Bennington Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Bennington Area, Vermont on RentalSaver.com!

Bennington Area Rentals

From $629 per night (USD)
VRBO
Charming 2-bedroom cottage in fabulous Manchester Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your cozy 2 bedroom cottage - just steps from the Equinox Hotel and Spa. The cottage offers two bedrooms on the second f ...
From $629 per night (USD)
VRBO
From $1245 per night (USD)
Expedia
Stratton; 4 min! Shuttle, King Beds, Hot Tub, 2 FP
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
With soaring cathedral ceilings, abundant natural light, a hot tub with views for days and multiple living spaces to spr ...
From $1245 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Vermont Charmer in Chimney Hill with terrific views and double lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4-bedroom house in Wilmington is perfect for your escape. Bright and sunny with amazing views, close to the clubhou ...
From $299 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Spacious 5-bedroom house 1 mile to Stratton Mountain!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Discover the beauty of Winhall from this lovely 5-bedroom house. This newly built property features 3 bedrooms upstairs; ...
From $508 per night (USD)
VRBO
From $1290 per night (USD)
VRBO
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Bringing a taste of the Midwest to Southern VT, this 5 bedroom home is one for the 'Gram! From the gigantic tusks, to th ...
From $1290 per night (USD)
VRBO
From $1599 per night (USD)
VRBO
Spacious Suite Perfect for Relaxation in Manchester | Pool, Restaurant, Bar
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1599 per night (USD)
VRBO
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VRBO
Cozy house w/ pond views, partial a/c, patio w/ outdoor dining, lawn, w/d, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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VRBO
From $616 per night (USD)
Expedia
Owl Brook: Creekside Mid-Century Escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your perfect Vermont getaway! This one-of-a- kind home combines modern comfort with classic farmhouse charm, ...
From $616 per night (USD)
Expedia
From $739 per night (USD)
VRBO
Modern Mountain Retreat with view 3 Bed 3.5 Bath sleeps 10 in peaceful Pownal VT
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unwind in this contemporary mountain escape with sweeping views from a deck spanning the entire home, accessible from ev ...
From $739 per night (USD)
VRBO
From $1175 per night (USD)
VRBO
Willowfields: A Pristine Retreat for All Seasons, Minutes from Manchester Center
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to Willowfields in Vermont; a newly renovated, chic retreat perfect for groups, families with children, even a qu ...
From $1175 per night (USD)
VRBO
From $387 per night (USD)
VRBO
Stratton Mountain Resort ~ Long Trail House with direct mountain views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our beloved upper floor mountain facing one bedroom condo in desirable Long Trail House is now back on VRBO! Take the gu ...
From $387 per night (USD)
VRBO
$\Manchester Suite\ - Seasonal rental, heart of ski country, in-town walkability.$
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Expedia
\"Manchester Suite\" - Seasonal rental, heart of ski country, in-town walkability.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get the best of both worlds with this 2025 renovated, fully furnished and highly equipped, 1-bedroom apartment in Manche ...
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Expedia
From $202 per night (USD)
VRBO
Southern Vermont Cottage - Read Our Arbnb reviews - 4.9!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy but not small, this home is in a peaceful location with plenty of beds to house your family as you visit beautiful ...
From $202 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Warm and Welcoming Vermont Haven, Perfect for Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled among birch trees and a rushing brook in the Green Mountains, this 3-bed, 2-bath family-friendly house provides ...
From $305 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Your cozy getaway awaits in Woodford at this fabulous cabin. This newly built cabin in the woods is nestled on 5 acres a ...
From $554 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Sap House Hideaway | Walk to Bromley Mt w/ Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Step out of this newly renovated Bromley Village home and walk to the slopes or catch the shuttle! In the wint ...
From $581 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Mountain Dream Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Mountain Dream Escape is a serene retreat in Vermont’s Green Mountains, where adventure and tranquility meet. Explore tr ...
From $533 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Perfect Vermont Log Cabin - Footsteps from the famous Battenkill River!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Four-Season Vermont Escape on the Battenkill. Welcome to our classic log cabin tucked on fifteen private acres of fore ...
From $293 per night (USD)
Expedia
From $640 per night (USD)
VRBO
Designer 4-bedroom house in charming Stratton home sleeps 12.
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Discover this 4-bedroom gem in Stratton. This amazing house features 3 king beds, 1 bunk bed, and 3 bathrooms with a jet ...
From $640 per night (USD)
VRBO
From $595 per night (USD)
VRBO
Stratton Retreat: Shuttle/Stroll to Mountain, Spacious Townhouse, Fun for All
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect mountain retreat, just minutes from the heart of Stratton! Whether you're planning a winter ski ...
From $595 per night (USD)
VRBO
From $1195 per night (USD)
VRBO
Culture, Comfort & Trails – Stay Near Manchester's Best
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 350 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1195 per night (USD)
VRBO
From $1079 per night (USD)
VRBO
Soothing Retreat with Spa, Pool, and Scenic Vermont Vibes
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1079 per night (USD)
VRBO
From $983 per night (USD)
VRBO
Steps from the Fairway: Golf, Spa, Indoor Pool, and Comfort in Manchester
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 417 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $983 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Sip, Savor & Soak – Dining & Indoor Pool Near Your Door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 240 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $602 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Mountain Getaway with Hiking, Spa & Indoor Pool in Manchester VT
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 225 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $581 per night (USD)
VRBO
From $111 per night (USD)
Expedia
Cozy Mountain Cabin in Sunderland, VT
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This cozy family-owned cabin is located in the town of Sunderland, Vermont. Surrounded by hundreds of acres of national ...
From $111 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Indoor Pool, Golf & Spa Access – Your Mountain Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 161 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $437 per night (USD)
VRBO
From $1202 per night (USD)
VRBO
2 Rooms | Pool, Spa, and Golf Access in Scenic Vermont Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1202 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Spa Access, Golf Views & Easy Walk to Village Dining & Art
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 270 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $373 per night (USD)
VRBO
From $818 per night (USD)
VRBO
Spa, Trails & Golf Retreat Near Manchester Village Shopping
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 800 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $818 per night (USD)
VRBO
From $593 per night (USD)
VRBO
Golf Views, Spa & Art Galleries in a Quiet Mountain Setting
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 200 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $593 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Spa & Golf Retreat at Manchester with Art & Nature Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 270 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $433 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Luxury Resort Stay: Pool, Spa, Golf, Trails & Village Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 579 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $608 per night (USD)
VRBO
From $1386 per night (USD)
VRBO
Scenic Golf & Spa Escape with Mountain Views and Trails Nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1386 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Indoor Pool, Spa & Golf Weekend Nestled in Vermont’s Mountains
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 605 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $751 per night (USD)
VRBO
From $818 per night (USD)
VRBO
Vermont Resort Stay with Pool, Spa, Golf, and Village Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 800 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $818 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Mountain Resort Stay with Golf, Spa, Indoor Pool, & Walking Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 283 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $400 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Serene Spa & Golf Stay with Nearby Hiking and Local Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 161 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $430 per night (USD)
VRBO
From $1245 per night (USD)
VRBO
Luxurious Spa Stay with Indoor Pool & Access to Green Mountains
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1245 per night (USD)
VRBO
From $1232 per night (USD)
VRBO
Indoor Pool, Spa & Trails – Peaceful Vermont Resort Experience
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1232 per night (USD)
VRBO
From $1262 per night (USD)
VRBO
Spa Access, Golf, and a Peaceful Village Stay in VT
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1262 per night (USD)
VRBO
From $768 per night (USD)
VRBO
Golf, Spa & Mountain Adventure in the Heart of Vermont
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 417 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $768 per night (USD)
VRBO
From $1232 per night (USD)
VRBO
Vermont Spa & Golf Experience with Local Culture Nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1232 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Wellness-Focused Vermont Retreat with Indoor Pool, Spa, & Golf
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 216 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $504 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Vermont Escape with Heated Pool, Spa & Art Galleries
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 225 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $497 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Scenic Spa and Golf Retreat Close to Southern Vermont Arts Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 579 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $608 per night (USD)
VRBO
From $490 per night (USD)
VRBO
Resort Stay with Spa, Pool & Proximity to Hildene & SVAC
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 283 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $490 per night (USD)
VRBO
From $1370 per night (USD)
VRBO
Peaceful Spa & Golf Stay Close to Hildene & Mountain Trails
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1370 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Relaxing Spa Stay with Golf Course & Village Shopping Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 240 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $506 per night (USD)
VRBO
From $894 per night (USD)
VRBO
Vermont Resort Escape with Indoor Pool, Spa & Hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 605 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $894 per night (USD)
VRBO
From $1185 per night (USD)
VRBO
2 Units | Mountain Views, Golf Access & Spa Comfort in VT
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1185 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Scenic Golf & Spa Escape with Mountain Views and Trails Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 216 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $554 per night (USD)
VRBO
From $1566 per night (USD)
VRBO
Nature-Inspired Vermont Getaway with Indoor Pool, Spa, & Golf
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 900 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1566 per night (USD)
VRBO
From $573 per night (USD)
VRBO
Scenic Vermont Stay with Pool, Spa, Trails & Golf Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 200 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $573 per night (USD)
VRBO
From $1195 per night (USD)
VRBO
Spa, Golf & Mountain Trails: Stylish Getaway Near Manchester VT
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This listing is for a room within a hotel. ✦ Your room is 350 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1195 per night (USD)
VRBO
From $1079 per night (USD)
VRBO
Relaxing Spa Getaway with Golf, Hiking & Manchester Village Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $1079 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Cozy log cabin w/ wood-burning fireplace, balcony, close to recreation, pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Parker Lane Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $484 per night (USD)
VRBO

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Bennington Area Rentals

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Results: 757 Rentals