The 10 best cottages in Stockbridge, US | Booking.com
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Cottages in Stockbridge

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The best cottages in Stockbridge

Check out our selection of great cottages in Stockbridge

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The Cottage

Stockbridge

The Cottage provides air-conditioned accommodations in Stockbridge. This beachfront property offers access to tennis at the tennis court.

P
Peggy
From
United States
Carol, our host called the day before our arrival to accommodate our breakfast choices! How thoughtful and unassuming!
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 61 reviews
Location 9.0
Price from
$269
1 night, 2 adults
Check availability

Walk to Dining Downtown Lenox Guest House!

Lenox (Near Stockbridge)

Walk to Dining Downtown Lenox Guest House! offers accommodations in Lenox, 26 miles from Great Falls and 26 miles from Canaan Village Historic District.

s
sandra
From
United States
House spacious. Great location walking distance to Lenox shops and restaurants.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Location 10.0
Check availability

Lakefront Berkshires Retreat with Deck, Dock and Boat!

Great Barrington (Near Stockbridge)

Lakefront Berkshires Retreat with Deck, Dock and Boat! is located in Great Barrington, just 5.2 miles from Norman Rockwell Museum and 10 miles from Tanglewood Musical Center.

D
Darren
From
United States
The property was perfect for our group and was equipped with all the needs; kitchen, cooking, bathroom, and other areas of the home. The location of the home on a lake was incredible too.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 6 reviews
Location 8.5
Check availability

Lakefront Otis Home with Stunning Views and Boats!

Otis (Near Stockbridge)

16 miles from Norman Rockwell Museum in Otis, Lakefront Otis Home with Stunning Views and Boats! features accommodations with access to a hot tub.

M
Michelle
From
United States
We thouroughly enjoyed ourstay at the Pond House. The grounds were lovingly cultivated to make the most of the natural land but enhanced by flowers and a lifesize Carved bear peeking out of the woods. The view was spectacular from all of the windows in the house. We made good use of the extra large hot tub. The kitchen, like all of the house, was well appointed and ready for most any occation. Another appealing aspect of the house was the sleeping arrangement. Each of the bedrooms is on a separate level making it perfect for two couples. The pond is a short walk from the house and there's great places to walk right from the house. Finally, the location is in close proximity to all the surround towns and the wonderful art and culture of the Berkshires. I would highly recommend the property to anyone looking for tranquility and easy access to many interesting sights. Sincerely, Michelle
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Location 9.5
Check availability

The Mill River Cabin with Fireplace and River View!

Mill River (Near Stockbridge)

The Mill River Cabin with Fireplace and River View! is located in Mill River, just 8 miles from Great Falls and 8.2 miles from Canaan Village Historic District.

U
Usiatynski
From
United States
the cabin is wonderful in a beautiful setting, overlooking a stream. it was cozy and warm, with everything we needed to enjoy our stay. we were able to cook and dine in comfort, and warm ourselves with the wood burning stove.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 6 reviews
Location 10.0
Check availability

Tory Hill

Hillsdale (Near Stockbridge)

Offering a garden, Tory Hill features accommodations in Hillsdale. The vacation home features both Wifi and private parking free of charge. The property offers barbecue facilities and parking on-site....

K
Kim
From
United States
The screened porch, actually the entire house was lovely. bed was comfortable. The kitchen and bathroom were clean.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 8 reviews
Location 9.0
Check availability
All cottages in Stockbridge

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Stockbridge and surrounding area in the past month

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These cottages in Stockbridge and nearby have options with free cancellation

  • Lee Manor

    Lee
    Free cancellation options available

    2.9 miles from Cranwell Spa & Golf Club in Lee, Lee Manor features accommodations with access to a sauna. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Tranquil 3 BR Stockbridge House with Private Deck! offers accommodations in Stockbridge, 5.5 miles from Tanglewood and 8.8 miles from Cranwell Spa & Golf Club.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing offers accommodations in Lee, 4.8 miles from Norman Rockwell Museum and 6.4 miles from Tanglewood Musical...

    From $916.11 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 2 reviews

    Cozy Stockbridge Cabin - Walk to Beach and Lake! is located in Stockbridge, just 23 miles from Great Falls and 23 miles from Canaan Village Historic District.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    8 Mi to Tanglewood and Butternut Ski Spacious Home! is located in Housatonic, just 7.7 miles from Tanglewood Musical Center and 7.9 miles from Tanglewood.

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 3 reviews

    Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge is located in Lee, just 3.4 miles from Cranwell Spa & Golf Club and 5.9 miles from Tanglewood Musical Center.

  • Providing a garden, Beautiful House in the Woods, Huge Yard, Hot Tub provides accommodations in Great Barrington. Both Wifi and private parking are available at the vacation home free of charge.

    From $463.15 per night

  • The Gatehouse on Golden Hill

    Lee
    Free cancellation options available

    The Gatehouse on Golden Hill offers accommodations in Lee, 4.6 miles from Tanglewood Musical Center and 4.8 miles from Tanglewood.

    From $919.08 per night

Enjoy breakfast in Stockbridge and nearby

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 6 reviews

    Lakefront Berkshires Retreat with Deck, Dock and Boat! is located in Great Barrington, just 5.2 miles from Norman Rockwell Museum and 10 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Great Barrington Lakeside Getaway with Kayak and Grill offers accommodations in Great Barrington, 18 miles from Great Falls and 18 miles from Canaan Village Historic District.

  • Wellspring by AvantStay Indoor Pool Views offers accommodations in Richmond, 2.4 miles from Tanglewood Musical Center and 2.6 miles from Tanglewood.

  • Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat is located in Great Barrington, just 6.2 miles from Norman Rockwell Museum and 11 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 8 reviews

    Walk to Dining Downtown Lenox Guest House! offers accommodations in Lenox, 26 miles from Great Falls and 26 miles from Canaan Village Historic District.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature is located in Lee, just 6.7 miles from Cranwell Spa & Golf Club and 9.2 miles from Tanglewood Musical Center.

FAQ about cottages in Stockbridge

Cottages That Guests Love in Stockbridge

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  • The Cottage

    Cottage in Stockbridge
    Avg. price/night: $295.09
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 61 reviews
    The room was very VERY spacious with a full wall of windows to enjoy the private view outside. It was one of the coziest places that we stayed in on our trip. The area was beautiful and the "cottages" surrounding were amazing. OH the Hostess was very helpful with local activities and SO fun!
    Guest review by
    Eddie
    Young couple

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