
Places to stay near Old Mill District
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Top-rated holiday rentals near Old Mill District
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River Front Getaway | 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!
4.98 out of 5 average rating, 433 reviews
Lucinder - Modern historic home, views, Downtown
Lucinder is a 2bed, 2bath historic but modern home in historic Old Bend neighborhood. Mid-century furniture, functional and uncluttered, designed for active visitors looking to enjoy the best of Bend. Fenced front yard, lovely back deck with views and hot tub. Gorgeous views from interior of light filled home, including views of downtown skyline and Mt. Bachelor. Open, modern kitchen with gas range, dishwasher, washer/dryer, central heat and a/c. Pets ok, ideal location, fast wifi, air filter.
4.99 out of 5 average rating, 264 reviews
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!
4.99 out of 5 average rating, 159 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!
5.0 out of 5 average rating, 185 reviews
Location! Beautiful 4-Bedroom, 3-bath Downtown
Lovely updated 4 bedroom, 3 full-bath home located in historical district 3 1/2 blocks to both downtown Bend, Riverfront and the Old Mill District. Located right across the street from a Brewery, Starbucks and the best store in Bend, Market of Choice. Pet Friendly - with additional fees. Mt. Bachelor view from large backyard. Main bedroom has private entrance, kitchenette, luxury bathroom and and spacious private back deck . 20-minute drive to Mt. Bachelor. Sauna replacing hot tub 11-1-26
4.9 out of 5 average rating, 480 reviews
Near Old Mill - No Pets - Top 5% - Nordic Sauna
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.
4.99 out of 5 average rating, 278 reviews
The Church In Bend
The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship west of the Mississippi to be built entirely by volunteers from the congregation. By the 1970s the building had fallen into disrepair. Beginning in October 2014 the current owners began the process of restoring the building to it's original condition under the supervision of the Historic Landmark Commission. This special place is close to everything, making it easy to plan your visit.
5.0 out of 5 average rating, 103 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
4.97 out of 5 average rating, 435 reviews
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.
4.96 out of 5 average rating, 260 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.
4.95 out of 5 average rating, 346 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.
4.98 out of 5 average rating, 209 reviews
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.
4.94 out of 5 average rating, 219 reviewsPopular amenities for holiday rentals near Old Mill District
Condo rentals with Wi-Fi

Pool, AC, close to Amphitheater & Old Mill
4.97 out of 5 average rating, 158 reviews
Cozy Mt. Bachelor Village Condo near Downtown Bend
4.98 out of 5 average rating, 185 reviews
Adventure Awaits! Walk to downtown and river!
4.94 out of 5 average rating, 159 reviews
Quiet Escape: Fireplace, 5min to Downtown & River
4.9 out of 5 average rating, 469 reviews
Cozy mid-century getaway in SE Bend
4.89 out of 5 average rating, 113 reviews
Luxury in the Forest
4.9 out of 5 average rating, 463 reviews
Mt. Bachelor Village Condo - Near Town & River
4.86 out of 5 average rating, 310 reviews
Sunriver Studio with Pool and Hot Tub
4.98 out of 5 average rating, 339 reviewsFamily-friendly house rentals

Best for Old Mill:River Trail, Views & Town
4.96 out of 5 average rating, 184 reviews
"Urban Spruce" - Great peaceful location!!
4.98 out of 5 average rating, 378 reviews
Cozy, Pet Friendly, Hot Tub. Garage.
4.95 out of 5 average rating, 460 reviews
Franklin Flat - House @ Downtown & Historic Dist
4.97 out of 5 average rating, 218 reviews
Modern high-end home, walk downtown
4.99 out of 5 average rating, 220 reviews
Old Mill Spa Lodge • Sauna + Hot Tub • Walkable
4.98 out of 5 average rating, 151 reviews
OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven
4.87 out of 5 average rating, 262 reviews
Mid-Century Getaway•Near Old Mill & Downtown Bend
4.97 out of 5 average rating, 191 reviewsApartment rentals with air conditioning

Craftsman Style Retreat in Bend River West
4.99 out of 5 average rating, 144 reviews
Historic Drake Park Neighborhood .
4.98 out of 5 average rating, 762 reviews
Drake Park Retreat in the Heart of Bend
4.89 out of 5 average rating, 254 reviews
Maxwell House~walk, shop & play
4.96 out of 5 average rating, 175 reviews
Modern Condo~Fireplace~Walk to Old Mill & River
4.93 out of 5 average rating, 119 reviews
Villa75: Perfect Midtown Location w/ Cozy Fire Pit
4.98 out of 5 average rating, 340 reviews
Riverside loft closest to amphitheater, rapids
4.97 out of 5 average rating, 523 reviews
WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#1
4.97 out of 5 average rating, 188 reviewsOther great holiday rentals near Old Mill District

2 Bedroom Delight In The Old Mill
4.92 out of 5 average rating, 178 reviews
Kid & Dog Friendly Bungalow In The Heart Of Bend
4.96 out of 5 average rating, 160 reviews
Georgia Avenue Getaway
4.92 out of 5 average rating, 393 reviews
Sunny Getaway: fenced | Near trails, dining, music
4.87 out of 5 average rating, 267 reviews
Salmon Lodge Luxury 3BR Bend OR Old Mill District
4.96 out of 5 average rating, 156 reviews
River Camp House
4.98 out of 5 average rating, 161 reviews
Haven’s Nest | Walk to Old Mill / Deschutes River
4.85 out of 5 average rating, 414 reviews
Larkspur Lodge — Cozy, Private Guest Suite
4.99 out of 5 average rating, 200 reviews




