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Tyringham Holiday Rentals

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50 rentals in Tyringham.
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PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND  near TANGLEWOOD, holiday rental in Tyringham

PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND near TANGLEWOOD

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood, holiday rental in Tyringham

Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood

5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Tentrr Signature Site - Running Spring Farm, holiday rental in Tyringham

Tentrr Signature Site - Running Spring Farm

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in Tyringham

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off, holiday rental in Tyringham

Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Log Cabin in the Berkshires, holiday rental in Tyringham

Gorgeous Log Cabin in the Berkshires

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Elegant 19th Century New England 2BR Vacation Rental at Garfield House, holiday rental in Tyringham

Elegant 19th Century New England 2BR Vacation Rental at Garfield House

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Grand Estate in Historic Stockbridge, holiday rental in Tyringham

A Grand Estate in Historic Stockbridge

6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!, holiday rental in Tyringham

Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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General Williams Estate House Lenox/Stockbridge, holiday rental in Tyringham

General Williams Estate House Lenox/Stockbridge

6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful four season lakeside log home close to all Berkshires attractions., holiday rental in Tyringham

Beautiful four season lakeside log home close to all Berkshires attractions.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Freckled Hen's Berkshire Nest, holiday rental in Tyringham

The Freckled Hen's Berkshire Nest

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC, holiday rental in Tyringham

Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Woodland Cottage-NEW! Convenient, private, family friendly- see CLEANING DETAILS, holiday rental in Tyringham

Woodland Cottage-NEW! Convenient, private, family friendly- see CLEANING DETAILS

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, holiday rental in Tyringham

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Scenic ByWay Waterfront Property, holiday rental in Tyringham

Scenic ByWay Waterfront Property

3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, holiday rental in Tyringham

2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Lakefront Cottage, Peaceful Setting, Hiking And More, holiday rental in Tyringham

Lovely Lakefront Cottage, Peaceful Setting, Hiking And More

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!, holiday rental in Tyringham

Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Berkshire lake house on lake Garfield, Monterey MA; private, 4 BR, sleeps 10, holiday rental in Tyringham

Berkshire lake house on lake Garfield, Monterey MA; private, 4 BR, sleeps 10

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Berkshires Lake Retreat, Beautifully Updated with Mid-Century Style, holiday rental in Tyringham

Berkshires Lake Retreat, Beautifully Updated with Mid-Century Style

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible, holiday rental in Tyringham

Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Barn Apartment in Gorgeous Stonybrook Farm, holiday rental in Tyringham

Barn Apartment in Gorgeous Stonybrook Farm

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite, holiday rental in Tyringham

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite, holiday rental in Tyringham

Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Holiday in Norman Rockwell's Stockbridge, holiday rental in Tyringham

Holiday in Norman Rockwell's Stockbridge

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Two Blocks from the Red Lion Inn & next to Berkshire Theater, holiday rental in Tyringham

Two Blocks from the Red Lion Inn & next to Berkshire Theater

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace a, holiday rental in Tyringham

Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace a

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rabbit Run - in the heart of Stockbridge, holiday rental in Tyringham

Rabbit Run - in the heart of Stockbridge

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Garfield House Studio at 208, holiday rental in Tyringham

Garfield House Studio at 208

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Deluxe Firespa Suite, holiday rental in Tyringham

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Firespa Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lake House, holiday rental in Tyringham

Lake House

5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!, holiday rental in Tyringham

Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stockbridge renovated classic- picture perfect, holiday rental in Tyringham

Stockbridge renovated classic- picture perfect

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Berkshire Mountains Cabin, holiday rental in Tyringham

Amazing Berkshire Mountains Cabin

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Berkshires Spacious Comfortable Charming Farmhouse, holiday rental in Tyringham

Berkshires Spacious Comfortable Charming Farmhouse

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tanglewood / Berkshires - 2 Bed 2 Bath Apartment, holiday rental in Tyringham

Tanglewood / Berkshires - 2 Bed 2 Bath Apartment

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Deluxe New Home, 2 Master Suites, Tanglewood Area, holiday rental in Tyringham

Deluxe New Home, 2 Master Suites, Tanglewood Area

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Garfield House, holiday rental in Tyringham

Garfield House

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fabulous Post & Beam Berkshire Rental, holiday rental in Tyringham

Fabulous Post & Beam Berkshire Rental

0 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Lakefront Berkshire Rental, holiday rental in Tyringham

Beautiful Lakefront Berkshire Rental

5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Lakeside Berkshire Home, holiday rental in Tyringham

Spacious Lakeside Berkshire Home

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!, holiday rental in Tyringham

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Monterey Home w/ Porch: Walk to Lake Garfield, holiday rental in Tyringham

Cozy Monterey Home w/ Porch: Walk to Lake Garfield

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Home Overlooking Stevens Lake, holiday rental in Tyringham

Private Home Overlooking Stevens Lake

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'Too Good' AKA 2 Goodrich St., holiday rental in Tyringham

'Too Good' AKA 2 Goodrich St.

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Gatehouse on Golden Hill, holiday rental in Tyringham

The Gatehouse on Golden Hill

4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Berkshires Summer Rental -  Lee/Lenox, holiday rental in Tyringham

Berkshires Summer Rental - Lee/Lenox

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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** Private Berkshire Escape** Monthly Pricing Available, holiday rental in Tyringham

** Private Berkshire Escape** Monthly Pricing Available

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More, holiday rental in Tyringham

Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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