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

Book a Central Oregon Cottage

  • 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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Central Oregon cottages

Outdoor dining

1. 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, (23 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is NZ$428
includes taxes & fees
22 Nov - 23 Nov
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A single-story building with a covered porch, a fire pit in the center, and a fenced yard.

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 NZ$539
includes taxes & fees
12 Nov - 13 Nov
All-season Adventure in La Pine! Cozy Home w/ Yard
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

3. 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, (163 reviews)
"Great location!"
United States
Marc H.
The price is NZ$444
includes taxes & fees
4 Nov - 5 Nov
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is NZ$433
includes taxes & fees
1 Nov - 2 Nov
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.
The price is NZ$660
includes taxes & fees
3 Nov - 4 Nov
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
A two-story house with a front porch, a chimney, and a well-maintained lawn.

6. 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.
The price is NZ$387
includes taxes & fees
1 Nov - 2 Nov
Oak Millhouse - Beautifully restored home in Downtown Old Bend
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

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.
The price is NZ$503
includes taxes & fees
4 Nov - 5 Nov
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
front view

8. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 reviews)
"Convenient location and very well appointed ! Great communication with host too!"
United States
jules w.
The price is NZ$529
includes taxes & fees
8 Nov - 9 Nov
Walk to downtown and amphitheater
A residential house with a front porch, a small garden with dry plants, and a clear sky.

9. 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)
"Wonderful location! We would stay here again!"
United States
Sarah R.
The price is NZ$556
includes taxes & fees
1 Nov - 2 Nov
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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 cottage with a front porch, a small window, and a garage.

11. 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 NZ$589
includes taxes & fees
1 Nov - 2 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A wooden house with a paved driveway, a front door, and a small patio with chairs.

12. 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
9.8 out of 10, Exceptional, (67 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is NZ$537
includes taxes & fees
15 Nov - 16 Nov
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A two-story building with a dark brown front door, potted plants, and a bench.

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

14. 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 two-story house with a front porch and a small deck.

15. 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.
The price is NZ$784
includes taxes & fees
2 Nov - 3 Nov
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.

16. 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 stay and property"
United States
Mordechai K.
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.
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 Central Oregon Hotel Reviews

Sugarloaf Mt Motel

Sugarloaf Mt Motel

10/10 Excellent
"Loved this place! MAKE SURE IF YOU STAY ON SATURDAY...THE PRIME RIB ACROSS THE STREET AT THE TAVERN IS ONLY $28! The lady at the desk didn't tell us that...was a bummer miss.Otherwise awesome place to stay1"
LEE 4-night trip
Posted 2 hours ago
Sugarloaf Mt Motel

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
566
Accommodation
46 Cottages
Lowest Price
NZ$387
Highest Price
NZ$784

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between NZ$387 and NZ$784 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 46 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.
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.

Explore a world of travel with Expedia