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
2–9 Oct
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
12–19 Mar
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
8–15 Dec
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sep
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
26 Jan – 2 Feb
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
16–23 Oct
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
26 Aug – 2 Sep
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
28 Jan – 4 Feb
Weekly house rentals
Home in Dalton
4.99 out of 5 average rating, 121 reviewsCleveland House - renovated Berkshires' gem.
16–23 Mar
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
20–27 Apr
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
27 Feb – 6 Mar
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
18–25 Feb
Home in Shaftsbury
4.92 out of 5 average rating, 104 reviewsCheerful 1 bedroom cottage
24–31 Mar
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
29 Sep – 6 Oct
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
8–15 May
Home in Putney
4.85 out of 5 average rating, 123 reviewsSpacious Loft with View
25 Oct – 1 Nov
Private house rentals
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sep
Home in Granby
4.84 out of 5 average rating, 158 reviewsClean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
10–17 Aug
Home in Ashfield
5.0 out of 5 average rating, 75 reviewsSunny Chalet Nestled in the Woods of Ashfield
25 Feb – 4 Mar
Home in Ashfield
4.92 out of 5 average rating, 38 reviewsLuxury log style home with views to Mt. Monadnock!
5–12 Oct
Home in Williamsburg
4.91 out of 5 average rating, 22 reviewsCute and Cozy Lake Cottage
26 Dec – 2 Jan
Home in Shelburne Falls,
5.0 out of 5 average rating, 68 reviewsShelburne Falls Village 2 BDR new home with style
11–18 Sep
Home in Shelburne Falls
4.84 out of 5 average rating, 88 reviewsTulsi Rose Healing Retreat
7–14 Apr
Home in Shelburne Falls
4.86 out of 5 average rating, 29 reviews10 min to Berkshire East! Walk to downtown S-Falls
15–22 Aug
Destinations to explore
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