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Vacation rentals in Hinsdale

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Top-rated vacation rentals in Hinsdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Cottage in Hinsdale
Cozy Cottage in the Berkshires
Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.
$175 per night
Superhost
Home in Dalton
The Yellow House
The Yellow House in the Berkshires is the perfect place for a getaway, just 2. 5 hours from NYC and 2 hours from Boston. This historic small town offers many activities including Jacob's Pillow, hiking trails, skiing, Mass MoCA, and The Clark Art Institute. It is close to Tanglewood in Lenox and the Norman Rockwell Museum in Stockbridge. Located steps away from The Stationery Factory, which houses a food market, gallery spaces, artisan shops, coffee shop, and the Shire Brewhouse & pub.
$109 per night
Superhost
Home in Chester
Riverfront Getaway
Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!
$149 per night

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials
Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Hinsdale's top sights

Ozzie's Steak & Eggs16 locals recommend
Bas Ridge Country Club8 locals recommend
Holiday Brook Farm3 locals recommend

Other great vacation rentals in Hinsdale

Superhost
Cottage in Lanesborough
Wildlife Lakeside Cottage
$189 per night
Superhost
Cottage in Great Barrington
Artist Cottage
$182 per night
Superhost
Guest suite in Williamstown
Berkshire Guest Suite
$85 per night
Superhost
Home in Pittsfield
Charming Gem in Heart of the Berkshires
$150 per night
Superhost
Cottage in Becket
BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
$179 per night
Superhost
Home in New Lebanon
The old sawmill from 1771
$125 per night
Superhost
Apartment in Cummington
Upstairs at Deer Hill House
$100 per night
Superhost
Apartment in Plainfield
Sunny, light filled loft in 1873 Colonial
$122 per night
Superhost
Apartment in Lenox
Station House 1E Private Room & Bath
$75 per night
Superhost
Guesthouse in Stockbridge
Modern studio with views of the treetops
$153 per night
Superhost
Apartment in Shelburne Falls
In town, newly renovated studio with private deck
$95 per night
Superhost
Home in Huntington
Private house on the River
$183 per night
Show all

Quick stats about vacation rentals in Hinsdale

Total rentals

10 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

670 reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore