Cottage vacation rentals in Deschutes County

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Top-rated cottage rentals in Deschutes County

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Guest favorite

Cottage in Bend

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.

Guest favorite

Cottage in Sisters

Walk Downtown! Family&Friend Retreat/Sauna

Imagine walking a few minutes to the heart of downtown, yet still nestled amongst old-growth pine in a serene setting. Minutes walk away from a variety of restaurants, local festivals, parks, hiking, and biking trailheads, Fives Pines Resort, Creekside campground. Minutes drive to Hoodoo Mountain, Black Butte Resorts, Aspen golf course. While relaxing in the evenings, enjoy the sound of Whychus Creek flowing in the distance. Extensive free off-road parking and RV parking, high-speed internet.

Superhost

Cottage in Bend

The Blackberry Cottage

This adorable 1950's cottage is located in the heart of Midtown Bend, within walking distance to local coffee shops, restaurants, parks and Pilot Butte State Park, and less than a mile away from downtown Bend. Two light-filled bedrooms both have double French doors leading out to a large back deck and a fenced, private backyard. A cozy living room, and eat in kitchen make this home the perfect place for a small family or a few friends to share. Serene fenced back yard space with hot tub.

Guest favorite

Cottage in Prineville

~Quail Run Cottage~

**Please read full description & look at all pictures to ensure it’s the right fit for your needs** This little gem is in the prime location. It’s in the country but 5 minutes from the town of Prineville. It offers beautiful open views and nature all around. Take a load off & soak in the private hot tub & enjoy the scenery, it will not disappoint. Enjoy watching the quail run around the property along with other wildlife. Lots of room for trailers ** Please note- There is no washer/dryer**

Guest favorite

Cottage in Bend

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.

Guest favorite

Cottage in Bend

Amazing Location! | Charming, Cozy Cottage

There is no better way to explore Bend than in this vibrant, centrally located, popular neighborhood in the heart of Bend. This charming cottage will have you feeling right at home during your visit. Enjoy a spacious backyard area with a gas fire pit, a fully equipped kitchen, comfortable communal areas for lounging and dining, a bathroom downstairs, one private bedroom downstairs and another upstairs.

Superhost

Cottage in Bend

New mid century cottage w/ hot tub & view

Welcome to Central Oregon! Tumalo is a quaint farming community 15 minutes from Bend, Redmond, and Sisters. It's the most central location to incredible rivers, climbing, hiking, skiing, biking, and all other activities you enjoy. The exterior is in a constant state of improvement! Depending on when you come, you may see piles of dirt and rock, or new vegetation, mulch. Update....we now have AC!

Guest favorite

Cottage in Sunriver

Cozy Home w/River Access, Hot Tub, 5min to Village

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.

Guest favorite

Cottage in Bend

Adorable West Side Cottage, Great Location!

My adorable and extremely comfortable 1 bedroom, 2 bath, w/ bonus room cottage is perfect for your getaway. Very comfortable house, Nectar Premier Copper Hybrid Mattress, pet-friendly, Apple TV, great porch, and fenced-in yard with firepit. Walk to Newport Market, Backporch Coffee, Chow, Spork, etc. Only five blocks from downtown. Off-street parking for two cars or can fit a large van.

Guest favorite

Cottage in Bend

River Camp House

The perfect getaway for the outdoor enthusiast and for local entertainment in this ultra clean Bend home. Hop on the trails from the doorstep of this riverside home. Rustic tables, wooden floors, and a central fire place lend to the warm, cabin ambiance. Relax on the patio by the fire pit perfect for roasting marshmallows after a full day on the slopes.

Guest favorite

Cottage in Prineville

Court St. Cottage | Downtown Prineville Getaway

Welcome to Court Street Cottage, a one-of-a-kind and cozy home nestled in the heart of Downtown Prineville, Oregon! Located just a stone's throw away from the historic Crook County Courthouse, this charming cottage is the perfect gateway to the breathtaking beauty of the Ochoco Mountains and the Crooked River Backcountry.