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Red Cottage
Northeast US

Berkshires

12 homes in the Berkshires.

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River CottageHouse5(68)
Berkshires

River Cottage

3 BR · 2 BA · Sleeps 6
Great Barrington, Berkshires
$378 / night
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Hillside HavenHouse5(46)
Berkshires

Hillside Haven

4 BR · 3.5 BA · Sleeps 10
Egremont, Berkshires
$407 / night
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Chalet des CollinesHouse5(42)
Berkshires

Chalet des Collines

4 BR · 2 BA · Sleeps 8
Great Barrington, Berkshires
$317 / night
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Meadow Top CottageHouse4.9(37)
Berkshires

Meadow Top Cottage

3 BR · 2 BA · Sleeps 6
New Marlborough, Berkshires
$236 / night
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Butterfly CottageHouse5(20)
Berkshires

Butterfly Cottage

3 BR · 2.5 BA · Sleeps 6
Lee, Berkshires
$220 / night
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Steepletop LodgeHouse5(17)
Berkshires

Steepletop Lodge

4 BR · 2 BA · Sleeps 8
New Marlborough, Berkshires
$252 / night
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Crossbridge – Full Property (House + Apartment)House5(13)
Berkshires

Crossbridge – Full Property (House + Apartment)

6 BR · 7 BA · Sleeps 11
West Stockbridge, Berkshires
$678 / night
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Meadow Top CabinCabin5(9)
Berkshires

Meadow Top Cabin

1 BR · 1 BA · Sleeps 2
New Marlborough, Berkshires
$161 / night
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Crossbridge – Main HouseHouse5(7)
Berkshires

Crossbridge – Main House

4 BR · 5 BA · Sleeps 7
West Stockbridge, Berkshires
$484 / night
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Lockwood LodgeHouse5(7)
Berkshires

Lockwood Lodge

4 BR · 2.5 BA · Sleeps 10
Craryville, Berkshires
$554 / night
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FernbrookHouse
Berkshires

Fernbrook

5 BR · 4.5 BA · Sleeps 10
Egremont, Berkshires
$900 / night
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Meadow Top Cottage and CabinHouse
Berkshires

Meadow Top Cottage and Cabin

4 BR · 3 BA · Sleeps 8
New Marlborough, Berkshires
$362 / night
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What Our Guests Are Saying

Jun 28, 2026
“The house and location were fantastic. Excellent host communication. Highly recommended!”
Stayed at: Stowe Woods Chalet
Jun 24, 2026
“Lovely stay. Great location. Character home. Quiet neighborhood. Comfortable bed. Great fenced yard. And easy walk to town!”
Stayed at: River Cottage
Jun 24, 2026
“This management company is very prompt in their responses. Let us check in an hour early which was very appreciated. Lovely setting. Hot tub is very nice. The location is great for visiting Stowe.”
Stayed at: Stowe Woods Chalet
Jun 22, 2026
“Lovely space in peaceful surroundings, with lots of wildlife! It was spotlessly clean and well-stocked. We will return!”
Stayed at: Nordic Cabin
Jun 21, 2026
“We absolutely loved our time at this beautiful home! The house is decorated beautifully and we all slept so well and enjoyed the big yard, the pool, and the outdoor spaces for fires and meals.”
Stayed at: Breathe Inn
Jun 17, 2026
“The location is unbeatable — a 10 minute walk to downtown Manchester. The beds were very comfortable and the house was clean and well decorated. The backyard was perfect for our dog.”
Stayed at: The Winterberry Farmhouse

Need Help With Flexible Dates or a Longer Term Rental?

Let us find you the perfect home. Tell the concierge your group, budget, and rough dates — it checks live calendars across the whole collection.

or call (845) 414-6540