
Family-Friendly rentals near Old Mill District
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Top-rated family-friendly rentals near Old Mill District
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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.

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!

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).

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 - 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.)

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.

Close, Cute & Clean! *Hot Tub* Bend Adventure Base
Welcome to the perfect basecamp for your Central Oregon adventures! The snow is coming!! Book today for your winter adventure in Bend to enjoy this convenient, comfortable, and centrally located 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!!

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.

<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! **

Franklin Flat - House @ Downtown & Historic Dist
Located on the edge of Old Bend Historic District and next to the popular downtown area, this bungalow style home is the perfect place to stay for exploring Bend. Easily walk downtown or to the Old Mill district, drive just 30 minutes to Mt. Bachelor for a ski day, or bike along the river trail. This historic home features an open layout with 2 bedrooms, a full kitchen, and many other amenities. The interior was recently renovated and updated.

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

Chukar's Nest/Old Mill Dist/Hot Tub/BBQ/Firepit

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

Cozy, Pet Friendly, Hot Tub. Garage.

The Blackberry Cottage

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Old Mill Spa Lodge • Sauna + Hot Tub • Walkable

Downtown with hot tub and fenced-in yard

A Stone's Throw | Cecil Sly
Family- and pet-friendly home rentals

Epic Waterfront Home, walk to Downtown & Old Mill!

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

Romantic Farmhouse near Mt. Bachelor

Luxury View Condo - Mt Bachelor, Amphitheater

Bend 3BR Home Near River Trail | Dog-Friendly

West House: 2 blocks to River-walk/bike everywhere

Sunny Getaway: fenced | Near trails, dining, music

Old Mill Charm
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Adorable Studio at Seventh Mountain Resort

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Mt. Bachelor Village Condo - Near Town & River

Pool, AC, close to Amphitheater & Old Mill

Deschutes River View + Walk to Downtown&Drake Park

Charming Mt. Bachelor Village Condo

Heated Indoor Pool | Game room I Pets Welcome!
Family-friendly home rentals with Wifi

Georgia Avenue Getaway

Historic Drake Park Neighborhood .

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

Haven’s Nest | Walk to Old Mill / Deschutes River

The Guest Nest- quiet convenience in Midtown Bend!

Riverside loft closest to amphitheater, rapids

Bikes | Fireplace | Old Mill District

"Urban Spruce" - Great peaceful location!!
Destinations to explore
- Rentals with outdoor seating Old Mill District
- Rentals with a washer and dryer Old Mill District
- Rentals with a fireplace Old Mill District
- Pet-friendly rentals Old Mill District
- Rentals with a fire pit Old Mill District
- Rentals with a hot tub Old Mill District
- House rentals Old Mill District
- Rentals with a patio Old Mill District
- Cottage rentals Old Mill District
- Family-friendly rentals Bend
- Family-friendly rentals Deschutes County
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