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Plainfield Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
45 rentals in Plainfield.
Plainfield House in a 10,000 acre state forest and private pond, vacation rental in Plainfield
Plainfield House in a 10,000 acre state forest and private pond, vacation rental in Plainfield
Plainfield House in a 10,000 acre state forest and private pond, vacation rental in Plainfield

Plainfield House in a 10,000 acre state forest and private pond

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Plainfield match all your filters:
The Clearing - Quiet - Close To Nature, vacation rental in Plainfield
The Clearing - Quiet - Close To Nature, vacation rental in Plainfield
The Clearing - Quiet - Close To Nature, vacation rental in Plainfield

The Clearing - Quiet - Close To Nature

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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1810 Brook Side Mill/House / EV Level 2 Charging on Site, vacation rental in Plainfield
1810 Brook Side Mill/House / EV Level 2 Charging on Site, vacation rental in Plainfield
1810 Brook Side Mill/House / EV Level 2 Charging on Site, vacation rental in Plainfield

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bear Creek Cabin, vacation rental in Plainfield
Bear Creek Cabin, vacation rental in Plainfield
Bear Creek Cabin, vacation rental in Plainfield

Bear Creek Cabin

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, vacation rental in Plainfield
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, vacation rental in Plainfield
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, vacation rental in Plainfield

Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Unique People & Pet-Welcoming Country Haven, vacation rental in Plainfield
Unique People & Pet-Welcoming Country Haven, vacation rental in Plainfield
Unique People & Pet-Welcoming Country Haven, vacation rental in Plainfield

Unique People & Pet-Welcoming Country Haven

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, vacation rental in Plainfield
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, vacation rental in Plainfield
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, vacation rental in Plainfield

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Berkshires Getaway < 1 Mi Skiing & Hiking!, vacation rental in Plainfield
Berkshires Getaway < 1 Mi Skiing & Hiking!, vacation rental in Plainfield
Berkshires Getaway < 1 Mi Skiing & Hiking!, vacation rental in Plainfield

Berkshires Getaway < 1 Mi Skiing & Hiking!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hidden gem at base of ski mountain., vacation rental in Plainfield
Hidden gem at base of ski mountain., vacation rental in Plainfield
Hidden gem at base of ski mountain., vacation rental in Plainfield

Hidden gem at base of ski mountain.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Plainfield
Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Plainfield
Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch, vacation rental in Plainfield

Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charlemont Retreat on Chickley River w/ EV Charger, vacation rental in Plainfield
Charlemont Retreat on Chickley River w/ EV Charger, vacation rental in Plainfield
Charlemont Retreat on Chickley River w/ EV Charger, vacation rental in Plainfield

Charlemont Retreat on Chickley River w/ EV Charger

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Quiet Lake house with beautiful water views, vacation rental in Plainfield
Quiet Lake house with beautiful water views, vacation rental in Plainfield
Quiet Lake house with beautiful water views, vacation rental in Plainfield

Quiet Lake house with beautiful water views

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Berkshire Lake access, vacation rental in Plainfield
Berkshire Lake access, vacation rental in Plainfield
Berkshire Lake access, vacation rental in Plainfield

Berkshire Lake access

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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StrautmanHaus - All-Season Chalet at Berkshire East, vacation rental in Plainfield
StrautmanHaus - All-Season Chalet at Berkshire East, vacation rental in Plainfield
StrautmanHaus - All-Season Chalet at Berkshire East, vacation rental in Plainfield

StrautmanHaus - All-Season Chalet at Berkshire East

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Plainfield
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Plainfield
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere, vacation rental in Plainfield

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Plainfield
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Plainfield
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets., vacation rental in Plainfield

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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MAGICAL GETAWAY ON AN ALPACA FARM, vacation rental in Plainfield
MAGICAL GETAWAY ON AN ALPACA FARM, vacation rental in Plainfield
MAGICAL GETAWAY ON AN ALPACA FARM, vacation rental in Plainfield

MAGICAL GETAWAY ON AN ALPACA FARM

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Ashmere Lakefront  Apartment, vacation rental in Plainfield
Ashmere Lakefront  Apartment, vacation rental in Plainfield
Ashmere Lakefront  Apartment, vacation rental in Plainfield

Ashmere Lakefront Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!, vacation rental in Plainfield
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!, vacation rental in Plainfield
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!, vacation rental in Plainfield

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

Rental Home
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cute and cozy lake cottage, next to DAR State Forest, vacation rental in Plainfield
Cute and cozy lake cottage, next to DAR State Forest, vacation rental in Plainfield
Cute and cozy lake cottage, next to DAR State Forest, vacation rental in Plainfield

Cute and cozy lake cottage, next to DAR State Forest

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish cottage close to great hiking trails and great art museums, vacation rental in Plainfield
Stylish cottage close to great hiking trails and great art museums, vacation rental in Plainfield
Stylish cottage close to great hiking trails and great art museums, vacation rental in Plainfield

Stylish cottage close to great hiking trails and great art museums

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Plainfield
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Plainfield
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, vacation rental in Plainfield

Ashmere Lake Log Cabin with privacy / 2 Bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Shelburne Falls #1 Rated STR.  Blue on South. Style design with comfort.., vacation rental in Plainfield
Shelburne Falls #1 Rated STR.  Blue on South. Style design with comfort.., vacation rental in Plainfield
Shelburne Falls #1 Rated STR.  Blue on South. Style design with comfort.., vacation rental in Plainfield

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Modern rustic house overlooking the Deerfield River, vacation rental in Plainfield
Modern rustic house overlooking the Deerfield River, vacation rental in Plainfield
Modern rustic house overlooking the Deerfield River, vacation rental in Plainfield

Modern rustic house overlooking the Deerfield River

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A simple kind of paradise, vacation rental in Plainfield
A simple kind of paradise, vacation rental in Plainfield
A simple kind of paradise, vacation rental in Plainfield

A simple kind of paradise

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Plainfield
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Plainfield
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, vacation rental in Plainfield

Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Plainfield
Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Plainfield
Picturesque Cottage with Sunroom on Ashmere Lake!, vacation rental in Plainfield

Picturesque Cottage with Sunroom on Ashmere Lake!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, vacation rental in Plainfield
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, vacation rental in Plainfield
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, vacation rental in Plainfield

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunny Chalet Nestled in the Woods of Ashfield, vacation rental in Plainfield
Sunny Chalet Nestled in the Woods of Ashfield, vacation rental in Plainfield
Sunny Chalet Nestled in the Woods of Ashfield, vacation rental in Plainfield

Sunny Chalet Nestled in the Woods of Ashfield

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow., vacation rental in Plainfield
Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow., vacation rental in Plainfield
Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow., vacation rental in Plainfield

Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, vacation rental in Plainfield
A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, vacation rental in Plainfield
A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, vacation rental in Plainfield

A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Plainfield
Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Plainfield
Waterfront Ashmere Lake House Near Berkshire Attractions, vacation rental in Plainfield

Waterfront Ashmere Lake House Near Berkshire Attractions

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private river-front home with tennis court and hot tub in the Berkshire hills!, vacation rental in Plainfield
Private river-front home with tennis court and hot tub in the Berkshire hills!, vacation rental in Plainfield
Private river-front home with tennis court and hot tub in the Berkshire hills!, vacation rental in Plainfield

Private river-front home with tennis court and hot tub in the Berkshire hills!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ideal for skiing, 6 Bedrooms,  Internet,  New England village charm, vacation rental in Plainfield
Ideal for skiing, 6 Bedrooms,  Internet,  New England village charm, vacation rental in Plainfield
Ideal for skiing, 6 Bedrooms,  Internet,  New England village charm, vacation rental in Plainfield

Ideal for skiing, 6 Bedrooms, Internet, New England village charm

Rental Home
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Amazing Country Getaway / Buckland Retreat House, vacation rental in Plainfield
Amazing Country Getaway / Buckland Retreat House, vacation rental in Plainfield
Amazing Country Getaway / Buckland Retreat House, vacation rental in Plainfield

Amazing Country Getaway / Buckland Retreat House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Cottage on  motorboat-free Lake. Swim, Fish, Canoe in the Pioneer Valley, vacation rental in Plainfield
Cottage on  motorboat-free Lake. Swim, Fish, Canoe in the Pioneer Valley, vacation rental in Plainfield
Cottage on  motorboat-free Lake. Swim, Fish, Canoe in the Pioneer Valley, vacation rental in Plainfield

Cottage on motorboat-free Lake. Swim, Fish, Canoe in the Pioneer Valley

Rental Home
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Extra large, quiet retreat with space for extended family, events - indoor pool, vacation rental in Plainfield
Extra large, quiet retreat with space for extended family, events - indoor pool, vacation rental in Plainfield
Extra large, quiet retreat with space for extended family, events - indoor pool, vacation rental in Plainfield

Extra large, quiet retreat with space for extended family, events - indoor pool

Rental Home
6 bedrooms
8 bathrooms
Sleeps 25
Match: Sleeps
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Retreat In The Woods, vacation rental in Plainfield
Retreat In The Woods, vacation rental in Plainfield
Retreat In The Woods, vacation rental in Plainfield

Retreat In The Woods

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!, vacation rental in Plainfield
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!, vacation rental in Plainfield
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!, vacation rental in Plainfield

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Lovely 2-bedroom bungalow in Williamsburg. Disconnect from it all!, vacation rental in Plainfield
Lovely 2-bedroom bungalow in Williamsburg. Disconnect from it all!, vacation rental in Plainfield
Lovely 2-bedroom bungalow in Williamsburg. Disconnect from it all!, vacation rental in Plainfield

Lovely 2-bedroom bungalow in Williamsburg. Disconnect from it all!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!, vacation rental in Plainfield
Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!, vacation rental in Plainfield
Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!, vacation rental in Plainfield

Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, vacation rental in Plainfield
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, vacation rental in Plainfield
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, vacation rental in Plainfield

Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun

Rental Home
7 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Newly renovated historic home on the Deerfield River.  Sleeps 10., vacation rental in Plainfield
Newly renovated historic home on the Deerfield River.  Sleeps 10., vacation rental in Plainfield
Newly renovated historic home on the Deerfield River.  Sleeps 10., vacation rental in Plainfield

Newly renovated historic home on the Deerfield River. Sleeps 10.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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LAKEFRONT OASIS w/ sauna + gym, vacation rental in Plainfield
LAKEFRONT OASIS w/ sauna + gym, vacation rental in Plainfield
LAKEFRONT OASIS w/ sauna + gym, vacation rental in Plainfield

LAKEFRONT OASIS w/ sauna + gym

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, vacation rental in Plainfield
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, vacation rental in Plainfield
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, vacation rental in Plainfield

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Showing results 1-45 of 45
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