
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.

The Nook Near the Old Mill - Sauna
Retreat to this bright and completely remodeled 1930's mill house with a full kitchen, fireplace, and boho decor. Conveniently located 3 minutes from the Old Mill District and Hwy 97 access. We are a boutique operation and pride ourselves on attention to detail. The yard area is a quiet oasis with native plants and a fire table to enjoy our beautiful Central Oregon weather. We are 100% pet-free and use unscented cleaning products to ensure and an allergen-free and odor-free experience.

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).

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 - walk to trails, 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.)

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!!

Historic Old Bend Cottage & Carriage House Spa
This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

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.

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

Villa75: Perfect Midtown Location w/ Cozy Fire Pit
Experience Bend like a local! This newly renovated, beautifully landscaped apartment in Midtown offers a 5-star stay with crisp linens, fresh-ground local coffee, and a cozy backyard fire pit. Walk to the best coffee, tacos, bagels, and bakeries, or explore downtown just minutes away. Owned by Bend locals, we’re here to share insider tips to make your stay unforgettable. The perfect launch pad for your Bend adventures!

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#1
Perfect property for extended stay needs or a few nights visiting in Bend. Bring your toys! A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. Discounts for extended stays in off season. No room tax for stays of 30 days or more. City of Bend permit and Short Term Operating License No. STR-15-0016

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.
Popular amenities for holiday rentals near Old Mill District
Apartment rentals with wifi

The Curly Maple Den

Sunriver Studio with Pool and Hot Tub

Walk to downtown Bend or stroll river trail condo!

Mt. Bachelor Village Condo - Near Town & River

Pool, AC, close to Amphitheater & Old Mill

Adventure Awaits! Walk to downtown and river!

Sunriver Condo, 6 SHARC passes, pool, REC room

Quiet Escape: Fireplace, 5min to Downtown & River
Family-friendly house rentals

Park Place *Modern + Fenced*

Modern high-end home, walk downtown

Paddle House

Mountain Bliss: Gateway to Mt. Bachelor and More

Downtown Den

Bend River West Loft

Bikes | Fireplace | Old Mill District

Best for Old Mill:River Trail, Views & Town
Apartment rentals with air conditioning

Historic Drake Park Neighborhood .

Modern Condo~Fireplace~Walk to Old Mill & River

Delightful 2 bd steps to river

Petite Suite: Midtown Warm & Welcoming This Winter

Private Spacious Studio Apartment

Steps from downtown! Private, modern apartment

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

Urban Studio Loft-Hot Tub AC 250+Mbps Views
Other great holiday rentals near Old Mill District

Mt Bachelor Village Resort- Room in River Ridge II

Suburban Forest guest house with garage

Bend Base-camp! Near river, mts, shops, fun stuff!

Mill Cabin at Deschutes Dunes River/ beach access

Haven's Nest

Artist Studio with sleeping Loft

Old Mill Charmer with Hot Tub

Contemporary Chic, Walk Downtown, Gourmet Kitchen
Destinations to explore
- Rentals with a patio Old Mill District
- Pet-friendly rentals Old Mill District
- Rentals with a firepit Old Mill District
- Rentals with a fireplace Old Mill District
- House rentals Old Mill District
- Rentals with a washing machine and dryer Old Mill District
- Rentals with a hot tub Old Mill District
- Rentals with outdoor seating Old Mill District
- Family-friendly rentals Old Mill District
- Cottage rentals Old Mill District




