Cottage vacation rentals in Deschutes County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Deschutes County

Guests agree: these cottages are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Bend

4.94 out of 5 average rating, 236 reviews

5 star! 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.

Aug 22 – 29

R6,508 ZAR per night

Guest favorite

Cottage in Sisters

4.98 out of 5 average rating, 103 reviews

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.

Oct 17 – 24

R4,550 ZAR per night

Superhost

Cottage in Bend

4.89 out of 5 average rating, 279 reviews

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.

Apr 8 – 15

R3,512 ZAR per night

Guest favorite

Cottage in Prineville

5.0 out of 5 average rating, 37 reviews

~The 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**

Jul 26 – Aug 2

R2,709 ZAR per night

Guest favorite

Cottage in Bend

4.98 out of 5 average rating, 82 reviews

The Tumalo House

The Tumalo House is located just north of Bend and is situated between Tumalo Cider and Bend Cider. Just across the street from The Bite, the local hang out, this fully renovated 1940's farm house offers 2 bedrooms, sofa bed and 1 bath, and outdoor space with a gas fire pit. This cozy find is only steps from the Deschutes river, 30 minutes from Mt. Bachelor and minutes from Downtown Bend and The Shops at the Old Mill. No matter what brings you here, this home will make you want to stay!

Apr 24 – May 1

R4,119 ZAR per night

Guest favorite

Cottage in Bend

4.95 out of 5 average rating, 209 reviews

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage perfectly embodies the spirit of Bend. This charming two bedroom, one bathroom vacation home is ideal for those Bend explorers who wish to be in the heart of it all. This house is located on a vibrant and eclectic street, situated just two blocks from downtown Bend. You are just a short stroll to all the superb dining, infamous breweries, art galleries, and festivals that make our town so unique.

Aug 17 – 24

R7,824 ZAR per night

Guest favorite

Cottage in Bend

4.92 out of 5 average rating, 159 reviews

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.

Aug 7 – 14

R6,743 ZAR per night

Superhost

Cottage in Bend

4.77 out of 5 average rating, 121 reviews

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!

Jul 30 – Aug 6

R2,861 ZAR per night

Guest favorite

Cottage in Sunriver

4.95 out of 5 average rating, 39 reviews

Cozy Charmer with River Access, 5mins 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.

Oct 15 – 22

R3,173 ZAR per night

Guest favorite

Cottage in Bend

4.94 out of 5 average rating, 300 reviews

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.

Oct 6 – 13

R4,407 ZAR per night

Guest favorite

Cottage in Bend

4.97 out of 5 average rating, 77 reviews

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.

Sep 23 – 30

R3,596 ZAR per night

Guest favorite

Cottage in Prineville

5.0 out of 5 average rating, 34 reviews

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.

Apr 9 – 16

R2,479 ZAR per night