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Family-friendly rentals near Old Mill District

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals near Old Mill District

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

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Top Guest favourite
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.
Home in Old Bend
4.99 out of 5 average rating, 262 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.

Top Guest favourite
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
5.0 out of 5 average rating, 184 reviews

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!

Guest favourite
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.
Home in Old Bend
4.89 out of 5 average rating, 476 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

Top Guest favourite
The exterior of the townhome is showcased, featuring a blend of stone and wood materials. A spacious deck with a railing is visible on the upper level, while a pathway leads through well-maintained landscaping and manicured grass, enhancing the inviting look of the residence.
Townhouse in Bend
4.96 out of 5 average rating, 156 reviews

Salmon Lodge Luxury 3BR Bend OR Old Mill District

The Salmon Lodge is a West Bend luxury 3 BR 3 Bath townhome in the Old Mill District. It has served as a premier vacation rental for the last decade. Under new ownership since 2022, we are excited to honor the legacy of the thoughtfully built Salmon Lodge. We will continue to offer the quintessential Bend experience. Walk or bike everywhere! Close to Old Mill shopping, downtown, Mt Bachelor, Deschutes & concert venue. Mountain view from upstairs deck with attached bar. Sleeps 8 to 9

Top Guest favourite
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.
Home in Old Bend
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.

Guest favourite
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.
Home in Old Bend
4.96 out of 5 average rating, 258 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.

Top Guest favourite
Townhouse in Bend
4.95 out of 5 average rating, 344 reviews

Drake @ The DUPE - blocks from Old Mill District -

Drake: Located blocks from the Old Mill District, this beautifully updated 2-bed, 2-bath townhouse blends privacy with an unbeatable location. Walk or bike to the Old Mill, Deschutes River, dining, and the Hayden Homes Amphitheater. Tucked in a serene, tree-lined setting, the private home features a bright kitchen with updated appliances, a primary suite with a walk-in tile shower, and a separate porch with a BBQ grill. The perfect mix of modern comfort and convenience.

Top Guest favourite
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.
Home in Bend
4.98 out of 5 average rating, 207 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.

Top Guest favourite
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 Bend
4.95 out of 5 average rating, 459 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

Our cozy, pet-friendly cottage is located on the popular westside of Bend and conveniently located to numerous pubs, restaurants, Hayden Homes Amphitheater, the Pavilion, shopping, parks and sightseeing! Beautiful, private, secure, fenced back yard with hot tub and BBQ in the covered patio area and a portable fire pit to sit around and roast marshmallows or hot dogs. Park in the garage and securely store your bikes, skies, snowboards and more.

Top Guest favourite
Home in Bend
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

Top Guest favourite
A serene waterfront scene captures Mirror Pond surrounded by vibrant autumn foliage. Reflections of colorful trees ripple on the calm water. The image includes a glimpse of a nearby residence, offering a peaceful connection to nature and the outdoors.
Home in Old Bend
4.95 out of 5 average rating, 194 reviews

Bend Waterfront Home: Hot Tub, Walk to Town

Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015

Top Guest favourite
A wooden deck provides seating with two Adirondack chairs facing the tranquil river. Potted flowers add a touch of color to the space, while lush greenery lines the riverbank. Kayakers can be seen leisurely paddling on the water under a bright blue sky.
Cabin in Old Bend
4.9 out of 5 average rating, 543 reviews

Mill Cabin at Deschutes Dunes River/ beach access

This Mill Cabin is located in one of the most central, westside Bend neighborhoods along the Deschutes River. The modest, no frills two bedroom 1918 cabin was home to some of Bend’s earliest mill workers. It features a rustic theme and most of the basic stuff you'll need for a great stay. The main highlight is LOCATION, the fabulous yard and direct river access.

Popular amenities for family-friendly rentals near Old Mill District

Quick stats about family-friendly rentals near Old Mill District

  • Total holiday rentals

    Explore 120 holiday rentals in Old Mill District

  • Nightly prices starting at

    Old Mill District holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,180 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Old Mill District holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Old Mill District rentals

  • 4.9 Average rating

    Old Mill District stays are highly rated by guests—averaging 4.9 out of 5!