Bend Oregon Vacation Rentals, Homes

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A Bend Cottage Experience - vacation rentals

These unique themed cottages, homes & condos give you all you could ask for in rental luxury. Plenty of year-round recreation nearby. Fishing, boating, hiking, winter sports.

A Prineville Reservoir Home

Set a top a 450-acre hilltop, overlooking Prineville Reservoir, this 5 bedroom house offers luxury, silence, privacy, and BIG skies.

Alpenglow Vacation Rentals

Featuring affordable luxury rental properties throughout Bend (including historic Mill & Downtown districts) and exclusive properties at Mt. Bachelor's River Wild neighborhood

Bend Dutch Rentals

Select from over 45 unique homes, lofts, condos, cabins and cottages in the Bend region. Read our reviews, and you'll know why guests choose, and stay, with us.

Bennington Properties, Llc

With over 150 properties - from simple to elegant, for 2, 4 or 16 people, with Dog Loving™ options in Sunriver and Caldera Springs - we have the perfect Vacation Home for you!

Black Butte Ranch - golf and luxury ranch resort

Find a lovely guestroom, condo, cabin or rental home at this central Oregon luxury ranch. Swimming pools, fitness center, bike paths, unique dining, fishing and more.

Brooks Resources Corporation

Whether selling, listing, renting, or buying, Brooks Resources Corporation can help make the life change easier with helpful staff and information!

Cascade Home & Vacation Rentals

Vacation rentals throughout Sisters, Tollgate, Crossroads, Bend, and Eagle Crest Oregon. Access recreational opportunities from your own condo or house!

Cascara Vacation Rentals

Offering 100+ Rental Homes in the Bend/Sun River area, free nights on select stays, discounts on Wanderlust Tours, green fees at Lost Tracks GC, WiFi, and Pet-Friendly units.

Deschutes Property Management

If you are looking for your dream in either Bend or Redmond, OR, you are sure to find your match at www.rentinbend.com

Desert Pine Properties

Specializing in distinctive vacation properties all around Bend. Each home is meticulously prepared to ensure the highest quality living experience. Dozens to choose from.

Downtown Bend Vacation Rentals

Welcome to Bend, Oregon! We have two great lodging locations and eight different condos to offer for nightly, weekly and monthly rentals!Down Town Bend!

Helios Eco-house

This spacious 2145+ sq.ft. home accommodates up to six guests in lux comfort & Mid-Century modern style on Bend's westside. Proudly dog-friendly.

Lavabelles Vacation Rentals

Offering an eclectic and unique mix of historic homes, cottages, upscale luxury properties, condos and in-town craftsman gems. Pet friendly properties our specialty.

Lucky Vacation Rentals

A terrific selection of rental cabins, homes, cottages and condos in all the best locations around Bend and nearby attractions, many being pet friendly.

Mount Bachelor Village Resort

Beautiful resort with luxury rooms and complimentary cruiser bikes. Spa available and on-site dining available.

Mountain Resort Properties

Numerous vacation rentals available, so you can find one that fits your desires. Cozy rustic cabins to luxurious homes. Makes an Oregon vacation something special.

Pinetucket Lodge

Close to bike paths, tennis courts, and swimming pools. Cozy rooms and unique decor for a relaxing vacation.

Ponderosa Pines Lodge

Ponderosa Pines is a vacation resort located in scenic Central Oregon, on the Deschutes River. It is a comfy and quaint small bed and breakfast.

Pronghorn

Relax in luxurious residential accommodations while looking out on one of the most beautiful golf courses in the world. Unforgettable experiences start here.

Sisters Vacation Rentals

With over 10 years of service, we have been helping guests enjoy beautiful Central Oregon in our fully equipped vacation rentals. Choose from cottages, cabins, home and more.

Stoneridge Townhomes

Stoneridge Townhomes offers two and three bedroom townhouses in Sunriver, Oregon. These furnished townhouses are available both for rental and to own.

Sunriver Hotel & Resort

Serene lodging with gorgeous rooms and fireplaces. Club and spa nearby and guaranteed tee times.

Sunset Lodging Vacation Rentals

Offering a large inventory of rental condos, cabins, homes and chalets around Sun River and Mt. Bachelor. Our customer service will amaze you, matching you to best properties.

Village Properties

Come Stay In Sunriver, Oregon And Start Making Memories Today!

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Lodging

Regional Vacation Home Rentals

Mount Hood Vacation Rentals

  • 19 listings

Leavenworth Vacation Rentals

  • 8 listings

Other Vacation Home Rentals Resources

Sun Valley Vacation Rentals

Vacation rental home listings in our Sun Valley Lodging Guide.

Lake Tahoe Vacation Rentals

Rental homes and condos near Lake Tahoe in California / Nevada.

Mount Hood Condos

Condo rentals in the Mount Hood area.

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