Apartment vacation rentals in Berkshire County
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Top-rated apartment rentals in Berkshire County
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Vacation rentals for every style
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Popular amenities for Berkshire County apartment rentals
Weekly apartment rentals
Apartment in Pittsfield
4.92 out of 5 average rating, 225 reviewsMarie's Place
Oct 16 – 23
Apartment in North Adams
4.92 out of 5 average rating, 155 reviews#7 Downtown Historic Flatiron building getaway.
May 6 – 13
Apartment in North Adams
4.96 out of 5 average rating, 215 reviewsThe Bear’s Den @ America's Switzerland
Apr 11 – 18
Apartment in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
Jul 28 – Aug 4
Apartment in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
Dec 1 – 8
Apartment in North Adams
4.91 out of 5 average rating, 393 reviewsPrivate guest apartment. One block from downtown.
Jan 1 – 8
Apartment in North Adams
4.9 out of 5 average rating, 196 reviewsSunny Suite with Mountain Views, Steps from MoCA
May 13 – 20
Apartment in Canaan
5.0 out of 5 average rating, 86 reviewsMountain View Getaway
Sep 9 – 16
Private apartment rentals
Apartment in Williamstown
4.94 out of 5 average rating, 71 reviewsQuiet Williamstown Apartment close to town & Moca.
Sep 29 – Oct 6
Apartment in Otis
4.98 out of 5 average rating, 60 reviewsEnjoy every season the Berkshires have to offer.
Mar 12 – 19
Apartment in Lee
4.91 out of 5 average rating, 56 reviewsStudio 208 at Garfield Annex on Main St
Aug 15 – 22
Apartment in East Chatham
4.91 out of 5 average rating, 44 reviewsBennett Abode
Oct 4 – 11
Apartment in Pittsfield
4.96 out of 5 average rating, 48 reviewsThe sweet place in the beautiful Berkshires!
Jan 29 – Feb 5
Apartment in Pittsfield
4.86 out of 5 average rating, 42 reviewsThe Sunset Sanctuary - King Bed with Kitchen
Sep 18 – 25
Apartment in Adams
4.98 out of 5 average rating, 47 reviewsCharming/Rustic Apartment with downtown views
Dec 17 – 24
Apartment in Great Barrington
5.0 out of 5 average rating, 92 reviewsWalk Everywhere! | Relax in Easy Elegance!
Oct 20 – 27
Apartment rentals with a hot tub
Apartment in Adams
4.88 out of 5 average rating, 58 reviewsMountain Living, 1-bedroom unit, outdoor hot-tub
Oct 15 – 22
Apartment in Sandisfield
4.93 out of 5 average rating, 29 reviewsSweet Dreams Retreat
Mar 3 – 10
Apartment in Pittsfield
4.85 out of 5 average rating, 60 reviews*Berkshire's Sweet Spot 2-Close to Tanglewood/Pool
Aug 7 – 14
Apartment in Hancock
5.0 out of 5 average rating, 9 reviewsSki on Ski Off - Jiminy Peak
Dec 7 – 14
Apartment in Hancock
5.0 out of 5 average rating, 18 reviewsSki-InSki-Out Loft Lift&MT.Views
Mar 21 – 28
Apartment in Lenox
Welcome to Your Retreat @Ponds at Foxhollow Resort
May 26 – Jun 2
Apartment in Hancock
1 Bedroom Deluxe @ Wyndham Bentley Brook
Nov 2 – 9
Apartment in Hancock
4.81 out of 5 average rating, 16 reviewsMountainside Condo Ski on/off
Apr 9 – 16
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