Apartment vacation rentals in The Berkshires
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Top-rated apartment rentals in The Berkshires
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires apartment rentals
Weekly apartment rentals
Apartment in Freehold
5.0 out of 5 average rating, 225 reviewsMountain View Retreat~Sunny Hill Golf / Skiing
Jul 13 – 20
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Dec 21 – 28
Apartment in Hudson
4.95 out of 5 average rating, 100 reviewsRestored 19th century farm house apartment
Apr 6 – 13
Apartment in Staatsburg
5.0 out of 5 average rating, 190 reviewsThrough the Woods Farm
Oct 27 – Nov 3
Apartment in Rhinebeck
4.99 out of 5 average rating, 161 reviewsRhinebeck Ridge - A Woodland Studio Retreat
Sep 18 – 23
Apartment in North Adams
4.91 out of 5 average rating, 113 reviewsCozy 1 bedroom 1/2 mile to MassMoca
Sep 30 – Oct 7
Apartment in Enfield
4.99 out of 5 average rating, 146 reviewsFROG Suite Apartment
Apr 21 – 28
Apartment in Winchester
4.91 out of 5 average rating, 340 reviewsGateway to the Berkshires
Mar 11 – 18
Private apartment rentals
Apartment in Niskayuna
5.0 out of 5 average rating, 108 reviewsNiskayuna One Bedroom Chalet
Aug 25 – Sep 1
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Apr 18 – 25
Apartment in Catskill
4.93 out of 5 average rating, 136 reviewsCosy Catskill Casita in the Middle of Village
Aug 5 – 12
Apartment in Catskill
4.98 out of 5 average rating, 364 reviewsMain St. Steps to everything. Comfort & Design.
Jan 3 – 10
Apartment in Marlboro
4.94 out of 5 average rating, 224 reviewsShakespeare’s Folly Side Farm and AirBnB.
May 30 – Jun 6
Apartment in Litchfield
4.98 out of 5 average rating, 119 reviewsLitchfield Hills Hideaway
Mar 24 – 31
Apartment in Rhinebeck
4.95 out of 5 average rating, 443 reviewsCozy private apartment in Rhinebeck Village
Nov 7 – 14
Apartment in Shelburne Falls
4.96 out of 5 average rating, 292 reviewsAnnies’ Place by The Bridge of Flowers ~
Mar 2 – 9
Apartment rentals with a hot tub
Apartment in Philipstown
4.88 out of 5 average rating, 189 reviewsFoxglove Farm
Aug 19 – 26
Apartment in New Paltz
4.97 out of 5 average rating, 467 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Jan 11 – 18
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 23 – 30
Apartment in Northampton
4.88 out of 5 average rating, 108 reviewsElm Suite in front of Smith with Private Bathroom
Sep 4 – 11
Apartment in Newburgh
4.96 out of 5 average rating, 216 reviewsSweet Victory Suite
Jun 15 – 22
Apartment in Kingston
4.91 out of 5 average rating, 159 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Apr 8 – 15
Apartment in Salt Point
4.91 out of 5 average rating, 115 reviewsBeautiful & Secluded Hudson Valley Rustic Getaway
Oct 9 – 16
Apartment in Acra
4.98 out of 5 average rating, 131 reviewsBurnt Knob Mountain Escape
Jun 10 – 17
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