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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Top Guest favourite
A cozy living area is presented with a gray sofa adorned with patterned pillows. A clear coffee table sits atop a decorative rug. A dining table with metal chairs is visible, positioned by a large window that offers natural light, complemented by soft window treatments.
Apartment in Bend
4.97 out of 5 average rating, 205 reviews

LOCATION! WALK DOWNTOWN & OLD MILL - #2

Modern one-bedroom with fully equipped kitchen, washer/dryer in unit and designer touches to make your stay feel like home. Maximum of two guests. Ductless heat/air conditioner for your comfort. Free wi-fi, smart TV with HD cable service. Plenty of off-street parking spaces. A private 5' x 9' locked storage for your kayaks, bikes, clubs, skis, boards. .... NO smoking ... and sorry, no pets. No room tax for stays of 30 days or more. City of Bend Short Term Operating License No. STR-15-0016.

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 out of 5 average rating, 147 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
Home in Bend
4.93 out of 5 average rating, 102 reviews

Modern Home Close to OLD MILL | HOT TUB! | 6 Bikes

This absolute gem is located in the heart of Bend and is less than 5 minutes from the Old Mill District. Our 3 bed/2.5 bath mountain modern home backs up to the canal and has just about every amenity you could ask for. Such amenities include a private hot tub & back patio, 2 separate living rooms, gourmet fully stocked kitchen, dedicated workspace, high end furniture/artwork, and much more. This home is light and bright with large windows and vaulted ceilings. Come enjoy all Bend has to offer!

Guest favourite
A charming Craftsman bungalow is surrounded by lush greenery and well-maintained landscaping. A brick pathway leads to the entrance, showcasing a mixture of shrubs and small trees. An American flag is displayed on the porch, adding a welcoming touch to the exterior.
Bungalow in Bend
4.9 out of 5 average rating, 387 reviews

Location! Bungalow River & Beach Access

Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Top Guest favourite
An inviting covered porch area is presented, featuring a hanging swing chair with a colorful cushion. A small wooden bench and storage unit are placed nearby, with a potted plant adding a touch of greenery. The door is framed with a welcoming red tone.
Bungalow in Bend
4.98 out of 5 average rating, 255 reviews

Nordic Sauna - Near Old Mill - No Pets - Top 5%!

Relax in a beautifully remodeled 1930s mill house featuring a full kitchen, fireplace, landscaped yard, and a genuine Finnish-style sauna. Located just 3 minutes from the Old Mill District with easy Hwy 97 access, yet tucked into a quiet neighborhood. Enjoy a peaceful yard with native plants and a fire table for Central Oregon evenings. A small private backyard is perfect for cooling off after the sauna. Pet-free and cleaned with unscented products for a fresh, allergen-free stay.

Top Guest favourite
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, 404 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

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 Bend
4.96 out of 5 average rating, 247 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, 301 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 favourite
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, 444 reviews

<SALE> Cozy River Front "NEST" | Old Mill | Dog |

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 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
4.97 out of 5 average rating, 195 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
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.
Home in Bend
4.99 out of 5 average rating, 106 reviews

Downtown Bend Historic Bungalow *HOT TUB*

WALK EVERYWHERE! Leave your car at home and enjoy this centrally-located home on a quiet street. Built in 1919, this home is on the National Historical Register! We kept the historical elements but added modern-day conveniences. Walk to Downtown, Old Mill District, Market of Choice, Box Factory, countless breweries, or the Deschutes River - all within a 5 to 10 minute walk. You truly get a feel for Bend and its residents in our vibrant neighborhood.

Top Guest favourite
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.
Apartment in Bend
4.98 out of 5 average rating, 148 reviews

Delightful 2 bd steps to river

Experience style and convenience at this centrally-located gem. Just 2 blocks from Drake Park, enjoy river activities with provided floaties. Downtown's vibrant dining and shopping scene is only half a mile away. The Old Mill District and Hayden Amphitheater are within a 1 mile walk. Plus, Mt. Bachelor is just a 25-minute drive for epic skiing and snowboarding. Unwind in this Delightful unit after exploring all Bend has to offer!

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 $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 9,520 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 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, 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!