House vacation rentals in The Berkshires
Find and book unique houses on Airbnb
Top-rated house rentals in The Berkshires
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jan 1 – 8
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Jan 20 – 27
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Gloversville
4.97 out of 5 average rating, 316 reviewsIndoor Heated Pool in the Adirondacks
Apr 16 – 23
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
May 30 – Jun 6
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 29 – Jan 5
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 14 – 21
Weekly house rentals
Home in Kingston
4.97 out of 5 average rating, 278 reviewsThis New House
Apr 15 – 22
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Sep 26 – Oct 3
Home in Chatham
4.9 out of 5 average rating, 145 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Dec 5 – 12
Home in Becket
4.86 out of 5 average rating, 290 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Feb 24 – Mar 3
Home in Williamsburg
4.99 out of 5 average rating, 159 reviewsHilltown Studio
Apr 8 – 15
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Jan 24 – 31
Home in Tyringham
4.91 out of 5 average rating, 107 reviewsBerkshire 4 bed Historic Farmhouse of Sir Kitson
Aug 1 – 8
Home in Lenox
4.86 out of 5 average rating, 328 reviewsBerkshire, MA Getaway! Mile to town
May 17 – 24
Private house rentals
Home in Stockbridge
4.95 out of 5 average rating, 92 reviewsBright Stockbridge country home, near everything!
Nov 1 – 8
Home in Becket
4.86 out of 5 average rating, 35 reviewsPrivate Cabin On Over 12 Acres Of Woods!
Nov 11 – 18
Home in Lee
5.0 out of 5 average rating, 36 reviewsGreenHouse
Oct 21 – 28
Home in Cornwall
4.98 out of 5 average rating, 53 reviewsThe Brookside Barn
Nov 17 – 24
Home in Lanesborough
4.92 out of 5 average rating, 25 reviewsHistoric Stone Church in The Berkshires
Dec 29 – Jan 5
Home in Adams
4.91 out of 5 average rating, 69 reviewsMountain View Hideaway
Nov 11 – 18
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
May 16 – 23
Home in Great Barrington
5.0 out of 5 average rating, 69 reviewsGranite Ledge, Modern home in a unique setting
Oct 22 – 29
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