Holiday rentals in Hinsdale

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Top-rated holiday rentals in Hinsdale

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

Guest favourite

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.

27 Sep – 4 Oct

€ 124 per night
Guest favourite

Flat 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.

30 Apr – 7 May

€ 109 per night
Guest favourite

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.

5–12 Jan

€ 76 per night

Popular amenities for Hinsdale holiday 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 holiday rentals in Hinsdale

Guest favourite

Flat in Guilford

4.9 out of 5 average rating, 366 reviews

Apartment with a view

12–19 Apr

€ 87 per night
Guest favourite

Guest house in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

3–10 Nov

€ 98 per night
Guest favourite

Cabin in Guilford

4.96 out of 5 average rating, 476 reviews

Serenity Now - Couples Retreat or Writer's Dream

28 Dec – 4 Jan

€ 184 per night
Guest favourite

Flat in Marlboro

4.94 out of 5 average rating, 220 reviews

Shakespeare’s Folly Side Farm and AirBnB.

5–12 Sep

€ 148 per night
Guest favourite

Guest suite in Fitzwilliam

4.96 out of 5 average rating, 283 reviews

The Carriage House in Historic Fitzwilliam

18–25 Mar

€ 98 per night
Guest favourite

Flat in Marlboro

4.95 out of 5 average rating, 112 reviews

Southern Vermont Sweet Spot

25 Aug – 1 Sep

€ 110 per night
Guest favourite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

13–20 Nov

€ 142 per night
Guest favourite

Flat in Dublin

4.96 out of 5 average rating, 177 reviews

Private Dublin apartment nestled in the woods

6–13 Sep

€ 117 per night
Guest favourite

Flat in Brattleboro

4.99 out of 5 average rating, 71 reviews

River View apartment 30 minutes to Mt Snow.

26 May – 2 Jun

€ 145 per night
Guest favourite

Guest house in Chesterfield

4.98 out of 5 average rating, 41 reviews

House on a hill

12–19 Jul

€ 117 per night
Guest favourite

Home in West Brattleboro

4.91 out of 5 average rating, 32 reviews

Beautiful nature retreat minutes to Brattleboro

12–19 May

€ 139 per night
Guest favourite

Guest suite in Guilford

4.96 out of 5 average rating, 82 reviews

Private, Quiet Studio With Mountain Views

8–15 Jul

€ 115 per night

Destinations to explore