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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 96 Cottages in Sisters with updated reviews, rates, and availability.

Riverfront Cottage with Private Patio on the Deschutes River!
Aerial view

Riverfront Cottage with Private Patio on the Deschutes River!

9.0 out of 10, Wonderful, (14)
"This was just what we had in mind location was perfect for us "
Riverfront Cottage with Private Patio on the Deschutes River!
The North Bank Cabin,100ft private McKenzie Riverfront, Grill, 20min to Falls
Property grounds

The North Bank Cabin,100ft private McKenzie Riverfront, Grill, 20min to Falls

9.4 out of 10, Exceptional, (77)
"We enjoyed our stay. The kids really loved exploring the area. "
The North Bank Cabin,100ft private McKenzie Riverfront, Grill, 20min to Falls
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
Exterior

"Cabin Leisure" Riverfront cottage just steps from Deschutes River

9.6 out of 10, Exceptional, (59)
"Perfect getaway for our anniversary; everything was perfect and just as advertised. "
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
Enchanting Escape w/ Hot Tub, Decks & Views!
Terrace/patio

Enchanting Escape w/ Hot Tub, Decks & Views!

9.8 out of 10, Exceptional, (19)
"An incredible place to stay if you're looking for a weekend getaway."
Enchanting Escape w/ Hot Tub, Decks & Views!
"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, (27)
"Good property, will stay again. "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Property grounds

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

10.0 out of 10, Exceptional, (31)
"A Great little place that is so close to everything that Bend has to offer. We would definitely recommend. "
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Paradise in The Parks on Westside with summer pool and bike trails.
A heated pool

Paradise in The Parks on Westside with summer pool and bike trails.

9.8 out of 10, Exceptional, (20)
"This was the perfect place for two of us to stay. Had everything we needed. Great neighborhood and super close to the pool. Will definitely stay here again."
Paradise in The Parks on Westside with summer pool and bike trails.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Exterior

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

10.0 out of 10, Exceptional, (73)
"My friends and I had a lovely time here for a birthday weekend. The communication from our hosts was excellent, the hot tub was awesome, and it's a great location within walking distance of grocery stores and the river!"
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Panoramic views of the rippling Deschutes River w/ pool access!
Fridge, microwave, coffee/tea maker, toaster

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

10.0 out of 10, Exceptional, (4)
"Very private, cozy and fun to be on the water!"
Panoramic views of the rippling Deschutes River w/ pool access!
Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!
Dining

Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!

Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!
Stunning Riverfront Condo - Sleeps 3
Property grounds

Stunning Riverfront Condo - Sleeps 3

9.2 out of 10, Wonderful, (25)
"We enjoyed the location right on the river and trail. Also the pool/hot tub was very nice. Of course the bathroom with the steamy shower was awesome."
Stunning Riverfront Condo - Sleeps 3
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Terrace/patio

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

10.0 out of 10, Exceptional, (46)
"Located in a nice neighborhood with easy walking distance to The Old Mill, restaurants, grocery store, coffee shops"
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Bar (on property)

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

9.4 out of 10, Exceptional, (67)
"Love this historical home! The location is awesome! Very clean, comfortable bed, we only use one bedroom. The fenced yard is great for our pups! We haven’t had a chance to use the hot tub, but what an extra amenity! Thank you and hope to be back soon! "
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Hot Tub, Fire Pit, Dog Friendly by @pinpointstays
Outdoor spa tub

Hot Tub, Fire Pit, Dog Friendly by @pinpointstays

10.0 out of 10, Exceptional, (3)
"This house was spotlessly clean and very comfortable for our group of 7! Location is close to Hoodoo tubing/skiing and just a few minutes to downtown Sisters. The hot tub was perfect after a day playing in the snow. Host was attentive in making sure everything was meeting our expectations. Thanks for a great stay!"
Hot Tub, Fire Pit, Dog Friendly by @pinpointstays
Redmond House w/ Community Amenities Access
Interior

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stay was great, House was in great condition, but an email to the host prior to our stay was not answered. Kitchen could use a bit of attention for people who enjoy cooking while a vacation, I don’t expect chef quality, but this kitchen had very low end cooking accessories, and no non-stick pan to cook eggs "
Redmond House w/ Community Amenities Access
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Aerial view

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

9.4 out of 10, Exceptional, (40)
"The picture window out onto the river never got old! It was also a prime location with a quick walk to downtown. "
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Terrace/patio

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

9.8 out of 10, Exceptional, (122)
"Older, Clean property but If you are noise sensitive this is not the location for you. You can walk to downtown easily however which out of towners may enjoy. "
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!
Terrace/patio

A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!

10.0 out of 10, Exceptional, (192)
"Best location, everything in-house needed for a wonderful visit with family and friends. Jackie's place is an extension of her own home."
A rare cancellation July 25-31, 2025! Was booked two years out. BOOK TODAY!
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Smart TV, fireplace, DVD player, books

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

9.6 out of 10, Exceptional, (162)
"This property has all you need. Comfortable and convenient."
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Outdoor spa tub

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

9.8 out of 10, Exceptional, (59)
"This property was perfect for our group of two couples staying in Bend to ski at Mt. Bachelor. The locations is great- we could walk to restaurants, a bagel shop, breweries, everything! And the hot tub was nice after a day of skiing. Great communication from the property manager, too. We would stay here again in a heartbeat!"
The price is AED 474
AED 1,143 total
includes taxes & fees
5 May - 6 May
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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 property types in Sisters

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

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

9.4 out of 10, Exceptional, (6)
"My wife daughter and I really enjoyed our stay. Hopefully we can go back."
Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12
Charming Black Butte Ranch Retreat – Walk to Pool & Trails, Cozy Vintage Vibes
Game room

Charming Black Butte Ranch Retreat – Walk to Pool & Trails, Cozy Vintage Vibes

The price is AED 1,102
AED 2,369 total
includes taxes & fees
8 May - 9 May
Charming Black Butte Ranch Retreat – Walk to Pool & Trails, Cozy Vintage Vibes
Recently Remodeled Sisters Cabin - Dog Friendly!
Exterior

Recently Remodeled Sisters Cabin - Dog Friendly!

9.8 out of 10, Exceptional, (28)
"Nice place to stay near sisters."
The price is AED 496
AED 1,295 total
includes taxes & fees
4 May - 5 May
Recently Remodeled Sisters Cabin - Dog Friendly!
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.