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Housatonic Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Housatonic.
Newly Renovated Home With All The Modern Amenities, vacation rental in Housatonic
Newly Renovated Home With All The Modern Amenities, vacation rental in Housatonic
Newly Renovated Home With All The Modern Amenities, vacation rental in Housatonic

Newly Renovated Home With All The Modern Amenities

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Great Barrington/Housatonic Village Getaway—bring your dog!, vacation rental in Housatonic
Charming Great Barrington/Housatonic Village Getaway—bring your dog!, vacation rental in Housatonic
Charming Great Barrington/Housatonic Village Getaway—bring your dog!, vacation rental in Housatonic

Charming Great Barrington/Housatonic Village Getaway—bring your dog!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Soulful, light-filled Berkshire Home, vacation rental in Housatonic
Soulful, light-filled Berkshire Home, vacation rental in Housatonic
Soulful, light-filled Berkshire Home, vacation rental in Housatonic

Soulful, light-filled Berkshire Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Contemporary With Beautiful Gardens, vacation rental in Housatonic
Spacious Contemporary With Beautiful Gardens, vacation rental in Housatonic
Spacious Contemporary With Beautiful Gardens, vacation rental in Housatonic

Spacious Contemporary With Beautiful Gardens

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Huge Victorian close to restaurants and a block from a park., vacation rental in Housatonic
Huge Victorian close to restaurants and a block from a park., vacation rental in Housatonic
Huge Victorian close to restaurants and a block from a park., vacation rental in Housatonic

Huge Victorian close to restaurants and a block from a park.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Housatonic match all your filters:
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Housatonic
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Housatonic
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Housatonic

Modern Cottage Minutes from Downtown Great Barrington

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful House in the Woods, Huge yard and HotTub, vacation rental in Housatonic
Beautiful House in the Woods, Huge yard and HotTub, vacation rental in Housatonic
Beautiful House in the Woods, Huge yard and HotTub, vacation rental in Housatonic

Beautiful House in the Woods, Huge yard and HotTub

Rental Home
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Housatonic
A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Housatonic
A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Housatonic

A perfect getaway year-round. Booking for the rest of '23 and through '24!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Historic 4-bedroom riverside home in Berkshires, vacation rental in Housatonic
Historic 4-bedroom riverside home in Berkshires, vacation rental in Housatonic
Historic 4-bedroom riverside home in Berkshires, vacation rental in Housatonic

Historic 4-bedroom riverside home in Berkshires

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in Housatonic
Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in Housatonic
Spring Break Special!  Stay two nights get one free for March and April!, vacation rental in Housatonic

Spring Break Special! Stay two nights get one free for March and April!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Classic Stockbridge Cottage, vacation rental in Housatonic
Classic Stockbridge Cottage, vacation rental in Housatonic
Classic Stockbridge Cottage, vacation rental in Housatonic

Classic Stockbridge Cottage

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Housatonic
The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Housatonic
The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Housatonic

The Great Escape Ski Cottage w/HOT TUB * Great Barrington

Rental Home
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Tranquil 3BR Stockbridge House w/ Private Deck!, vacation rental in Housatonic
Tranquil 3BR Stockbridge House w/ Private Deck!, vacation rental in Housatonic
Tranquil 3BR Stockbridge House w/ Private Deck!, vacation rental in Housatonic

Tranquil 3BR Stockbridge House w/ Private Deck!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Morgan's Millhouse (Front), vacation rental in Housatonic
Morgan's Millhouse (Front), vacation rental in Housatonic
Morgan's Millhouse (Front), vacation rental in Housatonic

Morgan's Millhouse (Front)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Woodland Home in the Heart of the Berkshires, vacation rental in Housatonic
Peaceful Woodland Home in the Heart of the Berkshires, vacation rental in Housatonic
Peaceful Woodland Home in the Heart of the Berkshires, vacation rental in Housatonic

Peaceful Woodland Home in the Heart of the Berkshires

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Just you, the lake and the brilliant foliage!, vacation rental in Housatonic
Just you, the lake and the brilliant foliage!, vacation rental in Housatonic
Just you, the lake and the brilliant foliage!, vacation rental in Housatonic

Just you, the lake and the brilliant foliage!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Berkshires: Romantic Cottage with spectacular view, vacation rental in Housatonic
Berkshires: Romantic Cottage with spectacular view, vacation rental in Housatonic
Berkshires: Romantic Cottage with spectacular view, vacation rental in Housatonic

Berkshires: Romantic Cottage with spectacular view

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Housatonic
Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Housatonic
Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Housatonic

Romantic Berkshires Cottage - Stunning Views, Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Studio Loft in the Berkshires, vacation rental in Housatonic
Studio Loft in the Berkshires, vacation rental in Housatonic
Studio Loft in the Berkshires, vacation rental in Housatonic

Studio Loft in the Berkshires

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Entire home hosted by Morgan, vacation rental in Housatonic
Entire home hosted by Morgan, vacation rental in Housatonic
Entire home hosted by Morgan, vacation rental in Housatonic

Entire home hosted by Morgan

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Housatonic
2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Housatonic
2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Housatonic

2 bedroom Riverhouse in the Heart of the Berkshires

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW: Gorgeous, Unique, Craftsman Cottage in Heart of the Berkshires, vacation rental in Housatonic
NEW: Gorgeous, Unique, Craftsman Cottage in Heart of the Berkshires, vacation rental in Housatonic
NEW: Gorgeous, Unique, Craftsman Cottage in Heart of the Berkshires, vacation rental in Housatonic

NEW: Gorgeous, Unique, Craftsman Cottage in Heart of the Berkshires

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Completely Renovated Historic Home in the Heart of the Berkshires, vacation rental in Housatonic
Completely Renovated Historic Home in the Heart of the Berkshires, vacation rental in Housatonic
Completely Renovated Historic Home in the Heart of the Berkshires, vacation rental in Housatonic

Completely Renovated Historic Home in the Heart of the Berkshires

Rental Home
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Great Barrington Guest House, Newly Renovated!, vacation rental in Housatonic
Great Barrington Guest House, Newly Renovated!, vacation rental in Housatonic
Great Barrington Guest House, Newly Renovated!, vacation rental in Housatonic

Great Barrington Guest House, Newly Renovated!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Idyllic Berkshire Get Away: Balance of relaxation and convenience, vacation rental in Housatonic
Idyllic Berkshire Get Away: Balance of relaxation and convenience, vacation rental in Housatonic
Idyllic Berkshire Get Away: Balance of relaxation and convenience, vacation rental in Housatonic

Idyllic Berkshire Get Away: Balance of relaxation and convenience

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Great Barrington Farmhouse near Lake Mansfield, vacation rental in Housatonic
Great Barrington Farmhouse near Lake Mansfield, vacation rental in Housatonic
Great Barrington Farmhouse near Lake Mansfield, vacation rental in Housatonic

Great Barrington Farmhouse near Lake Mansfield

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in Housatonic
A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in Housatonic
A Charming Mid 1800's Stockbridge Farmhouse, vacation rental in Housatonic

A Charming Mid 1800's Stockbridge Farmhouse

Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Home on 17 acres 10 minutes to Tanglewood and other Berkshire Attraction, vacation rental in Housatonic
Private Home on 17 acres 10 minutes to Tanglewood and other Berkshire Attraction, vacation rental in Housatonic
Private Home on 17 acres 10 minutes to Tanglewood and other Berkshire Attraction, vacation rental in Housatonic

Private Home on 17 acres 10 minutes to Tanglewood and other Berkshire Attraction

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated Colonial on the River! Sleeps 5-6, vacation rental in Housatonic
Newly Renovated Colonial on the River! Sleeps 5-6, vacation rental in Housatonic
Newly Renovated Colonial on the River! Sleeps 5-6, vacation rental in Housatonic

Newly Renovated Colonial on the River! Sleeps 5-6

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Loft Style Home, West Stockbridge, Book Now!, vacation rental in Housatonic
Loft Style Home, West Stockbridge, Book Now!, vacation rental in Housatonic
Loft Style Home, West Stockbridge, Book Now!, vacation rental in Housatonic

Loft Style Home, West Stockbridge, Book Now!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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MacMountain House: Berkshire family retreat, vacation rental in Housatonic
MacMountain House: Berkshire family retreat, vacation rental in Housatonic
MacMountain House: Berkshire family retreat, vacation rental in Housatonic

MacMountain House: Berkshire family retreat

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Twin Maple Farm: Charming Modern Farmhouse, vacation rental in Housatonic
Twin Maple Farm: Charming Modern Farmhouse, vacation rental in Housatonic
Twin Maple Farm: Charming Modern Farmhouse, vacation rental in Housatonic

Twin Maple Farm: Charming Modern Farmhouse

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Berkshire's lakefront home with deck, dock + boat, vacation rental in Housatonic
NEW! Berkshire's lakefront home with deck, dock + boat, vacation rental in Housatonic
NEW! Berkshire's lakefront home with deck, dock + boat, vacation rental in Housatonic

NEW! Berkshire's lakefront home with deck, dock + boat

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Farmhouse with views  nestled among nature reserve, vacation rental in Housatonic
Farmhouse with views  nestled among nature reserve, vacation rental in Housatonic
Farmhouse with views  nestled among nature reserve, vacation rental in Housatonic

Farmhouse with views nestled among nature reserve

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Impeccable House Minutes from Downtown Great Barrington, vacation rental in Housatonic
Impeccable House Minutes from Downtown Great Barrington, vacation rental in Housatonic
Impeccable House Minutes from Downtown Great Barrington, vacation rental in Housatonic

Impeccable House Minutes from Downtown Great Barrington

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious & Modern Berkshires Getaway, vacation rental in Housatonic
Spacious & Modern Berkshires Getaway, vacation rental in Housatonic
Spacious & Modern Berkshires Getaway, vacation rental in Housatonic

Spacious & Modern Berkshires Getaway

Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Secluded Mountaintop Retreat in the Heart of the Berkshires, vacation rental in Housatonic
Secluded Mountaintop Retreat in the Heart of the Berkshires, vacation rental in Housatonic
Secluded Mountaintop Retreat in the Heart of the Berkshires, vacation rental in Housatonic

Secluded Mountaintop Retreat in the Heart of the Berkshires

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in Housatonic
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in Housatonic
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., vacation rental in Housatonic

Stockbridge! 1/2 mile from Red Lion inn. Great Barrington, Lenox, Lee close by.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Expansive Berkshire Property, vacation rental in Housatonic
Expansive Berkshire Property, vacation rental in Housatonic
Expansive Berkshire Property, vacation rental in Housatonic

Expansive Berkshire Property

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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4 Bedroom House in the Berkshires.  Minutes from Tanglewood., vacation rental in Housatonic
4 Bedroom House in the Berkshires.  Minutes from Tanglewood., vacation rental in Housatonic
4 Bedroom House in the Berkshires.  Minutes from Tanglewood., vacation rental in Housatonic

4 Bedroom House in the Berkshires. Minutes from Tanglewood.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Spacious Berkshires Retreat ~ 3 Mi to Skiing!, vacation rental in Housatonic
Spacious Berkshires Retreat ~ 3 Mi to Skiing!, vacation rental in Housatonic
Spacious Berkshires Retreat ~ 3 Mi to Skiing!, vacation rental in Housatonic

Spacious Berkshires Retreat ~ 3 Mi to Skiing!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Renovated family friendly house close to everything and endless views, vacation rental in Housatonic
Renovated family friendly house close to everything and endless views, vacation rental in Housatonic
Renovated family friendly house close to everything and endless views, vacation rental in Housatonic

Renovated family friendly house close to everything and endless views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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18 Century farmhouse with modern conveniences set on 47 magnificent acres, vacation rental in Housatonic
18 Century farmhouse with modern conveniences set on 47 magnificent acres, vacation rental in Housatonic
18 Century farmhouse with modern conveniences set on 47 magnificent acres, vacation rental in Housatonic

18 Century farmhouse with modern conveniences set on 47 magnificent acres

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Stockbridge Retreat w/ Pool & Hot Tub!, vacation rental in Housatonic
Stockbridge Retreat w/ Pool & Hot Tub!, vacation rental in Housatonic
Stockbridge Retreat w/ Pool & Hot Tub!, vacation rental in Housatonic

Stockbridge Retreat w/ Pool & Hot Tub!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Gorgeous Home, Nature Lover's Delight in the Heart of the Berkshires, vacation rental in Housatonic
Gorgeous Home, Nature Lover's Delight in the Heart of the Berkshires, vacation rental in Housatonic
Gorgeous Home, Nature Lover's Delight in the Heart of the Berkshires, vacation rental in Housatonic

Gorgeous Home, Nature Lover's Delight in the Heart of the Berkshires

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious & Serene Berkshires Retreat In The Woods, vacation rental in Housatonic
Spacious & Serene Berkshires Retreat In The Woods, vacation rental in Housatonic
Spacious & Serene Berkshires Retreat In The Woods, vacation rental in Housatonic

Spacious & Serene Berkshires Retreat In The Woods

Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Perfect setting for Family Vacations        Short and Long Term Stays Welcomed., vacation rental in Housatonic
Perfect setting for Family Vacations        Short and Long Term Stays Welcomed., vacation rental in Housatonic
Perfect setting for Family Vacations        Short and Long Term Stays Welcomed., vacation rental in Housatonic

Perfect setting for Family Vacations Short and Long Term Stays Welcomed.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
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Luxuriously Comfortable Country Home, vacation rental in Housatonic
Luxuriously Comfortable Country Home, vacation rental in Housatonic
Luxuriously Comfortable Country Home, vacation rental in Housatonic

Luxuriously Comfortable Country Home

Rental Home
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Eco-friendly cozy home in Gt. Barrington, vacation rental in Housatonic
Eco-friendly cozy home in Gt. Barrington, vacation rental in Housatonic
Eco-friendly cozy home in Gt. Barrington, vacation rental in Housatonic

Eco-friendly cozy home in Gt. Barrington

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Frequently Asked Questions about Housatonic