Holiday rentals with a hot tub near Old Mill District

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

3 bedroom, 2.5 bath home with a theatre room! An amazing workout room, with cable TV. King bed in master, as well as an invigorating custom spa shower head. Central heat and air. WIFI! The backyard is a private oasis that includes a brick pizza oven, barbecue station, with gas and charcoal grills, bar, hot tub, sauna, and seating area with outdoor fire pit. Located on Reed Market Rd, across from the Farewell Bend Park.Just a short walk to Old Mill, and the Deschutes walking trail. Pet friendly!

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.

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!

Modern Home Close to OLD MILL | HOT TUB! | 6 Bikes

This absolute gem is located in the heart of Bend and is less than 5 minutes from the Old Mill District. Our 3 bed/2.5 bath mountain modern home backs up to the canal and has just about every amenity you could ask for. Such amenities include a private hot tub & back patio, 2 separate living rooms, gourmet fully stocked kitchen, dedicated workspace, high end furniture/artwork, and much more. This home is light and bright with large windows and vaulted ceilings. Come enjoy all Bend has to offer!

The Blackberry Cottage

This adorable 1950's cottage is located in the heart of Midtown Bend, within walking distance to local coffee shops, restaurants, parks and Pilot Butte State Park, and less than a mile away from downtown Bend. Two light-filled bedrooms both have double French doors leading out to a large back deck and a fenced, private backyard. A cozy living room, and eat in kitchen make this home the perfect place for a small family or a few friends to share. Serene fenced back yard space with hot tub.

Location! 4-Bedroom, 3-bath Downtown w/Hottub

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 hot-tub in backyard. Main bedroom has private entrance, kitchenette, luxury bathroom and and spacious private back deck . 20-minute drive to Mt. Bachelor.

Zen w/ Hot Tub, Office, Yard, Dog Friendly, Park

Welcome to your peaceful Bend basecamp, thoughtfully managed by The Home Co.—a local small business focused on clean, well-functioning homes with easy checkouts. This stylish 2-bedroom, 2-bath home is centrally located near Ponderosa Park and Pilot Butte, with easy access to Downtown, the Old Mill, and the Deschutes River. With a fully fenced yard, dedicated office, hot tub, and flexible living space, it’s perfect for families, remote workers, and pet lovers.

Downtown Bend Historic Bungalow *HOT TUB*

WALK EVERYWHERE! Leave your car at home and enjoy this centrally-located home on a quiet street. Built in 1919, this home is on the National Historical Register! We kept the historical elements but added modern-day conveniences. Walk to Downtown, Old Mill District, Market of Choice, Box Factory, countless breweries, or the Deschutes River - all within a 5 to 10 minute walk. You truly get a feel for Bend and its residents in our vibrant neighborhood.

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage embodies the spirit of Bend. This charming two bedroom, one bathroom vacation home is ideal for those Bend explorers who wish to be in the heart of it all. This house is located on a vibrant and eclectic street, situated just two blocks from downtown Bend. You are just a short stroll to all the superb dining, infamous breweries, art galleries, and festivals.

The High Desert Loft-Westside Bend

The High Desert loft is a rustic-contemporary one bedroom apartment in a Westside location that can’t be beat. Located right in the heart of Bend, just a two block walk from some of Bends best restaurants, like Spork, Back Porch Coffee, and Kan Pai Sushi. Come enjoy the comforts of this home away from home in the high desert! Keep it simple at this peaceful and centrally-located place. This is the same great spot, recently under new ownership.

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.

Charming studio in the heart of town

The Arrow cottage is located in the heart of Bend between the historic downtown and desirable Old Mill district. It is truly the perfect location, just steps from the Columbia river park, walking distance from the amphitheater, 10 Barrel Brewery, Good Life Brewery, Jackson's Corner and Active Culture to name a few. Our complimentary bikes make make it easy for you to zip downtown for your morning coffee or evening happy hour.