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Search results; 247 places in Monterey

Apartment in Otis
Charming Berkshire Getaway
3 queen beds
18–23 Apr
4.72 out of 5 average rating, 102 reviews
Guest favourite
Apartment in New Marlborough
Berkshire Cottage on Village Green, New Marlb Ma.
3 beds
19–24 Apr
4.96 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
1 bed
21–26 Apr
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Monterey
Berkshire apt w/ high speed internet near the lake
2 beds
1–6 May
5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 bed
21–26 Apr
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
1 queen bed
28 Apr – 3 May
4.93 out of 5 average rating, 255 reviews
Guest favourite
Apartment in Great Barrington
Private En Suite in Beautiful Victorian
1 queen bed
19–24 Apr
4.95 out of 5 average rating, 317 reviews
Guest favourite
Apartment in Otis
Enjoy every season the Berkshires have to offer.
2 beds
18–23 Apr
4.98 out of 5 average rating, 60 reviews
Guest favourite
Apartment in Sandisfield
Sunny Berkshire Studio Apartment
3 beds
10–15 May
4.92 out of 5 average rating, 227 reviews
Apartment in Great Barrington
The Treehouse
2 beds
19–24 Apr
4.69 out of 5 average rating, 496 reviews
Apartment in Great Barrington
Cozy studio near downtown GB
1 bed
19–24 Apr
Apartment in Great Barrington
2BR|Berkshires Mountain View Gem
4 beds
2–7 May
New place to stay
Guest favourite
Apartment in Sheffield
Private Berkshire Barn Apartment
1 queen bed
23–28 Apr
4.92 out of 5 average rating, 121 reviews
Guest favourite
Apartment in New Marlborough
Super-Sized Great Barrington Studio Apartment
2 beds
25–30 Jul
4.98 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Sheffield
Hideaway with Spectacular Berkshire Views
2 beds
19–24 Apr
5.0 out of 5 average rating, 319 reviews
Guest favourite
Apartment in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
3 beds
26 Apr – 1 May
5.0 out of 5 average rating, 92 reviews
Superhost
Apartment in Stockbridge
Historic Retreat
1 queen bed
18–23 Apr
4.88 out of 5 average rating, 26 reviews
Apartment in Lee
Beach Days, Pickleball & A Love of the Berkshires
1 queen bed
1–6 May
New place to stay