Pet-friendly holiday rentals in Deschutes River Woods

5 out of 5 average rating, 108 reviews

An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.

Bungalow in Bend

River Run Bend Bungalow & Romantic Spa Grotto

**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally-located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding and pillows, dedicated free parking (incl. extra cars or small RV), outdoor dining and patio area, washer/dryer, and kitchen fully stocked with everything you need for fun and relaxation for all seasons!

The exterior of a modern home is framed by blooming trees and shrubs, showcasing a gray exterior with large windows. A decorative pathway leads to the entrance, which features a covered porch. The driveway is spacious, providing easy access.

4.98 out of 5 average rating, 559 reviews

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

A serene landscape of snow-covered terrain under a clear blue sky. The sun shines brightly in the background, illuminating the area. A solitary, leafless tree stands prominently, surrounded by gentle hills of snow and a backdrop of evergreen trees.

4.95 out of 5 average rating, 167 reviews

Simple Serenity | Homey Pet-Friendly Wooded Haven

Welcome to Simple Serenity! Set against a lava flow, off the beaten path, our 1,200 square-foot guest suite has 2 bdrms, family room, kitchen with stove top & bathroom with laundry. Just 28 miles to Mt. Bachelor & 8 miles to downtown Bend, Simple Serenity is ideal for those who enjoy nature. Across the highway from the High Desert Museum and less than a mile from nearby trails, Simple Serenity is a short drive from lava caves, Sunriver, and numerous other activities. Bring your fur babies, too!

A spacious sleeping area features a large bed adorned with a patterned comforter and decorative pillows. Dark curtains frame a window that allows natural light to fill the room. Two nightstands with lamps are positioned on either side of the bed.

4.9 out of 5 average rating, 387 reviews

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

4.93 out of 5 average rating, 216 reviews

An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.

Cabin in Bend

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Superhost

A colorful hammock is suspended from a snow-covered tree, inviting relaxation. The quaint WeeHouse, featuring large windows and a bright yellow door, is partly obscured by the snow. A serene winter landscape surrounds the property, showcasing the tranquility of the setting.

Tiny home in Bend

4.84 out of 5 average rating, 244 reviews

IT'S A WEE HOUSE

Quiet, serene, warm and cozy. Relax in this cute little pet friendly WeeHouse with a wee loft. Located in the heart of Central Oregon just minutes from downtown Bend and the Redmond airport. You'll enjoy countryside views of Smith Rock and the valley below. Bask under 1000 year old Juniper trees. High Speed wifi, private bathroom and kitchenette. If this doesn't feel like a fit or is unavailable please check out our other options: "The Sunset Bungalow" and "The Sunrise Studio"

4.97 out of 5 average rating, 178 reviews

The RV interior features a spacious living area with a large sectional sofa and a central kitchen island. Modern appliances, including a stovetop and refrigerator, are visible, along with ample cabinetry. Windows provide natural light, framed by simple curtains, and a soft area rug adds comfort.

Campervan/RV in Bend

Glamping! Quad Slide RV on a Tumalo Hobby Farm

Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

4.98 out of 5 average rating, 188 reviews

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, and I recommend using Google Maps or Apple Maps to help navigate the temporary one-way directions.

A cozy bedroom features a spacious bed with a colorful blanket, complemented by wooden accent walls. A wall-mounted flat-screen TV is above a modern electric fireplace. A small table with two chairs is positioned nearby, with a mirror framed in green accentuating the space.

5 out of 5 average rating, 117 reviews

Sixties Suite Spot

Escape to our cozy, retro suite, a serene haven centrally located near Pine Nursery Park. Enjoy a tranquil retreat with high-quality amenities, dog-friendly comforts, and snowboard/ski storage. With a semi-private yard featuring Adirondack chairs, easy parking, and a vibrant, photo-ready design, it's perfect for relaxation and adventure. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. Discover a blend of charm and convenience at our unique getaway!

Superhost

A spacious sleeping area is highlighted by a striped comforter on a generous bed. A cozy seating area with a sofa and armchair is visible, alongside a small dining table with chairs. Natural light enters through multiple windows, enhancing the room's inviting atmosphere.

4.8 out of 5 average rating, 193 reviews

Private Mountain Suite

Perfect for a peaceful, private get away! Great for a single, couple, up to 4 people + children & pets. Located in the woods in Bend, 10 minutes from downtown, 5 minutes from stores, dining, and 35 minutes from Mt. Bachelor. Ample parking and a private entrance so you can come and go as you please. A large yard space for animals. We are easy going, flexible hosts. If you have a special request, we will do our best to accommodate your individual needs if possible.

4.95 out of 5 average rating, 123 reviews

Winter Getaway in Bend

Welcome to our home in Bend, OR! Our cozy, newly renovated midcentury modern home is centrally located in charming Midtown Bend. Enjoy a bonfire in the backyard, or relax after a day on the mountain in the elevated living area. Take a stroll with your pup down to Hollinshead Park to enjoy the trees and beauty of the neighborhoods. We are conveniently located: 5 Minutes to Downtown Bend 7 Minutes to Old Mill District 35 Minutes to Mt. Bachelor

The bedroom features a spacious bed dressed in white linens, complemented by two round side tables with lamps. An artwork hangs above the bed against a dark accent wall, while a natural fiber bench offers additional seating. Hooks line the wall for added convenience.

4.98 out of 5 average rating, 185 reviews

Modern Apartment Perfect For Couples (Dogs Too!)

Adorable and modern apartment bungalow on the east side of Bend with a little private yard, deck, kitchenette, and dedicated workspace. Equipped with everything adults, and pets need to relax, work and explore the beauty and adventure of Central Oregon. The location is ideal with quick access to everything in Bend. Downtown is a 10 min drive, and Mount Bachelor is 30. This 300-square-foot apartment is the perfect home base to explore Bend!

Popular amenities for Deschutes River Woods pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A cozy living area is presented with a plush gray sofa adorned with decorative pillows. A round coffee table sits atop a colorful area rug. A large window allows natural light into the space, highlighting a comfortable armchair and an entertainment console with a wall-mounted flat-screen television.

4.97 out of 5 average rating, 267 reviews

2Bd Duplex Family Oasis Dogs firepit fenced yard

4.94 out of 5 average rating, 435 reviews

A quaint cottage exterior is surrounded by greenery, featuring a covered porch with steps leading to the front door. Vibrant landscaping includes flowering plants, bushes, and trees, enhancing the inviting atmosphere of the home.

Home in River West

Cozy, Pet Friendly, Hot Tub. Garage.

A welcoming living space is depicted, featuring wooden cabinetry and a kitchenette equipped with an oven and microwave. A vibrant area rug enhances the wooden floor. A small dining table and chairs are visible, alongside a cozy couch and decorative throw pillows.

4.94 out of 5 average rating, 177 reviews

Separate Apt in Beautiful Westside Bend

4.95 out of 5 average rating, 202 reviews

An open loft space is depicted, featuring natural wood accents on the ceiling and a rustic ladder leading to a sleeping loft. A comfortable sofa sits next to a wooden coffee table, with a black refrigerator visible in the kitchen area.

Home in Old Bend

Bend River West Loft

The living area features a comfortable sofa in neutral tones, complemented by two abstract wall art pieces. Two wooden coffee tables are positioned in front, while a flat-screen TV is mounted on the wall. Natural light floods in through sliding glass doors leading to the dining space.

4.95 out of 5 average rating, 170 reviews

Great Bend Home w/ Hot Tub, < 1 Mi to Dtwn!

4.75 out of 5 average rating, 669 reviews

Home in River West

The Mallard House Walk to downtown Bend in 5 mins

A rustic red cabin is nestled among green trees, featuring a front porch with steps leading up. A picnic table is positioned on the lawn in front, while gravel pathways surround the structure. Large windows provide natural light to the interior.

4.83 out of 5 average rating, 267 reviews

Central Oregon Getaway on Fenced Acre (DCCA#1519)

4.93 out of 5 average rating, 263 reviews

The living area features a comfortable gray sofa adorned with colorful cushions. A circular wooden coffee table sits in front of the sofa, accompanied by a cozy patterned ottoman. Large glass doors lead to the deck, providing natural light and outdoor views.

Home in Old Bend

Laverne - Historic Home in Downtown (new hot tub!)

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 112 reviews

Condo in River West

Pet Friendly Cottage on the River near Downtown!

4.8 out of 5 average rating, 188 reviews

The single-story home features a natural wood exterior surrounded by tall trees. A spacious front deck includes a dining table with an umbrella and two chairs, providing a welcoming outdoor seating area. The driveway leads to a two-car garage.

Home in Sunriver

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

4.91 out of 5 average rating, 112 reviews

An open living area is depicted with a large gray sectional sofa facing a wooden coffee table. Natural light enters through skylights and windows, illuminating the dining area equipped with a wooden table and chairs. The warm wood accents enhance the cozy feel of the space.

Condo in Sunriver

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

4.85 out of 5 average rating, 112 reviews

A spacious living area features a comfortable L-shaped sofa adorned with a light throw. Natural wood beams accentuate the ceiling, while a gas fireplace adds warmth. A flat-screen TV is visible, and a dining table with bar stools is situated nearby against neutral-toned walls.

Home in Sunriver

Updated Sunriver-Hot Tub, Walk to SHARC & Village

4.95 out of 5 average rating, 104 reviews

A cozy living area features large windows with sheer curtains allowing natural light. A stack stone gas fireplace serves as a focal point beside a TV unit. Comfortable seating options include a pair of sofas and a rustic dining table adorned with greenery.

Townhouse in Redmond

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

4.96 out of 5 average rating, 113 reviews

An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.

Townhouse in Redmond

Eagle Crest townhome Dog friendly-sleeps up to 6

4.88 out of 5 average rating, 283 reviews

A shaded deck area features a striped umbrella over a black dining table with four chairs. A private hot tub is positioned to one side, and expansive views of green fairways and tall trees are visible in the background.

Townhouse in Redmond

Eagle Crest-w/private hot tub/Resort passes!

4.94 out of 5 average rating, 263 reviews

The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

Home in Sunriver

A Little Peace of Paradise, A/C & 8 SHARC Passes

Private, pet-friendly home rentals

4.94 out of 5 average rating, 106 reviews

Two blue Adirondack chairs are positioned on a lush green lawn, overlooking the calm Little Deschutes River. In the background, the river reflects the surrounding trees and grassy areas under a clear sky, creating a serene outdoor space for relaxation.

Home in La Pine

Riverfront/Hot Tub/Dock/Pet Friendly/Game Room

4.95 out of 5 average rating, 449 reviews

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 River West

Vintage Pink Hot Tub✓ Walkable✓

4.85 out of 5 average rating, 359 reviews

A modern living area features a spacious gray couch and a dining table with white chairs. A vibrant abstract painting adds color to the wall, while a fully equipped kitchenette is visible in the background with blue cabinetry and natural light streaming through large windows.

Tiny home in Bend

The Big Tiny

4.95 out of 5 average rating, 138 reviews

Close to Bachelor! Hot Tub, Luxury, Dog ok!

Cottage in Orchard District

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.

4.9 out of 5 average rating, 341 reviews

The Blackberry Cottage

The exterior of a cozy cabin is softly lit by string lights, creating a welcoming ambiance. A stone wall encases the entrance, while snow blankets the ground and rooftop. Two wooden chairs sit invitingly on the porch, with colorful decorations adding a festive touch.

4.94 out of 5 average rating, 161 reviews

Bend Or Private Getaway one acre

Guest suite in Orchard District

A serene bedroom is highlighted by a spacious bed covered in a patterned blanket. Natural light enters through a nearby window and a sliding door, which leads to a private outdoor area. A bedside table with a lamp adds functionality to the space.

4.94 out of 5 average rating, 241 reviews

*Private Entrance & Deck* 10 min to Downtown Bend!