House holiday rentals in Ashfield
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Top-rated house rentals in Ashfield
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Ashfield
House rentals with a pool
Home in Deerfield
4.82 out of 5 average rating, 186 reviewsPerfectly Polished Deerfield Home 5 min to I-91
29 Aug – 5 Sept
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
10–17 Mar
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
20–27 Nov
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
19–26 Sept
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
17–24 Nov
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
27 May – 3 Jun
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
15–22 Oct
Home in Chesterfield
4.98 out of 5 average rating, 44 reviewsHigh Field Farm
3–10 May
Weekly house rentals
Home in Shaftsbury
4.92 out of 5 average rating, 103 reviewsCheerful 1 bedroom cottage
12–19 Nov
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
27 Sept – 4 Oct
Home in North Adams
4.96 out of 5 average rating, 122 reviewsThe Lodge @ America’s Switzerland
25 Jul – 1 Aug
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
20–27 Apr
Home in Dalton
4.99 out of 5 average rating, 121 reviewsCleveland House - renovated Berkshires' gem.
26 Jan – 2 Feb
Home in Bennington
4.99 out of 5 average rating, 238 reviewsCozy Modern Sugar House with spectacular views.
25 Apr – 2 May
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
25 Oct – 1 Nov
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
8–15 Apr
Private house rentals
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sept
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
22–29 Nov
Home in Feeding Hills
4.89 out of 5 average rating, 885 reviewsFarm Fresh Feeding Hills
29 Aug – 5 Sept
Home in Granby
4.84 out of 5 average rating, 158 reviewsClean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
16–23 Oct
Home in Ashfield
5.0 out of 5 average rating, 75 reviewsSunny Chalet Nestled in the Woods of Ashfield
27 Oct – 3 Nov
Home in Ashfield
4.92 out of 5 average rating, 38 reviewsLuxury log style home with views to Mt. Monadnock!
2–9 Aug
Home in Shelburne Falls,
5.0 out of 5 average rating, 68 reviewsShelburne Falls Village 2 BDR new home with style
28 Oct – 4 Nov
Home in Shelburne Falls
4.84 out of 5 average rating, 88 reviewsTulsi Rose Healing Retreat
5–12 Apr
Destinations to explore
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