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
Miscellaneous

LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.

9.6 out of 10, Exceptional, (18)
"Loved my week here with my pup. House was cozy & centrally located. For the most part, less than 7 minutes driving to anywhere I needed to go within the city limits. House was well-stocked, from the towels to blankets to kitchen utensils to laundry room detergent etc. I don’t normally write about kitchen appliances and utensils, but this was the best-stocked setup I’ve ever seen. I cook a lot, so I notice these things. Was impressed! I’d definitely came back and stay here again. "
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aerial view

"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

9.6 out of 10, Exceptional, (21)
"A lovely few days visiting friends "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Exterior

"Slope Floats" Downtown Riverfront Condo. Best location in Bend!

9.4 out of 10, Exceptional, (60)
"We walked to almost everything in town from here and the view is fantastic!"
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
Fridge, microwave, oven, stovetop

Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!

9.6 out of 10, Exceptional, (33)
"Its in a very nice neighborhood with some friendly people I see outside in front. The house is perfect for what I'm looking for with pet. I will come again with pet as I didn't at first. "
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
Great Location, Fenced Yard, A/C, Light & Bright
Fridge, microwave, oven, stovetop

Great Location, Fenced Yard, A/C, Light & Bright

9.6 out of 10, Exceptional, (45)
"We rented this property for our adult kids and adult grandkids while celebrating our 50th Anniversary. The management staff was excellent, but the owner changed the sleeping availability from 8 adults to 6 without notifying us. Luckily 2 of the 8 were young adults and able to make a couple of roll away beds work. All in all the property was very clean and everyone was happy:)"
Great Location, Fenced Yard, A/C, Light & Bright
McKenzie Bridge River's Edge Retreat, a cozy cabin on over two acres
Exterior

McKenzie Bridge River's Edge Retreat, a cozy cabin on over two acres

9.8 out of 10, Exceptional, (29)
"My husband and I did a 3 day getaway here and it’s everything we needed and more. The sound and access to the river is wonderful, so much natural light and a nice little wood stove. "
McKenzie Bridge River's Edge Retreat, a cozy cabin on over two acres
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Fridge, microwave, oven, stovetop

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

9.6 out of 10, Exceptional, (79)
"The townhouse was very clean and had everything we needed for our stay. We loved the layout and that each bedroom had an ensuite bathroom. We enjoyed using the hot tub.We had our 2 dogs with us and having a fenced in backyard was wonderful for traveling with dogs. The location was fantastic. Everything we did was never more than 15 minutes away. We would definitely stay here again."
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
Outdoor dining

Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend

9.6 out of 10, Exceptional, (20)
"We had an excellent time at this property! I wish we would’ve know that there were strict quiet hours starting at 9pm compared to the city mandate of 10pm as this was an issue one night while we were outside until 9:30pm. There was quick communication with the property host and all was clarified easily and respectfully. Would recommend for anyone as long as you are ok with the quiet hours! "
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
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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Other types of properties in Sisters you may be interested in

FivePine Lodge & Spa
Front of property

FivePine Lodge & Spa

4.0 star property
9.8 out of 10, Exceptional, (742)
"Take your significant other here. It’s beautiful and clean and the staff is accommodating."
The price is AU$287
includes taxes & fees
1 Dec - 2 Dec
FivePine Lodge & Spa
Sisters Inn And Suites
Front of property - evening/night

Sisters Inn And Suites

2.5 star property
8.8 out of 10, Excellent, (866)
"Very clean and updated. Perfect place to stay with your furry family members with a hige fenced grass area. "
The price is AU$174
includes taxes & fees
1 Dec - 2 Dec
Sisters Inn And Suites
GrandStay Hotel & Suites
Lobby

GrandStay Hotel & Suites

3.0 star property
9.6 out of 10, Exceptional, (1006)
"good property"
The price is AU$246
includes taxes & fees
2 Dec - 3 Dec
GrandStay Hotel & Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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?

Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong: This holiday home rental outside of Sisters is located in the mountains, and has a fireplace, a balcony 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. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Sisters?

With 250 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, Village Green Park and Shibui Spa 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.