Estia Villas - Vacation Rentals in Bennington
Villa
9.8
(
8 Reviews
)
6 Bedrooms
3 Bathrooms
14 Guests
-
Hot Tub -
Parking -
Pool -
Kitchen
US $864
/Night
7 Nights - $6,045
See More Bennington Vacation Rentals
Luxury Places to Stay in Bennington
Over 722+
Luxury Places to Stay in or Near Bennington
House
10.0
(
10 Reviews
)
15 Bedrooms
13 Bathrooms
26 Guests
15000 ft²
-
Private Pool -
Hot Tub
-
Breakfast -
Parking
US $4,234
/Night
7 Nights - $29,636
House
10.0
(
60 Reviews
)
15 Bedrooms
10 Bathrooms
34 Guests
9000 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $3,667
/Night
7 Nights - $25,668
Ski Chalet
4 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Pool
-
Air Conditioner -
Internet
US $2,706
/Night
7 Nights - $18,941
New
House
5 Bedrooms
4 Bathrooms
8 Guests
5050 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace -
Air Conditioner
US $2,100
/Night
7 Nights - $14,701
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $2,042
/Night
7 Nights - $14,296
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $2,039
/Night
7 Nights - $14,275
House
9.8
(
40 Reviews
)
9 Bedrooms
5 Bathrooms
23 Guests
5622 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $2,018
/Night
7 Nights - $14,124
House
10.0
(
52 Reviews
)
6 Bedrooms
7 Bathrooms
14 Guests
5400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,924
/Night
7 Nights - $13,471
See More Bennington Luxury Vacation Rentals
Find More Bennington Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Bennington
Over 196+
Top-Rated Vacation Rentals with a Pool in or Near Bennington
Bed & Breakfast
10.0
(
353 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $411
/Night
7 Nights - $2,878
House
10.0
(
39 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $549
/Night
7 Nights - $3,846
House
10.0
(
39 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1818 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $548
/Night
7 Nights - $3,837
House
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $151
/Night
7 Nights - $1,060
House
10.0
(
11 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1150 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $539
/Night
7 Nights - $3,773
Condo
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2600 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $475
/Night
7 Nights - $3,322
Bed & Breakfast
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
1 Guest
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $300
/Night
7 Nights - $2,099
House
10.0
(
3 Reviews
)
7 Bedrooms
6 Bathrooms
14 Guests
4000 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $1,323
/Night
7 Nights - $9,261
Pet-Friendly Vacation Rentals in Bennington
Over 258+
Pet-Friendly Vacation Rentals in or Near Bennington
Cabin
9.4
(
115 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
1150 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $347
/Night
7 Nights - $2,426
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2798.62 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $755
/Night
7 Nights - $5,283
House
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Pool
-
Kitchen
-
Internet
-
Pet Friendly
US $820
/Night
7 Nights - $5,741
House
9.6
(
25 Reviews
)
6 Bedrooms
3 Bathrooms
12 Guests
2500 ft²
-
Private Pool
-
Parking
-
Pool
-
Spa
US $1,130
/Night
7 Nights - $7,908
House
9.6
(
7 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
3500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,349
/Night
7 Nights - $9,446
House
9.8
(
28 Reviews
)
8 Bedrooms
5 Bathrooms
18 Guests
3500 ft²
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $1,350
/Night
7 Nights - $9,450
House
9.8
(
17 Reviews
)
3 Bedrooms
1 Bathroom
9 Guests
2100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $402
/Night
7 Nights - $2,815
New
House
10.0
(
157 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $316
/Night
7 Nights - $2,215
See More Pet-Friendly Vacation Rentals in Bennington on PetFriendly.io
Large Vacation Homes & Villas in Bennington
Over 148+
Large Vacation Homes & Villas in or Near Bennington
House
10.0
(
65 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
3000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $692
/Night
7 Nights - $4,846
Bed & Breakfast
9.6
(
180 Reviews
)
18 Bedrooms
18 Bathrooms
44 Guests
241.59 ft²
-
Oceanfront -
Breakfast
-
EV Charge Station -
Parking
US $185
/Night
7 Nights - $1,295
House
10.0
(
61 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $838
/Night
7 Nights - $5,865
House
10.0
(
55 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $429
/Night
7 Nights - $3,005
House
10.0
(
27 Reviews
)
5 Bedrooms
4 Bathrooms
8 Guests
5000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,285
/Night
7 Nights - $8,998
House
10.0
(
27 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
2700 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,056
/Night
7 Nights - $7,389
New
House
10.0
(
23 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2400 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $704
/Night
7 Nights - $4,926
House
10.0
(
17 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $508
/Night
7 Nights - $3,554
See More Family Vacation Rentals in Bennington on FVR
Wheelchair Accessible Vacation Homes in Bennington
Over 73+
Wheelchair Accessible Vacation Homes in or Near Bennington
Bed & Breakfast
9.5
(
34 Reviews
)
21 Bedrooms
4 Bathrooms
14 Guests
243.98 ft²
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
US $175
/Night
7 Nights - $1,225
US $175
/Night
7 Nights - $1,223
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $1,513
/Night
7 Nights - $10,588
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $1,484
/Night
7 Nights - $10,388
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $1,020
/Night
7 Nights - $7,140
Hotel
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $1,012
/Night
7 Nights - $7,084
US $989
/Night
7 Nights - $6,922
US $989
/Night
7 Nights - $6,922
Bennington Vacation Rentals and Airbnb Places to Stay Under $200
Over 106+
Bennington Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
602.78 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $180
/Night
7 Nights - $1,260
US $158
/Night
7 Nights - $1,106
Bed & Breakfast
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
258 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $155
/Night
7 Nights - $1,083
Ski Chalet
9.8
(
34 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $178
/Night
7 Nights - $1,243
Apartment
9.8
(
7 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1000 ft²
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $166
/Night
7 Nights - $1,160
New
Apartment
8.8
(
38 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $141
/Night
7 Nights - $984
House
7.6
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $62
/Night
7 Nights - $431
Bed & Breakfast
1 Bedroom
1 Bathroom
2 Guests
258 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $148
/Night
7 Nights - $1,034
See More Bennington Vacation Rental Deals
Instantly Bookable Vacation Homes in Bennington
Over 367+
Instantly Bookable Vacation Homes in or Near Bennington
House
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Child Friendly
US $190
/Night
7 Nights - $1,333
House
10.0
(
80 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $605
/Night
7 Nights - $4,236
Cottage
10.0
(
130 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $277
/Night
7 Nights - $1,942
Cottage
10.0
(
84 Reviews
)
4 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $384
/Night
7 Nights - $2,689
House
10.0
(
77 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
950 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $325
/Night
7 Nights - $2,278
House
10.0
(
70 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2250 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $511
/Night
7 Nights - $3,575
Cottage
10.0
(
42 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $441
/Night
7 Nights - $3,085
House
10.0
(
41 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $671
/Night
7 Nights - $4,699
About Bennington Vacation Rentals
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Bennington, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bennington. Places to stay near Bennington with prices averaging US $864 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Bennington with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Bennington
| Type | Count |
|---|---|
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Bennington
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bennington.
Weather in Bennington
View the weather forecast for Bennington before booking your Bennington Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Bennington, VT
Estiavillas offers a large selection of top attractions around Bennington. Research things to do on your vacation before you visit Bennington.
Mount Equinox
Orvis Fly Fishing
Bennington Battle Monument
Battenkill River
Sugar Shack
Southern Vermont College
Equinox Preservation Trust
Bennington College
Lake Shaftsbury State Park
Hildene
Bennington Center for the Arts
Dana L. Thompson Memorial Park
Park McCullough House
Golf Club at Equinox
Prospect Mountain Cross-Country Ski Center
Stratton Mountain Golf Course
Bennington Museum
Dorset Playhouse
Museum of Creative Process
Lye Brook Falls
Other Places to Stay Near Bennington, VT
Complexes around Bennington, VT
Palmer Resort
8 Properties
Bennington
5 Properties
Alpine Duplex
3 Properties
Aspen At Manchester
3 Properties
Kimpton Taconic Hotel Ihg
3 Properties
The Golf Resort
3 Properties
The Palmer Resort Hotel
3 Properties
Manchester Retreat Mtn Skiing
2 Properties
This Manchester Vt
2 Properties
Bromley Farm Ski
1 Properties
Bennington Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Bennington?
There are a lot of options in Bennington. If you plan on staying in the Bennington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bennington:
How many vacation rentals have private pools in Bennington?
There are 14 vacation rentals with private pools near Bennington. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Bennington are best for families?
If you are looking for a family-friendly vacation home in Bennington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bennington:
How many vacation rentals are available in Bennington?
Currently, the total number of properties listed in 2026 is over 1 in the Bennington area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bennington.
