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Lee Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
60 rentals in Lee.
The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History, holiday rental in Lee
The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History, holiday rental in Lee
The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History, holiday rental in Lee

The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Berkshires Home Makeover ~ Immaculate Lakefront Getaway ~ Dreamy Sunsets!, holiday rental in Lee
Berkshires Home Makeover ~ Immaculate Lakefront Getaway ~ Dreamy Sunsets!, holiday rental in Lee
Berkshires Home Makeover ~ Immaculate Lakefront Getaway ~ Dreamy Sunsets!, holiday rental in Lee

Berkshires Home Makeover ~ Immaculate Lakefront Getaway ~ Dreamy Sunsets!

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Elegant 19th Century New England 2BR vacation rental at Garfield House, holiday rental in Lee
Elegant 19th Century New England 2BR vacation rental at Garfield House, holiday rental in Lee
Elegant 19th Century New England 2BR vacation rental at Garfield House, holiday rental in Lee

Elegant 19th Century New England 2BR vacation rental at Garfield House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee., holiday rental in Lee
Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee., holiday rental in Lee
Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee., holiday rental in Lee

Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, holiday rental in Lee
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, holiday rental in Lee
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental, holiday rental in Lee

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., holiday rental in Lee
Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., holiday rental in Lee
Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less., holiday rental in Lee

Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular setting on your own private lake close to it all!, holiday rental in Lee
Spectacular setting on your own private lake close to it all!, holiday rental in Lee
Spectacular setting on your own private lake close to it all!, holiday rental in Lee

Spectacular setting on your own private lake close to it all!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in Lee

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

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Garfield House Studio at 208, holiday rental in Lee
Garfield House Studio at 208, holiday rental in Lee
Garfield House Studio at 208, holiday rental in Lee

Garfield House Studio at 208

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Upstairs on Main, holiday rental in Lee
Upstairs on Main, holiday rental in Lee
Upstairs on Main, holiday rental in Lee

Upstairs on Main

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Berkshire Get away, holiday rental in Lee
Berkshire Get away, holiday rental in Lee
Berkshire Get away, holiday rental in Lee

Berkshire Get away

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy retreat in beautiful country setting, holiday rental in Lee
Cozy retreat in beautiful country setting, holiday rental in Lee
Cozy retreat in beautiful country setting, holiday rental in Lee

Cozy retreat in beautiful country setting

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite, holiday rental in Lee

Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires, holiday rental in Lee

Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap, holiday rental in Lee

Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace, holiday rental in Lee
Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace, holiday rental in Lee

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

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

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in Lee
7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in Lee
7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in Lee

7 nights in our 1 br, full kitchen villa. Only 110 per night

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic 1817 Berkshire Farmhouse- Close to Everything!, holiday rental in Lee
Historic 1817 Berkshire Farmhouse- Close to Everything!, holiday rental in Lee
Historic 1817 Berkshire Farmhouse- Close to Everything!, holiday rental in Lee

Historic 1817 Berkshire Farmhouse- Close to Everything!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely Lakefront Cottage, Peaceful Setting, Hiking And More, holiday rental in Lee
Lovely Lakefront Cottage, Peaceful Setting, Hiking And More, holiday rental in Lee
Lovely Lakefront Cottage, Peaceful Setting, Hiking And More, holiday rental in Lee

Lovely Lakefront Cottage, Peaceful Setting, Hiking And More

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, holiday rental in Lee
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, holiday rental in Lee
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House, holiday rental in Lee

2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in Lee
1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in Lee
1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in Lee

1500 sqft private entrance with beautiful views of the Berkshire Mountains

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Great Place - 2 BD - Kitchen and Pool , holiday rental in Lee
Great Place - 2 BD - Kitchen and Pool , holiday rental in Lee
Great Place - 2 BD - Kitchen and Pool , holiday rental in Lee

Great Place - 2 BD - Kitchen and Pool 

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in Lee
2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in Lee
2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in Lee

2 Bedroom/2 Bath Vacation Rental in the Berkshires

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern Retreat on Goose Pond, holiday rental in Lee
Modern Retreat on Goose Pond, holiday rental in Lee
Modern Retreat on Goose Pond, holiday rental in Lee

Modern Retreat on Goose Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sun-Filled Lenox Retreat - Minutes to Tanglewood!, holiday rental in Lee
Sun-Filled Lenox Retreat - Minutes to Tanglewood!, holiday rental in Lee
Sun-Filled Lenox Retreat - Minutes to Tanglewood!, holiday rental in Lee

Sun-Filled Lenox Retreat - Minutes to Tanglewood!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in Lee
Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in Lee
Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in Lee

Spacious Comfortable Charming Family Farmhouse Great Location

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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In the Heart of Everything, holiday rental in Lee
In the Heart of Everything, holiday rental in Lee
In the Heart of Everything, holiday rental in Lee

In the Heart of Everything

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Berkshires Summer Rental -  Lee/Lenox, holiday rental in Lee
Berkshires Summer Rental -  Lee/Lenox, holiday rental in Lee
Berkshires Summer Rental -  Lee/Lenox, holiday rental in Lee

Berkshires Summer Rental - Lee/Lenox

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming 3 bed in the HEART of the BERKSHIRES! Walk to town! Ski retreat!, holiday rental in Lee
Charming 3 bed in the HEART of the BERKSHIRES! Walk to town! Ski retreat!, holiday rental in Lee
Charming 3 bed in the HEART of the BERKSHIRES! Walk to town! Ski retreat!, holiday rental in Lee

Charming 3 bed in the HEART of the BERKSHIRES! Walk to town! Ski retreat!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relax between your Berkshire adventures! Easy walk to town! Centrally located!, holiday rental in Lee
Relax between your Berkshire adventures! Easy walk to town! Centrally located!, holiday rental in Lee
Relax between your Berkshire adventures! Easy walk to town! Centrally located!, holiday rental in Lee

Relax between your Berkshire adventures! Easy walk to town! Centrally located!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Freckled Hen's Berkshire Nest, holiday rental in Lee
The Freckled Hen's Berkshire Nest, holiday rental in Lee
The Freckled Hen's Berkshire Nest, holiday rental in Lee

The Freckled Hen's Berkshire Nest

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

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Large Country farmhouse in the Berkshires., holiday rental in Lee
Large Country farmhouse in the Berkshires., holiday rental in Lee
Large Country farmhouse in the Berkshires., holiday rental in Lee

Large Country farmhouse in the Berkshires.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in Lee
* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in Lee
* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in Lee

* Private Berkshire Escape* Monthly Pricing Avail

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stonebridge Cabin: Modern Amenities, Enjoy Nature!, holiday rental in Lee
Stonebridge Cabin: Modern Amenities, Enjoy Nature!, holiday rental in Lee
Stonebridge Cabin: Modern Amenities, Enjoy Nature!, holiday rental in Lee

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stylish Mid-century Modern Berkshires Cape, holiday rental in Lee
Stylish Mid-century Modern Berkshires Cape, holiday rental in Lee
Stylish Mid-century Modern Berkshires Cape, holiday rental in Lee

Stylish Mid-century Modern Berkshires Cape

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Home in AMAZING Berkshire Location, holiday rental in Lee
Beautiful Home in AMAZING Berkshire Location, holiday rental in Lee
Beautiful Home in AMAZING Berkshire Location, holiday rental in Lee

Beautiful Home in AMAZING Berkshire Location

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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In the heart of the Berkshires, holiday rental in Lee
In the heart of the Berkshires, holiday rental in Lee
In the heart of the Berkshires, holiday rental in Lee

In the heart of the Berkshires

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountain View Retreat w/ Hot Tub by Evergreen Home, holiday rental in Lee
Mountain View Retreat w/ Hot Tub by Evergreen Home, holiday rental in Lee
Mountain View Retreat w/ Hot Tub by Evergreen Home, holiday rental in Lee

Mountain View Retreat w/ Hot Tub by Evergreen Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood, holiday rental in Lee
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood, holiday rental in Lee
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood, holiday rental in Lee

Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, holiday rental in Lee
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, holiday rental in Lee
Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!, holiday rental in Lee

Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, holiday rental in Lee
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, holiday rental in Lee
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath, holiday rental in Lee

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Stunning Berkshire custom luxury home in private wooded community- walk to lake, holiday rental in Lee
Stunning Berkshire custom luxury home in private wooded community- walk to lake, holiday rental in Lee
Stunning Berkshire custom luxury home in private wooded community- walk to lake, holiday rental in Lee

Stunning Berkshire custom luxury home in private wooded community- walk to lake

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
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5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in Lee
5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in Lee
5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in Lee

5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee, holiday rental in Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee, holiday rental in Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee, holiday rental in Lee

4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in Lee
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in Lee
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in Lee

2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street, holiday rental in Lee
Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street, holiday rental in Lee
Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street, holiday rental in Lee

Chambery Inn / 7,000 Sqft Luxury Historic Berkshire landmark on Main Street

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 24
Match: Sleeps
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Great Place - 2 BD - Kitchen - Pool , holiday rental in Lee
Great Place - 2 BD - Kitchen - Pool , holiday rental in Lee
Great Place - 2 BD - Kitchen - Pool , holiday rental in Lee

Great Place - 2 BD - Kitchen - Pool 

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in Lee
Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in Lee
Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in Lee

Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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