Places to stay near Old Mill District

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Top-rated holiday rentals near Old Mill District

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

The sleeping area features a spacious bed dressed in a light comforter with subtle patterns. A low, orange bench sits at the foot of the bed. Dark wood nightstands are placed on either side, accompanied by decorative wall art and a window allowing natural light to enter.

Guest suite in Old Bend

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, 161 reviews

Top guest favourite

An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.

Bungalow in Bend

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, 186 reviews

Guest favourite

A combined dining and living area features a wooden dining table with multiple chairs alongside a comfortable sectional sofa adorned with decorative pillows. Pendant lighting hangs above the kitchen island, highlighting the modern appliances in the kitchen, while large windows allow natural light to brighten the space.

Home in Old Bend

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

Top guest favourite

The exterior of the home is captured during dusk, showcasing a welcoming driveway that leads to the entrance. Lush green lawns are bordered by meticulously maintained landscaping, while the colorful sky creates a serene backdrop behind the home.

Townhouse in Bend

View Old Mill Condo, w/Spa, Dogs OK, Walk to River

Beautiful 3 bedroom, 2.5 bath home located just above the Old Mill District. Walking distance to great shopping, restaurants and the movie theater! The Master bedroom and En suite with large soaking bathtub with separate shower on the first level with two additional bedrooms and a bath upstairs. There is a two car garage to park your cars and unload all the fun toys you'll want to bring to Bend! We are just 20 miles from our front door to the parking lot of Mt. Bachelor Recreation Area!

4.92 out of 5 average rating, 379 reviews

Top guest favourite

A historic two-story building is showcased in a monochrome setting. It features a large entrance with broad steps flanked by neatly trimmed hedges. The exterior has a simplistic design, with a gabled roof and multiple windows, contributing to its classic architectural style.

Home in Old Bend

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

Top guest favourite

The exterior of a red brick apartment building features multiple entrances, framed by green awnings and surrounding trees. Warm light emanates from the windows, highlighting the architectural details of the structure against an evening sky.

Flat in Bend

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, 436 reviews

Guest favourite

The exterior of Tokyo Starfish displays a welcoming façade with dark wood siding and vibrant red accents. Potted plants line the entrance, and a white flag featuring a green cross signals cannabis offerings. A bicycle leans against the building, adding to the inviting atmosphere.

Home in Old Bend

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

Top guest favourite

Townhouse in Bend

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, 347 reviews

Top guest favourite

A spacious living area is highlighted by a modern entertainment center and a comfortable seating arrangement, including a large ottoman. Light-colored walls complement the wooden floors, while natural light filters through windows, enhancing the room's inviting appearance.

Home in Bend

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

Top guest favourite

A modern living area showcases a comfortable dark sofa alongside a bright orange armchair. A wooden coffee table is positioned in front, with a small plant and speaker on top. A dining table with four chairs is visible in the background, and a fireplace adds warmth to the space.

Flat in Bend

Modern Condo~Fireplace~Walk to Old Mill & River

✦ Deschutes Nest ✦ 🚶 Walk to Mt. Bachelor Shuttle & Hayden Homes Amphitheater 🌊 2 Blocks from the Deschutes River 🍻 Near Deschutes Brewery & Old Mill District 🏠 Modern Craftsman with Thoughtful Updates 🔥 Cozy Fireplace for Relaxing Evenings 🍳 Fully Equipped Kitchen 🌐 High-Speed Wi-Fi 🐾 Dog Friendly (w/fee) The home is dog friendly (1 small dog max) and the pet fee is $40/day (Max $250). Dogs only please. Pet fee requested after booking.

4.93 out of 5 average rating, 120 reviews

Top guest favourite

Home in Bend

Old Mill Spa Lodge • Sauna + Hot Tub • Walkable

Stay steps from Bend’s vibrant Old Mill District in this modern spa lodge. Walk to riverfront trails, shops, restaurants, and concerts at Hayden Homes Amphitheater. After a day skiing Mt. Bachelor or floating the Deschutes River, relax in your private saltwater hot tub and redwood sauna. Perfect For: • Mt. Bachelor ski trips • families visiting Bend • groups attending concerts at Hayden • river floating trips

4.98 out of 5 average rating, 151 reviews

Top guest favourite

A serene waterfront scene captures Mirror Pond surrounded by vibrant autumn foliage. Reflections of colorful trees ripple on the calm water. The image includes a glimpse of a nearby residence, offering a peaceful connection to nature and the outdoors.

Home in Old Bend

Bend Waterfront Home: Hot Tub, Walk to Town

Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak under the stars in the brand-new private hot tub, launch paddle boards directly from the backyard, or take a 5-minute stroll to downtown Bend’s top breweries and restaurants. Perfectly tailored for mountain adventures, river days, and relaxing group retreats. License Number: STR-18-1015

4.95 out of 5 average rating, 194 reviews