Vacation rentals in Bennington County

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Top cities to explore in Bennington County

A white building with black shutters, a sign for Covey & NY, and an American flag.

Manchester

Vacation Rentals
Manchester

Top vacation rentals in Bennington County

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal VT
5.98 mi from city center
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This apartment features an outdoor pool and a hot tub. Families will appreciate the playground and barbecue grills. A garden and laundry facilities are also provided.
Pool
Hot Tub
Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr

Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr

Stratton Mountain 0.3 miles from resort VT
22.07 mi from city center
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This condo features an outdoor pool and a hot tub. There's a sauna on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
3 Levels w/ Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, ACs

3 Levels w/ Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, ACs

Winhall VT
23.99 mi from city center
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A sauna is featured at this vacation home, along with laundry facilities and barbecue grills.
Kitchen
Washer
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall VT
24 mi from city center
$811 nightly
The price is $916 total per night
$916 total
Oct 25 - Oct 26
Total with taxes and fees
This vacation home features a gym and a hot tub. Families will appreciate the playground and onsite laundry facilities. Enjoy the sauna and conveniences like a garden and barbecue grills.
Hot Tub
Kitchen
Vermont Vacation Villa—Grapevine Getaway

Vermont Vacation Villa—Grapevine Getaway

Pownal VT
7.69 mi from city center
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A hot tub is featured at this villa, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Shuttle or walk to village and lifts! Hot Tub + More!

Shuttle or walk to village and lifts! Hot Tub + More!

Winhall VT
21.95 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland VT
16.67 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Escape to Shadow Peak Retreat: Your Luxurious Vermont Getaway

Escape to Shadow Peak Retreat: Your Luxurious Vermont Getaway

manchester VT
21.77 mi from city center
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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Beautiful Mountain Getaway - Last Minute Booking Promos! Minutes from Manchester

Beautiful Mountain Getaway - Last Minute Booking Promos! Minutes from Manchester

Peru VT
26.26 mi from city center
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This vacation home features an outdoor pool and a gym. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
Mountains, pond, old barn, hiking trails- quintessential Vermont

Mountains, pond, old barn, hiking trails- quintessential Vermont

Shaftsbury VT
9.48 mi from city center
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This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Sunderland VT
16.64 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Green Mountain Manor - Ski and Summer Chalet

Green Mountain Manor - Ski and Summer Chalet

Winhall VT
22.65 mi from city center
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Ski-in/ski-out access and a hot tub are featured at this smoke-free chalet. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. Enjoy the sauna and conveniences like a garden and laundry facilities.
Pool
Hot Tub
3 minute drive to the heart of Manchester! Peaceful 5 bedroom home on 5 acres.

3 minute drive to the heart of Manchester! Peaceful 5 bedroom home on 5 acres.

Manchester Center VT
23.02 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
July 4 special: Sleep 20, 6BR/6BA. Pool, tennis, views, resort. Dogs loved!

July 4 special: Sleep 20, 6BR/6BA. Pool, tennis, views, resort. Dogs loved!

Manchester VT
19.86 mi from city center
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An indoor pool is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills. Concierge services are provided for your convenience.
Pool
Kitchen
Featuring hot tub, pool table and sauna!

Featuring hot tub, pool table and sauna!

Winhall VT
24.14 mi from city center
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This vacation home features a hot tub and a sauna. A garden, laundry facilities, and barbecue grills are also on offer.
Hot Tub
Kitchen
!!! Waterfront !!! Beach, Floating Trampoline, Sauna, Gym, Hot Tub, Game Rm,

!!! Waterfront !!! Beach, Floating Trampoline, Sauna, Gym, Hot Tub, Game Rm,

Peru VT
29.25 mi from city center
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This vacation home features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the sauna and conveniences like a garden and laundry facilities.
Hot Tub
Kitchen
Stratton Ski Inn - Shuttle to ski - Golf course - Hot tub

Stratton Ski Inn - Shuttle to ski - Golf course - Hot tub

Winhall VT
23.02 mi from city center
Get rates
This vacation home features an indoor pool and a gym. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub
The Riverside Treehouse

The Riverside Treehouse

Arlington VT
15.92 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Best Way to Find Vacation Rentals in Bennington County 

How cheap is a vacation rental in Bennington County?


You can find Bennington County vacation rentals from just $916 per night. 


How do you look for the best vacation rental deals in Bennington County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Bennington County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Bennington County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Bennington County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Bennington County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Bennington County?


Whether you’re a winter wanderer or planning a summer sojourn, Bennington County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Bennington County?


Take your pick from the excitement of the big Bennington County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Bennington County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Bennington County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.