Vacation rentals in Bennington County

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities to explore in Bennington County

Manchester featuring a city

Manchester

Vacation Rentals
Manchester

Top vacation rentals in Bennington County

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

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

25.55 mi from city center
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

26.51 mi from city center
Get rates
This condo features ski-in/ski-out access and laundry facilities.
Pool
Kitchen
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

26.1 mi from city center
Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT

14.82 mi from city center
Get rates
This apartment featured laundry facilities and barbecue grills.
Kitchen
Washer
Home with a spring-fed pond and mountain view.

Home with a spring-fed pond and mountain view.

19.37 mi from city center
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Breakfast included
Kitchen
The Mountain Escape!

The Mountain Escape!

24.22 mi from city center
Get rates
Ski-in/ski-out access and an indoor pool are featured at this vacation home. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. There's a gym on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
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!

5.98 mi from city center
Get rates
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
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

24.96 mi from city center
Get rates
A hot tub is featured at this vacation home, along with free WiFi in public areas and a garden. Families will appreciate the arcade/game room and onsite laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

23.97 mi from city center
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

25.54 mi from city center
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

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

16.67 mi from city center
Get rates
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

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

27.06 mi from city center
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

18.47 mi from city center
Get rates
A garden is available at this vacation home.
Kitchen
Pet friendly
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

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

6.56 mi from city center
Get rates
This cottage features barbecue grills.
Parking available
Barbecue grill
8-bedroom vacation home just 16 minutes from Golf Club at Equinox

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

29.76 mi from city center
Get rates
A gym is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Kitchen
Washer
Green Mountain Getaway

Green Mountain Getaway

2 out of 5
0.84 mi from city center
Get rates
This apartment features laundry facilities.
Kitchen
Washer
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

24.51 mi from city center
Get rates
A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and onsite laundry facilities. A garden and barbecue grills are also provided.
Vermont house in stunning private country setting and 360 degree panoramic views

Vermont house in stunning private country setting and 360 degree panoramic views

21.84 mi from city center
Get rates
This vacation home features barbecue grills.
Kitchen
Air conditioning
Don't see what you're looking for?
See all available properties in Bennington County
View all properties
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 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.