Pet-friendly home rentals near Old Mill District

5 out of 5 average rating, 107 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!

An outdoor seating area is arranged under a wooden porch, featuring plush chairs and decorative cushions. A fire pit sits at the center, surrounded by rocks. The green lawn extends to a fenced area with pine trees providing a natural backdrop.

4.97 out of 5 average rating, 136 reviews

<SALE> River Canyon Retreat | Dogs | Old Mill |

Welcome to the River Canyon Retreat! A peaceful, pet friendly, single level home filled with fun and hip upscale décor. Enjoy hiking the Deschutes River Trail and walking or biking to the shops and breweries in the Old Mill District. Miles of Mountain bike trails and the road to Mt. Bachelor and Cascade Lakes are close by. Cozy up to the wood burning stove with a good book or enjoy the forested hillside full of birds, deer and all sorts of nature on the back porch. Welcome to your Retreat!

4.97 out of 5 average rating, 302 reviews

A spacious living room is featured with a gas fireplace and a large-screen TV, complemented by a pull-out sofa. Large windows allow natural light to fill the room, while bar seating is available at the open kitchen, creating an inviting atmosphere for relaxation or gatherings.

Guesthouse in Bend

Midtown gem I Cozy Fire I Full kitchen I Park View

Above garage one bedroom/one bath apartment in booming midtown. Open living with a gas fireplace, ac, full-sized kitchen, and gas stove. A large bathroom with a deep tub to relax or let the kids play. The bedroom features a cozy queen bed with a new Tempur-Pedic mattress topper and ample closet space. The east-facing deck is ready to sip your morning coffee while you wake up slowly, grill for an evening in or sit and work with the high-speed wireless as you watch the dog park across the street!

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.

4.95 out of 5 average rating, 286 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.

4.96 out of 5 average rating, 161 reviews

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.

The exterior of Tokyo Starfish displays a welcoming façade with dark wood siding and vibrant red accents. Potted plants line the entrance, and a white flag featuring a green cross signals cannabis offerings. A bicycle leans against the building, adding to the inviting atmosphere.

4.96 out of 5 average rating, 228 reviews

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

A single-story house with a welcoming porch is framed by a gravel driveway. Lush greenery surrounds the entrance, complemented by blooming pink flowers. The cloudy sky adds depth to the scene, while large windows provide ample natural light. The structure features a simple, rustic design.

4.96 out of 5 average rating, 163 reviews

Bend 3BR Home Near River Trail | Dog-Friendly

Welcome to your peaceful Bend getaway—a spacious 3-bedroom, 2-bath home near the Deschutes River Trail. Perfect for families and couples, this comfortable retreat features high-speed WiFi, a fully equipped kitchen, washer and dryer, and a bright, open living space designed for relaxation. Located minutes from downtown Bend and the Old Mill District, you’ll have easy access to shopping, dining, breweries, and outdoor adventures like hiking, biking, and paddle boarding.

A charming outdoor space features a wooden deck with a red sofa set under a pergola, accented by string lights. The blue exterior of the cottage serves as a cheerful backdrop, complemented by a well-maintained green lawn and a fenced yard for privacy.

4.99 out of 5 average rating, 127 reviews

Charming Millhouse w/ hot tub close to everything

Unveil Bend's charm at our centrally located 1945 mill cottage – the adventure nexus! Walk to top restaurants, a grocery store, and embrace the Old Mill District, or catch a Bend Elks game. Deschutes River, and Hayden Homes Amphitheater just a short bike ride or walk away. Conquer Mt. Bachelor in a scenic 30-min drive. Your ultimate Bend basecamp beckons! No pet fee!! No chore list at checkout!! Ski, golf, hike, climb, shop, dine, float .... It's all here

A spacious living area is highlighted by a modern entertainment center and a comfortable seating arrangement, including a large ottoman. Light-colored walls complement the wooden floors, while natural light filters through windows, enhancing the room's inviting appearance.

4.97 out of 5 average rating, 186 reviews

Old Mill Charm

Great Location in Old Mill District – Walk to Summer Concerts! ♥ Fenced Backyard ♥ Pet Friendly Nestled in the heart of Bend, Old Mill Charm offers the perfect blend of comfort and convenience. Thoughtfully designed with many amenities to ensure a seamless stay, this charming rental is ideal for relaxing or exploring all that Bend has to offer. There is a tenant in the apartment above the detached garage who does not use the driveway ensuring your privacy.

4.94 out of 5 average rating, 219 reviews

A spacious living area features a round dining table surrounded by six light-colored chairs, complemented by a textured area rug. Large windows offer views of the outdoors, while a cozy seating arrangement sits nearby. A modern kitchen area is visible in the background.

Condo in Bend

Luxury View Condo - Mt Bachelor, Amphitheater

Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven.

4.98 out of 5 average rating, 185 reviews

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.

Guest suite in Bend

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!

The exterior of the home features a welcoming front porch with two black Adirondack chairs and a small table. A path leads to the front door, bordered by low-maintenance landscaping and a natural stone feature. Large windows provide views of the surrounding area.

4.99 out of 5 average rating, 308 reviews

Your gateway to Mt Bachelor & all that Bend offers

You're invited to stay at Kart Haus, located in the River Camp development on Bend's west side. Located in the middle of an outdoor recreational heaven: Kart Haus is 20 minutes from Mt. Bachelor's slopes and surrounding trails and just steps to the Deschutes River Trail, an oasis for walking, running and biking. Year-round, you're a short drive from downtown, the Old Mill District, tasty eateries, cafes and brewpubs.

Popular amenities for pet-friendly home rentals near Old Mill District

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A welcoming great room showcases a spacious light-colored sectional sofa adorned with accent pillows, positioned around a round coffee table. A stone fireplace adds warmth, while a flat-screen TV is mounted on the wall. Natural light filters through the windows, illuminating the vibrant area rug.

4.92 out of 5 average rating, 143 reviews

DogOk. Large Retreat, 3 King Beds. Fire pit

A theatre room is observed, featuring a large projection screen and a cozy seating arrangement with recliners. Windows allow natural light, while decorative curtains provide privacy. The room is equipped with audio-visual equipment, enhancing the movie-watching experience.

4.86 out of 5 average rating, 249 reviews

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

4.98 out of 5 average rating, 188 reviews

Butler Corner - New, Clean & Minutes From Downtown

A historic craftsman bungalow is framed by vibrant autumn foliage. A concrete path leads to the covered front porch, surrounded by tall grasses and fallen red leaves, evoking a welcoming outdoor space in the fenced front yard.

4.99 out of 5 average rating, 237 reviews

Lucinder - Modern historic home, views, Downtown

Superhost

4.81 out of 5 average rating, 423 reviews

Downtown Den

4.95 out of 5 average rating, 150 reviews

A Stone's Throw | RiverBend ON the River -Hot tub

A bright living room features large windows allowing ample natural light. Neutral-toned sofas are arranged around a wooden coffee table atop a patterned area rug. Soft drapes frame the windows, while a cozy chair and dining area are visible in the background.

4.99 out of 5 average rating, 155 reviews

West House: 2 blocks to River-walk/bike everywhere

4.98 out of 5 average rating, 118 reviews

Lodge with Spa, Walk to Old Mill

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 112 reviews

Condo in Bend

Pet Friendly Cottage on the River near Downtown!

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.

4.8 out of 5 average rating, 188 reviews

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

A spacious living area features a high ceiling with wooden beams, enhancing the sense of openness. A modern sectional sofa is arranged around a central coffee table. Natural light floods through a large window, while a cozy seating nook with stylish decor and a fireplace adds warmth to the space.

4.96 out of 5 average rating, 115 reviews

The Birch Abode: Spacious & Serene-Sleeps 8 +SHARC

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

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.

4.88 out of 5 average rating, 183 reviews

Sunriver home 8 SHARC passes, hot tub, wood stove

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.

4.85 out of 5 average rating, 112 reviews

Updated Sunriver-Hot Tub, Walk to SHARC & Village

4.95 out of 5 average rating, 180 reviews

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

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.

4.94 out of 5 average rating, 262 reviews

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

Private, pet-friendly home rentals

A cozy living area is presented, featuring a blue couch and two brown chairs. A wooden dining table is visible, surrounded by wooden chairs. Warm lighting is created by pendant lamps above the table, complemented by a table lamp on a side table. A door leads to the outside.

4.92 out of 5 average rating, 140 reviews

2 Bedroom Delight In The Old Mill

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.

4.95 out of 5 average rating, 448 reviews

Vintage Pink Hot Tub✓ Walkable✓

4.99 out of 5 average rating, 127 reviews

Epic Waterfront Home, walk to Downtown & Old Mill!

4.94 out of 5 average rating, 566 reviews

A rustic log cabin is nestled among tall pine trees, featuring a welcoming porch with wooden railing. Sunlight filters through the branches, illuminating the surrounding forest floor and creating a serene atmosphere in the natural setting.

Cabin in Bend

Log Cabin on Tumalo Creek

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.

4.94 out of 5 average rating, 435 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

4.93 out of 5 average rating, 104 reviews

A modern living area showcases a comfortable dark sofa alongside a bright orange armchair. A wooden coffee table is positioned in front, with a small plant and speaker on top. A dining table with four chairs is visible in the background, and a fireplace adds warmth to the space.

Apartment in Bend

Modern Condo~Fireplace~Walk to Old Mill & River

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, 243 reviews

IT'S A WEE HOUSE

4.99 out of 5 average rating, 361 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

Pet-friendly home rentals with a hot tub

4.97 out of 5 average rating, 129 reviews

The living room features warm wooden paneling and vaulted ceilings, with a stone fireplace as a focal point. Two comfortable leather chairs and a spacious sofa encircle a wooden coffee table. Large windows allow natural light and views of the surrounding trees.

Cabin in Sunriver

Cabin across street from SHARC! A/C & dog friendly

The front exterior of the newly constructed home features a welcoming entrance with large glass doors framed by warm lighting. A landscaped pathway of stones leads to the entrance, surrounded by gravel and desert flora, under a colorful twilight sky.

4.94 out of 5 average rating, 121 reviews

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

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, 340 reviews

The Blackberry Cottage

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, 168 reviews

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

An artificial putting green features a flag positioned invitingly at the far end. A hot tub is shaded under a wooden structure, positioned neatly in the background. Several golf balls are scattered across the green, surrounded by wooden borders and a privacy fence.

4.98 out of 5 average rating, 105 reviews

Hot Tub~King Bed~Dog Friendly-New Construction

4.9 out of 5 average rating, 291 reviews

An A-frame interior features warm wooden paneling, with a cozy seating area highlighted by a stylish armchair and a television unit. The open door reveals a view of the outdoor pathway, surrounded by greenery, bringing natural light into the space.

Tiny home in Bend

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

A serene view of the Central Oregon Historic Canal features calm waters reflecting blue skies. Lush greenery and wildflowers border the waterway, creating a peaceful natural environment surrounded by trees. The landscape invites exploration along the trail for hiking or biking.

4.99 out of 5 average rating, 121 reviews

Dog-friendly | Hot tub | Close to everything

A welcoming entryway features a rustic wooden mirror reflecting light from recessed ceiling fixtures. A sign stating 'WELCOME TO BEND' sits atop a side table, accompanied by a decorative bowl and travel brochures. The open space leads into a modern kitchen area with sleek cabinets.