
Cottage holiday rentals in Eastern Oregon
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Top-rated cottage rentals in Eastern Oregon
Guests agree: these cottages are highly rated for location, cleanliness and more.
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Popular amenities for cottage rentals in Eastern Oregon
Cottage rentals with a hot tub

Cute Country Cottage!
Very friendly, responsive host. Home was cozy and comfortable and a nice little throwback to the good ole days.

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.

Ski In/ Ski Out Cottage | Private Hot Tub
Love love love tamarack so much! Incredible location and wonderful customer service! Cannot wait to come back with my family again! Our favorite place to go!!

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!

Osprey View Tamarack | Golf + Ski Pet OK
We had a wonderful time at Bespoke. The cabin was cozy, clean and a perfect couple getaway. It had great hikes and we were able to explore all of Tamarack. It is less than a 30 minute drive to McCall making it an easy drive. We were able to explore, but then head back to a more private retreat at the end of the day. We are already planning our next trip back!

Peaceful Cottage with Private Hot Tub

The Four Reasons Cottage
Pet-friendly cottage rentals

Charming 1882 Cottage in Baker City
Mellisa did a great job describing that it is an old house. It is perfect for a single or couple. The furnishings are well chosen and in a nice condition. The vinyl collection is a fun addition that we enjoyed very much. The cooking pots and pans are a quality much better than I usually find in an AirBnB. The house is a short walk to the theater, many good restaurants, coffee, a park, a river walk, the library, and much more. The parking spot behind the house is very convenient and helps loading and unloading from further adventures. Also, my plans changed and I needed to arrive a few days early. Mellisa was quick, clear, and allowed me to edit my reservation to create a longer stay. Huge thank you! We look forward to staying at the house 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 is my second stay at this address. It was great once again. Close to everything and it is a nice peaceful neighborhood

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
Great place to stay! The location was peefect, within walking distance to downtown, food trucks and parks. The house was amazing, it was cozy and had everything we needed. Super clean, and the host was super responsive.

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’s place was perfect for our Walla Walla getaway! Kyree kindly met us when we arrived and provided a few winery recommendations. The cottage was perfect for us and had everything we could have needed and more. The home is situated in a very cute neighborhood and you can walk to Pioneer Park nearby. Kyree’s garden is also beautiful and she has a nice little table with chairs outside the cottage which is perfect for enjoying morning coffee or a glass of wine. Highly recommend staying here!

Modern Cottage 'D' in La Grande
Super charming cottage, spotlessly clean, updated and modern, yet with every cozy touch you’d ever need. The powerfully cooling AC + fans were sooo appreciated on a warm weekend. Plenty of closet space. Thoughtfully provided luggage rack. Appreciated the ice awaiting me in the freezer! I’ve stayed in plenty of AirBnBs, and this one (and its host) both earn the high ratings they’ve received. Will book again and again whenever we visit family. Thank you!

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!

Country cottage in the city of Eagle
Barbara was very responsive to messages, check in was a breeze, the location was so beautiful and peaceful and close to all the things we wanted to do. The cottage was very clean and comfortable and had everything as promised in the listing. Highly recommend a stay here! We were even greeted by Barbs husband Bruce (he was out doing yard work) and he was very welcoming and pleasant.

Craftsman Inn
Very charming updated older home. Excellent hosts. Close to walk to town. Suggest Weiser Chocolate store and Dudes kitchen.

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.

Lazy B Cottage-Wine Country Getaway, Great for Two
Clean and matches photos perfectly. Clear communications.

Boise's Jewel on Gem Street
Clean, cozy and comfortable home. Easy to find and walk to from downtown. It was nice to be close to downtown but in a quiet area. Everything in the home was as advertised. Host was very responsive and helpful. Would highly recommend.
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