
Cottage vacation 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.
Vacation rentals for every style
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Popular amenities for Eastern Oregon cottage rentals
Cottage rentals with a hot tub

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!

The Wave House/With Private Hot Tub
Cozy little place,it was perfect for our stay while visiting a family member in the local hospital. I would book again.

The Blackberry Cottage
We really enjoyed staying at Tomi’s place. Our dog loved the fully fenced in backyard! The home was very clean and the neighborhood was quiet.

Riverfront Cottage
Had a great stay at Morgan's cottage. The location is great and the surroundings are gorgeous. The cottage is cozy but plenty of space for 3-4 people for a long weekend. Excellent communication from the host. Would definitely stay here again.

Contemporary Chic, Walk Downtown, Gourmet Kitchen
The house is so comfortable and conveniently located in Old Bend. You can walk 7-15 minutes in any direction of the house and get to a variety of shops, restaurants, bars, coffee shops and river trails. We didn't drive our car for 3 days and were able to walk to lots of fun stuff. The house is quiet, immaculate and well cared for. The clean hot tub is in the privately-fenced side yard. We would definitely stay here again.

Guest Favorite! Prime West Side Location, Hot Tub
This was one of the most convenient places I’ve stayed in Bend. Super walkable with lots of food options close by. It was also great to walk our daughter to the playground at Harmon park, then to Drake park to enjoy the river. The fenced yard in the back was great for our dogs. There’s also a grassy fenced yard in the front too but one of my dogs could jump over it. The Airbnb had all necessary amenities and we had a wonderful time! Would definitely recommend.

~Quail Run Cottage~
Tera's property was very conveniently located to everything we wanted but was also in a very country and peaceful location. The cottage was spotless! She is very responsive and helpful and we had no issues at all. Would definitely recommend staying here! Also not too long of a drive to all the things you'd want to do in Bend (:

Come Stay and Play at Little Les Cheneaux Retreat
This home is perfect for a family with kids and a pet. Walking distance to the pool, very well equipped with everything you may need including a crock pot! Elizabeth and Daren were extremely fast responding, even with a last minute change request. We will definitely stay again. I recommend this home to anyone looking for a quiet getaway.
Pet-friendly cottage rentals

An Urban Base to Bend's Adventures!
This place was amazing. It had everything I needed, was centrally located and incredibly clean

Amazing Location! | Charming, Cozy Cottage
Great little house with a lovely backyard and walkable to tons of good spots in Bend. Hope we can come back in the winter and stay again!

2 person JACUZZI Cute Cozy Cottage 20 min to Boise
Loved Christy’s place! The location was convenient for us to visit our friends who recently moved to Nampa and the fully fenced back yard was perfect for our dogs. The doggy door that went to the closed front yard was convenient as well. The jacuzzi tub was awesome for relax in after a day of exploring. We will definitely stay again!

Old Mill House Dog-friendly Basecamp Baker Cottage
Enjoyed our stay. Nice yard for the dogs and very cozy home with everything we needed. Very clean and great artwork.

2-bedroom guesthouse on a small farm
The cottage was spacious and clean and well laid out. The hosts were super responsive. There were no baking pans but when we told them about that, they delivered a set of 3 within a couple of hours, in time for us to prepare the dinner we had planned. Otherwise, the kitchen was well stocked. We will be in the area every year and we plan on staying at this cottage from now on.

Cheerful Cottage Pet Friendly Close to Downtown
cute little cottage close to downtown. Place was stocked up with all the essentials and has a yard (perfect if you have a pet)

Adorable West Side Cottage, Pet Friendly!
This was such an awesome find on short notice. Such a cozy cottage with so much character. Anna set up a travel crib for us since we were getting in late which was super helpful. The sheets on our bed were so soft that we had to figure out what they were so we can buy them—Kirkland Signature. Haha! We will definitely stay again if it’s available!

Downtown Retreat - Studio, Quail Ridge 50% Off!
Cute, clean, wonderfully appointed. A nice wa loaf of bread, adjustable bed, warming pads on the bed, two great heaters to keep the place nice and toasty. I’ve stayed now at about 4 different properties run by Dolce Vita and they have all been fantastic. And they keep their prices down. You will not do better in Baker than Dolce Vita.
Private cottage rentals

Downtown, Modern Nostalgia--walk to shops, cafes
The house was clean and in a good location in walking distance to downtown Bend in a quiet neighborhood. The beds and pillows were comfortable. Having 2 bathrooms was a plus for our group of 4. There are good restaurants in walking distance (15-20 min walk ) or 5 minutes by car. Highly recommended.

River Camp House
I couldn’t recommend Dan and his place more. We stayed for two weeks for a ski trip, and the location, vibe, peacefulness, cleanliness and more were the perfect fit for what we wanted. We will absolutely be returning if we are fortunate enough to be able to book this home again.

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.

Modern Cottage 'D' in La Grande
I’v stayed at a few of these cottages, and they’ve all been great. They are comfortable, clean, quiet, and well located. I recommend them highly.

Comfortable 2 bedroom little house on the prairie
This place has become an yearly tradition for me. Was my 5th time staying here and absolutely love my stay every time. Erin continues to keep the space very clean and the little house is beautiful and has a lot of amenities. We managed to hangout on the last day of my stay and its always fun. If you're looking for a place with zero light pollution for stargazing, this also makes an awesome venue for that with 180 degree view of the skies. I enjoyed getting a glimpse of some meteor shower and surprise northern lights. Highly recommend this place and the farmstay.

The Country Cottage
The country cottage is a peaceful little retreat on a farm. It's very well maintained and has everything you need even for an extended stay. It's rare to find an AirBnB with a usable garage. That was a bonus. The cottage is also set up very well for canine travelers. We would definitely stay again.

Travel Stead Cottage #2
Will stay again if available.

Lil' COTTAGE ON NORTH HILL
Absolutely loved Randys place . It was perfectly located only 4 minutes away from my daughter’s state dance competition. The place was so very well kept and he was a very great host ! We would love to book this annually for the state dance competition! Thank you for the wonderful stay !
Destinations to explore
- Pendleton Vacation rentals
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