Places to stay near Old Mill District

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Top-rated vacation rentals near Old Mill District

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Top guest favorite

Home in Bend

4.99 out of 5 average rating, 169 reviews

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.

Top guest favorite

An outdoor balcony is featured with two light blue chairs and a small side table, inviting relaxation. The wooden railing surrounds the space, offering a view of green trees and grass nearby, enhancing the peaceful atmosphere.

Apartment in Bend

5 out of 5 average rating, 215 reviews

The Guest Nest- quiet convenience in Midtown Bend!

Stay, relax, and rest in The Guest Nest! Delightful, comfortable, well-lighted, and close to everything! Your are at "nest level" in my upstairs apartment. My goal is to provide a welcoming comfortable place for you to stay! ! In return, I request that you treat my Guest Nest with care and respect-- just as you'd want guests in your home to do. You are not dealing with an impersonal corporate rental company. I clean and manage everything myself and do my best to make it perfect for you!

Top guest favorite

Home in Bend

4.99 out of 5 average rating, 164 reviews

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

Top guest favorite

A modern kitchen features light wood cabinetry contrasted by dark blue lower cabinets. A marble countertop extends into a breakfast bar area. A stainless steel range hood is positioned above the stove, complemented by a white tiled backsplash. Natural light floods through large windows.

Home in Bend

5 out of 5 average rating, 155 reviews

Curated Comfort | Quiet, Clean, Beautiful Design

Enjoy modern style and convenience in this recently built guest home. Flooded with natural light, this spacious retreat is in a welcoming neighborhood - the perfect place to relax. Enjoy morning coffee on the sunny porch or walk to Larkspur Trail and Pilot Butte State Park. Explore Mt. Bachelor, the Deschutes River, and Smith Rock, all close by. Downtown is just a quick 5-minute drive. Everything you need is nearby, whether it's fine dining, outdoor adventures, or local shopping.

Top guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 393 reviews

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.)

Guest favorite

A round dining table sits at the center of the room, surrounded by four dark chairs. Natural light filters through the nearby window, highlighting a bowl of green apples on the table. A clock adorns the wall, complementing the contemporary decor.

Townhouse in Bend

4.94 out of 5 average rating, 240 reviews

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.

Guest favorite

A spacious outdoor patio is featured, with sleek white chairs positioned along a wooden floor. Large glass doors lead inside and allow for abundant natural light. Lush greenery surrounds the area, providing a peaceful ambiance.

Condo in Bend

4.95 out of 5 average rating, 201 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

Top guest favorite

A cozy bedroom features a metal bed frame with plush green pillows and a textured blanket. Natural light illuminates the space through multiple small windows, while hardwood floors and a rustic wooden ceiling create warmth. A small green nightstand and a desk are visible in the room.

Apartment in Bend

4.98 out of 5 average rating, 109 reviews

Walk to the River | Private Apt in Old Bend

Newly renovated, clean, modern 1Bd/1Ba private apartment on a quiet cul-de-sac in the heart of Old Bend. Walk to the river in under five minutes, or reach downtown, the Old Mill, or Box Factory in less than ten. Includes well-stocked kitchenette, dining area, living room, and in-unit washer/dryer. Private entrance via spiral staircase in backyard—no shared floors or ceilings with main house. Please read House Rules before booking.

Top guest favorite

A serene view of the Deschutes River, reflecting the clear blue sky. The sandy bank borders the calm water, while pine trees line the cliffs in the background, showcasing the natural beauty of the area.

Guest suite in Bend

4.98 out of 5 average rating, 174 reviews

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

Top guest favorite

A spacious living area features a king bed with a wooden frame against a backdrop of a cedar ceiling. A dining table and two chairs are positioned alongside a cozy seating arrangement, with large windows allowing natural light to fill the room.

Guesthouse in Bend

4.99 out of 5 average rating, 644 reviews

Botanical Studio in the Trees - Steps to Trails

Wake up to treetop views at this spacious bungalow peppered with live plants, unique art, and a stunning cedar ceiling. Stroll down to the Deschutes River Trail, which can take you downtown. Enjoy the locals-favorite First Street Rapids Park, then curl up and restore on the ultra comfy king bed. Creature comforts abound! No pets please. Trip insurance recommended if illness, weather or smoke may be an issue.

Top guest favorite

The kitchenette features white cabinetry with open shelving displaying various dishes and utensils. A coffee maker, electric kettle, and toaster oven are visible. Two burners are installed on the countertop, with a sink situated between them. Light reflects off the clean surfaces, creating a spacious feel.

Guest suite in Bend

4.93 out of 5 average rating, 737 reviews

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.

Top guest favorite

A workspace is set against a dark blue wall, featuring a light wooden desk. A vase containing dried flowers is placed alongside a candle in a decorative holder on a stack of books. Natural light filters through a nearby window, enhancing the serene ambiance.

Guest suite in Bend

4.98 out of 5 average rating, 118 reviews

Larkspur Lodge — Cozy, Private Guest Suite

Formerly known as "Chili Powder Inn," Larkspur Lodge offers a cozy and inviting space to relax and enjoy all Bend has to offer! Located in the Larkspur neighborhood on the quieter side of Bend. A quaint, scenic trail is walking distance from the house. Downtown Bend and the Old Mill shops are minutes away. The entrance is private with convenient key-code access.