
Cottage holiday rentals in Eastern Oregon
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Eastern Oregon
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Eastern Oregon
Cottage rentals with a hot tub

Cute Country Cottage!
Loved the place, only downfall was not tub, but thats me. Would most likely stay again.

Encore Cottage Tamarack Resort | 2BR Ski In/Out
I had a great experience staying here! The place was very clean, comfortable, and just as described in the listing. The host was friendly, responsive, and made check-in super easy. The neighborhood felt safe and quiet, and everything I needed was close by. I would definitely recommend this Airbnb to others and would happily stay here again. Thank you for a great stay!

Serene Cottage | Ski-In/Ski-Out Private Hot Tub
Only complaint was went to check in at lodge around 5pm (check in supposed to be 4pm). Housekeeping had not indicated that house had been cleaned, so had to wait 20 min while someone checked that it was ready. They gave me $50 in Tamarack food vouchers for the inconvenience, which was good customer service. I just think 4pm is pretty late in the day, and that check should have been done and ready by their designated check in time. Otherwise, perfect stay. Beautiful home, hot tub was clean and hot, house comfortable and perfectly clean. Had everything we needed. Wouldn’t have minded more towels since there’s a hot tub…nothing I wouldn’t still give 5 stars for.

3BR Golf Course View | Pool | Hot Tub | Sauna
This cabin was so cute and peaceful. It backs right up to the trees with a creek running through it. The beds were unbelievably comfortable and we felt at home here! For cheaper than a hotel this was amazing with a lot of walking paths and beautiful scenery!

Cheerful 2-bedroom cottage w/hot tub
Thank you Cheryl for a wonderful stay. The house was pristine, accommodations were as described and Cheryl's communication was great. We arrived to a wonderful welcome basket and the house was one of the cleanest i have experienced. Thank you for opening your home!

Peaceful Cottage | Ski-In/Ski-Out, Private Hot Tub
Thanks for having us! We really enjoyed our stay. Everything was comfortable, great amenities, nice private hot tub on the patio with great views. Price was quite high but I suppose it’s peak summer vacation season. Thank you guys for a late check out, too!

Osprey View Tamarack | Golf + Ski Pet OK
Great hosts and great location! Loved the easy access to the trails and the golf course! We had a wonderful Father’s Day!

Peaceful Cottage with Private Hot Tub
Pet-friendly cottage rentals

Charming 1882 Cottage in Baker City
The Poet House in Baker City is a great place to stay. It is an old home, but it is close to downtown and allows easy access to the main highway, grocery stores, and restaurants. The area was quiet and peaceful. Had a deer rest under the Elderberry tree in the front yard. I enjoyed walking to the park each morning. My stay was for 4 days for a Wedding. The only thing to know in advance is that there is no internet. I had to use my phone as a hotspot to work on reports. I would stay there again.

The Country Cottage
Loved the place! It was a great spot to stay and will definitely be back again if available!

Cheerful Cottage Pet Friendly Close to Downtown
This place has THE most comfortable bed! Centrally located, close to food and shops and banks. Full kitchen with full size fridge… great spot for a stay over of any length!

Vintage Small Town Charmer.
Such a cute and comfortable place to stay. The backyard is fenced and the surrounding trees and landscaping made it a private space! The house was really clean and bright. We enjoyed our two days and nights there. We’d stay again!

The Cottonwoods
This was our 10th time to stay at the Cottonwoods! We love feeling out in the country, yet being five minutes to any place in town. The view from indoors is also lovely.

Happy Talk - Peaceful 2 Bedroom Private Cottage
This is the second time we had the Pleasure of Staying at the Rental. The house is perfect and very clean. The kitchen has everything to cook with. I enjoy the front porch and we are looking forward to our May 2026 Trip! Thank you Cynthia and Crew for another Fantastic stay!!

Court St. Cottage | Downtown Prineville Getaway
It was a great place to stay! The house was well stocked with everything, and it was clean and comfortable!

Charming Fisherman’s Cottage with Gorgeous Views
We had a great stay. Very convenient to the boat ramp and very comfortable beds.
Private cottage rentals

Woodlawn Cottage
Kyree and Mike are wonderful hosts. They even invited us over for a wine tasting and chat, it was terrific. The casita is lovely, spotless and has everything you could need, including fresh-picked fruit in the fridge! The neighborhood is quiet, woodsy and traffic-free. This spot is HIGHLY recommended - couldn't be better. Everything in W2 is within a few minutes drive. We are looking forward to another stay with them!

Modern Cottage 'D'
Third stay here and would definitely stay again! Super clean and comfortable, well stocked with quality items, great location to EOU.

Delightful 3-bedroom Cottage with Amazing Views
Beautiful home in a great location. Soooo many extras. Couches were amazingly comfy. Betty was quick to respond and very generous. If I could put more than 5 stars, I would. Definitely recommend!

Downtown Charmer, cozy cottage for up to 4 people
Outstanding AirBnB!! Sparkling clean - my wife is very particular. Excellent location near all the attractions of downtown Walla Walla, Whitman College, and beautiful old neighborhoods. We came for our daughter's Whitman graduation weekend and had a fantastic time. The home had all we needed and we enjoyed the beautiful backyard. There was also a friendly neighbor cat which kept us company on the patio!

Country cottage in the city of Eagle
Barb & Bruce were absolutely lovely hosts! The cottage was beautiful and had every amenity we needed, and then some! The cleanliness was 100% - top notch clean! The property on which the home was located was gorgeous! It was so peaceful, quiet & just a wonderful place to be! Barb & Bruce were friendly, kind, attentive to our every need! We would be thrilled to stay at their place again!

Craftsman Inn
Great place and proximity to Sunnyside Farms. Hosts communicated well and were very accommodating. Would use again.

Lil' COTTAGE ON NORTH HILL
This home is very comfortable and well equipped. Great communication and I like the notes all over the house We really enjoyed our weekend.

Pink Guest House Cottage with Private Entrance!
We have been 40 days staying in this beautiful guest house and it has been all positive. From the first contact we had an exquisite treatment by Sherry, Jaquie and Leah, everything has been kindness and offer. The house is located a few meters from the center and at the same time close to the mountain. Ideal for any kind of plan. Recommended without any doubt.
Destinations to explore
- Rentals with outdoor seating Eastern Oregon
- Waterfront rentals Eastern Oregon
- Fitness-friendly rentals Eastern Oregon
- Family-friendly rentals Eastern Oregon
- Tiny house rentals Eastern Oregon
- Rentals with lake access Eastern Oregon
- Villa rentals Eastern Oregon
- Beachfront rentals Eastern Oregon
- Pet-friendly rentals Eastern Oregon
- House rentals Eastern Oregon
- Apartment rentals Eastern Oregon
- Rentals with a patio Eastern Oregon
- Bed and breakfasts Eastern Oregon
- Rentals with beach access Eastern Oregon
- Rentals with an EV charger Eastern Oregon
- Rentals with pools Eastern Oregon
- Guest house rentals Eastern Oregon
- Rentals with a washing machine and dryer Eastern Oregon
- Ski-in/ski-out rentals Eastern Oregon
- Rentals with a kayak Eastern Oregon
- Farm stay rentals Eastern Oregon
- Rentals with a fireplace Eastern Oregon
- Chalet rentals Eastern Oregon
- Rentals with a hot tub Eastern Oregon
- Cabin rentals Eastern Oregon
- Rentals with a firepit Eastern Oregon
- Family-friendly rentals Eastern Oregon
- Townhouse rentals Eastern Oregon
- Private suite rentals Eastern Oregon
- Flat rentals Eastern Oregon
- Rentals with breakfast Eastern Oregon
- Cottage rentals Oregon
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom