The Berkshires are the perfect destination for travelers seeking to escape the hustle and bustle of everyday life. From the picturesque rolling hills to the abundance of lush forests, the Berkshires offers an idyllic rural retreat full of peace and solitude. Whether you're in search of outdoor adventure or prefer to simply take in the stunning views, you can find it all in the Berkshires. Search our selection of cabin rentals for vacation rental getaways and stay experiences ranging from rustic to luxury. All our vacation rentals in the Berkshires offer the perfect setting for outdoor exploration and relaxation.

Top Cabins in Berkshires

Exterior
4.7
Outstanding(193 Reviews)
Cabin
 in Becket
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Enjoy the best of Berkshires in our Cabin, Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.

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Property grounds
4.9
Outstanding(176 Reviews)
Cabin
 in Becket
A-Frame in Sherwood Forest
5 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Parking

Cabin in Berkshires, for $145 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property grounds
4.9
Outstanding(125 Reviews)
Chalet
 in Tyringham
COZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES
5 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Chalet in Berkshires has everything you need for a rejuvenating stay. Treat yourself to COZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES's exceptional amenities, such as Air conditioner, Internet / Wifi and Balcony / Patio.

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Property view
5.0
Outstanding(1 Review)
Chalet
 in Otis
Lake, Kayaks & Sauna - Family & Wellness
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Berkshires? This Chalet offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

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Property view
5.0
Outstanding(4 Reviews)
Chalet
 in Washington
The perfect getaway cabin
Garden · Pets allowed · Kitchen / Kitchenette

Nestled in Berkshires, this Chalet is perfect for your next vacation. Enjoy The perfect getaway cabin's top-rated amenities, including Dishwasher, Fireplace and Internet / Wifi, and more.

$$$$
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Exterior
5.0
Outstanding(111 Reviews)
Chalet
 in Hillsdale
Beautifully decorated & immaculate log chalet on 3 acres, winter views.
6 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Berkshires with a stay at Beautifully decorated & immaculate log chalet on 3 acres, winter views., a top rated Chalet with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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TV, fireplace, DVD player, books
4.9
Outstanding(95 Reviews)
Cabin
 in Pittsfield
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
5 guests · 2 bedrooms · 1 bath
Kitchen / Kitchenette · Internet / Wifi · Parking

Indulge in a peaceful retreat at A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, our elegant Cabin in Berkshires. Enjoy amenities including Dishwasher, Fireplace and Internet / Wifi, and more.

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View from property
5.0
Outstanding(91 Reviews)
Chalet
 in Monterey
Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Looking for the perfect place to call home during your trip to Berkshires? This Chalet offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Exterior
4.8
Outstanding(69 Reviews)
Cabin
 in Hillsdale
Charming, Quiet, River Front
13 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Discover the beauty of Berkshires with a stay at Charming, Quiet, River Front, a top rated Cabin with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Exterior
4.9
Outstanding(52 Reviews)
Cabin
 in Hinsdale
Ashmere Lake Log Cabin with privacy / 2 Bedrooms
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Cabin in Berkshires, for $210 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Golf
5.0
Outstanding(44 Reviews)
Cabin
 in Williamstown
Cozy renovated cabin in Williamstown, steps from hiking trails
5 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Internet / Wifi

Looking to create some memories in Berkshires? Look no further than our Cabin, Cozy renovated cabin in Williamstown, steps from hiking trails. Enjoy top-rated amenities including Dishwasher, Internet / Wifi and Laundry, and more.

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Property grounds
4.8
Outstanding(45 Reviews)
Cabin
 in Copake Falls
Private swimming-pool, rap-around porch, and breathtaking views!
7 guests · 3 bedrooms · 2 baths
Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Cabin in Berkshires has everything you need for a rejuvenating stay. Treat yourself to Private swimming-pool, rap-around porch, and breathtaking views!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
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Vacation rentals with internet & wifi in Berkshires

Interior
4.8
Outstanding(32 Reviews)
Cabin
 in Sandisfield
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
10 guests · 4 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

This Cabin in Berkshires, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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View from property
4.8
Outstanding(32 Reviews)
Cabin
 in Mill River
'The Mill River Cabin’ w/ Fireplace & River View!
5 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Nestled in Berkshires, this Cabin is perfect for your next vacation. Enjoy 'The Mill River Cabin’ w/ Fireplace & River View!'s top-rated amenities, including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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Exterior
5.0
Outstanding(26 Reviews)
Cabin
 in East Chatham
Newly Renovated Cabin in the Country
6 guests · 3 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a memorable stay in Berkshires? Our Cabin might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$
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Property view
5.0
Outstanding(4 Reviews)
Chalet
 in Florida
Florida Mountain Log Cabin
Garden · Kitchen / Kitchenette · Internet / Wifi

Looking for a memorable stay in Berkshires? Our Chalet might just be what you're looking for. Enjoy amenities including Internet / Wifi, Laundry and Balcony / Patio, and more during your stay.

$$$$
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Outdoor dining
4.8
Outstanding(22 Reviews)
Chalet
 in Great Barrington
4 Bedroom House in the Berkshires. Minutes to all that the Berkshires offer!
9 guests · 4 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Berkshires with our Chalet, 4 Bedroom House in the Berkshires. Minutes to all that the Berkshires offer!. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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3 bedrooms, desk, iron/ironing board, free WiFi
4.8
Outstanding(21 Reviews)
Chalet
 in Monterey
Private Berkshires Hilltop Retreat w Magic View, 1mi to Lake Garfield Beach
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Berkshires at Private Berkshires Hilltop Retreat w Magic View, 1mi to Lake Garfield Beach for $257 for your next trip.

$$$$
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Exterior
5.0
Outstanding(18 Reviews)
Cabin
 in Hinsdale
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
8 guests · 3 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

This Cabin for $284 in Berkshires, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Exterior
5.0
Outstanding(13 Reviews)
Cabin
 in Charlemont
Bear Creek Cabin
8 guests · 3 bedrooms · 2 baths
Kitchen / Kitchenette · Internet / Wifi · Parking

Soak up the beauty of Berkshires in our Cabin, Bear Creek Cabin. With a range of amenities such as Internet / Wifi, Laundry and Balcony / Patio, you'll feel right at home.

$$$$
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Aerial view
4.9
Outstanding(13 Reviews)
Cabin
 in Stockbridge
Artist's Camp on Lake Mahkeenac
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Cabin in Berkshires can fit your needs for many types of vacations, at $233 per night.

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Outdoor dining
5.0
Outstanding(11 Reviews)
Cabin
 in Great Barrington
Moose Lodge by AvantStay | Luxe Berkshires Escape
18 guests · 6 bedrooms · 7 baths
Garden · Pets allowed · Kitchen / Kitchenette

This Cabin for $906 in Berkshires, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Exterior
5.0
Outstanding(10 Reviews)
Cabin
 in Austerlitz
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Berkshires with our Cabin, Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Fridge, microwave, oven, stovetop
5.0
Outstanding(9 Reviews)
Cabin
 in New Marlborough
Romantic and Secluded Berkshire's Gem
12 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Are you ready to indulge in a relaxing getaway? Our Cabin in Berkshires has everything you need for a rejuvenating stay. Treat yourself to Romantic and Secluded Berkshire's Gem's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

$$$$
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Exterior
5.0
Outstanding(7 Reviews)
Cabin
 in Bethlehem
Cozy & Chic Cabin by the Lake, with access to private Beach!
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Berkshires in our Cabin, Cozy & Chic Cabin by the Lake, with access to private Beach! . With a range of amenities such as Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.

$$$$
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