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Cottage holiday rentals in Deschutes River

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Top-rated cottage rentals in Deschutes River

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

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Top guest favourite
The inviting living area features a plush seating arrangement, including a sofa and an armchair, positioned around a wooden coffee table. A brick fireplace adds warmth to the space, and natural light filters through large windows, highlighting the wood-paneled walls and warm wood flooring.
Cottage in McKenzie Bridge

Riverfront Cottage near Loloma/Hotsprings/Hoodoo

From the deck, listen to the Mckenzie River rapids while osprey & eagle soar above. Cozy cottage is right on the banks of the Mckenzie River! Walking distance to local pub, general store & grill in Mckenzie Bridge. 2 min drive to Loloma Lodge & 5 min to Tokatee Golf. 15 min drive east or west to Belknap or Cougar Hotsprings. A stretch more to Proxy, Sahalie & Koosah waterfalls, Blue Pool, or Hoodoo Ski Area. Trails, mountain biking, golf, snow shoes, skiing, rafting, fishing - adventure awaits!

4.97 out of 5 average rating, 218 reviews
Guest favourite
A spacious deck is framed by a wooden pergola, featuring two individual chairs positioned for relaxation. Wide windows of the cottage allow natural light to fill the space, while the surrounding landscape reveals expansive views of native plants and shrubs, enhancing the overall tranquility.
Cottage in Terrebonne

Quiet central Oregon desert retreat with a view!

Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

4.9 out of 5 average rating, 344 reviews
Top guest favourite
The exterior of the cottage is shown with a charming deck and two white chairs positioned under string lights. A well-maintained path leads through lush greenery and stone steps to the entrance, highlighting the inviting atmosphere of the cottage.
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.

4.91 out of 5 average rating, 379 reviews
Top guest favourite
A modern kitchen is equipped with wooden cabinetry, stainless steel appliances, and a decorative counter space. The kitchen features a gas oven and microwave, alongside a coffee maker. Natural light enters through a nearby window with wooden blinds, and a vase of colorful flowers adds a cheerful touch.
Cottage in Bend

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 . Garage is secure and available UPON REQUEST. Lastly, wireless internet is smokin, 1gb. Early check in available $10hr

4.99 out of 5 average rating, 154 reviews
Top guest favourite
A charming cottage exterior is depicted, featuring a white picket fence and a welcoming covered porch. Lush green grass surrounds the house, complemented by tall trees in the background. A hanging plant basket adds a touch of greenery, enhancing the inviting entrance.
Cottage in Sisters

Minutes walk Downtown/Cozy Cottage Retreat/Sauna.

“Escape to a special place I call my cottage, a peaceful sanctuary just steps from downtown. Nestled among tall Ponderosa pines with Whychus Creek flowing nearby. Indulge in a quick, invigorating cold plunge. Enjoy a tranquil private backyard for privacy and grounding. Perfect for stargazing from the hammock under the night sky. Multiple decks with seating, a covered gazebo with warm ambient lights, and finally a private sauna await you.” An amazing way to relax, de-stress, and unwind!

4.98 out of 5 average rating, 211 reviews
Top guest favourite
The exterior of a renovated farmhouse showcases a wooden fence enclosing a gravel area, with a welcoming entrance. Two outdoor chairs are positioned near the entry, and a BBQ grill is visible, indicating a space for outdoor cooking and relaxation.
Cottage in Bend

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!

4.98 out of 5 average rating, 156 reviews
Top guest favourite
The charming cabin exterior showcases a dark wooden facade with a sloped roof, bordered by lush greenery. A cozy porch area is visible, complete with large windows that provide natural light. Stone pathways and a small seating area enhance the inviting outdoor space.
Cottage in Rhododendron

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

4.95 out of 5 average rating, 622 reviews
Top guest favourite
Cottage in Bend

Galveston Getaway to all the fun in Bend Oregon

Galveston Getaway is an original 1919 Bend cottage that has been updated and remodeled while retaining the original charm. The cottage is stylish but comfortably furnished, and in the perfect location on the west side. Guests will be able to walk to restaurants, shopping, brew pubs, and Drake Park. Mountain bike trails are within riding distance to the house. Mt. Bachelor with all of its activities is only a short drive. The house is fully equipped to a make your Bend stay perfect.

4.97 out of 5 average rating, 184 reviews
Top guest favourite
Cottage in Bend

Old Mill 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.

4.93 out of 5 average rating, 155 reviews
Top guest favourite
An outdoor living space features four wooden Adirondack chairs arranged around a smokeless firepit. A hot tub and sauna are visible within a nearby structure, with steam rising gently from the hot tub. The area is surrounded by a wooden fence and trees.
Cottage in Old Bend

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage in the laundry room, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and I look forward to hosting you!

4.98 out of 5 average rating, 173 reviews
Top guest favourite
A welcoming front porch features two white folding chairs and a small table. Potted flowers add color to the space. The green door complements the light exterior, while overhead lights enhance visibility. Natural light filters through the surrounding trees.
Cottage in Bend

Adorable West Side Cottage, Pet Friendly!

Enjoy a cozy and comfortable stay in my 1-bedroom, 2-bathroom home, complete with a bonus room that offers plenty of privacy when needed and a plush futon that allows for two additional guests (best for up to 3 adults or 2 adults and 2 kids, or two couples would work as a well ) Conveniently located within walking distance of Newport Market, Backporch Coffee, Chow, and Spork, it's just five blocks from downtown

4.94 out of 5 average rating, 398 reviews
Top guest favourite
An outdoor seating area is featured under a canopy, equipped with comfortable gray couches and a fire pit at the center. Soft lighting is provided by strand lights along the structure. A hot tub is visible in the corner, contributing to a relaxing atmosphere.
Cottage in Sunriver

Cozy Home w/River Access, Hot Tub, 7min 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.

4.98 out of 5 average rating, 227 reviews

Popular amenities for cottage rentals in Deschutes River

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favourite
The exterior of the cottage features a charming pink facade complemented by white trim. Baskets with flowers hang from the eaves, and a decorative sign is centered above the front door, enhancing the welcoming entrance.
Cottage in Bend

Vintage Pink Hot Tub✓ Walkable✓

4.95 out of 5 average rating, 492 reviews
Guest favourite
A modern kitchen features sleek cabinetry and quartz countertops, complemented by stainless steel appliances. Two wooden stools sit at the kitchen island, with a spacious layout that encourages cooking and socializing.
Cottage in Old Bend

Contemporary Chic, Walk Downtown, Gourmet Kitchen

4.95 out of 5 average rating, 317 reviews
Top guest favourite
A spacious patio area is presented with a large red umbrella over a dining set featuring four patterned chairs. A hot tub is positioned nearby, with a grill partially visible in the background. Surrounding greenery adds a touch of nature to the setting.
Cottage in Bend

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

4.94 out of 5 average rating, 342 reviews
Top guest favourite
A cozy living area features a stone fireplace with an electric insert underneath a wall-mounted TV. A brown sofa and two bright yellow armchairs are arranged on a woven rug. Natural light streams in through the sliding glass door, complemented by decorative ski equipment on the wall.
Cottage in Mount Hood Village

Cozy Cottage & detached EnSuite, HotTub, WiFi, AC

4.98 out of 5 average rating, 105 reviews
Guest favourite
An outdoor seating area is surrounded by snow-covered ground, featuring a rectangular fire pit at the center. Several chairs with cushions in various colors are arranged around it. The cottage's warm lights glow invitingly through large glass doors, framed by tall trees in the background.
Cottage in Sisters

Hot Tub, Fire Pit, Dog Friendly

5.0 out of 5 average rating, 51 reviews
Guest favourite
A charming cottage exterior is presented, featuring a welcoming front porch with red chairs and decorative throw pillows. Flower beds, filled with white and purple blooms, line the path leading to the entrance. Three vertically positioned windows above the door allow natural light to enhance the facade.
Cottage in Sisters

Cozy Sisters Cottage | Pool • Walk to Town • Dogs

4.94 out of 5 average rating, 80 reviews
Guest favourite
A cozy home is nestled among tall trees, featuring a spacious deck that wraps around the front. The structure is painted in a soft shade of yellow, highlighted by a chimney, and surrounded by natural landscaping and shrubs.
Cottage in Bend

Cloudchaser Cottage: Cozy Get-Away

4.94 out of 5 average rating, 62 reviews
Superhost
A cozy living area is highlighted by large windows allowing ample natural light. A dark sofa adorned with decorative pillows faces a wooden coffee table. A wall-mounted television and art pieces complement the space, while a dining area with chairs is visible in the background.
Cottage in Redmond

Come Stay and Play at Little Les Cheneaux Retreat

4.87 out of 5 average rating, 76 reviews

Pet-friendly cottage rentals

Guest favourite
A charming guesthouse is nestled within a lush garden, surrounded by colorful flowering bushes and sculpted hedges. The structure features large windows that offer a glimpse of the serene interior. The path leading to the guesthouse is intertwined with greenery, enhancing the tranquil atmosphere.
Cottage in Portland

Secret Garden Guesthouse!!

4.92 out of 5 average rating, 478 reviews
Top guest favourite
A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.
Cottage in West Linn

Willamette Riverfront Cottage near Portland

4.94 out of 5 average rating, 127 reviews
Guest favourite
A cozy seating area is presented with a gray armchair beside a small white dining table. A decorative mirror and greenery adorn the wall, while sunlight filters through a nearby window, illuminating the space. A rug adds warmth to the wooden floor.
Cottage in Redmond

Blossom Cottage Studio

4.92 out of 5 average rating, 179 reviews
Guest favourite
The exterior of the cottage features a charming stone facade and a green door, set against a backdrop of tall trees. A gravel driveway offers ample parking space, while a wooden bench provides a cozy spot to relax. A fenced outdoor area with seating is visible in the background.
Cottage in Mount Hood Village

The Little Stone Cottage

4.95 out of 5 average rating, 187 reviews
Guest favourite
A modern cottage exterior is framed by lush greenery and features a welcoming red front door. A walkway leads to the entrance, bordered by colorful flower beds and natural stone landscaping. A wooden fence provides additional privacy and secures the yard.
Cottage in Oakridge

River Song Cottage

4.96 out of 5 average rating, 487 reviews
Guest favourite
The exterior view shows a fenced yard with green grass and mature trees in the background. A wooden staircase leads to a covered porch, while a pathway connects to the gate. Natural light and shadows create a peaceful outdoor environment.
Cottage in McKenzie Bridge

Cascadia Cottage-Riverfront near HotSpring& Hoodoo

4.94 out of 5 average rating, 155 reviews
Guest favourite
A well-maintained path leads to the entrance of the cottage, surrounded by lush greenery and vibrant flowering shrubs. The rustic exterior is complemented by a sunlit porch, offering a welcoming entryway into a tranquil outdoor space.
Cottage in West Linn

The Bee Cottage

4.87 out of 5 average rating, 206 reviews
Guest favourite
The exterior of a blue cottage features a welcoming front porch with two chairs and a small table. Lush greenery surrounds the entrance, enhancing the inviting atmosphere. A pathway leads to the front steps, framed by decorative stones and natural landscaping.
Cottage in Old Bend

Historic Old Town Cottage, walkable Downtown Bend

4.88 out of 5 average rating, 466 reviews

Private cottage rentals

Guest favourite
A living room with hardwood floors features a decorative stone fireplace and a wall-mounted TV. Natural light enters through a window with light curtains. Seating includes a gray sofa, a wooden bench, and a coffee table atop a blue rug.
Cottage in Bend

Downtown, Modern Nostalgia--walk to shops, cafes

4.91 out of 5 average rating, 502 reviews
Top guest favourite
An open studio cottage interior features a cozy seating area with a light blue couch adorned with floral pillows. A vintage wooden table is positioned next to it. The sleeping area is elegantly furnished with a spacious bed, flanked by two charming white cabinets and illuminated by soft natural light.
Cottage in Portland

Cozy Vintage Cottage in the Woods

4.99 out of 5 average rating, 597 reviews
Top guest favourite
A welcoming entrance features a vibrant red door bordered by large planters filled with green plants. Flanking the sides are bamboo and ferns, creating a calming atmosphere. The pathway leads to the entrance, showcasing a serene, nature-inspired setting.
Cottage in West Linn

Sunlit Oasis

4.94 out of 5 average rating, 503 reviews
Top guest favourite
An open-concept kitchen area features modern appliances and light cabinetry, complemented by a two-person dining setup with blue metal chairs. The space is accented by a patterned area rug and warm wood flooring, creating a welcoming atmosphere for meal preparation and dining.
Cottage in Laurelhurst

Deluxe 5★ Guest House ❤️ Close-in Convenience

4.98 out of 5 average rating, 400 reviews
Top guest favourite
A modern kitchen features wooden cabinetry and a white subway tile backsplash. Stainless steel appliances include a refrigerator and oven. Open shelves hold glassware and kitchen essentials. A central island with seating is complemented by a fruit bowl, while natural light brightens the space.
Cottage in Portland

Kernside Cottage with Sauna

5.0 out of 5 average rating, 276 reviews
Top guest favourite
The cozy front porch features a welcoming entry with two woven chairs and decorative cushions, inviting guests to relax. The blue exterior is complemented by a white picket fence and a small garden area with greenery, enhancing the cottage home's charm.
Cottage in Portland

Whimsical Garden Cottage Near Sellwood

4.99 out of 5 average rating, 158 reviews
Top guest favourite
Several chickens are seen in a green yard, with a brown rooster prominently in the foreground. Different colored hens, including a white one, are scattered in the background. A wooden planter and a fenced area are visible beyond the chickens.
Cottage in Portland

Tibbetts Coop - A beautiful SE Portland urban farm

4.98 out of 5 average rating, 209 reviews
Top guest favourite
Cottage in Bend

Upscale Downtown Cottage-EV charger-park and walk

4.98 out of 5 average rating, 131 reviews

Destinations to explore