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Featured Cottages in Central Oregon and around

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

9.6 out of 10, Exceptional, (165)
"This property has all you need. Comfortable and convenient."
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stay was great, House was in great condition, but an email to the host prior to our stay was not answered. Kitchen could use a bit of attention for people who enjoy cooking while a vacation, I don’t expect chef quality, but this kitchen had very low end cooking accessories, and no non-stick pan to cook eggs "
Redmond House w/ Community Amenities Access

Paradise in The Parks on Westside with summer pool, bike trails and restaurants.

9.8 out of 10, Exceptional, (23)
"This was the perfect place for two of us to stay. Had everything we needed. Great neighborhood and super close to the pool. Will definitely stay here again."
Paradise in The Parks on Westside with summer pool, bike trails and restaurants.

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

9.8 out of 10, Exceptional, (76)
"My friends and I had a lovely time here for a birthday weekend. The communication from our hosts was excellent, the hot tub was awesome, and it's a great location within walking distance of grocery stores and the river!"
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

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

9.8 out of 10, Exceptional, (127)
"This is the second time my wife and I stayed at this location. It's simple, quiet, and an easy walking distance to several great locations."
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Modern cottage charm & walk to Downtown Bend

2.0 star property
9.4 out of 10, Exceptional, (18)
"Very relaxing stay. Location was great for our family- a couple minute walk to the river trail and short distance to downtown Bend. Owners were very responsive. We will stay here again."
Modern cottage charm & walk to Downtown Bend

'the Hub' La Pine Vacation Rental - Dog Friendly!

3.0 star property
'the Hub' La Pine Vacation Rental - Dog Friendly!

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

9.8 out of 10, Exceptional, (121)
"Came to Bend to visit our son. House was perfect for our needs! Very clean, enjoyed the hot tub every night after busy days of exploring. "
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

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

10.0 out of 10, Exceptional, (39)
"Perfect location to enjoy all that Bend has to offer!"
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Sweet craftsman bungalow in the heart of Bend

10.0 out of 10, Exceptional, (4)
"This bungalow was in a perfect location, so cute and had everything we needed for the weekend. I would definitely stay here again. "
Sweet craftsman bungalow in the heart of Bend

Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

10.0 out of 10, Exceptional, (26)
"Had a great time!! Bryan and Alison are great hosts! Will for sure come back."
Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

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

10.0 out of 10, Exceptional, (63)
"Location is convenient. The bed was super comfortable and great pillows, very spacious and Jason was very responsive "
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

10.0 out of 10, Exceptional, (1)
"The house was beautiful and amazing for a little getaway from town. Very quiet and cozy. "
The price is €366
includes taxes & fees
4 Aug - 5 Aug
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Hot Tub + Golf View: Eagle Crest Resort Escape!

3.0 star property
4.0 out of 10, (1)
Hot Tub + Golf View: Eagle Crest Resort Escape!

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3.0 star property
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."
Eagle Crest Retreat w/ Great Wifi & Resort Access!

Private La Pine Cabin Rental: 30 Mi to Bend!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very nice and rugged, confy, quiet. "
Private La Pine Cabin Rental: 30 Mi to Bend!

"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

9.8 out of 10, Exceptional, (22)
"We had an emergency and couldn’t make it to the property. Allison was incredibly kind and accommodating. We hope to be able to stay here soon."
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

Modern Eagle Crest Escape w/ Patio & 2 Balconies!

3.0 star property
Modern Eagle Crest Escape w/ Patio & 2 Balconies!

Family-friendly Redmond Getaway: Walk to Dtwn

3.0 star property
Family-friendly Redmond Getaway: Walk to Dtwn

Colorful Bend Home w/ Yard & Fire Pit!

3.0 star property
9.0 out of 10, Wonderful, (2)
" Lovely home, everything was new, front yard was nicely landscaped. short drive to downtown and old mill district. Bring the following - wood if you want to enjoy the fire pit, salt and pepper for cooking, shampoo and soap for showering/clean up."
Colorful Bend Home w/ Yard & Fire Pit!
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

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between €366 and €366 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 64 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.