
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!

Downtown Bend Boho Bunglalow
Relax in this Westside private, new, stylish studio. The Boho Bungalow is in the heart of it all. Be just steps from Drake Park, The Old Mill, breweries, boutiques, and restaurants downtown, The Box Factory, and so much more! Pick a direction and go discover! Walk to see a show at Hayden Homes Amphitheater or head to Millers Landing to play in the rapids or stroll the river trail at sunset. Whether you would like to sip, savor or be still, this is the perfect place to discover beautiful Bend!

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 & 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!

Contemporary Chic, Walk Downtown, Gourmet Kitchen
NOTE: Hot tub is not available May 5-10. 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.

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

Old Mill Studio - walk to concerts, river, 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.)

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

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.

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.

Aspen @ 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 Amphitheater, 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.

Best for Old Mill:River Trail, Views & Town
Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.
Popular amenities for family-friendly rentals near Old Mill District
Family-friendly home rentals with a hot tub

Downtown Bend Historic Bungalow *HOT TUB*

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

Drake Park Cottage in the Heart of Bend

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

The Blackberry Cottage

Ski, Bike, and Golf from a Spacious Family Bungalow

Downtown with hot tub and fenced-in yard

Five minutes from old mill with hot tub.
Family- and pet-friendly home rentals

Epic Waterfront Home, walk to Downtown & Old Mill!

Romantic Farmhouse near Mt. Bachelor

Modern Condo~Fireplace~Walk to Old Mill & River

Charming Millhouse w/ hot tub close to everything

Luxury View Condo - Mt Bachelor, Amphitheater

Pet-Friendly Flat with Private Yard

Bend 3BR Home Near River Trail | Dog-Friendly

Home in Lodges at Bachelor View - Book Now!
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Adorable Studio at Seventh Mountain Resort

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

Mt. Bachelor Village Condo - Near Town & River

Pool, AC, close to Amphitheater & Old Mill

A Little Peace of Paradise, A/C, & 8 SHARC Passes

Charming Mt. Bachelor Village Condo

Indoor Pool, Game room, EV Charger, Pets Welcome!
Family-friendly home rentals with wifi

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

Georgia Avenue Getaway

River Camp House

Craftsman Style Retreat in Bend River West

Mountain Bliss: Gateway to Mt. Bachelor and More

Riverside loft closest to amphitheater, rapids

Walk to Amphitheater & Old Mill I Beach Cruisers

Airy Bend Oasis - Two Ensuites
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 $89 SGD per night before taxes and fees

Verified guest reviews
Over 9,520 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Old Mill District holiday rentals include wifi 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
- Pet-friendly rentals Old Mill District
- Rentals with a patio Old Mill District
- Rentals with a firepit Old Mill District
- Cottage rentals Old Mill District
- Rentals with a hot tub Old Mill District
- House rentals Old Mill District
- Rentals with a washing machine and dryer Old Mill District
- Rentals with outdoor seating Old Mill District
- Rentals with a fireplace Old Mill District
- Family-friendly rentals Bend
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