Cottage vacation rentals in Eastern Oregon

Find and book unique cottages on Airbnb

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Popular amenities for Eastern Oregon cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Middleton
5 out of 5 average rating, 33 reviews

Cute Country Cottage!

JeremyRating, 5 stars9 months ago
Very friendly, responsive host. Home was cozy and comfortable and a nice little throwback to the good ole days.
Top guest favorite
Cottage in Bend
4.95 out of 5 average rating, 420 reviews

Vintage Pink Hot Tub✓ Walkable✓

DebiRating, 5 stars1 month ago
Quaint and quiet. Clean and great location. Met our expectations. Super friendly hosts and very responsive. Have already recommended to friends.
Top guest favorite
Cottage in Bend
4.94 out of 5 average rating, 79 reviews

Cozy 3 bedroom house, hot tub, near Sun River

JasonRating, 5 stars10 months ago
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!
Guest favorite
Cottage in Sisters
4.95 out of 5 average rating, 41 reviews

TruNorthwest Retreat | Walk to Town • Pool • Dogs

AnnieRating, 5 stars1 week ago
Great location and space in sisters! As described!
Guest favorite
Cottage in Bend
4.93 out of 5 average rating, 288 reviews

NW Bend Hot Tub+Big Porch w/ Enclosed Yard+Pets OK

RitaRating, 5 stars2 weeks ago
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!
Cottage in Bend
4.89 out of 5 average rating, 308 reviews

The Blackberry Cottage

MollyRating, 5 stars3 weeks ago
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!
Guest favorite
Cottage in Sisters
4.96 out of 5 average rating, 27 reviews

Cottage Live/Play in the Heart of Downtown Sisters

KrystynaRating, 5 stars1 month ago
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.
Top guest favorite
Cottage in Bend
5 out of 5 average rating, 38 reviews

Cloudchaser Cottage: Cozy Get-Away

Sarah Rating, 5 stars2 months ago
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

Top guest favorite
Cottage in Bend
4.94 out of 5 average rating, 418 reviews

An Urban Base to Bend's Adventures!

KaitlinRating, 5 stars2 months ago
This place was amazing. It had everything I needed, was centrally located and incredibly clean
Superhost
Cottage in Baker City
4.74 out of 5 average rating, 154 reviews

Charming 1882 Cottage in Baker City

BrianRating, 5 stars3 months ago
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.
Superhost
Cottage in Boise
4.79 out of 5 average rating, 212 reviews

Cheerful Cottage Pet Friendly Close to Downtown

JuanRating, 5 stars3 weeks ago
This is my second stay at this address. It was great once again. Close to everything and it is a nice peaceful neighborhood
Guest favorite
Cottage in Bend
4.95 out of 5 average rating, 349 reviews

Adorable West Side Cottage, Pet Friendly!

ChristinaRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Joseph
4.88 out of 5 average rating, 235 reviews

Excellent views, fenced yard, walk everywhere

PeggyRating, 5 stars1 month ago
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!
Top guest favorite
Cottage in Bend
4.98 out of 5 average rating, 112 reviews

The Tumalo House

Npulone@Gmail.ComRating, 5 stars1 week ago
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.
Top guest favorite
Cottage in La Grande
4.96 out of 5 average rating, 291 reviews

The Cottonwoods

GailRating, 5 stars3 weeks ago
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.
Guest favorite
Cottage in Bend
4.87 out of 5 average rating, 447 reviews

Downtown Bend Cottage Fall Getaway! Walk Anywhere!

JenniferRating, 5 stars2 weeks ago
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

Guest favorite
Cottage in Redmond
4.89 out of 5 average rating, 72 reviews

Blossom Cottage Studio

LorettaRating, 5 stars3 weeks ago
Great place to stay for a quick overnight trip
Top guest favorite
Cottage in La Grande
5 out of 5 average rating, 86 reviews

Modern Cottage 'D' in La Grande

ShelliRating, 5 stars5 days ago
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!
Top guest favorite
Cottage in Horseshoe Bend
4.94 out of 5 average rating, 31 reviews

Delightful 3-bedroom Cottage with Amazing Views

RyanRating, 5 stars2 weeks ago
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!
Top guest favorite
Cottage in Eagle
5 out of 5 average rating, 33 reviews

Country cottage in the city of Eagle

KathyRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Weiser
4.92 out of 5 average rating, 76 reviews

The Country Cottage

TuckerRating, 5 stars1 week ago
Loved the place! It was a great spot to stay and will definitely be back again if available!
Superhost
Cottage in Emmett
4.76 out of 5 average rating, 45 reviews

Vintage Small Town Charmer.

BretRating, 5 stars1 month ago
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!
Top guest favorite
Cottage in Prineville
4.95 out of 5 average rating, 62 reviews

Court St. Cottage | Downtown Prineville Getaway

ErinRating, 5 stars2 weeks ago
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.
Guest favorite
Cottage in New Meadows
4.97 out of 5 average rating, 78 reviews

Bluebird Bungalow

LindseyRating, 5 stars2 weeks ago
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!

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