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Featured Vacation Rentals in Bennington

Cozy 1 Bedroom Farm Stay Cottage
Cozy 1 Bedroom Farm Stay Cottage
North bennington, VT
$85
Guests of this vacation home have access to billiards.
Vermont Vacation Rental. 5 Minutes to Stratton!
Vermont Vacation Rental. 5 Minutes to Stratton!
Bondville, VT
At this vacation home, guests have access to a garden.
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Manchester Center, VT
At this vacation home, guests have access to a spa tub, an outdoor tennis court, and an arcade/game room. This historic vacation home also has a garden.
Green Mountain Getaway
Green Mountain Getaway
Manchester, VT
At this vacation home, guests have access to a garden.
Ski Bromley, Stratton. Mountain Views Near Wedding Venues, and Village
Ski Bromley, Stratton. Mountain Views Near Wedding Venues, and Village
Manchester, VT
At this vacation home, guests have access to a garden.
Nature Retreat BUT Minutes TO Manchester Shops AND Skiing
Nature Retreat BUT Minutes TO Manchester Shops AND Skiing
Manchester Center, VT
$150
Guests staying at this vacation home enjoy a spa tub, a terrace, and a garden.
Great Home! Sleeps 11, Pool, Tennis, Privacy, Views, dog Friendly, Manchester VT
Great Home! Sleeps 11, Pool, Tennis, Privacy, Views, dog Friendly, Manchester VT
Manchester, VT
Guests staying at this resort enjoy an outdoor pool, a sauna, and an outdoor tennis court. Other amenities at this historic resort include an arcade/game room ...
Manchester Center Walking Distance to all Shops and Restaurants Quick Ride /ski
Manchester Center Walking Distance to all Shops and Restaurants Quick Ride /ski
Manchester Center, VT
$125
At this vacation home, guests have access to a garden.
Perfect Reunion House: Ski Stratton/bromley. Sleep 18, 8 Bedrm/5 Bath, Pool &dog
Perfect Reunion House: Ski Stratton/bromley. Sleep 18, 8 Bedrm/5 Bath, Pool &dog
Manchester, VT
This vacation home features an outdoor tennis court and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the ...
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Vacation Rentals

Book vacation rentals in Bennington
Next time you take a group getaway top Bennington, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Bennington; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Bennington rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Bennington is sure to be a winner.

Hotel Options in Bennington

See all 221 Properties in Bennington
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.