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Sandisfield Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

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Distinctive Features

Distance from

5 mi
47 rentals in Sandisfield.
Waterfront oasis in heart of Berkshires, holiday rental in Sandisfield
Waterfront oasis in heart of Berkshires, holiday rental in Sandisfield
Waterfront oasis in heart of Berkshires, holiday rental in Sandisfield

Waterfront oasis in heart of Berkshires

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Romantic weekend getaway!, holiday rental in Sandisfield
Romantic weekend getaway!, holiday rental in Sandisfield
Romantic weekend getaway!, holiday rental in Sandisfield

Romantic weekend getaway!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns, holiday rental in Sandisfield
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns, holiday rental in Sandisfield
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns, holiday rental in Sandisfield

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Cabin in the Berkshires, holiday rental in Sandisfield
Cozy Cabin in the Berkshires, holiday rental in Sandisfield
Cozy Cabin in the Berkshires, holiday rental in Sandisfield

Cozy Cabin in the Berkshires

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Berkshire classic home nestled in a quiet peaceful area, holiday rental in Sandisfield
Beautiful Berkshire classic home nestled in a quiet peaceful area, holiday rental in Sandisfield
Beautiful Berkshire classic home nestled in a quiet peaceful area, holiday rental in Sandisfield

Beautiful Berkshire classic home nestled in a quiet peaceful area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Brookside Hideaway: Charming, cozy, 4 Bedroom home in wooded vacation community, holiday rental in Sandisfield
Brookside Hideaway: Charming, cozy, 4 Bedroom home in wooded vacation community, holiday rental in Sandisfield
Brookside Hideaway: Charming, cozy, 4 Bedroom home in wooded vacation community, holiday rental in Sandisfield

Brookside Hideaway: Charming, cozy, 4 Bedroom home in wooded vacation community

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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sweet dreams retreat, holiday rental in Sandisfield
sweet dreams retreat, holiday rental in Sandisfield
sweet dreams retreat, holiday rental in Sandisfield

sweet dreams retreat

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Iconic Cabin in the Berkshires, holiday rental in Sandisfield
Iconic Cabin in the Berkshires, holiday rental in Sandisfield
Iconic Cabin in the Berkshires, holiday rental in Sandisfield

Iconic Cabin in the Berkshires

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!, holiday rental in Sandisfield
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!, holiday rental in Sandisfield
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!, holiday rental in Sandisfield

Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury on the River*Fish Camp-Close to Tanglewood, holiday rental in Sandisfield
Luxury on the River*Fish Camp-Close to Tanglewood, holiday rental in Sandisfield
Luxury on the River*Fish Camp-Close to Tanglewood, holiday rental in Sandisfield

Luxury on the River*Fish Camp-Close to Tanglewood

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Relax, Read, Entertain, Or Walk To West Lake From Our Berkshire Home., holiday rental in Sandisfield
Relax, Read, Entertain, Or Walk To West Lake From Our Berkshire Home., holiday rental in Sandisfield
Relax, Read, Entertain, Or Walk To West Lake From Our Berkshire Home., holiday rental in Sandisfield

Relax, Read, Entertain, Or Walk To West Lake From Our Berkshire Home.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The following properties within 20 miles of Sandisfield match all your filters:
Charming cedar shingle cottage, holiday rental in Sandisfield
Charming cedar shingle cottage, holiday rental in Sandisfield
Charming cedar shingle cottage, holiday rental in Sandisfield

Charming cedar shingle cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Serene Acreage - Pond - Hiking Trails Nearby, holiday rental in Sandisfield
Serene Acreage - Pond - Hiking Trails Nearby, holiday rental in Sandisfield
Serene Acreage - Pond - Hiking Trails Nearby, holiday rental in Sandisfield

Serene Acreage - Pond - Hiking Trails Nearby

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cottage on the Lake, holiday rental in Sandisfield
Cozy Cottage on the Lake, holiday rental in Sandisfield
Cozy Cottage on the Lake, holiday rental in Sandisfield

Cozy Cottage on the Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Vacation Get Away - Historical New Marlborough, holiday rental in Sandisfield
Perfect Vacation Get Away - Historical New Marlborough, holiday rental in Sandisfield
Perfect Vacation Get Away - Historical New Marlborough, holiday rental in Sandisfield

Perfect Vacation Get Away - Historical New Marlborough

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Meadows House * Otis Ridge w/ 7-person hot tub, holiday rental in Sandisfield
The Meadows House * Otis Ridge w/ 7-person hot tub, holiday rental in Sandisfield
The Meadows House * Otis Ridge w/ 7-person hot tub, holiday rental in Sandisfield

The Meadows House * Otis Ridge w/ 7-person hot tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed, holiday rental in Sandisfield
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed, holiday rental in Sandisfield
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed, holiday rental in Sandisfield

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Jaw dropping mountain & lake views in this stylish mountain home…., holiday rental in Sandisfield
Jaw dropping mountain & lake views in this stylish mountain home…., holiday rental in Sandisfield
Jaw dropping mountain & lake views in this stylish mountain home…., holiday rental in Sandisfield

Jaw dropping mountain & lake views in this stylish mountain home….

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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East Otis Vacation Rental w/ Private Deck & BBQ!, holiday rental in Sandisfield
East Otis Vacation Rental w/ Private Deck & BBQ!, holiday rental in Sandisfield
East Otis Vacation Rental w/ Private Deck & BBQ!, holiday rental in Sandisfield

East Otis Vacation Rental w/ Private Deck & BBQ!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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East Otis, MA, Waterfront  Summer Cottage, Big Pond,, holiday rental in Sandisfield
East Otis, MA, Waterfront  Summer Cottage, Big Pond,, holiday rental in Sandisfield
East Otis, MA, Waterfront  Summer Cottage, Big Pond,, holiday rental in Sandisfield

East Otis, MA, Waterfront Summer Cottage, Big Pond,

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Cottage, New Marlborough Village Green in the Berkshires, holiday rental in Sandisfield
Charming Cottage, New Marlborough Village Green in the Berkshires, holiday rental in Sandisfield
Charming Cottage, New Marlborough Village Green in the Berkshires, holiday rental in Sandisfield

Charming Cottage, New Marlborough Village Green in the Berkshires

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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East Otis Reservoir Cabin w/ Porch - Walk to Lake!, holiday rental in Sandisfield
East Otis Reservoir Cabin w/ Porch - Walk to Lake!, holiday rental in Sandisfield
East Otis Reservoir Cabin w/ Porch - Walk to Lake!, holiday rental in Sandisfield

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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mountain refuge, holiday rental in Sandisfield
mountain refuge, holiday rental in Sandisfield
mountain refuge, holiday rental in Sandisfield

mountain refuge

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Private Island - Largest Fresh Water Reservoir in Mass...., holiday rental in Sandisfield
Private Island - Largest Fresh Water Reservoir in Mass...., holiday rental in Sandisfield
Private Island - Largest Fresh Water Reservoir in Mass...., holiday rental in Sandisfield

Private Island - Largest Fresh Water Reservoir in Mass....

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Monterey Haven <1/2 Mi to Lake Garfield w/ Kayaks, holiday rental in Sandisfield
Monterey Haven <1/2 Mi to Lake Garfield w/ Kayaks, holiday rental in Sandisfield
Monterey Haven <1/2 Mi to Lake Garfield w/ Kayaks, holiday rental in Sandisfield

Monterey Haven <1/2 Mi to Lake Garfield w/ Kayaks

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern Berkshires Cottage  � Gas Stove, Large Deck & W/D + 7 mins to Otis, holiday rental in Sandisfield
Modern Berkshires Cottage  � Gas Stove, Large Deck & W/D + 7 mins to Otis, holiday rental in Sandisfield
Modern Berkshires Cottage  � Gas Stove, Large Deck & W/D + 7 mins to Otis, holiday rental in Sandisfield

Modern Berkshires Cottage � Gas Stove, Large Deck & W/D + 7 mins to Otis

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Restored Historic Home Half Mile to Ski Resort!, holiday rental in Sandisfield
Restored Historic Home Half Mile to Ski Resort!, holiday rental in Sandisfield
Restored Historic Home Half Mile to Ski Resort!, holiday rental in Sandisfield

Restored Historic Home Half Mile to Ski Resort!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Bungalow, holiday rental in Sandisfield
Lakefront Bungalow, holiday rental in Sandisfield
Lakefront Bungalow, holiday rental in Sandisfield

Lakefront Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Modern Secluded Home In Wooded Setting, holiday rental in Sandisfield
Modern Secluded Home In Wooded Setting, holiday rental in Sandisfield
Modern Secluded Home In Wooded Setting, holiday rental in Sandisfield

Modern Secluded Home In Wooded Setting

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rustic-Chic Home w/ Decks: Pool + Lake Access, holiday rental in Sandisfield
Rustic-Chic Home w/ Decks: Pool + Lake Access, holiday rental in Sandisfield
Rustic-Chic Home w/ Decks: Pool + Lake Access, holiday rental in Sandisfield

Rustic-Chic Home w/ Decks: Pool + Lake Access

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village., holiday rental in Sandisfield
1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village., holiday rental in Sandisfield
1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village., holiday rental in Sandisfield

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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WINTER/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT, holiday rental in Sandisfield
WINTER/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT, holiday rental in Sandisfield
WINTER/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT, holiday rental in Sandisfield

WINTER/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious waterfront Berkshire home family private get-away, holiday rental in Sandisfield
Spacious waterfront Berkshire home family private get-away, holiday rental in Sandisfield
Spacious waterfront Berkshire home family private get-away, holiday rental in Sandisfield

Spacious waterfront Berkshire home family private get-away

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Berkshire Holiday Home with A+ Amenities, holiday rental in Sandisfield
Berkshire Holiday Home with A+ Amenities, holiday rental in Sandisfield
Berkshire Holiday Home with A+ Amenities, holiday rental in Sandisfield

Berkshire Holiday Home with A+ Amenities

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private, lake community house in the serene Berkshire Foothills with pool table, holiday rental in Sandisfield
Private, lake community house in the serene Berkshire Foothills with pool table, holiday rental in Sandisfield
Private, lake community house in the serene Berkshire Foothills with pool table, holiday rental in Sandisfield

Private, lake community house in the serene Berkshire Foothills with pool table

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakeside Cottage in the Berkshires, holiday rental in Sandisfield
Lakeside Cottage in the Berkshires, holiday rental in Sandisfield
Lakeside Cottage in the Berkshires, holiday rental in Sandisfield

Lakeside Cottage in the Berkshires

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chalet in the Berkshires, Wellness, Ski, Sauna, Gas Fireplace EV charger & Home, holiday rental in Sandisfield
Chalet in the Berkshires, Wellness, Ski, Sauna, Gas Fireplace EV charger & Home, holiday rental in Sandisfield
Chalet in the Berkshires, Wellness, Ski, Sauna, Gas Fireplace EV charger & Home, holiday rental in Sandisfield

Chalet in the Berkshires, Wellness, Ski, Sauna, Gas Fireplace EV charger & Home

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tolland Cabin w/ Private Hot Tub & Grill!, holiday rental in Sandisfield
Tolland Cabin w/ Private Hot Tub & Grill!, holiday rental in Sandisfield
Tolland Cabin w/ Private Hot Tub & Grill!, holiday rental in Sandisfield

Tolland Cabin w/ Private Hot Tub & Grill!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Steepletop: Nature Lover’s Paradise w/Rec Room, holiday rental in Sandisfield
Steepletop: Nature Lover’s Paradise w/Rec Room, holiday rental in Sandisfield
Steepletop: Nature Lover’s Paradise w/Rec Room, holiday rental in Sandisfield

Steepletop: Nature Lover’s Paradise w/Rec Room

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Tolland Home w/ Deck + Screened Porch!, holiday rental in Sandisfield
Spacious Tolland Home w/ Deck + Screened Porch!, holiday rental in Sandisfield
Spacious Tolland Home w/ Deck + Screened Porch!, holiday rental in Sandisfield

Spacious Tolland Home w/ Deck + Screened Porch!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stylish Newly Renovated 2-Bedroom Apartment Steps from Otis Reservoir, holiday rental in Sandisfield
Stylish Newly Renovated 2-Bedroom Apartment Steps from Otis Reservoir, holiday rental in Sandisfield
Stylish Newly Renovated 2-Bedroom Apartment Steps from Otis Reservoir, holiday rental in Sandisfield

Stylish Newly Renovated 2-Bedroom Apartment Steps from Otis Reservoir

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Retreat at Porcupine Place, holiday rental in Sandisfield
Lakefront Retreat at Porcupine Place, holiday rental in Sandisfield
Lakefront Retreat at Porcupine Place, holiday rental in Sandisfield

Lakefront Retreat at Porcupine Place

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Book Your Perfect Fall Stay in the Berkshire Woods, holiday rental in Sandisfield
Book Your Perfect Fall Stay in the Berkshire Woods, holiday rental in Sandisfield
Book Your Perfect Fall Stay in the Berkshire Woods, holiday rental in Sandisfield

Book Your Perfect Fall Stay in the Berkshire Woods

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Relax And Enjoy A Fun Getaway At The Bacchus Cottage!, holiday rental in Sandisfield
Relax And Enjoy A Fun Getaway At The Bacchus Cottage!, holiday rental in Sandisfield
Relax And Enjoy A Fun Getaway At The Bacchus Cottage!, holiday rental in Sandisfield

Relax And Enjoy A Fun Getaway At The Bacchus Cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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18th century Berkshires farmhouse on 12 acres, impeccably updated., holiday rental in Sandisfield
18th century Berkshires farmhouse on 12 acres, impeccably updated., holiday rental in Sandisfield
18th century Berkshires farmhouse on 12 acres, impeccably updated., holiday rental in Sandisfield

18th century Berkshires farmhouse on 12 acres, impeccably updated.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Home w/ Hot Tub in a Private Lake Community, holiday rental in Sandisfield
Beautiful Home w/ Hot Tub in a Private Lake Community, holiday rental in Sandisfield
Beautiful Home w/ Hot Tub in a Private Lake Community, holiday rental in Sandisfield

Beautiful Home w/ Hot Tub in a Private Lake Community

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Forget-Me-Not by AvantStay | Bold Lakefront Escape, holiday rental in Sandisfield
Forget-Me-Not by AvantStay | Bold Lakefront Escape, holiday rental in Sandisfield
Forget-Me-Not by AvantStay | Bold Lakefront Escape, holiday rental in Sandisfield

Forget-Me-Not by AvantStay | Bold Lakefront Escape

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Showing results 1-47 of 47
Frequently Asked Questions about Sandisfield