
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.

Modern retreat in central Bend
Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

<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!

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.

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!

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.

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.

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

Airy Bend Oasis - Two Ensuites
Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

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.

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.

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.

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.
Popular amenities for family-friendly rentals near Old Mill District
Family-friendly home rentals with a hot tub

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

Cozy, Pet Friendly, Hot Tub. Garage.

Charming Millhouse w/ hot tub close to everything

Pool, AC, close to Amphitheater & Old Mill

The Blackberry Cottage

Lava Flo, Historic gem on Lava Road, pets, hot tub

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Old Mill Spa Lodge • Sauna + Hot Tub • Walkable
Family- and pet-friendly home rentals

Log Cabin on Tumalo Creek

Have a Patio Barbecue at a Pet-Friendly House in Midtown

Modern Condo~Fireplace~Walk to Old Mill & River

Walk to Downtown - Near River

Pet-Friendly Flat with Private Yard

Delightful 2 bd steps to river

Eco cabin near Bend: sauna, spa, king bed, EV plug

Sunny Getaway: fenced | Near trails, dining, music
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Adorable Studio at Seventh Mountain Resort

Updated Sunriver-Hot Tub, Walk to SHARC & Village

Deschutes River View + Walk to Downtown&Drake Park

Charming Mt. Bachelor Village Condo

Indoor Pool, Game Room, EV Charger, Pets Welcome!

Wine Down and Play

River Ridge Getaway - River Trail & Hot Tub
Family-friendly home rentals with Wi-Fi

Larkspur Lodge — Cozy, Private Guest Suite

Craftsman Style Retreat in Bend River West

Riverside loft closest to amphitheater, rapids

Walk to Amphitheater & Old Mill I Beach Cruisers

Cozy West Side Studio in Broken Top – Sleeps 3

Downtown Bend Boho Bunglalow

(NE)Private entrance to suite, quiet, safer

Blue Spruce Cottage, 2/1, Modern, & Clean.
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 $121 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!
Destinations to explore
- Rentals with a patio Old Mill District
- Rentals with outdoor seating Old Mill District
- Cottage rentals Old Mill District
- Rentals with a fireplace Old Mill District
- House rentals Old Mill District
- Rentals with a hot tub Old Mill District
- Rentals with a washing machine and dryer Old Mill District
- Pet-friendly rentals Old Mill District
- Rentals with a fire pit Old Mill District
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