Cottage vacation rentals in Eastern Oregon

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

Located in the heart of NW Bend in the middle of it all! A short walk to great restaurants + pubs, the river, Amphitheater, Downtown, 3 Parks, The Old Mill -but on a nice quiet street. Well worth the price, it sleeps a comfortable 4 and a cozy 6 with a comfty Queen bed in one room, and pine bunk bed in other room (full bed on bottom and top with cozy mattresses). Large enclosed yard for the pets and patio with Hot tub! The home is well stocked, tastefully furnished with high quality bedding.

Travelers Studio Cottage, Dog Friendly

This special place is close to everything, making it easy to plan your visit. Originally built in 1900, this newly updated studio cottage is comfortably furnished and stocked with all the essentials. With a king size DreamCloud bed and a full size sofa sleeper it can accommodate up to 4 people. Conveniently located within blocks of downtown, Leo Adler Pathway, city park, and shopping. The dog bed and toys, along with the large fenced back yard are sure to make your pooch feel right at home too!

Vintage Pink Hot Tub✓ Walkable✓

NOTE: Thru June ongoing road construction is scheduled on Portland Ave. Please read Other Things to Note below before booking :-) Our 105 year-old lovingly restored 1920 cottage is 3 blocks from First Street River Rapids, 25 minutes to Bachelor & 10 minute walk to Town. Centrally located urban setting on a main street. Step back in time, the original charm was painstakingly preserved, with original claw foot bathtub, wood floors. Comforts include: Hot Tub, Gas fireplace, Dishwasher, W/D.

Mountain View Cottage w/ Fenced Yard & Fireplace

Our sunny, charming cottage offers awesome mountain views, a cozy fireplace, full kitchen, excellent beds, a perfect deck, and a huge yard for your pup to romp. Only 3 blocks from downtown Joseph and a mile from Wallowa Lake, you will love using Serendipity Cottage as your adventure basecamp in Joseph. We love: --King bed --Awesome mountain views from the deck and front windows --Huge fenced yard --Being walking distance from everything in Joseph --It's quiet! In town, but miles away.

Two Bedroom Charmer with Hot Tub

The Mill House cottage is one of three historic cottages on this property. It is located in the heart of Bend between the historic downtown and desirable Old Mill district. There is no better location than this one, just steps from Columbia river park and walking distance from the amphitheater, 10 Barrel Brewery, Good Life Brewery, Jackson's Corner and Active Culture. We offer complimentary bikes making it easy for you to zip downtown for your morning coffee or evening happy hour.

The Cottage - Your Adventure Headquarters!

Whether you are looking for a backcountry experience or the slow pace of a small town, you’ll come home to a hot shower and fresh linens, a fully-equipped kitchen and 815 sq ft. of cozy charm. Our goal is to make your stay easy and care-free so you can get out and enjoy your adventures! Wifi, ceiling fans, on-demand water heating and A/C will add comfort and convenience to your stay, along with a heated mudroom for outdoor gear that is equipped with a full-size washer and dryer.

Century Farm Charm at the Century Pine Cottage

Century Pine Cottage is located on the historic McKenzie Century Farm providing modern lodging comfort in a peaceful and scenic rural setting close to all northeast Oregon has to offer. Twelve miles from La Grande and within an hour of Eagle Cap Wilderness, historic Pendleton and Baker City, Walla Walla wine country and so much more. Use as a base or sit and enjoy bird and wildlife viewing, or a good book and the scenic backdrop of the northern Grande Ronde Valley.

Depot Bench Cottage

Newly renovated, private cottage with sunny patio in the charming Depot Bench neighborhood. Easy access to downtown, BSU & the Greenbelt. Boise's historic train depot is just a short walk away where you can lounge in the gardens and enjoy sunsets overlooking the city. Additionally the ever popular James Beard Nominated chefs at "White Rabbit" are in the neighborhood! Perfect getaway for a weekend away and convenient for a longer stay!

Historic Downtown, Private Hot Tub, High Demand

This amazing little downtown cottage provides all the comforts of home with the freedoms of vacationing. You cannot find a better location than The Autumn Cottage! It is located on a quiet little street, yet it is just one block from the historic downtown area. It has been lovingly designed to offer guests the full flavor of Bend, with many modern amenities paired with classic charm to make your Bend visit exceptional.