Berkshire Area Rentals
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Beautiful farmhouse for perfect country escape - close to skiing, 5 fireplaces.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy upscale yet cozy accommodations in this 1734 farmhouse nestled in the northwest corner of Connecticut in the Litch ...
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Beautiful Berkshires Farmhouse with game room and plenty of room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our home offers families a place to come together and unwind. This home offers 4 bedrooms, 3 baths (1 with the most AMAZ ...
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From $200 per night (USD)VRBO
Private Cottage, Come Enjoy Nature!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Experience the captivating charm of a 1920 cottage. Come enjoy and indulge in the tranquility of the spacious f ...
From $200 per night (USD)VRBO
From $467 per night (USD)Expedia
Historic New Lebanon Hideaway on 33 Private Acres!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $467 per night (USD)Expedia
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Peace & Tranquility In Tolland, Book Today!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Experience tranquility in this recently renovated Tolland getaway, providing a sophisticated and serene retreat ...
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Lakefront 3-bedroom house in lower Berkshires with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this delightful mid-century lake-front house on Twin Lakes in the foothills of the Berkshires. This relaxing v ...
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From $203 per night (USD)VRBO
Berkshire Hideaway w\/ Fire Pit & Playground!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Near Wineries & Historical Sites | Screened Porch | Peaceful Location Fine wines, scenic landscapes, and quality family ...
From $203 per night (USD)VRBO
From $423 per night (USD)VRBO
Mountain View: Airy + Secluded w\/Panoramic Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Mountain View, a beautifully appointed 3-bed, 2.5-bath home perched on the mountainside—just 2.5 hrs ...
From $423 per night (USD)VRBO
From $1038 per night (USD)VRBO
Mountain Luxury Retreat-Amazing Views\/Saltwater Pool\/Family Friendly\/Berkshires
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Newly built in 2007, this home was designed with comfort, luxury and family fun in mind. The property is 12 acres in si ...
From $1038 per night (USD)VRBO
From $504 per night (USD)VRBO
Luxurious, modernist barn in peaceful northwestern Connecticut - private swim!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
OPEN for Memorial Day! Our Connecticut retreat is equidistant from NYC and Boston and sits on 23 wooded acres with a ser ...
From $504 per night (USD)VRBO
From $471 per night (USD)VRBO
6 BR 'CAMP' House on Twin Lakes - Epic Historic Property
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The perfect home for your big group or family, with a charming history! This beautiful, spacious vacation home was forme ...
From $471 per night (USD)VRBO
From $602 per night (USD)Expedia
Bear Creek Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space New Katahdin cedar log home. With tranquil view and sound of Pelham brook. Minutes from Berkshire east ...
From $602 per night (USD)Expedia