
Family-Friendly rentals near Old Mill District
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Top-rated family-friendly rentals near Old Mill District
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Cozy Studio! Walk to NW Crossing and Shevlin Park
Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

Midtown Getaway- Private entrance and bathroom!
Just over 2 miles from downtown. This is a private room attached to our house with a separate entrance. The room has a double bed, full private bathroom, closet space, a kitchenette, and seasonal access to the outside deck and hammock. Includes heating and cooling controls, a mini-fridge/freezer, microwave, coffee maker, cups, plates, and utensils. Coffee, tea, snacks, ice provided. Great for late night arrivals or early departures! The space is quaint- room & bathroom- 185 sq. ft. total

Glamping! Quad Slide RV on a Tumalo Hobby Farm
Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

Larkspur Garden Guesthouse
Located in Bend's 'Midtown' and with access to the Larkspur trail that leads to iconic Pilot Butte, this bright, newly built 450 sq. foot apartment balances cozy and modern elements to make your stay in Bend comfortable. Equipped with a full kitchen, a separate room with a queen bed, a deep, relaxing tub, a sofa that converts into a memory foam queen bed, a TV with access to Netflix, and a separate laundry room. Our space is a great option for 2 guests, but it can fit up to 4.

The Hub—Apartment @ Downtown & Historic Dist
Located on the edge of Old Bend Historic District and next to the popular downtown area, the newly constructed apartment is the perfect hub to explore 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. The modern space features an open layout with a gas fireplace, full kitchen, kids sleeper loft, and many other amenities. It's attached to a commercial building but has a private entrance.

Old Mill Studio - easy to Mt Bach, 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.)

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.

Modern, close to it all w/ private entrance & yard
Perfectly appointed cozy guest suite located in Bend's desirable Westside. Newly renovated (summer 2023) with modern fixtures and plush Casper mattress and L'Or coffee machine. Sleep like a dream and then take off on the day's adventures. This unit is just off Century Dr/ Cascade Lakes Scenic Byway offering quick access to Mt Bachelor (21 miles) while also a quick drive or walkable to Downtown, the Old Mill , the Deschutes River and NW Crossing.

Luxury View Condo - Mt Bachelor, Amphitheater
Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven.

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.

Mt Bachelor Village Resort- Room in River Ridge II
Hotel style room with private entry in forested Mt Bachelor Village Resort on the westside of Bend. Quick access to hiking, biking, the river trail, Old Mill district, Mt Bachelor, and many restaurants and breweries. It's a nice walk or bike ride to the Old Mill district and 2.5 miles from downtown Bend. The beautiful Deschutes River Trail is just down the hill from our unit-great for that morning walk or jog!

Orchard District Studio
A cozy studio apartment; this converted garage space has tall ceilings making it feel light and airy. Located in Bend's Orchard District, it is walking distance to Hollinshead Park & Pilot Butte. We are NOT within walking distance to downtown, however it is only a 5 minute drive to downtown & 15 minutes to outdoor recreation opportunities. Hosts live in the main house. LGBQT+ BIPOC friendly.
Popular amenities for family-friendly rentals near Old Mill District
Family-friendly home rentals with a hot tub

Sunriver Studio with Pool and Hot Tub

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

Private Apartment, Separate Entrance, Spacious

Two Bedroom Charmer with Hot Tub

Contemporary Chic, Walk Downtown, Gourmet Kitchen

The Grove at Midtown Manor - King Beds & Hot Tub!

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

River Ridge Getaway - River Trail & Hot Tub
Family- and pet-friendly home rentals

Bend Suite Escape

High Desert Haven

Modern Apartment Perfect For Couples (Dogs Too!)

Deschutes River Escape *Clean + Modern*

Black Duck Cabin

IT'S A WEE HOUSE

Bend River West Loft

Bend Getaway! Fenced & near Old Mill shops + eats
Family-friendly home rentals with a pool

RiverBend House - river dock access, near Sunriver

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

Mt. Bachelor Village Condo - Near Town & River

Pool, AC, close to Amphitheater & Old Mill

Luxurious Private Tumalo Suite Nestled in Trees

Deschutes River View + Walk to Downtown&Drake Park

Sunriver Condo, 6 SHARC passes, pool, REC room

Bungalow at The Parks
Family-friendly home rentals with Wifi

The Nook Near the Old Mill

Parks Bunkhouse

Modern high-end home, walk downtown

Cozy Deschutes River Getaway

Jewel Box Bend-Quaint private downstairs apartment

Riverside loft closest to amphitheater, rapids

Petite Suite: Midtown Warm & Welcoming This Winter

Close to everything! Oasis on edge of west Bend
Quick stats about family-friendly rentals near Old Mill District
Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
8.9K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi
Destinations to explore
- Rentals with a fireplace Old Mill District
- Rentals with a fire pit Old Mill District
- Rentals with a hot tub Old Mill District
- Rentals with a washer and dryer Old Mill District
- Pet-friendly rentals Old Mill District
- House rentals Old Mill District
- Rentals with outdoor seating Old Mill District
- Cottage rentals Old Mill District
- Rentals with a patio Old Mill District
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