Apartment vacation rentals in Berkshire County
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Top-rated apartment rentals in Berkshire County
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Berkshire County apartment rentals
Weekly apartment rentals
Apartment in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
Oct 20 – 27
Apartment in Pittsfield
4.92 out of 5 average rating, 225 reviewsMarie's Place
Apr 11 – 18
Apartment in North Adams
4.92 out of 5 average rating, 155 reviews#7 Downtown Historic Flatiron building getaway.
Dec 20 – 27
Apartment in Williamstown
4.96 out of 5 average rating, 299 reviewsNew Studio In Town, By the Water
Jul 31 – Aug 7
Apartment in North Adams
4.96 out of 5 average rating, 215 reviewsThe Bear’s Den @ America's Switzerland
Aug 22 – 29
Apartment in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
Jan 14 – 21
Apartment in North Adams
4.91 out of 5 average rating, 394 reviewsPrivate guest apartment. One block from downtown.
Jun 19 – 26
Apartment in North Adams
4.9 out of 5 average rating, 196 reviewsSunny Suite with Mountain Views, Steps from MoCA
Jun 18 – 25
Private apartment rentals
Apartment in Lanesborough
5.0 out of 5 average rating, 22 reviewsCozy Berkshire Waterfront Home
Jun 1 – 8
Apartment in Otis
4.97 out of 5 average rating, 61 reviewsEnjoy every season the Berkshires have to offer.
Nov 27 – Dec 4
Apartment in Great Barrington
5.0 out of 5 average rating, 92 reviewsWalk Everywhere! | Relax in Easy Elegance!
Oct 20 – 27
Apartment in Pittsfield
4.96 out of 5 average rating, 49 reviewsThe sweet place in the beautiful Berkshires!
Jan 14 – 21
Apartment in East Chatham
4.91 out of 5 average rating, 45 reviewsBennett Abode
Feb 3 – 10
Apartment in Lee
4.91 out of 5 average rating, 56 reviewsStudio 208 at Garfield Annex on Main St
Sep 6 – 13
Apartment in Adams
4.98 out of 5 average rating, 47 reviewsCharming/Rustic Apartment with downtown views
Dec 17 – 24
Apartment in Pittsfield
4.86 out of 5 average rating, 42 reviewsThe Sunset Sanctuary - King Bed with Kitchen
Nov 16 – 23
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
Aug 3 – 10
Apartment in Sandisfield
4.93 out of 5 average rating, 29 reviewsSweet Dreams Retreat
Sep 19 – 26
Apartment in Pittsfield
4.85 out of 5 average rating, 60 reviews*Berkshire's Sweet Spot 2-Close to Tanglewood/Pool
Sep 23 – 30
Apartment in Hancock
5.0 out of 5 average rating, 9 reviewsSki on Ski Off - Jiminy Peak
Dec 12 – 19
Apartment in Hancock
5.0 out of 5 average rating, 18 reviewsSki-InSki-Out Loft Lift&MT.Views
Apr 5 – 12
Apartment in Lenox
Welcome to Your Retreat @Ponds at Foxhollow Resort
May 30 – Jun 6
Apartment in Hancock
1 Bedroom Deluxe @ Wyndham Bentley Brook
Nov 6 – 13
Apartment in Hancock
4.81 out of 5 average rating, 16 reviewsMountainside Condo Ski on/off
Mar 15 – 22
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