6 properties  

$959/night

#52 Pleasant St

3 Bedrooms • 2 Baths • Sleeps 1-8
Internet Fireplace Mountain
Short walk to restaurants and stores! Beautifully updated historic home conveniently located in Ludlow Village. Private fire pit with wood provided, gas fireplace, private washer/ dryer, as well as lovely views of ski trails and Okemo Mountain. This three bedroom, three-story duplex that sleeps 8 is perfect for a large group of friends. Need even more space? Rent the other half - #54 Pleasant Street - and stay side by side.

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$1,287/night

#54 Pleasant St

3 Bedrooms • 2 Baths • Sleeps 1-7
Internet Fireplace Mountain View
Short walk to restaurants and stores! Beautifully updated historic home conveniently located in Ludlow Village. Private fire pit with wood provided, gas fireplace, private washer/ dryer, as well as lovely views of ski trails and Okemo Mountain. This three-story duplex is perfect for a large group of friends. Need even more space? Rent the other half - #52 Pleasant Street - and stay side by side.

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$450/night

Luxury Cabin Paddle Board Kayak Hot Tub

1 Bedroom • 1 Bath • Sleeps 1-4
Internet Fireplace Mountain View Forest Hot Tub

Relax and enjoy four seasons of fun in our newly built modern heated and air conditioned cabins set deep in the woods surrounded by hundreds of acres of preserved forest land and two nearby lakes. Oversized windows surround you bringing the beauty of the outdoors in year-round. Our beds are comfy cozy with quality bedding, down pillows and comforters. You'll find fully stocked kitchens and baths with robes, soaps, toiletries and plush towels.

Enjoy the escape, then unwind at the end of the day in our beautiful outdoor hot tub. Fill your day with hiking, biking, year round fishing, or simply sit and enjoy the sounds of nature and the loons on the lake.

Complimentary:
*Paddle boards
*Kayaks
*Snowshoes

Centrally located and only a short drive away to Okemo Mountain for skiing, fantastic local restaurants and shopping in Ludlow, Cavendish, Chester, Reading, Windsor, Woodstock and more!

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$450/night

Sugar Maple Mountain Retreat, Cabin #1

1 Bedroom • 1 Bath • Sleeps 1-4
Internet Fireplace Mountain View Forest Hot Tub
Relax and enjoy four seasons of fun in our newly built modern heated and air conditioned cabins set deep in the woods surrounded by hundreds of acres of preserved forest land and two nearby lakes.  Oversized windows surround you bringing the beauty of the outdoors in year-round.  Our beds are comfy cozy with quality bedding, down pillows and comforters.  You'll find fully stocked kitchens and baths with robes, soaps, toiletries and plush towels. 
 
Enjoy the escape, then unwind at the end of the day in our beautiful outdoor hot tub.  Fill your day with hiking, biking, year round fishing, or simply sit and enjoy the sounds of nature and the loons on the lake.   
 
Complimentary:
*Paddle boards
*Kayaks
*Snowshoes
 
Centrally located and only a short drive away to Okemo Mountain for skiing, fantastic local restaurants and shopping in Ludlow, Cavendish, Chester, Reading, Windsor, Woodstock and more! 

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$450/night

Sugar Maple Mountain Retreat, Cabin #3

1 Bedroom • 1 Bath • Sleeps 1-4
Internet Fireplace Mountain View Forest Hot Tub
Relax and enjoy four seasons of fun in our newly built modern heated and air conditioned cabins set deep in the woods surrounded by hundreds of acres of preserved forest land and two nearby lakes. Oversized windows surround you bringing the beauty of the outdoors in year-round. Our beds are comfy cozy with quality bedding, down pillows and comforters. You'll find fully stocked kitchens and baths with robes, soaps, toiletries and plush towels. Enjoy the escape, hike, bike, year round fishing, use our paddle boards or kayaks (they're included May - Oct), or simply sit and enjoy the sounds of nature and the loons on the lake. Unwind at the end of the day in our beautiful outdoor hot tub.

Centrally located and only a short drive away to Okemo Mountain for skiing, fantastic local restaurants and shopping in Ludlow, Cavendish, Chester, Reading, Windsor, Woodstock and more!

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$694/night

The Mill Place #204

2 Bedrooms • 1 Bath • Sleeps 1-4
Internet Fireplace Mountain View
Our condo lies in the heart of Ludlow Village right on Main Street. Everything is within walking distance, a coffee shop, excellent restaurants, bars, the grocery, drug store and more!

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