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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Cottages in Central Oregon

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 NZ$726
includes taxes & fees
6 Dec - 7 Dec
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Outdoor dining
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, (6)
"had a job in fort rock stayed just the night great place and views will be staying again as i just got more work out in fort rock"
United States
Thaddeaus L.
The price is NZ$620
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
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)
"Perfect place to stay. Walking distance to downtown and parks. Comfortable, quiet and clean. "
United States
Marianne R.
The price is NZ$369
includes taxes & fees
7 Dec - 8 Dec
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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.
The price is NZ$377
includes taxes & fees
7 Dec - 8 Dec
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

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

2.0 star property
Old Bend
10.0 out of 10, Exceptional, (2)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is NZ$388
includes taxes & fees
7 Dec - 8 Dec
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
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 NZ$513
includes taxes & fees
7 Dec - 8 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 NZ$447
includes taxes & fees
7 Dec - 8 Dec
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Exterior
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
9.8 out of 10, Exceptional, (6)
"Very nice place for a weekend getaway. "
United States
Jeremy B.
The price is NZ$599
includes taxes & fees
7 Dec - 8 Dec
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Exterior
Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend

River West
10.0 out of 10, Exceptional, (8)
"This bungalow was in a perfect location, so cute and had everything we needed for the weekend. I would definitely stay here again. "
United States
Courtney V.
The price is NZ$556
includes taxes & fees
8 Dec - 9 Dec
Sweet craftsman bungalow in the heart of Bend
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, (80)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
The price is NZ$534
includes taxes & fees
7 Dec - 8 Dec
Historic Downtown │Walk Everywhere │Private 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, (73)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
The price is NZ$470
includes taxes & fees
9 Dec - 10 Dec
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
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 NZ$826
includes taxes & fees
18 Dec - 19 Dec
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 NZ$1,718
includes taxes & fees
4 Jan - 5 Jan 2026
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View
Exterior
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

2.0 star property
Sisters
9.8 out of 10, Exceptional, (6)
"Rented this cottage for my husband and 3 of his friends. They were happy with it. "
United States
Wendy C.
The price is NZ$796
includes taxes & fees
5 Jan - 6 Jan 2026
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
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 NZ$1,843
includes taxes & fees
8 Dec - 9 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 NZ$1,790
includes taxes & fees
4 Jan - 5 Jan 2026
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
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 NZ$1,645
includes taxes & fees
8 Dec - 9 Dec
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 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 NZ$3,639
includes taxes & fees
7 Dec - 8 Dec
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.
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Top Central Oregon Hotel Reviews

Days Inn by Wyndham Bend

Days Inn by Wyndham Bend

10/10 Excellent
"Staff was great"
Chris 1-night trip
Posted 3 days ago
Days Inn by Wyndham Bend

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
363
Accommodation
77 Cottages
Lowest Price
NZ$369
Highest Price
NZ$3,639

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between NZ$369 and NZ$3,639 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 77 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.

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