Bend vacation rentals, Bend 1, Oregon, Top Villas

About our Bend vacation rentals

Experience the best of Bend with our exclusive collection of Bend vacation rentals, designed to offer luxury and comfort for every traveler. From stylish townhomes with private outdoor space to expansive single-family homes featuring backyards, BBQs, all-weather games and more, our rentals are perfect for those seeking both relaxation and adventure.

Nestled in this charming city along the Deschutes River, you’ll be surrounded by the stunning Cascade Mountains to the west, with their ski resorts and scenic trails just waiting to be explored. After a day of outdoor fun, return to your vacation home for cozy evenings in front of the fire or a soak in the hot tub under the stars. Whether you’re hiking, discovering the local history, or exploring the unique volcanic wonders, our Bend vacation rentals ensure you’ll have an unforgettable stay in nature’s playground.

Things to do

  • Things to do in Bend, Smith Rock State park, Oregon, hiking
    Explore Smith Rock State Park
    Smith Rock offers some of the best hiking, rock climbing, and stunning views of the Cascade Mountains. It’s a must-visit for outdoor enthusiasts seeking adventure and breathtaking scenery.

  • Things to do, Deschutes national forest, Oregon, Top Villas
    Visit Deschutes National Forest
    With its expansive forests, lakes, and trails, Deschutes National Forest is a paradise for hikers, bikers, and nature lovers. Enjoy lakeside picnics, or adventures on challenging mountain trails.

  • Things to do in Oregon, Bend, watersports, river, tubing, sups, swimming
    Go Tubing on the Deschutes River
    The Deschutes River offers a relaxing way to enjoy Bend’s natural beauty. Float down the river on a tube, paddleboard or raft for a fun, laid-back way to spend the day.

  • Things to do in Bend, Oregon, snowboarder, snow park
    Ski or Snowboard at Mt. Bachelor
    Just outside Bend, Mt. Bachelor provides some of the best skiing and snowboarding in Oregon. With plenty of terrain for all skill levels, it's perfect for winter sports enthusiasts.

  • Things to do in Bend Oregon, desertscape, museum, animal skull, generic
    Visit the High Desert Museum
    Spanning 135 acres this museum explores the region’s natural world and cultural history. Aside from the exhibition space, explore winding paths, and expansive forest areas.

  • Two people mountain bikes cycling through a forest
    Bike the Bend Trail System
    With miles of scenic trails, Bend is a biking paradise. From leisurely rides along the river to more challenging mountain bike trails, there’s a route for every rider.

  • Bend, Oregon vacation rentals, things to do, Lava Lands, Lava Butte
    Explore the Lava Lands Visitor Center
    Explore the volcanic landscapes and discover the region’s fascinating geology. Embark on the the hiking trails, visit Lava Butte and even a mile-long lava tube!

  • Bend, Oregon, breweries, things to do, Top Villas
    Tour Local Breweries
    Bend is known for its craft beer scene, with dozens of local breweries to explore. Enjoy unique brews and cozy taprooms throughout the city, perfect for beer enthusiasts.

Luxury Vacation Rentals

Award winning portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

Top Villas concierge services, Bend 4 in Oregon, sharing board

Concierge for Bend Vacations

Elevate your stay and bring hotel-style service and comfort to your Bend vacation rental, with our optional Concierge Services.

From car hire and baby equipment rentals to pre-ordered groceries, private chefs, personal guides, ski passes and more, we have everything wrapped up for the perfect break in Bend, Oregon.

Bend vacation rentals for large groups, Bend 2 living room, Top Villas

Bend Oregon Vacation Rentals for Large Groups

Our Bend Oregon vacation rentals for large groups are the perfect choice for families and friends seeking an unforgettable reunion away. Whether you're looking for a contemporary cabin or a sprawling vacation home, our larger options can comfortably accommodation 10-12 and up to 20 if needed - with pet-friendly rentals available, ensuring the whole gang can stay!

Kick back and entertain in expansive private interiors, complete with scenic picture windows, fireplaces, all-weather games and outdoor BBQ areas with firepits and hot tubs, for year-round enjoyment in the Great Outdoors and just moments from the city amenities of Bend.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

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