Holiday rentals with a hot tub near Old Mill District

Trendy West Side by 10 Barrel, Hot Tub, Fence Yard

The Galveston House is located on the trendy and popular west side of Bend, in the heart of the Galveston District. It is within strolling distance of area hot-spots like 10 Barrel Brewing Company, Victorian Café, Phil’s Growlers, Ariana, Paradise Produce Stand, and The Lot---a great Food-Cart court with outdoor dining. The Galveston House uses solar power and was designed with green efficiency in mind. We have used wonderful re-claimed, one-of-a-kind items to make this home warm and welcoming.

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.

Charming Millhouse w/ hot tub close to everything

Unveil Bend's charm at our centrally located 1945 mill cottage – the adventure nexus! Walk to top restaurants, a grocery store, and embrace the Old Mill District, or catch a Bend Elks game. Deschutes River, and Hayden Homes Amphitheater just a short bike ride or walk away. Conquer Mt. Bachelor in a scenic 30-min drive. Your ultimate Bend basecamp beckons! No pet fee!! No chore list at checkout!! Ski, golf, hike, climb, shop, dine, float .... It's all here

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.

Cozy, Pet Friendly, Hot Tub. Garage.

Our cozy, pet-friendly cottage is located on the popular westside of Bend and conveniently located to numerous pubs, restaurants, Hayden Homes Amphitheater, the Pavilion, shopping, parks and sightseeing! Beautiful, private, secure, fenced back yard with hot tub and BBQ in the covered patio area and a portable fire pit to sit around and roast marshmallows or hot dogs. Park in the garage and securely store your bikes, skies, snowboards and more.

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.

Sunshine Retreat-Hot Tub,Massage Chair,Espresso&EV

Welcome to our bright and comfortable Bend home, perfectly located for exploring Central Oregon. You’ll be close to the Old Mill District, downtown Bend, restaurants, shopping, and everyday essentials, with easy access to Mount Bachelor. Enjoy hotel-style bedding, a high-jet hot tub, full-body massage chair, EV charger, espresso machine, game room favorites, and family-friendly amenities for a relaxing, comfortable stay.