A snowy landscape with two prominent snow-capped mountains and a forest in the foreground.

Search Deschutes County Cottage Rentals from CA $301

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Deschutes County

Our top choices for Deschutes County cottages

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

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (54 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.4 out of 10, Exceptional, (15 reviews)
"Great experience cute studio rental and walkable to downtown Bend"
United States
Marc
The price is CA $98
CA $304 total
includes taxes & fees
Aug 2 - Aug 3
Pet Friendly Riverside Studio in Downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.8 out of 10, Exceptional, (6 reviews)
"Great property "
United States
Linda D.
The price is CA $149
CA $323 total
includes taxes & fees
Jul 19 - Jul 20
Fir Millhouse - Lovely historic cottage in downtown Bend

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

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
River West
10.0 out of 10, Exceptional, (89 reviews)
"Just lovely. A healthy yet beautiful stroll into town along the Deschutes River. Great vibe in town - shopping, restaurants. Convenient to many outdoor activities. Cant wait to return. "
United States
Colleen Dolan J.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (12 reviews)
"Great place. Central to everything. "
United States
Eric S.
Sweet craftsman bungalow in the heart of Bend

Deschutes Forest Basecamp! Oregon Cabin

Deschutes Forest Basecamp! Oregon Cabin
3.0 star property
La Pine
Deschutes Forest Basecamp! Oregon Cabin

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (41 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is CA $245
CA $422 total
includes taxes & fees
Aug 2 - Aug 3
Walk to downtown and amphitheater

Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (35 reviews)
"Was a nice view of the river and close to downtown. We enjoyed our stay."
United States
darlene r.
The price is CA $130
CA $351 total
includes taxes & fees
Aug 2 - Aug 3
Riverfront Cottage - Steam Room & Pet Friendly!

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
River West
10.0 out of 10, Exceptional, (215 reviews)
"The entire experience of our stay was exceptional. The cottage is well located, very clean, well maintained and very well equipped, the air conditioning was very quiet and effective when needed. Outdoors, the parking was convenient and the rear patio overlooking a wooded rockery was fantastic with the occasional glimpse of deer in the garden. Our hosts were very welcoming and good company with a wealth of local hints and tips if you need them. It's a short stroll into down-town Bend and an...
United Kingdom
Stephen
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

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

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (143 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is CA $112
CA $301 total
includes taxes & fees
Aug 17 - Aug 18
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
La Pine
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is CA $252
CA $448 total
includes taxes & fees
Jul 29 - Jul 30
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Hot Tub, Fire Pit, Dog Friendly

Hot Tub, Fire Pit, Dog Friendly
Sisters
9.8 out of 10, Exceptional, (15 reviews)
"This home is SO wonderful! It has a perfect layout for spending time in the house, cooking, visiting, playing games! The hot tub and yard were also awesome! It’s a convenient location for fun times near and around Sisters! Would DEFINITELY stay here again!"
United States
Casse W.
Hot Tub, Fire Pit, Dog Friendly

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!
River West
9.8 out of 10, Exceptional, (128 reviews)
"Really well maintained and clean property for us and our dog. Great that the backyard was setup so dog could roam."
United States
Martin P.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

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
10.0 out of 10, Exceptional, (11 reviews)
"The house was perfect for two families to explore the Sisters’ area. The kitchen was well stocked, the location was amazing, and the cottage was so cozy! We had a wonderful stay. "
United States
Morgan W.
The price is CA $363
CA $865 total
includes taxes & fees
Jul 21 - Jul 22
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing

Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing
3.0 star property
Three Rivers
Hot Tub, Air Hockey, Foosball, Deck Lounge Near Sunriver & Mt. Bachelor Skiing

Alder by Avantstay Hot Tub + Fireplace + Foosball Loft + Patio Grill Walk to Sunriver Village + Trails + Mt. Bachelor 30 Min

Alder by Avantstay Hot Tub + Fireplace + Foosball Loft + Patio Grill Walk to Sunriver Village + Trails + Mt. Bachelor 30 Min
3.0 star property
Sunriver
Alder by Avantstay Hot Tub + Fireplace + Foosball Loft + Patio Grill Walk to Sunriver Village + Trails + Mt. Bachelor 30 Min

Westside Vibes - walkable w/ salt water hot tub too!

Westside Vibes - walkable w/ salt water hot tub too!
River West
Westside Vibes - walkable w/ salt water hot tub too!

'the Hub' La Pine Vacation Rental - Dog Friendly!

'the Hub' La Pine Vacation Rental - Dog Friendly!
3.0 star property
La Pine
'the Hub' La Pine Vacation Rental - Dog Friendly!

Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
The price is CA $111
CA $320 total
includes taxes & fees
Jul 30 - Jul 31
Cottage along Deschutes River Trail w Epic Views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Deschutes County Hotel Reviews

Find out more about Deschutes County

Deschutes County Cottages information

Number of reviews
786
Accommodation
220 Cottages
Lowest Price
CA $301
Highest Price
CA $865

Explore a world of travel with Expedia