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
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, 125 reviews

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!

Top guest favourite
An open-concept living space features a large kitchen island with bar stools and modern appliances. Natural light enters through multiple windows, highlighting a cozy seating area with a sectional sofa. Wooden accents and a stylish rug add warmth to the contemporary design.
Flat in Bend
5 out of 5 average rating, 112 reviews

Craftsman Style Retreat in Bend River West

Located in one of Bend’s most walkable neighborhoods, this studio is a couple blocks away from Columbia Park with easy walking access to Drake Park, Harmon Park, McKay Park and the Old Mill District (and amphitheater). After (or before) you’ve explored nearby shopping and food, head out and explore the endless outdoor activities such as skiing, Mt. Biking, rafting, fishing, and much more! You are short pedal to Phils Trails, a 5 min walk to Mt. Bachelor’s Park n Ride (or 25 min. drive).

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
4.95 out of 5 average rating, 133 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
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
4.99 out of 5 average rating, 235 reviews

The Nook Near the Old Mill - Sauna

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
A charming red exterior is complemented by natural stone accents, surrounded by lush greenery. A spacious wooden deck invites relaxation, while a driveway provides access to a garage. Tall trees add privacy to the welcoming entrance of the home.
Guest suite in Bend
4.99 out of 5 average rating, 444 reviews

Old Mill Studio - easy to Mt B, river walk, dining

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

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.
Flat in Bend
4.96 out of 5 average rating, 385 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
4.97 out of 5 average rating, 234 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.

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, 427 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
Townhouse in Bend
4.95 out of 5 average rating, 274 reviews

Drake @ The DUPE - blocks from Old Mill District -

This beautiful and updated townhouse is located just blocks away from the Old Mill District. You can walk or ride down to the Hayden Homes Ampitheater, shopping, dining and of course the Deschutes River. The 2 bedroom 2 bath house itself is surrounded by trees and is very private. You will love the full tile shower in the master bathroom and the light and bright kitchen with updated appliances. This place is a perfect mix of comfort and location.

Top guest favourite
The exterior of a two-story home is showcased, featuring a harmonious blend of wood and contemporary materials. A wooden staircase leads to the second floor, where a balcony extends from the main living area. Surrounding the home are several trees and landscaped greenery.
Guest suite in Bend
4.96 out of 5 average rating, 205 reviews

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

Guest favourite
Guest suite in Bend
4.83 out of 5 average rating, 378 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 favourite
Cottage in Bend
4.99 out of 5 average rating, 128 reviews

Epic Waterfront Home, walk to Downtown & Old Mill!

Truly one of the best riverfront homes in Bend! This luxury 2 bed, 2 bath cottage sits directly on the Deschutes River with a fenced yard, deck, gazebo, fire pit, kayaks, paddleboards, bikes, and more. Walk to downtown, Old Mill, and Galveston Ave breweries. Pet-friendly, fully updated, and made for cozy, upscale stays. Relax, explore, and enjoy Bend like a local — right on the river.

Popular amenities for family-friendly rentals near Old Mill District