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 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.
Home in Bend
4.98 out of 5 average rating, 416 reviews

<SALE> River Front | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

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!

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, 254 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

Top Guest favourite
Townhouse in Bend
4.95 out of 5 average rating, 300 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 comfortable living area is shown, featuring a neutral-toned sofa adorned with patterned throw pillows. A coffee table sits at the center, while a small dining table with four chairs is positioned by the window, framed by blinds that allow natural light to filter in.
Apartment in Bend
4.99 out of 5 average rating, 155 reviews

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#4

Location allows an easy walk to Downtown and Old Mill District. One block to the Deschutes River. Modern one-bedroom fully furnished rental. Fully equipped kitchen, washer/dryer in unit. Ductless heat/air conditioner for your comfort. Smart TV provides streaming and top tier HD cable TV. A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. City of Bend Short Term Operating License No. STR-15-0016 .

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, 194 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 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 Bend
4.95 out of 5 average rating, 311 reviews

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage embodies the spirit of Bend. This charming two bedroom, one bathroom vacation home is ideal for those Bend explorers who wish to be in the heart of it all. This house is located on a vibrant and eclectic street, situated just two blocks from downtown Bend. You are just a short stroll to all the superb dining, infamous breweries, art galleries, and festivals.

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, 207 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
An exterior view of a single-story home is shown, surrounded by landscaped gardens with rocks and greenery. A cozy patio area features blue and white striped lounge chairs, an umbrella, and string lights overhead, creating a welcoming outdoor space.
Home in Bend
4.96 out of 5 average rating, 193 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

Welcome to your Central Oregon adventure base! Book now to enjoy the convenience and comfort of this centrally located Bend home!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Come settle in for exploration and recreation!!

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 $98 AUD 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!