A mountainous landscape with a lake surrounded by dense forests and rocky outcrops.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Central Oregon cottages

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

1. 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, (161 reviews)
"Great location!"
United States
Marc H.
The price is €193
includes taxes & fees
26 Oct - 27 Oct
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story building with a garage, a covered porch, and a driveway leading to the entrance.

2. All-season Adventure in La Pine! Cozy Home w/ Yard

All-season Adventure in La Pine! Cozy Home w/ Yard
3.0 star property
La Pine
6.0 out of 10, (1 review)
The price is €270
includes taxes & fees
19 Oct - 20 Oct
All-season Adventure in La Pine! Cozy Home w/ Yard
Outdoor dining

3. 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, (22 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is €245
includes taxes & fees
18 Nov - 19 Nov
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (6 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A cabin surrounded by tall pine trees in a snowy forest.

5. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
La Pine
10.0 out of 10, Exceptional, (11 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

6. 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, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A two-story house with a front porch, a chimney, and a well-maintained lawn.

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

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (6 reviews)
"I love this place! Clean, lovely, dead end street, backyard, close to town and great food, close to skiing, and great bathtub i will be staying here again"
United States
Loryn Z.
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A wooden house with a paved driveway, a front door, and a small patio with chairs.

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

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
front view

9. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 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.
Walk to downtown and amphitheater
A patio with outdoor seating, a river view, and a large tree.

10. Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (39 reviews)
"Super cozy spot on the river to spend a few days. Perfect location near shops and restaurants. Amazing shower and very responsive hosts."
United States
Kris M.
Riverfront Cottage - Steam Room & Pet Friendly!
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

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (92 reviews)
"Nice bungalow in great location."
United States
Donna T.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A single-story cottage with a front porch, a small window, and a garage.

12. 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, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
The price is €304
includes taxes & fees
1 Nov - 2 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A single-story house with a front porch, a garage, and a well-maintained lawn.

13. 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, (78 reviews)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A residential house with a front porch, a small garden with dry plants, and a clear sky.

14. 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, (68 reviews)
"We had a nice staycation while our house was being remodeled in Bend, OR."
United States
James K.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A two-story building with a dark brown front door, potted plants, and a bench.

15. Stylish Downtown Cottage, Walk Everywhere

Stylish Downtown Cottage, Walk Everywhere
River West
9.0 out of 10, Wonderful, (7 reviews)
"Great place. Would stay again for sure"
United States
Annelize G.
Stylish Downtown Cottage, Walk Everywhere
A two-story house with a front porch and a small deck.

16. 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, (17 reviews)
"Our host Debbie was amazing and her place was perfect. Would definitely stay here again. It's in a great location and close to everything. Don't miss out on this great cozy place..."
United States
Lisa G.
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A two-story house with a front porch, a chimney, and a well-maintained lawn.

17. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.8 out of 10, Exceptional, (12 reviews)
"Great location"
United States
Barbara Polus C.
Fir Millhouse - Lovely historic cottage in downtown Bend
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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Top Central Oregon Hotel Reviews

Juniper Preserve

Juniper Preserve

8/10 Good
"Beautiful place, very nice room. Breakfast at the Iris was terrible. Undercooked eggs, raw bacon and a burnt pancake. Skip the food, enjoy the rest."
Jill 1-night trip
Posted 7 hours ago
Juniper Preserve

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
419
Accommodation
40 Cottages
Lowest Price
€193
Highest Price
€304

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between €193 and €304 per night for cottages in Central Oregon. Whatever your budget, an excellent stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Central Oregon?
Look up our 40 cottages in Central Oregon and then secure your favourite. Whether you're planning a holiday with the whole fam or a weekend with besties, your perfect stay is just clicks away with Expedia.
Why book your cottage in Central Oregon with Expedia?
We think a getaway should be a walk in the park, so if you're looking for cottages in Central Oregon at an affordable rate, Expedia has got you covered. Stick to the budget and stay in a thrifty option surrounded by wilderness, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Central Oregon?
Expedia can help you easily locate cheap cottages in Central Oregon. To reserve a superb stay in a couple of clicks, try out the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Central Oregon near my cottage?
One of the best travel accessories for your Central Oregon escape is a well-thought-out itinerary! Old Mill District, River's Edge Golf Course and Hayden Homes Amphitheatre are some of the top things to do if you're visiting Bend. Redmond is also packed with big-name attractions, such as Deschutes County Fairgrounds Expo Centre. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

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