House holiday rentals in Bend

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

Bring the whole family—including your dogs—and enjoy this spacious Bend retreat. Explore downtown, Mt. Bachelor, Deschutes River, hiking trails, and Bend's breweries, then come home to relax in your fenced backyard. Relax by the wood stove in the bright living room with mid-century décor. Grill on the patio, play croquet or cornhole, and gather around the fire pit. Fenced yard. Dogs welcome (up to 3). Park in garage. TVs in every bedroom, firewood provided, and self check-in with a smart lock.

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.

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

You’ll find everything you need for a comfortable getaway in this modern SE Bend home, just 10 mins to Old Mill and 30 mins to Mt Bachelor! Huge fenced backyard, hot tub, and ample parking. Plenty of space for friends and family with 2 master suites, 2 additional bedrooms upstairs, formal office, and 4 bathrooms. Large kitchen opens to the dining and living room for gatherings, with a custom wet bar. After a full day biking, hiking, or skiing relax by the fire table or stargaze from the hot tub!

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, I recommend using Google or Apple Maps to help navigate the temporary one-way directions. Completion late Fall 2026

Deschutes Forest Lodge - An Estate in the Woods!

Deschutes Forest Lodge - A Luxury Estate - with lots of Amenities for guests! Set on a 2.5 acre lot, the location is perfect in that everything is accessible, yet it feels very secluded. Enjoy the open-concept main level - Gourmet kitchen, great room, walk-in pantry, and en-suite master. Plus 4 Bedrooms & 2.5 baths with a separate Game Room upstairs. EV Charger, WiFi, Cable, BBQ, bikes, fire pit, hot tub, basketball, ping pong, foosball, TV's, games, dvds, puzzles, lawn games, and more!

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.

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.

River View Inn a cabin on the River

Enjoy our River View 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. From the moment you walk you will feel nature tickle your toes. 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 want to leave.🐠 DCCA64390

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.

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.

Old Mill Charm

Great Location in Old Mill District – Walk to Summer Concerts! ♥ Fenced Backyard ♥ Pet Friendly Nestled in the heart of Bend, Old Mill Charm offers the perfect blend of comfort and convenience. Thoughtfully designed with many amenities to ensure a seamless stay, this charming rental is ideal for relaxing or exploring all that Bend has to offer. There is a tenant in the apartment above the detached garage who does not use the driveway ensuring your privacy.

Central Modern Guesthouse with EV Charger

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.