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Search results; Over 1,000 places in Windsor
Over 1,000 places in Windsor
Learn how we sort results
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Cabin in Plainfield
Camp on Windsor Pond- Berkshires
3 beds
3 beds
1–6 May
1–6 May
€ 237
night
€ 237 per night
·
€ 1,181 total
€ 1,181 total
Show price breakdown
4.52 out of 5 average rating, 25 reviews
4.52 (25)
Guest favourite
Guest favourite
137
Reviews
4.96
Rating
5
Years hosting
Room in Dalton
Stay with Mary
Stay with Mary
Hosting for 5 years
,
·
Hosting for 5 years
Mother in Law unit in Dalton
1–6 Apr
1–6 Apr
€ 86
night
€ 86 per night
·
€ 429 total
€ 429 total
Show price breakdown
4.96 out of 5 average rating, 137 reviews
4.96 (137)
Cottage in Plainfield
Windsor Pond spacious get-away cottage
4 beds
4 beds
10–15 May
10–15 May
€ 131
night
€ 131 per night
·
€ 652 total
€ 652 total
Show price breakdown
4.8 out of 5 average rating, 40 reviews
4.8 (40)
Cabin in Plainfield
Peaceful Cabin in the Woods
2 king beds
2 king beds
1–6 Apr
1–6 Apr
€ 283
night
€ 283 per night
·
€ 1,412 total
€ 1,412 total
Show price breakdown
4.9 out of 5 average rating, 103 reviews
4.9 (103)
Home in Cummington
Massachusetts Vacation Rental w/ Deck & Grill
Professional Host
Professional Host
1–6 Apr
1–6 Apr
€ 511
night
€ 511 per night
·
€ 2,553 total
€ 2,553 total
Show price breakdown
4.71 out of 5 average rating, 7 reviews
4.71 (7)
Superhost
Superhost
Home in Dalton
Private & Stylish Berkshires House for All Seasons
Individual Host
Individual Host
1–6 Apr
1–6 Apr
€ 527
night
€ 527 per night
·
€ 2,632 total
€ 2,632 total
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4.89 out of 5 average rating, 80 reviews
4.89 (80)
Guest favourite
Guest favourite
Flat in Plainfield
Sunny, light filled loft in 1873 Colonial
Individual Host
Individual Host
1–6 Apr
1–6 Apr
€ 153
night
€ 153 per night
·
€ 765 total
€ 765 total
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4.97 out of 5 average rating, 237 reviews
4.97 (237)
Guest favourite
Guest favourite
Home in Ashfield
An 18th century farmhouse
2 beds
2 beds
1–6 Apr
1–6 Apr
€ 183
night
€ 183 per night
·
€ 915 total
€ 915 total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Home in Dalton
Brooksong, the perfect Berkshires getaway
Individual Host
Individual Host
2–7 Apr
2–7 Apr
€ 509
€ 472
night
€ 472 per night, originally € 509
·
€ 2,356 total
€ 2,356 total
Show price breakdown
4.92 out of 5 average rating, 169 reviews
4.92 (169)
Home in Cummington
River Forest House
3 beds
3 beds
26 Apr – 1 May
26 Apr – 1 May
€ 374
night
€ 374 per night
·
€ 1,866 total
€ 1,866 total
Show price breakdown
4.82 out of 5 average rating, 55 reviews
4.82 (55)
Guest favourite
Guest favourite
Cabin in Hinsdale
Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
4 beds
4 beds
1–7 Apr
1–7 Apr
€ 291
night
€ 291 per night
·
€ 1,743 total
€ 1,743 total
Show price breakdown
4.9 out of 5 average rating, 69 reviews
4.9 (69)
Guest favourite
Guest favourite
Cabin in Savoy
The Camp - 20 Minutes to Berkshire East!
Individual Host
Individual Host
7–12 May
7–12 May
€ 126
night
€ 126 per night
·
€ 629 total
€ 629 total
Show price breakdown
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Guest favourite
Guest favourite
Home in Hinsdale
Berkshire Lake Retreat
Individual Host
Individual Host
1–6 Apr
1–6 Apr
€ 263
night
€ 263 per night
·
€ 1,315 total
€ 1,315 total
Show price breakdown
4.94 out of 5 average rating, 49 reviews
4.94 (49)
Guest favourite
Guest favourite
Home in Adams
Mountain View Hideaway
Individual Host
Individual Host
3–8 Apr
3–8 Apr
€ 139
night
€ 139 per night
·
€ 694 total
€ 694 total
Show price breakdown
4.91 out of 5 average rating, 64 reviews
4.91 (64)
Guest favourite
Guest favourite
Farm stay in Peru
The Inn at Berkshire Farm Sanctuary
Individual Host
Individual Host
1–6 Apr
1–6 Apr
€ 607
night
€ 607 per night
·
€ 3,033 total
€ 3,033 total
Show price breakdown
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Superhost
Superhost
Cottage in Lanesborough
Wildlife Lakeside Cottage
Individual Host
Individual Host
2–7 Apr
2–7 Apr
€ 263
night
€ 263 per night
·
€ 1,311 total
€ 1,311 total
Show price breakdown
4.85 out of 5 average rating, 248 reviews
4.85 (248)
Guest favourite
Guest favourite
Cottage in Hinsdale
Berkshires - Charming Lakefront Cottage
Individual Host
Individual Host
12–17 May
12–17 May
€ 298
night
€ 298 per night
·
€ 1,488 total
€ 1,488 total
Show price breakdown
4.97 out of 5 average rating, 68 reviews
4.97 (68)
Superhost
Superhost
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
3 beds
3 beds
1–6 Apr
1–6 Apr
€ 332
night
€ 332 per night
·
€ 1,660 total
€ 1,660 total
Show price breakdown
4.97 out of 5 average rating, 31 reviews
4.97 (31)
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