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

4.93 out of 5 average rating, 254 reviews

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 Bend

4.94 out of 5 average rating, 396 reviews

Vintage Pink Hot Tub✓ Walkable✓

***Monthly Discount*** 30 day rental discount 7 night discount $120.00 clean fee 3 plus nights $50 per pet fee Our 104 year-old lovingly restored 1920 cottage is 3 blocks from First Street River Rapids, 25 minutes to Bachelor & 10 minute walk to Town. The original charm was painstakingly preserved, with original claw foot tub, and with your comfort in mind, modern conveniences like Hot Tub, Gas fireplace, Dishwasher, W/D. Easily accessible, centrally located urban setting on a main street.

Guest favorite

Cottage in Redmond

4.97 out of 5 average rating, 32 reviews

The West Minister Square Cottage

Come stay in fun, historic downtown Redmond just steps away from quaint shops, delicious restaurants, breweries, and food trucks! This cottage is a stand-alone building on a large lot that used to house clergy for the first church built in town in 1912. This cozy retreat is quiet, private, and peaceful. It has been lovingly restored top to bottom, and the interior is beautifully decorated to meet your every hope for comfort and convenience while you have your adventure in Central Oregon.

Guest favorite

Cottage in Sisters

4.98 out of 5 average rating, 134 reviews

Minutes walk Downtown/Cozy Cottage Retreat/Sauna

IMAGINE WALKING A FEW MINUTES TO THE HEART OF DOWNTOWN, YET STILL NESTLED AMONGST OLD-GROWTH PONDEROSA PINES IN A SERENE SETTING, NATURE'S BEAUTY IS ALL AROUND TO TAKE IN. Various restaurants, local festivals, parks, hiking and biking trailheads, Fives Pines Resort and Spa, Creekside campground, and an athletic center are moments away. Minutes drive to Hoodoo Mountain, Black Butte Resorts, Aspen Golf Course, and Eagle Airport. Extensive free off-road parking, RV parking, and internet.

Guest favorite

Cottage in Bend

4.96 out of 5 average rating, 233 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.

Guest favorite

Cottage in Redmond

4.92 out of 5 average rating, 51 reviews

Blossom Cottage Studio

Keep it simple and take it easy at this peaceful and centrally-located, unique, cozy getaway. The Blossom Cottage Studio is located in a beautiful garden setting. ~The space~ • One Room Studio • 1 Bathroom • Full sized bed (additional cot if needed) •Kitchenette (Refrigerator w/small Freezer, Toaster Oven, Microwave, Blender, Kuerig, etc) •Short walk to the heart of downtown Redmond. The cottage is private and located on the back property of a Gift Boutique Shop and Bakery/Cafe.

Guest favorite

Cottage in Bend

4.95 out of 5 average rating, 110 reviews

The Mill Cottage - a perfectly located retreat

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.

Guest favorite

Cottage in Bend

4.99 out of 5 average rating, 118 reviews

Blue Spruce Cottage, 2/1, Modern, & Clean.

This cottage is located in the heart of Midtown - 20 mIn walk downtown & walking minutes from great food/beer/coffee. You will enjoy a very quiet, newer home, with air conditioning & 2 KING tempurpedic beds, tucked under mature Spruce trees. For active guests a hose is available to wash bikes, washer/drier and indoor racks to dry your clothing. A full kitchen and BBQ for meal prep. Garage is secure and available UPON REQUEST. Lastly, wireless internet is super fast, 300mbs.

Superhost

Cottage in Bend

4.78 out of 5 average rating, 134 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! And we have a king bed instead of a queen!!!

Guest favorite

Cottage in Bend

4.97 out of 5 average rating, 117 reviews

Exceptional Downtown Cottage-Level II EV charger

23 time Airbnb "Super Host" award. 2017/2019 Winner of a "Certificate of Excellence" Exceptional 5 Star reviews for all vacation rentals in the Bend area. The Cottage is constantly being updated including new furniture, appliances, paint, and even painting of the cabinets. These significant investments keep the Cottage fresh and like it was brand new. City of Bend Short Term Rental Operating License: STR-20-0285

Superhost

Cottage in Bend

4.92 out of 5 average rating, 163 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.

Guest favorite

Cottage in Sunriver

4.96 out of 5 average rating, 76 reviews

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.