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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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! 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! Located just a short walk from Downtown Bend and just 2 blocks from Galveston Ave with coffee shops, a brewery, gourmet restaurants, and shopping. Come visit Bend! |
House |
2 Beds |
1 Baths |
5 People |
$95 - $125 |
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Rhododendron - A Majestic Mountain RetreatAmenities:Ski, Golf Course, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:A Majestic Mountain Retreat is located at the base of Mt Hood, twenty minutes from ski lifts and only minutes from charming restaurants, nature trails and biking. This is truly a year-round retreat. You discover the best of a luxury resort with the privacy and seclusion of a mountain home. |
House |
4 Beds |
5 Baths |
14 People |
$236 - $875 |
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Down Town Bend Vacation Rental - BendAmenities:Pets OK Description:2bed/2bath Down Town Riverfront Bungalow. 1 level. 1 King, 1 Queen, 1 full size Futon. Lots of Windows, Back Deck to take in the Views. Down Town, Old Mill District, Theatre, Coffee, Restaurants, Drake park out your back door. 20 minutes to Mt. Bachelor and just down the street from the Mt. Bachelor Shuttle. This is one of Bend's BEST locations. Avail nightly, weekly and monthly. Discouts avail upon longer stays. |
House |
2 Beds |
2 Baths |
6 People |
$97 - $250 |
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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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EXECUTIVE STYLE LUXURY VACATION RENTAL HAS IT ALL! - BendAmenities:Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Features Include: - 5 bedroom, 4 bathrooms and 5000 sq ft of luxury living in a reverse floor plan with great room, kitchen, nook, formal dining room, master suite and three other bedrooms upstairs. Jr. master suite, home gym, rec. room (martini bar) and home theatre system downstairs |
House |
5 Beds |
4 Baths |
15 People |
$285 - $525 |
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Coos Bay Getaway - Coos BayAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:This comfortable home has everything you need and is centrally located. Not far to beaches, fishing, golfing & dunes. For my past customers, send me your referrals, and if the referral you send me books a stay, I'll send you a check for $50. |
House |
3 Beds |
1 Baths |
6 People |
$90 - $100 |
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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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Hot tub, big screen & on the way to the Mt. - BendAmenities:Ski, Golf Course, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Wow, this is a wonderful big home at almost 3000 sq. ft. 4 bedroom & 3.5 bathrooms. Watch the big screens in the bonus room or play foosball. Part of the family plays cards in the downstairs sitting room, while the rest hot tubs in the huge back yard area. A fireplace and pet friendly (dog only) make a perfect scene for the whole family. |
House |
4 Beds |
3.5 Baths |
15 People |
$97 - $285 |
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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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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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