Book Deschutes County, OR Cottages

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Top cities with Cottages to explore in Deschutes County

Old Mill District which includes kayaking or canoeing and a river or creek

Bend

Cottages
Bend

Top Cottages in Deschutes County

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

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

Bend OR
$194 nightly
The price is $217 total per night
$217 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Kitchen
Air conditioning
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

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

Bend OR
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A hot tub is featured at this cottage, along with free WiFi in public areas and a garden. Laundry facilities and barbecue grills are also provided.
Hot Tub
Kitchen
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

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

Bend OR
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This cottage features a water park, a garden, and laundry facilities. Families will appreciate the playground and barbecue grills.
Kitchen
Washer
Sunriver Resort Home: Near Skiing, Town & Trails

Sunriver Resort Home: Near Skiing, Town & Trails

3 out of 5
Bend OR
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Pool
Kitchen
'the Hub' La Pine Vacation Rental - Dog Friendly!

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

3 out of 5
52343 Lechner Ln La Pine OR
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills.
Kitchen
Washer
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

Bend Oregon
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This cottage features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Redmond House w/ Community Amenities Access

Redmond House w/ Community Amenities Access

3 out of 5
Redmond OR
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An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen
Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

3 out of 5
1212 Skyline Ranch Rd Bend OR
$1,687 nightly
The price is $1,892 total per night
$1,892 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
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 OR
$323 nightly
The price is $354 total per night
$354 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage features laundry facilities.
Kitchen
Washer
Hike, Fish & Ski: Redmond Escape w/ Hot Tub!

Hike, Fish & Ski: Redmond Escape w/ Hot Tub!

3 out of 5
Redmond OR
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Pool
Kitchen
Eagle Crest Retreat w/ Great Wifi & Resort Access!

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3 out of 5
Redmond OR
$382 nightly
The price is $418 total per night
$418 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. An outdoor pool is also provided.
Pool
Kitchen
Private La Pine Cabin Rental: 30 Mi to Bend!

Private La Pine Cabin Rental: 30 Mi to Bend!

2 out of 5
La Pine OR
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Stay at this cottage in La Pine. Enjoy free parking, a marina, and in-room fireplaces. Popular attractions La Pine Public Library and Frontier Heritage Park are located nearby.
Kitchen
Washer
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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.

Deschutes County Cottages essential information

Accommodation
127 Cottages
Lowest Price
$217
Highest Price
$1,892
Popular accommodation
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park, Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand, Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries, Sunriver Resort Home: Near Skiing, Town & Trails, 'the Hub' La Pine Vacation Rental - Dog Friendly!, Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere, Redmond House w/ Community Amenities Access, Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay, Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR, Hike, Fish & Ski: Redmond Escape w/ Hot Tub!, Eagle Crest Retreat w/ Great Wifi & Resort Access!, Private La Pine Cabin Rental: 30 Mi to Bend!

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