Vacation Rentals in Bennington County

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Top Cities in Bennington County

Top Vacation Rentals in Bennington County

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

Sunderland
10.0 out of 10, Exceptional, (126)
"I stayed here with 8 people and the house was great for all of us. It was clean and comfortable and the hot tub was an extra plus. I would recommend staying here!"
United States
Alexa S.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.6 out of 10, Exceptional, (30)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
United States
Virginia A.
$562 nightly
The price is $630
Nov 16 - Nov 17
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Winhall
9.6 out of 10, Exceptional, (241)
"What a wonderful place to stay! My boyfriend and I too advantage of the beautiful deck and had coffee and dinner on it every day. We also used the charcoal grill to cook dinner and the wood stove outside, for a beautiful outside dining expereince! We would love to come back again!"
United States
Katherine B.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury
10.0 out of 10, Exceptional, (231)
"property over delivered on all counts. interior, exterior, amenities and location"
United States
eric e.
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Manchester
10.0 out of 10, Exceptional, (58)
"Great place for a big group. Kids loved exploring and parents loved the space."
United States
John L.
Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica
9.6 out of 10, Exceptional, (21)
"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."
United States
Ross P.
$591 nightly
The price is $668
Nov 19 - Nov 20
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Manchester Center
10.0 out of 10, Exceptional, (207)
"What an amazing location! Our family had a fantastic time at this beautiful farm. Hours were spent on the tennis court, on the trails, by the pond catching frogs and loving on the sweet goats. We cannot wait to return!"
United States
Pamela M.
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

Dorset
10.0 out of 10, Exceptional, (34)
"This was our second stay at this lovely home in thequintessentially VT village of Dorset. Very comfortable, immaculately clean and everything we needed for a family holiday gathering. We will be back!"
United States
Susan P.
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

4.0 star property
Sunderland
10.0 out of 10, Exceptional, (20)
"Great place for a family vacation. Any issues we had were promptly serviced when needed. Warm loving home for all ages from 6-70 years old and all. Enjoyed it very much. Highly recommend "
United States
Andrea U.
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Woodford
$399 nightly
The price is $447
Nov 16 - Nov 17
Total with taxes and fees
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Bright retreat w/ hot tub & resort access

Stratton Mountain
Bright retreat w/ hot tub & resort access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford
8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs

Manchester
9.8 out of 10, Exceptional, (17)
"Great communication from staff. Everything was clean and welcoming. Property is in a perfect location in Manchester while being secluded and quiet. Will definitely seek out for future trips whether we're going for pleasure or business. Thanks!"
United States
Michael D.
Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs

Green Mountain Manor - Ski and Summer Chalet

Winhall
9.8 out of 10, Exceptional, (7)
"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as spending a day at Bromley Mountain ( 20 mins away ) where they did water slides , alpine slides , the giant swing to name a few . House is large and the ability to accomodate large families or groups ....
United States
Eric A.
Green Mountain Manor - Ski and Summer Chalet

Welcome to Laurel Hill in Beautiful Manchester VT 5 Bedrooms Sleeps 10 EVCharger

Manchester
10.0 out of 10, Exceptional, (58)
"Hosts were exceptional and home was just great for the whole family.Thank you for a memorable vacationBob"
United States
Bob P
Welcome to Laurel Hill in Beautiful Manchester VT 5 Bedrooms Sleeps 10 EVCharger

Family Friendly Stratton Home for All Seasons, 7 min to ski mountain

Winhall
10.0 out of 10, Exceptional, (5)
"This is one of the rare rental listings that is even better in reality than the listing makes it look. This property exceeded our expectations on every front. It was roomy and comfortable and easily accommodated 3 families with 8 kids and 6 adults. It was in pristine condition with all the basic necessities in the bathrooms and kitchen. The downstairs family room with with ping pong, foosball and basketball as well as a toy store's worth of board games kept the kids highly entertained when we...
United States
Beth M.
Family Friendly Stratton Home for All Seasons, 7 min to ski mountain

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Dorset
10.0 out of 10, Exceptional, (183)
"Lovely spot next to the creek, quiet and relaxing with top of the line amenities and located close to many things to do and see. Hope to get back here again someday, it was fantastic."
United States
chris f.
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Beautiful Manchester VT Mountain Retreat w/Hot Tub

Winhall
10.0 out of 10, Exceptional, (40)
"Beautiful home, very clean, great hosts"
United States
Gerrett S.
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.

Manchester
9.8 out of 10, Exceptional, (23)
"So happy we chose this property for our annual family vacation. The home was well kept and provided our family of 8 adults plenty of space for the week. Within walking distance to shopping and a variety of dining options. Just a short drive to Hildene and the Equinox trails."
United States
David S.
Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.

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

Pownal
9.4 out of 10, Exceptional, (84)
"Great communication from the hosts and convenient to Williamstown, Bennington and all things VT. Clean and comfortable. Look forward to coming back!"
United States
Emily N.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
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.
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Top Bennington County Hotel Reviews

Find out more about Bennington County

Discover your perfect Bennington County vacation rental with Expedia

How many vacation rentals are available in Bennington County?


Expedia has plenty of vacation rentals to choose from in and around  Bennington County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Bennington County?


The selection of Bennington County vacation rentals we have selected for you start as low as $447 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Bennington County?


Vacation rentals in Bennington County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Bennington County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Bennington County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Bennington County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Bennington County?


Find vacation rentals in Bennington County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Bennington County.  


What amenities are available in a vacation rental in Bennington County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Bennington County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Bennington County?   


Everytime is a great time to head to Bennington County! Staying in a Bennington County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Bennington County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Bennington County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Bennington County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Bennington County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.