Pet-friendly home rentals near Old Mill District

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, 266 reviews

Lucinder - Modern historic home, views, Downtown

Lucinder is a 2bed, 2bath historic but modern home in historic Old Bend neighborhood. Mid-century furniture, functional and uncluttered, designed for active visitors looking to enjoy the best of Bend. Fenced front yard, lovely back deck with views and hot tub. Gorgeous views from interior of light filled home, including views of downtown skyline and Mt. Bachelor. Open, modern kitchen with gas range, dishwasher, washer/dryer, central heat and a/c. Pets ok, ideal location, fast wifi, air filter.

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.

4.87 out of 5 average rating, 263 reviews

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

3 bedroom, 2.5 bath home with a theatre room! An amazing workout room, with cable TV. King bed in master, as well as an invigorating custom spa shower head. Central heat and air. WIFI! The backyard is a private oasis that includes a brick pizza oven, barbecue station, with gas and charcoal grills, bar, hot tub, sauna, and seating area with outdoor fire pit. Located on Reed Market Rd, across from the Farewell Bend Park.Just a short walk to Old Mill, and the Deschutes walking trail. Pet friendly!

5.0 out of 5 average rating, 185 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

Relaxing, private spa & sauna grotto is ready for your romantic Bend getaway! This quiet, wooded, centrally located standalone bungalow is steps from the Deschutes River trail and within easy walking distance of 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!

A combined dining and living area features a wooden dining table with multiple chairs alongside a comfortable sectional sofa adorned with decorative pillows. Pendant lighting hangs above the kitchen island, highlighting the modern appliances in the kitchen, while large windows allow natural light to brighten the space.

4.9 out of 5 average rating, 480 reviews

Location! Beautiful 4-Bedroom, 3-bath Downtown

Lovely updated 4 bedroom, 3 full-bath home located in historical district 3 1/2 blocks to both downtown Bend, Riverfront and the Old Mill District. Located right across the street from a Brewery, Starbucks and the best store in Bend, Market of Choice. Pet Friendly - with additional fees. Mt. Bachelor view from large backyard. Main bedroom has private entrance, kitchenette, luxury bathroom and and spacious private back deck . 20-minute drive to Mt. Bachelor. Sauna replacing hot tub 11-1-26

4.91 out of 5 average rating, 383 reviews

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.

4.92 out of 5 average rating, 379 reviews

The exterior of the home is captured during dusk, showcasing a welcoming driveway that leads to the entrance. Lush green lawns are bordered by meticulously maintained landscaping, while the colorful sky creates a serene backdrop behind the home.

Townhouse in Bend

View Old Mill Condo, w/Spa, Dogs OK, Walk to River

Beautiful 3 bedroom, 2.5 bath home located just above the Old Mill District. Walking distance to great shopping, restaurants and the movie theater! The Master bedroom and En suite with large soaking bathtub with separate shower on the first level with two additional bedrooms and a bath upstairs. There is a two car garage to park your cars and unload all the fun toys you'll want to bring to Bend! We are just 20 miles from our front door to the parking lot of Mt. Bachelor Recreation Area!

4.87 out of 5 average rating, 267 reviews

Bungalow in Bend

Sunny Getaway: fenced | Near trails, dining, music

Located in SE Bend’s Larkspur area, this classic cottage is just minutes from great dining, shopping & trails. Stroll, float or bike nearby Deschutes River trails to the Old Mill District, Box Factory, Amphitheater, or Downtown. Enjoy easy mountain access then relax on the deck with fire pit & BBQ. Take in Bend’s food scene or stay home to cook in the stocked kitchen. Fast WiFi, washer/dryer, & fenced yard! Book the Stadium Bungalow as your perfect basecamp for exploring Bend year-round!

A historic two-story building is showcased in a monochrome setting. It features a large entrance with broad steps flanked by neatly trimmed hedges. The exterior has a simplistic design, with a gabled roof and multiple windows, contributing to its classic architectural style.

5.0 out of 5 average rating, 103 reviews

The Church In Bend

The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship west of the Mississippi to be built entirely by volunteers from the congregation. By the 1970s the building had fallen into disrepair. Beginning in October 2014 the current owners began the process of restoring the building to it's original condition under the supervision of the Historic Landmark Commission. This special place is close to everything, making it easy to plan your visit.

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, 260 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.

4.96 out of 5 average rating, 160 reviews

Bungalow in Bend

Kid & Dog Friendly Bungalow In The Heart Of Bend

Gorgeous bungalow in heart of Bend with private yard, parking to spare, and all modern amenities. Equipped with everything adults, children and pets need to relax, work and explore the beauty and adventure of Central Oregon. Ideally located, downtown is a 5 min drive, the Old Mill District is 4, and Mount Bachelor is 30. Jaycee park and playground is across the street and our favorite Mexican grill is a 2 block walk. This 1,000 square foot home will be your happy place.

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.

4.98 out of 5 average rating, 209 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.

4.98 out of 5 average rating, 151 reviews

Old Mill Spa Lodge • Sauna + Hot Tub • Walkable

Stay steps from Bend’s vibrant Old Mill District in this modern spa lodge. Walk to riverfront trails, shops, restaurants, and concerts at Hayden Homes Amphitheater. After a day skiing Mt. Bachelor or floating the Deschutes River, relax in your private saltwater hot tub and redwood sauna. Perfect For: • Mt. Bachelor ski trips • families visiting Bend • groups attending concerts at Hayden • river floating trips

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 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.

4.95 out of 5 average rating, 460 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

A private hot tub bubbles invitingly on a deck surrounded by natural landscaping. Wooden railings frame the area, with two Adirondack chairs positioned nearby, offering views of the Deschutes River and lush trees in the background.

4.98 out of 5 average rating, 433 reviews

River Front Getaway | Hot Tub | Old Mill | Dogs

A spacious living area features two blue sofas facing a wooden coffee table, with neutral ottomans nearby. A flat-screen TV is positioned on a low media console. Natural light is allowed in through windows with white trim, illuminating a stylish decorative wall art piece above the fireplace.

4.81 out of 5 average rating, 120 reviews

Alpenglow View

4.97 out of 5 average rating, 192 reviews

Mid-Century Getaway•Near Old Mill & Downtown Bend

A cozy living area is highlighted by a modern fireplace and a large television built into a white cabinetry. Soft seating is provided by a sectional sofa and accent chairs. Natural light flows through the large windows, illuminating the room's neutral decor.

4.82 out of 5 average rating, 115 reviews

Cozy 3-BR house w/ EV charger & trailer parking

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, 196 reviews

Bend 3BR Home Near River Trail | Dog-Friendly

The front of the home features a welcoming porch with two large adirondack chairs. A garden surrounds the entrance, which has a vibrant orange door. The house is framed by tall trees and has well-maintained landscaping, creating an inviting atmosphere.

4.98 out of 5 average rating, 119 reviews

Downtown Bend Historic Bungalow *HOT TUB*

A two-story gray house features a welcoming front porch with white railings. Large windows are visible on the upper level, allowing natural light indoors. Colorful autumn foliage surrounds the home, with shrubs and trees adding greenery to the landscape.

4.98 out of 5 average rating, 104 reviews

Bend Whitewater Retreat

Pet-friendly home rentals with a pool

A cozy living area features a light-colored sofa adorned with textured pillows and a decorative throw. A round coffee table sits centrally, surrounded by two accent chairs. Natural light streams in through large windows, highlighting the modern fireplace set against a stone wall.

4.94 out of 5 average rating, 99 reviews

Dog/kids friendly Stylish Artist's Home/EV charger

4.97 out of 5 average rating, 197 reviews

Private Indoor Pool + Hot Tub | Game Room

4.9 out of 5 average rating, 463 reviews

A spacious living area is highlighted by large windows that allow ample natural light. A cozy seating arrangement featuring a patterned chair faces a TV on a wooden stand. A dining table accommodates several guests, while wooden accents enhance the room's warmth.

Apartment in Bend

Luxury in the Forest

4.96 out of 5 average rating, 135 reviews

Townhouse in Sunriver

Newly Remodeled 3 bdrm-Hot Tub-SHARC passes-Bikes

4.93 out of 5 average rating, 221 reviews

Cabin in Sisters

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

A welcoming living area features a stone fireplace with a wooden mantel and decorative antlers mounted above. The textured ceiling adds warmth, while large windows allow natural light. A plush gray sofa and armchair are arranged around a coffee table, creating a cozy space for relaxation.

4.88 out of 5 average rating, 380 reviews

House on the Hill in Bends West Hills! Sleeps 8!

4.94 out of 5 average rating, 284 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

European-Inspired Retreat + SHARC & EV Charger

4.88 out of 5 average rating, 113 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

4.93 out of 5 average rating, 120 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.

Flat in Bend

Modern Condo~Fireplace~Walk to Old Mill & River

4.95 out of 5 average rating, 322 reviews

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

4.94 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.

Apartment in Bend

Luxury View Condo - Mt Bachelor, Amphitheater

4.99 out of 5 average rating, 147 reviews

Cottage in Old Bend

Riverfront Cottage | Miller's Landing

4.94 out of 5 average rating, 180 reviews

A spacious living area is equipped with a comfortable sofa, armchairs, and a sleek coffee table. Large windows allow natural light to fill the room, while a modern ceiling fan circulates air. The adjacent dining area features a table set for four, creating an inviting social space.

Flat in Old Bend

Delightful 2 bd steps to river

4.97 out of 5 average rating, 148 reviews

Bungalow in Old Bend

A Stone's Throw | Cecil Sly

4.95 out of 5 average rating, 305 reviews

The bungalow's exterior features a warm brown facade with vibrant red accents. Large windows with white frames allow natural light to enter. A small seating area with a round table and two chairs is positioned on the front porch, surrounded by minimal landscaping.

Bungalow in Old Bend

Wren's Nest Updated Home in the Heart of Bend

4.9 out of 5 average rating, 135 reviews

A modern structure is nestled among tall pine trees, featuring a combination of dark wood and gray siding. The front entrance is accentuated by a wooden deck, leading to large windows that provide natural light. Surrounding greenery adds a tranquil touch.

Guest suite in Bend

Treetop Escape in NW Bend

Pet-friendly home rentals with a hot tub

4.98 out of 5 average rating, 179 reviews

Game Room | Hot Tub | Easy 2 Bachelor | Old Mill

4.86 out of 5 average rating, 181 reviews

Ponderosa House/HotTub/Game Rm/Slps 8/Family/Pets

A modern kitchen space features a large island with three stools, complemented by sleek cabinetry and stainless steel appliances. Natural light floods in through nearby windows, illuminating the stylish fixtures and inviting design. The adjoining living area, visible in the background, enhances the open layout.

4.95 out of 5 average rating, 132 reviews

Zen w/ Hot Tub, Office, Yard, Dog Friendly, Park

4.97 out of 5 average rating, 188 reviews

Cottage in Bend

Galveston Getaway to all the fun in Bend Oregon

A spacious bedroom features a large queen bed with neutral bedding. Natural light filters through a curved window, illuminating the room. A cozy seating area includes a gray sofa and a small plant. The flooring is dark wood, enhancing the room's warm aesthetic.

4.95 out of 5 average rating, 100 reviews

Modern Midtown Home w/ Luxury Finishes & Hot Tub!

The living room features a sectional sofa arranged around a circular coffee table. Two accent chairs complement the seating area, with a softly glowing fireplace enhancing the ambiance. Natural light is provided by windows, and a side console adds storage and decor to the space.

5.0 out of 5 average rating, 125 reviews

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

4.9 out of 5 average rating, 118 reviews

New! Modern Bend Retreat | Views | Hot Tub