House vacation rentals in Bend

THE TROUT HOUSE a cabin on the River

Enjoy our TROUT HOUSE INN all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view, you won't be able to do much else. From the moment you walk you will feel the love Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never leave.🐠 DCCA64390

Family · Value · Condition

Cascadia - Historic Drake Park Gem

Historic Bend original! This magnificent American Craftsman home was built in 1924 and is ideally located in the heart of downtown. Walk-ability to shopping, dining & entertaining make it the perfect home for your stay in Bend. Natural light and open spaces throughout. This beautifully renovated home retains many period correct features and classic warmth. Lovely outdoor entertaining areas surround the home, and Drake Park - the jewel of downtown Bend - is just outside the front door.

Family · Location · Decor

Downtown with hot tub and fenced-in yard

Light and bright downtown Bend vacation cottage with a landscaped, fenced yard and HOT TUB. Walk to breweries, restaurants, coffee shops , art galleries and the Deschutes river and river trail. One-bedroom, one-bath unit features a separate memory foam queen hide-a-bed in the living room. Private laundry room. Private parking spaces in back. Open floor plan with vaulted ceilings and automated skylight shades. Complete remodel. Pet-friendly (must add pet to the reservation).

Value · Family · Laundry

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.

Family · Location · Quiet

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.

Value · Location · Skiing

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.

Location · Family · Walkability

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.

Family · Location · Decor

Juniper Jewel

Bright, open floor plan with lots of amenities. New hot tub and large deck with built-in seating as of Dec 2025. Gas BBQ, fully outfitted kitchen with everything you’ll need to prepare great home-cooked meals. Large private lot that backs to undeveloped forested space. Close to Newport Mkt, 10 Barrel Brewing, shops and eateries near Galveston and NW Crossing. Child-friendly and pet-friendly. Updates throughout. Air conditioning.

Family · Location · Biking

Heart of Bend-Walkable, Ping Pong, Billiards

Immerse yourself in the vibrant heart of Bend, situated on a quiet street that keeps you close to the city's pulse. Enjoy seamless access to the parkway, a mere 10-minute drive to downtown and Old Mill, or take a leisurely stroll to discover a myriad of eateries, breweries, a beloved food cart lot, grocery and liquor stores – not to mention the iconic last Blockbuster in the US. Your gateway to Bend's charm awaits!

Value · Location · Check-in

The Blue Rhodie| Centrally located family retreat

Experience the best of Central Oregon in this beautiful 2-story house, located at the end of a cul-de-sac. With access to skiing at Mt. Bachelor, hiking at Smith Rocks, and water sports on the Deschutes River, this house is perfectly situated. Featuring a master bedroom, open living area, and a fantastic backyard perfect for barbecuing and yard games. Book your stay now and make your visit to Bend unforgettable.

Value · Location · Check-in

The Land of Aus

The Land of Aus is your quick ticket to relaxation. This charming rustic mountain home is less than a 5 minute walk from the Deschutes river and has everything you need to find solitude and tranquility. Amenities to help you unwind include a hot tub with delightful canal views, a cozy fireplace, clawfoot tub and a Finnish sauna to help sooth those muscles after a long day in the Central Oregon Outdoors.

Value · Family · Hiking

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

Location · Family · Comfort