House holiday rentals in Lenox
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Top-rated house rentals in Lenox
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Lenox
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
23–30 Jan
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sep
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
25 Sep – 2 Oct
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
18–25 Oct
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
22–29 Dec
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
7–14 Aug
Home in Deerfield
4.82 out of 5 average rating, 186 reviewsPerfectly Polished Deerfield Home 5 min to I-91
20–27 Oct
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
12–19 Mar
Weekly house rentals
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
23–30 Mar
Home in Tyringham
4.91 out of 5 average rating, 107 reviewsBerkshire 4 bed Historic Farmhouse of Sir Kitson
5–12 May
Home in Canaan
4.9 out of 5 average rating, 150 reviewsBerkshire Lakefront House with Amazing Views
6–13 Jan
Home in West Stockbridge
4.87 out of 5 average rating, 102 reviewsPeaceful Stockbridge Cabin in the Woods
10–17 May
Home in Lee
5.0 out of 5 average rating, 35 reviewsGreenHouse
18–25 Oct
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
18–25 Sep
Home in Stockbridge
4.95 out of 5 average rating, 91 reviewsBright Stockbridge country home, near everything!
25 Dec – 1 Jan
Home in Otis
4.83 out of 5 average rating, 60 reviewsSpringtime Oasis in the Berkshires!
2–9 Jun
Private house rentals
Home in West Stockbridge
5.0 out of 5 average rating, 54 reviewsHeart of the Berkshires - Bright, Cozy, Near Lake
31 May – 7 Jun
Home in West Stockbridge
5.0 out of 5 average rating, 29 reviewsBerkshires Forest Retreat with Hot Tub
5–12 May
Home in Richmond
5.0 out of 5 average rating, 56 reviewsLUXURY BERKSHIRES BARN! GRAND! VIEWS! 2/2
10–17 Mar
Home in Lee
4.94 out of 5 average rating, 16 reviewsCentrally Located Historical Home
18–25 Jun
Home in Lenox
5.0 out of 5 average rating, 20 reviewsCliffwood Cottage
1–8 Oct
Home in Lenox
4.92 out of 5 average rating, 12 reviewsThe Aviary
4–11 Nov
Home in Great Barrington
5.0 out of 5 average rating, 68 reviewsGranite Ledge, Modern home in a unique setting
4–11 Nov
Home in Lee
5.0 out of 5 average rating, 11 reviewsBerkshires Manor for Lasting Memories
15–22 Oct
Quick stats about house rentals in Lenox
Total rentals
80 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
3.3K reviews
Nightly prices starting at
€ 56 before taxes and fees
Destinations to explore
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