Pet-friendly vacation rentals in Sisters

The cabin is nestled among tall pine trees in a serene wooded setting. A two-car garage stands adjacent to the cabin, with ample outdoor space featuring a carpet of mossy ground cover. Sunlight filters through the trees, creating a peaceful ambiance.

4.94 out of 5 average rating, 124 reviews

Cozy family cabin in Sisters, Central Oregon.

Relax with the family at this peaceful well appointed spacious cabin that embodies the spirit of central Oregon. The cabin is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo & 10 minutes to Black Butte Ranch. We've geared the spaces towards fun and relaxation. Well curated amenities will help your family enjoy all that the Sisters area has to offer. From an easy to use propane fireplace to a fenced backyard for your pup, fully stocked kitchen, comfy beds and kid friendly amenities!

4.98 out of 5 average rating, 957 reviews

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

The cozy bedroom features a rustic wooden bed frame with soft linens, complemented by natural light from a nearby window. A stylish soaking tub is presented with a wooden shelf nearby. The kitchen showcases modern appliances with a striking blue cabinetry, while a snowy mountain landscape is displayed outdoors.

4.97 out of 5 average rating, 265 reviews

Romantic Farmhouse near Mt. Bachelor

Relax at a peaceful farmhouse for a romantic weekend, or take your time exploring Bend with friends. Baltzor Farm and Guesthouse is fewer than 2 miles from some of Bend's amazing breweries and restaurants. Smith Rock and Mt. Bachelor are both within 30 minutes of the guesthouse. Catch a concert, float the Deschutes, or go on a bike ride. Our relaxing farmhouse has rustic, old-world charm with all of the modern amenities, including a soaking tub, waterfall showerhead, soft linens, and Starlink.

4.92 out of 5 average rating, 152 reviews

A newly built condo complex features a charming entrance with front porches. Well-maintained landscaping includes colorful flower beds and green shrubs, framed by tall trees. The clear blue sky above casts a bright ambiance, accentuating the inviting architectural design.

Condo in Sisters

Views! 1 Blk to Town,New+Spotless, pets ok- Middle

Prime Sister's location, Safe upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Only 1 block to downtown restaurants/shopping. Leave your car at the unit and walk! Fully stocked Kitchen, comfy king size bed in master, queen size sofa / sleeper in living room! Relax on sofa or the new recliner, excellent wi-if, internet, cable tv, Netflix. Washer/dryer to use too! Pet friendly, under 40 lbs, $35.00 pet fee per pet. This unit is also ADA co

5 out of 5 average rating, 133 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 & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

Superhost

A spacious living area features a wooden ceiling and tiled flooring. Comfortable seating options include a couch and armchair. A patterned rug adds color, and a coffee table sits centrally. The dining area and kitchen are visible in the background, with a staircase leading to the upper level.

Farm stay in Sisters

4.82 out of 5 average rating, 156 reviews

The Casa at the Red Barn Farm

Located just a few miles from town and in the Heart of Sisters Country! You will be surrounded by open space, tall pines and ample parking. All amenities are professionally maintained. Bring your pets and be prepared to call the Casa your home. Dogs welcome on leash.. Covered Hot Tub & Tennis court available for guest use. Due to the Corvid -19 outbreak, extra attention to disinfecting the Casa between visits has been implemented. All hard surfaces are cleaned with a antibacterial solution.

4.97 out of 5 average rating, 105 reviews

Home in Sisters

Downtown Pine Mountain Paradise

Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

4.93 out of 5 average rating, 233 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!

The cabin features a welcoming entrance with a wood deck and rustic details. Framed by green trees, the two-story structure showcases a steep gabled roof and large windows, providing a warm and inviting sight. A path leads to the entrance, surrounded by low shrubs.

4.96 out of 5 average rating, 158 reviews

Pet + kid friendly w/ private hot tub!

Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!

4.89 out of 5 average rating, 252 reviews

A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.

Cabin in Culver

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

4.93 out of 5 average rating, 194 reviews

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

4.95 out of 5 average rating, 117 reviews

An illuminated hot tub with turquoise water sits in the foreground, surrounded by trees. Warm string lights hang above, casting a soft glow over the outdoor seating area, which includes two chairs and a table, creating a cozy atmosphere for relaxation.

Home in Sisters

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable, and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.

Popular amenities for Sisters pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 120 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

The exterior of a two-story house is showcased, featuring a mix of dark green and beige siding. A spacious wooden deck is adorned with multiple outdoor seating options, including loungers and a hammock. Tall trees surround the property, contributing to a serene natural setting.

4.93 out of 5 average rating, 107 reviews

Riverfront Cabin

An aerial view showcases a home situated near a winding river, surrounded by trees. The landscape features a mix of greenery and autumn colors, highlighting the natural beauty of the area. Nearby properties appear, with a pool visible to the left side of the image.

4.92 out of 5 average rating, 130 reviews

Fish the Deschutes from your back door!

4.98 out of 5 average rating, 319 reviews

Home in Orchard District

Have a Patio Barbecue at a Pet-Friendly House in Midtown

An outdoor deck features a hot tub and a shaded seating area, surrounded by potted greenery. A table with an umbrella is positioned nearby, alongside comfortable chairs, creating a space for relaxation or dining. The deck's two levels are connected by stairs.

4.96 out of 5 average rating, 158 reviews

Modern home in NW Bend (w/HOT TUB!) Walk to Shops!

A deer stands gracefully in a lush green lawn, surrounded by mature trees and colorful foliage. The animal is captured mid-stride, with its antlers prominently displayed, showcasing the serene natural environment that enhances the outdoor experience of the property.

4.96 out of 5 average rating, 170 reviews

Theater Room w/Movies, Netflix, Amazon Prime

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, 587 reviews

Home in Lodges at Bachelor View - Book Now!

4.92 out of 5 average rating, 133 reviews

A modern home is surrounded by snow-covered trees, showcasing large windows that reflect natural light. The wooden exterior complements the winter landscape, while steps lead from the porch to the yard blanketed in fresh snow.

Home in Sisters

Black Butte Ranch Home with THE View

Pet-friendly home rentals with a pool

The exterior of the home displays a two-story structure nestled among tall trees. A wooden deck features a table and chairs, a barbecue grill, and an umbrella for shade, providing an inviting space for outdoor relaxation.

4.89 out of 5 average rating, 195 reviews

Sunriver home 8 SHARC passes, hot tub, wood stove

Cabin in Crooked River Ranch

A row of rustic cabins is set against a natural backdrop, showcasing wooden exteriors and inviting porches. Each cabin features a distinct entrance, with picnic tables arranged on the deck. A gravel path leads through the surrounding shrubbery, offering a sense of tranquility.

4.93 out of 5 average rating, 128 reviews

Classic Cozy Cabin with Awe-inspiring Views

4.96 out of 5 average rating, 123 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

4.94 out of 5 average rating, 112 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 Escape at Eagle Crest Golf Resort

4.97 out of 5 average rating, 181 reviews

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

Home in Larkspur

Heated Indoor Pool | Game room I Pets Welcome!

4.92 out of 5 average rating, 140 reviews

Red Clover Cabin at Black Butte Ranch (+Hot Tub)

4.88 out of 5 average rating, 256 reviews

Place to stay in Redmond

Cozy 2BR Townhome in Eagle Crest w/ Hot Tub!

4.91 out of 5 average rating, 105 reviews

A serene outdoor area features a rustic fire pit surrounded by chairs, set against a backdrop of tall trees and grassy fields. The indoor pool room showcases a heated pool with ample space for relaxation, complemented by view of the peaceful river landscape just outside.

Home in La Pine

King Bed, Private Pool, Riverfront, Theater & Spa

Private, pet-friendly home rentals

A-frame cabin is framed by tall pine trees, showcasing a spacious wooden deck with steps leading to an outdoor hot tub. Large windows allow natural light to fill the interior, while a shaded area offers seating under an umbrella.

4.97 out of 5 average rating, 76 reviews

Majestic A-Frame on 5 acres!

4.97 out of 5 average rating, 36 reviews

A large glamping tent is situated on an elevated, insulated platform, surrounded by natural landscape. Adjacent to the tent is a spacious lounge deck, constructed from wood, featuring bright orange hues and decorative elements. Scenic views of the surrounding area can be seen.

Tent in Terrebonne

Volcano Outlook

4.9 out of 5 average rating, 328 reviews

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!

4.98 out of 5 average rating, 378 reviews

A private hot tub is nestled among sparse trees on a slight elevation, offering serene views of the surrounding landscape. The cottage's exterior, featuring large windows, is visible in the background, set against a backdrop of a clear sky and natural foliage.

Guesthouse in Bend

Ranch Cottage: Desert, Forest, Horses, Hot Tub

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 homes in Bend

4.84 out of 5 average rating, 258 reviews

IT'S A WEE HOUSE

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, 353 reviews

The Blackberry Cottage

5 out of 5 average rating, 43 reviews

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