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.

Guest favorite

Cottage in Bernardston

4.88 out of 5 average rating, 282 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.

Sep 27 – Oct 4

$94 per night
Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 258 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.

Apr 30 – May 7

$92 per night
Guest favorite

Guest suite in Greenfield

4.94 out of 5 average rating, 143 reviews

Pristine Oasis with Private Bath

Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to the Canadian border.

Jan 5 – 12

$62 per night

Popular amenities for Hinsdale vacation rentals

Stay near Hinsdale's top sights

Whetstone Station Restaurant and Brewery116 locals recommend
Wantastiquet Mountain Natural Area13 locals recommend
Brattleboro Museum & Art Center53 locals recommend
Kilburn Pond Trailhead Pisgah State Park6 locals recommend
Brattleboro station11 locals recommend
Vermont Jazz Center14 locals recommend

Other great vacation rentals in Hinsdale

Guest favorite

Apartment in Guilford

4.9 out of 5 average rating, 366 reviews

Apartment with a view

Apr 12 – 19

$72 per night
Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

Nov 3 – 10

$90 per night
Guest favorite

Cabin in Guilford

4.96 out of 5 average rating, 476 reviews

Serenity Now - Couples Retreat or Writer's Dream

Dec 28 – Jan 4

$159 per night
Guest favorite

Apartment in Marlboro

4.94 out of 5 average rating, 220 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Sep 5 – 12

$128 per night
Guest favorite

Guest suite in Fitzwilliam

4.96 out of 5 average rating, 283 reviews

The Carriage House in Historic Fitzwilliam

Mar 18 – 25

$81 per night
Guest favorite

Apartment in Marlboro

4.95 out of 5 average rating, 112 reviews

Southern Vermont Sweet Spot

Aug 25 – Sep 1

$89 per night
Guest favorite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Nov 13 – 20

$101 per night
Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 177 reviews

Private Dublin apartment nestled in the woods

Sep 6 – 13

$96 per night
Guest favorite

Apartment in Brattleboro

4.99 out of 5 average rating, 71 reviews

River View apartment 30 minutes to Mt Snow.

May 26 – Jun 2

$117 per night
Guest favorite

Guesthouse in Chesterfield

4.98 out of 5 average rating, 41 reviews

House on a hill

Jul 12 – 19

$98 per night
Guest favorite

Home in West Brattleboro

4.91 out of 5 average rating, 32 reviews

Beautiful nature retreat minutes to Brattleboro

May 12 – 19

$115 per night
Guest favorite

Guest suite in Guilford

4.96 out of 5 average rating, 82 reviews

Private, Quiet Studio With Mountain Views

Jul 8 – 15

$96 per night

Destinations to explore