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Craryville Rentals

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Price range

Per night

$10 - $500

Craryville Rentals

159 Houses

Cozy Waterfront Cottage on Copake Lake w/ Dock

Craryville cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 19 minutes

Price per night from

$126

1 / 27

Berkshire Barn Paradise

Craryville barn

2 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$458

1 / 23

Escape to Avalon Cottage in the Hudson Valley

Craryville house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$166

1 / 16

The Barn at Copake Lake

Craryville barn

3 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$686

1 / 10

1 Bedroom Hudson Valley Farm House

Craryville guest house

1 bedroom / 3 bathrooms / sleeps 2

Price per night from

$367

1 / 18

2 Bedroom Hudson Valley Farm House

Craryville guest house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$367

1 / 18

4 Bedroom Hudson Valley Farm House

Craryville guest house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$367

1 / 18

3 Bedroom Hudson Valley Farm House

Craryville guest house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$367

1 / 18

Hudson Valley Farm House

Craryville house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$367

1 / 18

Great rentals within 20 miles that match your search

Berkshire Country Estate - Rose Suite

Old Chatham villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$195

1 / 19

Country Victorian Serenity in the Berkshires

New Marlborough house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$262

1 / 10

Overnight at Althouse -Higgins

Hillsdale apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$200

1 / 11

S. Berkshires Mountain Treehouse • Views • Privacy

Great Barrington house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 16 minutes

Price per night from

$213

1 / 15

Olde York Farm Distillery Suite

Claverack farmhouse

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$286

1 / 16

Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk

Catskill cottage

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 26 minutes

Price per night from

$344

1 / 19

'Butterfly Hill' West Stockbridge Home on 3 Acres!

West Stockbridge house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 7 minutes

Price per night from

$189

1 / 24

Waterfront Cottage - 10 Mins to Great Barrington!

New Marlborough cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 7 minutes

Price per night from

$206

1 / 24

JW LODGING- Visiting Bethel? Ideal for groups traveling together!

Red Hook house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$330

1 / 8

Secluded House in the Woods w/ Year Round Hot Tub

Red Hook house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$229

1 / 7

Leisure home with beach front property

Coxsackie house

6 bedrooms / 3 bathrooms / sleeps 25

Price per night from

$1,775

1 / 25

Palazzo Hudson: a light filled home BR3

Hudson house

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$275

1 / 30

Tranquil 3BR Stockbridge House w/Private Deck

Stockbridge house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$258

1 / 30

Iris Room

Stockbridge farmhouse

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$172

1 / 4

Federal house on Armory Square

Hudson house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$630

1 / 17

Beautiful country estate offers two bedroom apartment.

Palenville apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$206

1 / 9

New Pristine Berkshire Vacation Rental with Pool (5 miles Tanglewood)

Richmond house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$573

1 / 20

Cozy Copake Lake Cottage

Copake house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$123

1 / 4

Palazzo Hudson: a light filled home BR1

Hudson house

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$275

1 / 30

Gem of the Berkshires, walk to downtown & lake.

Great Barrington house

5 bedrooms / 4 bathrooms / sleeps 12

“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b

Price per night from

$344

1 / 30

Vacation Home on 10 Acres with Pool and Spa

Stockbridge house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$859

1 / 22

Private Apartment at Stony Ledge

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 23 minutes

Price per night from

$172

1 / 13

4 Bedroom Furnished House in Lakeville Connecticut

Lakeville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$372

1 / 42

NEW! Lakefront Berkshires House w/Deck, Dock +Boat

Housatonic house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 19 minutes

Price per night from

$212

1 / 26

The perfect Southern Berkshire winter vacation esc

Sheffield house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$573

1 / 14

HITS just around the corner! Best location for fu

Saugerties apartment

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$287

1 / 22

Cottage on East Twin Lakes, Internet Access, A/C.

Salisbury cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$180

1 / 12

The Cottage at Great Falls

Falls Village cottage

2 bedrooms / 1 bathroom / sleeps 4

“Relaxation Overload” Went with the girlfriend for a weekend getaway and chose the perfect place. Extremely relaxing and soothing trip. Everything you need is there, french press? Yep. Towels? Yep. Amazing art? Yep! This place is incredibly decorated a

Responds fast! avg. 1 hour 51 minutes

Price per night from

$275

1 / 18

RIVERSONG "PENTHOUSE"

North Egremont room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 23 minutes

Price per night from

$172

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