Found in the foothills of the Cascade Mountains, locals and tourists alike appreciate Bend's natural beauty and outdoor activities. As the gateway to the mountains and the high desert, Bend Oregon vacation rentals place you in the center of Central Oregon's recreational opportunities. Swoosh away your winter on the slopes of Mt. Bachelor, and take advantage of Bend Oregon cabin rentals that are perfect for that rustic setting you desire. Or reserve Bend Oregon cabins for the summer months, and explore the local rivers for river rafting, kayaking, or fly fishing. Guests of Bend Oregon rentals come for the crisp air, blue skies, charming town center, premium groomed ski trails, copious restaurants, shops, microbreweries and more.
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Bend Oregon Vacation Rentals
Bend Oregon Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Executive style LUXURY vacation home in Central OregonAmenities:Ski, Golf Course, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:FALL SPECIAL: Stay two nights, get one night free! (A savings of $434 - offer good from now until Nov. 24th). This amazing 'executive' style LUXURY vacation home is located just a short drive from Mt. Bachelor Ski Resort, now the 6th largest in the country. Offering the finest in winter recreation |
House |
5 Beds |
4 Baths |
15 People |
$395 - $525 |
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Federal Street RefugioAmenities:Ski, Golf Course, Hot Tub, Kitchen, Washer/Dryer, Pets OK, TV Description:Welcome to the Federal Street Refugio, your vacation home in Bend, Oregon! We are pet-friendly, affordable, and close to it all! Located on Bend's Westside, the quaint and quiet street of NW Federal is just minutes away from cafes, coffee shops, gear stores, shopping, live music and more. Come enjoy 2 cozy queen beds (and 1 single convertible bed) and 1 custom tile bath, a hot tub, our fully-fenced back-yard, WiFi, bikes, and all Central Oregon has to offer! |
House |
2 Beds |
1 Baths |
5 People |
$95 - $125 |
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Come experience Central Oregon in LUXURY and STYLE!Amenities:Ski, Golf Course, Pool, Hot Tub, Air Conditioning, TV Description:This home has it all. Boasting over 5000 sq ft with 5 bedrooms, 3.5 baths, on a 1/2 acre view lot. A 500 sq ft rec room with pool table and another 500 sq ft workout/home gym with tanning bed, treadmill, recumbant bike, stairmaster, x-country skiier, & eliptical machine has just been completed. |
House |
5 Beds |
3.5 Baths |
15 People |
$395 - $550 |
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Heart of Bend ParadiseAmenities:Golf Course, Pool, Air Conditioning, TV Description:Bend's best Westside location! Within 5 minutes of everything because it is. This home rests minutes from the best mountain bike trails, golf courses, restaurants, live music venues, Access to 100,000 square ft.Indoor Tennis, Swim and Fitness Center minutes from the Home 25 minutes to the ski chairs on Mt. Bachelor. Fly fish or raft the river minutes from the property Rent a motorcycle for the day, see the world class bands at Les Schwab Outdoor Amphitheater minutes from this home. Bob Dylan, |
House |
3 Beds |
3.5 Baths |
10 People |
$225 - $225 |
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Country Home on 5 acres Minutes from town - BendAmenities:Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Beautiful home on acreage, with mountain views. Coming to Bend and want to bring your horses. The home is located on five acres and is fenced and cross fenced with a corral for your horses. The house is also within walking distance of the Bend airport if you are flying yourself, or 15 minutes from the Redmond airport if you are flying commercially. |
House |
3 Beds |
2.5 Baths |
10 People |
$161 - $220 |
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Secluded log home with guest house, Strawberry Mtn - BendAmenities:Kitchen, Dishwasher, Washer/Dryer, Pets OK Description:Our Eastern Oregon Vacation Rental offers its guests a unique opportunity to rest, refresh and rejuvenate themselves. Registered as a tree farm, this hideaway is nestled among hundred year old Ponderosa Pines and Red and White Fir. The Hydro-Electric plant powers both houses and the gravity fed water system has no pump that could fail. Your only monthly bills are Satellite, Homeowners Insurance and Property Taxes. |
House |
3 Beds |
2 Baths |
6 People |
$175 - $300 |
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Downtown Bend Vacation Rental - BendAmenities:Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:One Level Remodeled Home in Down Town Bend. 1.5 Blocks to the River Trail/2 blocks and across the River to Down Town. Large Living Room with lots of Windows. Both Bathrooms have been Remodeled, New Interior Paint, Crown Molding and New Tile work around fireplace. New Window Coverings throughout. Origional Hardwood flooring. Garage has Alley Access. |
House |
3 Beds |
2 Baths |
6 People |
$81 - $200 |
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Oregon Coast Country Retreat - Coos BayAmenities:Beach, Ski, Golf Course, Pool, Kitchen, TV Description:3 bedroom 2 full bath home on a quiet country road overlooking water, hills and trees. Large walk-in shower in the master bathroom, kitchen has all appliances you need as well as dishware, cookware and silverware. Three bedrooms have one king-sized bed, one queen-sized bed and a bunk with a twin on top and full on the bottom. There's a large yard and plenty of parking space. A covered patio area and nice views from the kitchen, dining and living rooms. |
House |
3 Beds |
2 Baths |
7 People |
$90 - $125 |
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cute cottage in coosbay - Coos BayAmenities:Beach, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, TV Description:2 bedroom cottage located walking distance to downtown coosbay,boardwalk,shopping,dining.about a mile drive to mills casino,fully furnish.also available for short lease. |
House |
2 Beds |
1 Baths |
4 People |
$31 - $85 |
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Huge Ski Retreat. Luxury Westside Home. 2 Masters - BendAmenities:Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:Get ready for a great ski season in this spacious, comfortable 5 bedroom 3500 sq. ft. home 22 miles from Mt. Bachelor. This home easily and comfortably sleeps 10 people without having to 'double-up.' For the guests who come with a lot of gear and want to enjoy a home-away-from-home experience. Ideal for families and larger group getaways in picturesque Bend but cozy enough for a luxurious time for two. |
House |
5 Beds |
3 Baths |
10 People |
$300 - $300 |
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