Apartment holiday rentals in Berkshire County
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Top-rated apartment rentals in Berkshire County
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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
11 – 18 Apr
Apartment in North Adams
4.92 out of 5 average rating, 155 reviews#7 Downtown Historic Flatiron building getaway.
5 – 12 Feb
Apartment in North Adams
5.0 out of 5 average rating, 116 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
31 Aug – 7 Sept
Apartment in North Adams
4.96 out of 5 average rating, 215 reviewsThe Bear’s Den @ America's Switzerland
27 Apr – 4 May
Apartment in Williamstown
4.96 out of 5 average rating, 300 reviewsNew Studio In Town, By the Water
1 – 8 July
Apartment in Lenox
4.95 out of 5 average rating, 105 reviewsLovely Downtown Lenox apt, walk to everything!
18 – 25 Oct
Apartment in North Adams
4.9 out of 5 average rating, 196 reviewsSunny Suite with Mountain Views, Steps from MoCA
19 – 26 June
Apartment in North Adams
4.91 out of 5 average rating, 394 reviewsPrivate guest apartment. One block from downtown.
13 – 20 Nov
Private apartment rentals
Apartment in Otis
4.97 out of 5 average rating, 61 reviewsEnjoy every season the Berkshires have to offer.
25 May – 1 June
Apartment in Lanesborough
5.0 out of 5 average rating, 22 reviewsCozy Berkshire Waterfront Home
22 – 29 Oct
Apartment in East Chatham
4.91 out of 5 average rating, 46 reviewsBennett Abode
3 – 10 Feb
Apartment in Pittsfield
4.96 out of 5 average rating, 49 reviewsThe sweet place in the beautiful Berkshires!
20 – 27 June
Apartment in Great Barrington
5.0 out of 5 average rating, 92 reviewsWalk Everywhere! | Relax in Easy Elegance!
20 – 27 Oct
Apartment in Lee
4.91 out of 5 average rating, 56 reviewsStudio 208 at Garfield Annex on Main St
7 – 14 Sept
Apartment in Adams
4.98 out of 5 average rating, 47 reviewsCharming/Rustic Apartment with downtown views
17 – 24 Dec
Apartment in Lenox
4.96 out of 5 average rating, 50 reviewsMain Street Delight - One Bedroom Apartment
9 – 16 Oct
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
26 July – 2 Aug
Apartment in Sandisfield
4.93 out of 5 average rating, 29 reviewsSweet Dreams Retreat
19 – 26 Sept
Apartment in Pittsfield
4.85 out of 5 average rating, 60 reviews*Berkshire's Sweet Spot 2-Close to Tanglewood/Pool
24 Sept – 1 Oct
Apartment in Hancock
5.0 out of 5 average rating, 9 reviewsSki on Ski Off - Jiminy Peak
12 – 19 Dec
Apartment in Hancock
5.0 out of 5 average rating, 18 reviewsSki-InSki-Out Loft Lift&MT.Views
3 – 10 Mar
Apartment in Lenox
Welcome to Your Retreat @Ponds at Foxhollow Resort
11 – 18 Aug
Apartment in Hancock
1 Bedroom Deluxe @ Wyndham Bentley Brook
7 – 14 Nov
Apartment in Hancock
4.81 out of 5 average rating, 16 reviewsMountainside Condo Ski on/off
16 – 23 Mar
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