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Holiday Rentals near Lake Onota

Lakeway Drive, Pittsfield, Massachusetts 01201
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5 km
47 rentals in Pittsfield.
Lake Front Home in Heart of the Berkshires Near Jiminy Peak, holiday rental in Pittsfield
Lake Front Home in Heart of the Berkshires Near Jiminy Peak, holiday rental in Pittsfield
Lake Front Home in Heart of the Berkshires Near Jiminy Peak, holiday rental in Pittsfield

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

Holiday Rental House
3.2 kilometres from Lake Onota
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dancing Horse Lodge, holiday rental in Pittsfield
Dancing Horse Lodge, holiday rental in Pittsfield
Dancing Horse Lodge, holiday rental in Pittsfield

Dancing Horse Lodge

Holiday Rental House
4.5 kilometres from Lake Onota
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakeside Home With Pool-Completely Renovated, holiday rental in Pittsfield
Lakeside Home With Pool-Completely Renovated, holiday rental in Pittsfield
Lakeside Home With Pool-Completely Renovated, holiday rental in Pittsfield

Lakeside Home With Pool-Completely Renovated

Holiday Rental House
3.2 kilometres from Lake Onota
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake, holiday rental in Pittsfield
Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake, holiday rental in Pittsfield
Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake, holiday rental in Pittsfield

Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake

Holiday Rental House
3.2 kilometres from Lake Onota
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Modern 4 bedroom lakefront house in The Berkshires., holiday rental in Pittsfield
Modern 4 bedroom lakefront house in The Berkshires., holiday rental in Pittsfield
Modern 4 bedroom lakefront house in The Berkshires., holiday rental in Pittsfield

Modern 4 bedroom lakefront house in The Berkshires.

Holiday Rental House
7.6 kilometres from Lake Onota
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Renovated with 1 parking space, holiday rental in Pittsfield
Cozy Renovated with 1 parking space, holiday rental in Pittsfield
Cozy Renovated with 1 parking space, holiday rental in Pittsfield

Cozy Renovated with 1 parking space

Condo/Apartment
1.4 kilometres from Lake Onota
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, holiday rental in Pittsfield
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, holiday rental in Pittsfield
Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!, holiday rental in Pittsfield

Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield!

Holiday Rental House
3.9 kilometres from Lake Onota
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Apartment Newly Remodeled Super Location, holiday rental in Pittsfield
Apartment Newly Remodeled Super Location, holiday rental in Pittsfield
Apartment Newly Remodeled Super Location, holiday rental in Pittsfield

Apartment Newly Remodeled Super Location

Condo/Apartment
3.7 kilometres from Lake Onota
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Serene Retreat in the Scenic Berkshire Mountains, holiday rental in Pittsfield
Serene Retreat in the Scenic Berkshire Mountains, holiday rental in Pittsfield
Serene Retreat in the Scenic Berkshire Mountains, holiday rental in Pittsfield

Serene Retreat in the Scenic Berkshire Mountains

Condo/Apartment
5.6 kilometres from Lake Onota
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Berkshire Ski House / Pittsfield, holiday rental in Pittsfield
Berkshire Ski House / Pittsfield, holiday rental in Pittsfield
Berkshire Ski House / Pittsfield, holiday rental in Pittsfield

Berkshire Ski House / Pittsfield

Holiday Rental House
2.3 kilometres from Lake Onota
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Pittsfield Colonial by Evergreen Home, holiday rental in Pittsfield
Renovated Pittsfield Colonial by Evergreen Home, holiday rental in Pittsfield
Renovated Pittsfield Colonial by Evergreen Home, holiday rental in Pittsfield

Renovated Pittsfield Colonial by Evergreen Home

Holiday Rental House
6.0 kilometres from Lake Onota
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Historic Home in the Berkshires!, holiday rental in Pittsfield
Spacious Historic Home in the Berkshires!, holiday rental in Pittsfield
Spacious Historic Home in the Berkshires!, holiday rental in Pittsfield

Spacious Historic Home in the Berkshires!

Holiday Rental House
2.6 kilometres from Lake Onota
7 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Berkshires Colonial on 2 Acres by Evergreen Home, holiday rental in Pittsfield
Berkshires Colonial on 2 Acres by Evergreen Home, holiday rental in Pittsfield
Berkshires Colonial on 2 Acres by Evergreen Home, holiday rental in Pittsfield

Berkshires Colonial on 2 Acres by Evergreen Home

Holiday Rental House
8.2 kilometres from Lake Onota
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern, Renovated Lakefront Escape, holiday rental in Pittsfield
Modern, Renovated Lakefront Escape, holiday rental in Pittsfield
Modern, Renovated Lakefront Escape, holiday rental in Pittsfield

Modern, Renovated Lakefront Escape

Holiday Rental House
7.6 kilometres from Lake Onota
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Hidden Oasis in the Mountains by Evergreen Home, holiday rental in Pittsfield
Hidden Oasis in the Mountains by Evergreen Home, holiday rental in Pittsfield
Hidden Oasis in the Mountains by Evergreen Home, holiday rental in Pittsfield

Hidden Oasis in the Mountains by Evergreen Home

Holiday Rental House
5.5 kilometres from Lake Onota
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Elegant Pittsfield Home Near Downtown & Skiing!, holiday rental in Pittsfield
Elegant Pittsfield Home Near Downtown & Skiing!, holiday rental in Pittsfield
Elegant Pittsfield Home Near Downtown & Skiing!, holiday rental in Pittsfield

Elegant Pittsfield Home Near Downtown & Skiing!

Holiday Rental House
2.6 kilometres from Lake Onota
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Richmond Cottage w/ Fire Pit & Furnished Deck!, holiday rental in Pittsfield
Richmond Cottage w/ Fire Pit & Furnished Deck!, holiday rental in Pittsfield
Richmond Cottage w/ Fire Pit & Furnished Deck!, holiday rental in Pittsfield

Richmond Cottage w/ Fire Pit & Furnished Deck!

Holiday Rental House
7.6 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stylish Berkshire Apartment conveniently located in the center of town, holiday rental in Pittsfield
Stylish Berkshire Apartment conveniently located in the center of town, holiday rental in Pittsfield
Stylish Berkshire Apartment conveniently located in the center of town, holiday rental in Pittsfield

Stylish Berkshire Apartment conveniently located in the center of town

Condo/Apartment
2.3 kilometres from Lake Onota
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Family-Friendly Richmond Cottage w/ Private Yard, holiday rental in Pittsfield
Family-Friendly Richmond Cottage w/ Private Yard, holiday rental in Pittsfield
Family-Friendly Richmond Cottage w/ Private Yard, holiday rental in Pittsfield

Family-Friendly Richmond Cottage w/ Private Yard

Holiday Rental House
7.7 kilometres from Lake Onota
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chic Pittsfield Home With A View!, holiday rental in Pittsfield
Chic Pittsfield Home With A View!, holiday rental in Pittsfield
Chic Pittsfield Home With A View!, holiday rental in Pittsfield

Chic Pittsfield Home With A View!

Holiday Rental House
3.7 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Berkshire Getaway in a Modern Comfortable House, holiday rental in Pittsfield
Charming Berkshire Getaway in a Modern Comfortable House, holiday rental in Pittsfield
Charming Berkshire Getaway in a Modern Comfortable House, holiday rental in Pittsfield

Charming Berkshire Getaway in a Modern Comfortable House

Holiday Rental House
7.7 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Nest at Birdland, holiday rental in Pittsfield
The Nest at Birdland, holiday rental in Pittsfield
The Nest at Birdland, holiday rental in Pittsfield

The Nest at Birdland

Condo/Apartment
3.4 kilometres from Lake Onota
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Apartment In Berkshire Victorian Home, holiday rental in Pittsfield
Charming Apartment In Berkshire Victorian Home, holiday rental in Pittsfield
Charming Apartment In Berkshire Victorian Home, holiday rental in Pittsfield

Charming Apartment In Berkshire Victorian Home

Condo/Apartment
2.6 kilometres from Lake Onota
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, holiday rental in Pittsfield
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, holiday rental in Pittsfield
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, holiday rental in Pittsfield

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

Holiday Rental House
5.0 kilometres from Lake Onota
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi,  lot's more!, holiday rental in Pittsfield
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi,  lot's more!, holiday rental in Pittsfield
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi,  lot's more!, holiday rental in Pittsfield

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Holiday Rental House
5.8 kilometres from Lake Onota
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Large, comfortable house and yard located on a beautiful lake., holiday rental in Pittsfield
Large, comfortable house and yard located on a beautiful lake., holiday rental in Pittsfield
Large, comfortable house and yard located on a beautiful lake., holiday rental in Pittsfield

Large, comfortable house and yard located on a beautiful lake.

Holiday Rental House
1.0 kilometres from Lake Onota
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Great mountain getaway, holiday rental in Pittsfield
Great mountain getaway, holiday rental in Pittsfield
Great mountain getaway, holiday rental in Pittsfield

Great mountain getaway

Holiday Rental House
5.3 kilometres from Lake Onota
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Perfect for Winter Skiing!!, holiday rental in Pittsfield
Perfect for Winter Skiing!!, holiday rental in Pittsfield
Perfect for Winter Skiing!!, holiday rental in Pittsfield

Perfect for Winter Skiing!!

Condo/Apartment
5.3 kilometres from Lake Onota
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Berkshire cottage with fireplace., holiday rental in Pittsfield
Cozy Berkshire cottage with fireplace., holiday rental in Pittsfield
Cozy Berkshire cottage with fireplace., holiday rental in Pittsfield

Cozy Berkshire cottage with fireplace.

Holiday Rental House
3.5 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ray of Sunshine Berkshire Home on Pontoosuc Lake, holiday rental in Pittsfield
Ray of Sunshine Berkshire Home on Pontoosuc Lake, holiday rental in Pittsfield
Ray of Sunshine Berkshire Home on Pontoosuc Lake, holiday rental in Pittsfield

Ray of Sunshine Berkshire Home on Pontoosuc Lake

Holiday Rental House
4.5 kilometres from Lake Onota
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Waterfront home with deep water dock on Onota Lake, holiday rental in Pittsfield
Beautiful Waterfront home with deep water dock on Onota Lake, holiday rental in Pittsfield
Beautiful Waterfront home with deep water dock on Onota Lake, holiday rental in Pittsfield

Beautiful Waterfront home with deep water dock on Onota Lake

Holiday Rental House
1.6 kilometres from Lake Onota
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, holiday rental in Pittsfield
Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, holiday rental in Pittsfield
Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special, holiday rental in Pittsfield

Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special

Holiday Rental House
3.7 kilometres from Lake Onota
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., holiday rental in Pittsfield
A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., holiday rental in Pittsfield
A Cozy 100 yr old New England Berkshires Dutch Colonial.

Long term available., holiday rental in Pittsfield

A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available.

Holiday Rental House
3.5 kilometres from Lake Onota
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen, holiday rental in Pittsfield
Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen, holiday rental in Pittsfield
Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen, holiday rental in Pittsfield

Lake View, Kayaks, Elec Bikes, Hot Tub, Large Open Great Room, Lrg Kitchen

Holiday Rental House
3.5 kilometres from Lake Onota
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stylish, Centrally Located Berkshires Home-Base, holiday rental in Pittsfield
Stylish, Centrally Located Berkshires Home-Base, holiday rental in Pittsfield
Stylish, Centrally Located Berkshires Home-Base, holiday rental in Pittsfield

Stylish, Centrally Located Berkshires Home-Base

Holiday Rental House
5.5 kilometres from Lake Onota
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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house with view in the berkshires, holiday rental in Pittsfield
house with view in the berkshires, holiday rental in Pittsfield
house with view in the berkshires, holiday rental in Pittsfield

house with view in the berkshires

Holiday Rental House
2.9 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stylish cottage located by Pontoosuc Lake with lake views!, holiday rental in Pittsfield
Stylish cottage located by Pontoosuc Lake with lake views!, holiday rental in Pittsfield
Stylish cottage located by Pontoosuc Lake with lake views!, holiday rental in Pittsfield

Stylish cottage located by Pontoosuc Lake with lake views!

Holiday Rental House
4.2 kilometres from Lake Onota
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Berkshire Mountainside Condo, holiday rental in Pittsfield
Berkshire Mountainside Condo, holiday rental in Pittsfield
Berkshire Mountainside Condo, holiday rental in Pittsfield

Berkshire Mountainside Condo

Condo/Apartment
5.1 kilometres from Lake Onota
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table, holiday rental in Pittsfield
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table, holiday rental in Pittsfield
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table, holiday rental in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Holiday Rental House
2.3 kilometres from Lake Onota
8 bedrooms
3 bathrooms
Sleeps 28
Match: Sleeps
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Country Living just minutes from Everything!, holiday rental in Pittsfield
Country Living just minutes from Everything!, holiday rental in Pittsfield
Country Living just minutes from Everything!, holiday rental in Pittsfield

Country Living just minutes from Everything!

Holiday Rental House
6.3 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Berkshires family fun at Beautiful Hygge House on Richmond Pond- New Deck 2024!, holiday rental in Pittsfield
Berkshires family fun at Beautiful Hygge House on Richmond Pond- New Deck 2024!, holiday rental in Pittsfield
Berkshires family fun at Beautiful Hygge House on Richmond Pond- New Deck 2024!, holiday rental in Pittsfield

Berkshires family fun at Beautiful Hygge House on Richmond Pond- New Deck 2024!

Holiday Rental House
7.9 kilometres from Lake Onota
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Berkshire Lake Beauty-Modern Amenities On The Lake, holiday rental in Pittsfield
Berkshire Lake Beauty-Modern Amenities On The Lake, holiday rental in Pittsfield
Berkshire Lake Beauty-Modern Amenities On The Lake, holiday rental in Pittsfield

Berkshire Lake Beauty-Modern Amenities On The Lake

Holiday Rental House
3.9 kilometres from Lake Onota
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet, holiday rental in Pittsfield
Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet, holiday rental in Pittsfield
Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet, holiday rental in Pittsfield

Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet

Holiday Rental House
3.5 kilometres from Lake Onota
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, holiday rental in Pittsfield
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, holiday rental in Pittsfield
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!, holiday rental in Pittsfield

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

Holiday Rental House
6.4 kilometres from Lake Onota
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood, holiday rental in Pittsfield
A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood, holiday rental in Pittsfield
A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood, holiday rental in Pittsfield

A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood

Holiday Rental House
1.8 kilometres from Lake Onota
4 bedrooms
6 bathrooms
Sleeps 7
Match: Sleeps
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Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b, holiday rental in Pittsfield
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b, holiday rental in Pittsfield
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b, holiday rental in Pittsfield

Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b

Holiday Rental House
6.8 kilometres from Lake Onota
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Tranquil Lake House Getaway on Onota Lake, holiday rental in Pittsfield
Tranquil Lake House Getaway on Onota Lake, holiday rental in Pittsfield
Tranquil Lake House Getaway on Onota Lake, holiday rental in Pittsfield

Tranquil Lake House Getaway on Onota Lake

Holiday Rental House
1.9 kilometres from Lake Onota
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Showing results 1-47 of 47