Search Central Oregon Cottage Rentals

  • 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
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Central Oregon cottages

Exterior detail

Cottage in River West

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
9.8 out of 10, Exceptional, (134 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is ￥12,484
￥33,877 total
includes taxes & fees
Mar 2 - Mar 3
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Outdoor dining

Cottage in La Pine

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
10.0 out of 10, Exceptional, (7 reviews)
"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 ￥28,089
￥49,897 total
includes taxes & fees
Mar 4 - Mar 5
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Property grounds

Cottage in Old Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
10.0 out of 10, Exceptional, (3 reviews)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior

Cottage in La Pine

Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place for a weekend getaway. "
United States
Jeremy B.
The price is ￥20,599
￥53,842 total
includes taxes & fees
Mar 3 - Mar 4
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Outdoor dining

Cottage in River West

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
9.8 out of 10, Exceptional, (52 reviews)
"We had a great trip. The instructions and communication with the host were perfect. A"
United States
Dave M.
The price is ￥18,570
￥42,608 total
includes taxes & fees
Mar 3 - Mar 4
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Exterior

Cottage in River West

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
9.8 out of 10, Exceptional, (66 reviews)
"This was one of the best vrbo experiences! Super easy check in- very pet friendly house but it was so clean you would think it was no pets allowed. The front yard was very cute and the back yard was private - perfect for a Hot tub. Both are fully fenced. Walking distance to town but also has some great restaurants right down the street. Will stay again!"
United States
Sarah V.
The price is ￥24,812
￥54,482 total
includes taxes & fees
Mar 4 - Mar 5
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior

Cottage in Old Bend

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
9.4 out of 10, Exceptional, (74 reviews)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
The price is ￥23,251
￥48,545 total
includes taxes & fees
Mar 2 - Mar 3
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Exterior

Cottage in Sisters

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
9.8 out of 10, Exceptional, (8 reviews)
"The cottage was well stocked, very clean, and so cute! It was great for our family of 7 for Thanksgiving with beds to spare. "
United States
Mindy D.
The price is ￥23,314
￥77,487 total
includes taxes & fees
Mar 2 - Mar 3
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
House (3 Bedrooms) | Interior

Cottage in Redmond

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
The price is ￥28,557
￥74,270 total
includes taxes & fees
Mar 8 - Mar 9
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior

Cottage in River West

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
9.6 out of 10, Exceptional, (83 reviews)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
The price is ￥27,309
￥56,053 total
includes taxes & fees
Mar 17 - Mar 18
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior detail

Cottage in Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
The price is ￥13,982
￥32,759 total
includes taxes & fees
Mar 2 - Mar 3
Oak Millhouse - Beautifully restored home in Downtown Old 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

FivePine Lodge & Spa

FivePine Lodge & Spa

10/10 Excellent
"The property is beautiful, the staff is incredibly friendly and very knowledgeable. The cabins have great amenities and are easy to navigate. The walking trails are great for exploring and daydreaming. The main lodge is so cozy and has a wood fire going located close by are comfy chairs accompanied within chess and checkers. Tea, wine, and beverage service, a spa, fitness center, movie house and multiple restaurants in walking distance. Love Five Pine! "
Tracy 2-night trip
Posted 3 days ago
FivePine Lodge & Spa

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
434
Accommodation
77 Cottages
Lowest Price
￥32,759
Highest Price
￥77,487

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between ￥32,759 and ￥77,487 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 favorite. Whether you're planning a vacation 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 Amphitheater 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 Center. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

Explore a world of travel with Expedia