Family-Friendly rentals near Old Mill District

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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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Superhost
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.
Home in Bend
4.81 out of 5 average rating, 113 reviews

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

Enjoy a peaceful retreat while staying at this centrally located home. Modernly decorated and cozy, with updated features to accommodate any and all guests. Conveniently located 2 blocks from Farewell Bend Park, 1 mile from Old Mill, 1.5 miles from Hayden Homes Amphitheater, and 20 minutes to Mt. Bachelor. Enjoy listening to concerts nearby, strolling along the river trails, getting a bite to eat at a number of tasty restaurants, or revel in a number of water activities on the Deschutes River.

Top guest favorite
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, 260 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 favorite
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, 176 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!

Top guest favorite
Home in Bend
4.96 out of 5 average rating, 184 reviews

Best for Old Mill:River Trail, Views & Town

Enjoy an unbeatable location within walking distance of the Hayden Homes Amphitheater, Old Mill and the scenic Deschutes River Trail. Experience all the best of Bend right outside your door! Whether you’re here for a concert, outdoor adventure, or a relaxing weekend, you’ll be close to everything that makes Bend special—riverfront trails, restaurants, breweries, nightlife, cycling, kayaking, paddleboarding, and hiking. Mt. Bachelor is just a short drive away—approx. 25 minutes.

Top guest favorite
The exterior of a red brick apartment building features multiple entrances, framed by green awnings and surrounding trees. Warm light emanates from the windows, highlighting the architectural details of the structure against an evening sky.
Apartment in Bend
4.96 out of 5 average rating, 427 reviews

The Heart Of Bend. Brownstone Apartment.

LOCATION CAN'T BE BEAT Meticulously Clean Modern Space Private apartment STEPS AWAY FROM THE DESCHUTES RIVER AND A 5 MINUTE WALK TO THE SUMMER SHOWS AT THE AMPHITHEATER A PERFECT BASE FOR WINTER AT MT. BACHELOR NO-CONTACT EASY CHECK-IN OLD MILL LOCATION IN THE MOST DESIRED NEIGHBORHOOD IN BEND Perfect setting in the heart of Bend between downtown & The Old Mill District Walk to fine dining, boutiques, galleries, theaters, coffee and the Deschutes River Trail steps away

Top guest favorite
Townhouse in Bend
4.95 out of 5 average rating, 334 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.

Guest favorite
Bungalow in Bend
4.95 out of 5 average rating, 155 reviews

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.

Top guest favorite
A modern three-story apartment building features a striking combination of wood and contemporary architectural elements. Large windows provide ample natural light, while a wide staircase leads to the entrance. Trees are visible in the background, contributing to a serene outdoor setting.
Loft in Bend
4.94 out of 5 average rating, 460 reviews

Cozy River Front "NEST" | Old Mill | Dog | Bikes

Enjoy this Luxury 2nd level apartment directly on the Deschutes River. Easy trail access is steps away where you can run/hike the 3 1/2 mile loop or paddle up and down the river. Back at home sit on your deck and listen to the sounds of the river going by. The Old Mill, Box Factory, Food Carts and more are a peaceful 3/4 mile stroll along the river trail ....yet you are a world away in your "Nest" within the Ponderosa Pines along the river. ** Enjoy! **

Top guest favorite
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, 205 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 favorite
A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.
Home in Bend
5.0 out of 5 average rating, 214 reviews

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Top guest favorite
Guest suite in Bend
4.84 out of 5 average rating, 408 reviews

Haven’s Nest | Walk to Old Mill / Deschutes River

Welcome to Haven’s Nest, a peaceful Bend getaway perfectly located near the Deschutes River trails and an easy walk to the Old Mill District. Start your mornings with coffee and fresh mountain air, then stroll to the river, bike scenic trails, or enjoy local shops and dining just minutes away. Thoughtfully designed for comfort, privacy, and relaxation—this is your ideal home base for exploring Bend.

Top guest favorite
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, 540 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 vacation rentals

    Explore 120 vacation rentals in Old Mill District

  • Nightly prices starting at

    Old Mill District vacation rentals start at G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,180 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Old Mill District vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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!