Search Cottages in Prineville

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Cottages in Prineville

House (3 Bedrooms) | Interior
Eagle Crest Retreat w/ Great Wifi & Resort Access!

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3.0 star property
Redmond
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
United States
susan
The price is AED 470
AED 1,390 total
includes taxes & fees
19 Nov - 20 Nov
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Exterior
Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend

2.0 star property
Old Bend
10.0 out of 10, Exceptional, (1)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend
Terrace/patio
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, (134)
"Awesome location! Very comfortable bed. "
United States
Margaret B.
The price is AED 294
AED 781 total
includes taxes & fees
19 Nov - 20 Nov
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

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

River West
9.8 out of 10, Exceptional, (65)
"Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with."
United States
Shila J.
The price is AED 437
AED 1,102 total
includes taxes & fees
1 Dec - 2 Dec
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Outdoor dining
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

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

River West
9.8 out of 10, Exceptional, (51)
"We had a great trip. The instructions and communication with the host were perfect. A"
United States
Dave M.
The price is AED 400
AED 958 total
includes taxes & fees
7 Dec - 8 Dec
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Exterior
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

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

Old Bend
9.4 out of 10, Exceptional, (72)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
The price is AED 437
AED 1,007 total
includes taxes & fees
1 Dec - 2 Dec
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Exterior
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

River West
9.6 out of 10, Exceptional, (79)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
The price is AED 469
AED 1,141 total
includes taxes & fees
1 Dec - 2 Dec
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
House (5 Bedrooms) | Interior
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

3.0 star property
Summit West
The price is AED 2,013
AED 4,272 total
includes taxes & fees
20 Nov - 21 Nov
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
Fridge, microwave, oven, stovetop
Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend

2.0 star property
Old Bend
The price is AED 329
AED 767 total
includes taxes & fees
19 Nov - 20 Nov
Oak Millhouse - Beautifully restored home in Downtown Old Bend
House (3 Bedrooms) | Interior
Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn

3.0 star property
Redmond
The price is AED 746
AED 1,646 total
includes taxes & fees
19 Nov - 20 Nov
Family-friendly Redmond Getaway: Walk to Dtwn
Front of property
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View

1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View

3.0 star property
Summit West
The price is AED 1,483
AED 3,576 total
includes taxes & fees
3 Dec - 4 Dec
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View
House (5 Bedrooms) | Interior
2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

3.0 star property
Summit West
The price is AED 2,013
AED 4,272 total
includes taxes & fees
1 Dec - 2 Dec
2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay
House (5 Bedrooms) | Interior
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

3.0 star property
Summit West
The price is AED 1,992
AED 4,182 total
includes taxes & fees
20 Nov - 21 Nov
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
House (Multiple Bedrooms) | Front of property
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

3.0 star property
Summit West
The price is AED 3,948
AED 8,454 total
includes taxes & fees
20 Nov - 21 Nov
Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Prineville Hotel Reviews

Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

10/10 Excellent
"Yes"
Dirk 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Prineville, OR

Frequently asked questions

Why book your cottage in Prineville with Expedia?
Reserving a cottage in Prineville is as simple as deciding on your travel dates and picking an ideal place for a getaway in the outdoors. From luxurious retreats to affordable stays and cottages that feature perks like a pool, Expedia has something for all styles and tastes. As for the best deals around? We have them too!
How can I find cheap cottages in Prineville?
With Expedia's convenient filter tool, locating cheap cottages in Prineville has never been simpler. To find accommodations that'll make your wallet smile, fine-tune your search results by star rating, budget and amenities.