Bennington County Vacation Rentals, Vermont: house rentals & more

Select from 344 houses, 48 condos, and other vacation rentals to find the perfect place for your stay in Bennington County. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include WiFi and a fireplace. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Bennington County

Showing deals for:Aug 8 - Aug 15

Exceptional

(9 reviews)

Three Maple Drive Contemporary with Beautiful Views

Manchester Center, VT

5% off

Beautiful 4-season ski chalet on Okemo less than a mile to ski base

Exceptional

(125 reviews)

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Ludlow, VT

22% off

The 30' lap pool is right outside your door.

Exceptional

(80 reviews)

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

Pownal, VT

10% off

Exceptional

(26 reviews)

Farmhouse at Viking Nordic, 5 minutes from Londonderry on a quiet country road.

Londonderry, Vt

10% off

Welcome to our home near Mount Snow with a hot tub!

Exceptional

(31 reviews)

Mount Snow Area Home with a Hot Tub, Fire Pit, Set Back in the Woods!

Wardsboro, VT

10% off

Recently renovated kitchen, dining and living room area with an open floor plan

Exceptional

(16 reviews)

Your Private Vermont Vacation Getaway! 10 min. to VT Summer Festival.

Danby, VT

5% off

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Bennington County

Mountain Sanctuary Dome Rustic Solitude 5BR

Sleeps 12 · 5 bedrooms · 2 bathrooms

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

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals - Bennington County

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Find the perfect vacation rental for your Bennington County getaway

Experience the unique character of Bennington County with a stay in a vacation home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Bennington County

Are you hoping to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Bennington County a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

Prospect Mountain Cross-Country Ski Center (6.4 mi / 10.2 km)
Sugar Shack (14.5 mi / 23.4 km)
Mount Snow (15.1 mi / 24.3 km)
The Hermitage Club (15.1 mi / 24.3 km)
Waubeeka Golf Links (15.4 mi / 24.9 km)
The Hermitage Golf Club (15.7 mi / 25.3 km)

Exploring the natural features in Bennington County

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Bennington County is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

Lake Shaftsbury State Park (9.8 mi / 15.8 km)
Campers Beach (14.3 mi / 23 km)
Windsor Lake Park (14.4 mi / 23.1 km)
Grafton Lakes State Park (14.6 mi / 23.5 km)
Taconic Lake (14.7 mi / 23.7 km)
Harriman Reservoir (15.6 mi / 25.1 km)

Frequently asked questions

What is the best area to stay in Bennington County when booking a vacation rental?

Among the more popular areas to choose your Vrbo vacation property in Bennington County is Bennington. Spend your time here and visit some big-ticket attractions, like Mount Equinox and Hildene.

What is the most popular type of vacation rental accommodation in Bennington County?

According to our data, condos are the most popular type of vacation rental in Bennington County. But as you might expect, everyone’s idea of an epic stay isn’t going to be the same. Vrbo has vacation rentals with every size, shape and budget in mind, and we’ll help you find the perfect fit.

How much does it cost to rent a vacation rental in Bennington County?

Season, length of stay and property type are some factors that can affect the price of a vacation home. Simply enter your travel dates to find your perfect fit. From comfy cottages to sprawling luxury villas, all Vrbo vacation rentals offer terrific value.

How much does it cost to rent a beach house in Bennington County?

When you travel and the size and style of the property will help determine the cost of your beachside vacation rental. Enter your Bennington County travel dates to see all your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use the filters to pick the features and amenities you want.

Are there vacation rentals with WiFi in Bennington County?

Bennington County has 209 vacation rentals with WiFi, so you can stay connected during your trip. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it easy to get online.

How old do you have to be to rent a vacation rental in Bennington County?

We recommend you check with the Bennington County vacation property you’re looking at on Vrbo as the age limit differs. However, it’s generally 16, 18 or 21.

How long can I rent a vacation rental in Bennington County for?

It really depends on the Bennington County property. To view a list of options offering extended stays, just type your dates and number of people into the Vrbo search page. You can look forward to having the entire property to yourself, as well as comforts such as a kitchen, air conditioning and outdoor spaces where the kids can run and play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

Does Vrbo offer discounts for vacation homes in Bennington County?

In Bennington County, you’ll find some fabulous discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a mini escape or a longer stay, we’ve got plenty of options to match your style.