
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

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

Vintage Pink Hot Tub✓ Walkable✓
Quaint and quiet. Clean and great location. Met our expectations. Super friendly hosts and very responsive. Have already recommended to friends.

Cozy 3 bedroom house, hot tub, near Sun River
We had a fantastic stay at Talia's place near Sunriver! The home was cozy and clean and had everything we needed for a relaxing getaway. The location was perfect—close to all the outdoor activities we love, yet tucked away in a quiet, peaceful setting. Talia was a fantastic host, quick to respond, and very accommodating. We couldn't have asked for a better experience and look forward to returning soon!

TruNorthwest Retreat | Walk to Town • Pool • Dogs
Great location and space in sisters! As described!

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
Great location and a very comfortable home, just as described. The back deck and hot tub were a bonus. Since the location is close to downtown, the river, and the old mill district, the bikes came in very handy. We'd stay again!

The Blackberry Cottage
We stayed for the Pole Pedal Paddle and had a great time here! Really enjoyed the hot tub and being so close to Pilot Butte. Tomi was helpful and responsive when we had a question about the WiFi. We would love to come back!

Cottage Live/Play in the Heart of Downtown Sisters
We had a wonderful stay in Sisters at David & Victoria’s place. Walkable to town, peaceful neighborhood, perfect view of the Sisters mountain range. Their place had plenty of space for us and the bed was comfortable.

Cloudchaser Cottage: Cozy Get-Away
We loved this property. It was in a great area and we loved the neighborhood. The house was well equipped and very peaceful and great floor plan. The just was so helpful and responsive. Would recommend and will rent again.
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

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.

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

Adorable West Side Cottage, Pet Friendly!
Anna’s cottage is lovely! Perfectly appointed for a weekend away, the yard was wonderful for our small dog to run around in. Appreciated how communicative and helpful Anna was. Thanks for a great stay — we’ll be back!

Excellent views, fenced yard, walk everywhere
Cozy, comfy, spotlessly clean, easy to get to, with astounding views and thoughtful touches (bowls, ball, treats, poopy bags, towel, sheet for dogs) and a much appreciated tea-selection and trail info! A wonderful week!

The Tumalo House
Adorable and spotless clean home right near the new and fun shopping and eating options in Tumalo. Central to Sisters and Bend or Redmond sights but so quiet and fun walkable community away from the traffic. For me it was also close to Bend Equine for my horses special treatment. I loved working here, walking to delicious coffee and even a little local coffee. I didn't eat at the Bite this time but it is right across the street and has great choices I have enjoyed before. Highly recommend and would stay here 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.

Downtown Bend Cottage Fall Getaway! Walk Anywhere!
Kristy‘s place was perfect! I was in town to help my adult son through surgery and her place was very conveniently located and great. The cottage was clean and had everything we needed. I could walk to the grocery store, coffee shop, and restaurants. Kristy was easy to communicate with and responded quickly to my messages. I will definitely stay here again next time if it’s available.
Private cottage rentals

Blossom Cottage Studio
Great place to stay for a quick overnight trip

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.

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

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!

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.

Bluebird Bungalow
I had such a great experience working with Penny! She was super responsive and made everything easy. Her home is not only beautiful but also very welcoming. We loved the thoughtful welcome sign that greeted us when we arrived. The lovely toiletries in the restrooms were a nice touch, too! Every detail was so well considered, making us feel right at home. It truly was a wonderful day, and I can’t recommend staying here enough!
Destinations to explore
- Pendleton Vacation rentals
- Baker City Vacation rentals
- La Grande Vacation rentals
- Prineville Vacation rentals
- Hermiston Vacation rentals
- Burns Vacation rentals
- Ontario Vacation rentals
- John Day Vacation rentals
- Weiser Vacation rentals
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