Prineville Cottages

A large, layered mountain with distinct geological formations.

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

In two weeks

In two months

In three months

In four months

Our top choices for Prineville cottages

A single-story house with a front porch, a garage, and a small front yard with a paved walkway.

1. Family-friendly Redmond Getaway: Walk to Dtwn

Redmond

includes taxes & fees

19 Sept - 20 Sept

A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

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

River West

Kristie R.

includes taxes & fees

26 Aug - 27 Aug

A patio with outdoor seating, a river view, and a large tree.

3. Riverfront Cottage - Steam Room & Pet Friendly!

River West

darlene r.

includes taxes & fees

2 Sept - 3 Sept

A small wooden cabin with a red door, two windows, and a porch with two pink Adirondack chairs.

4. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

River West

Rocky A.

includes taxes & fees

26 Aug - 27 Aug

5. Walk to downtown and amphitheater

River West

Brian S.

includes taxes & fees

1 Sept - 2 Sept

A residential house with a front porch, a small garden with dry plants, and a clear sky.

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

Old Bend

Brandon K.

includes taxes & fees

24 Aug - 25 Aug

A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

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

River West

Bonnie H.

includes taxes & fees

9 Sept - 10 Sept

A single-story house with a front porch, a brick pathway, and a wooden fence.

8. Fir Millhouse - Lovely historic cottage in downtown Bend

Old Bend

Linda D.

includes taxes & fees

23 Aug - 24 Aug

A single-story house with a front porch, a garage, and a well-maintained lawn.

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

Old Bend

"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...

Chelsea

includes taxes & fees

15 Sept - 16 Sept

A single-story cottage with a front porch, a small window, and a garage.

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

River West

Ben W.

includes taxes & fees

7 Sept - 8 Sept

A single-story house with a front porch, a red door, and a mailbox.

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

River West

Donna T.

includes taxes & fees

20 Sept - 21 Sept

A two-story house with a front porch, a chimney, and a well-maintained lawn.

12. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Old Bend

Melissa S.

includes taxes & fees

24 Aug - 25 Aug

View all properties

Find holiday rentals that suit your style

Cabins

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Top Prineville Hotel Reviews

La Quinta Inn by Wyndham Bend

10/10 Excellent

"The room was very clean the staff was very friendly."

Find out more about Prineville