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Beach or lakeside relaxation
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261 cabins

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Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom
1 bathroom

sleeps 4

Match: Boat available Ceiling Fans Freezer Games room

All filters match

Price per night from

$126

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

Bondville house

4 bedrooms
3 bathrooms

sleeps 15

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$286

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

4 bedrooms
3 bathrooms

sleeps 9

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$344

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

2 bedrooms
1 bathroom

sleeps 5

3 of 4 match: Games room, Boat available, Ceiling Fans, Freezer

3 of 4 filters match

Price per night from

$247

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

3 bedrooms
2 bathrooms

sleeps 10

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$1,447

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

Stratton Mountain house

5 bedrooms
5 bathrooms

sleeps 10

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$2,237

The Grafton Lodge

Grafton lodge

7 bedrooms
4 bathrooms

sleeps 20

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$2,177

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

5 bedrooms
4 bathrooms

sleeps 12

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$1,032

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

4 bedrooms
5 bathrooms

sleeps 8

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$1,718

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

4 bedrooms
3 bathrooms

sleeps 16

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$373

Trail Side at Bromley Resort Minutes from Manchester VT, Stratton & Magic

Peru house

4 bedrooms
2 bathrooms

sleeps 12

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$401

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms
3 bathrooms

sleeps 20

Responds fast! avg. 37 minutes

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$457

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Games room, Boat available, Ceiling Fans, Freezer

3 of 4 filters match

Price per night from

$247

Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing

Manchester barn

2 bedrooms
2 bathrooms

sleeps 5

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$458

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

2 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

3 of 4 filters match

Price per night from

$452

Lake House

Lee house

5 bedrooms
6 bathrooms

sleeps 9

3 of 4 match: Games room, Boat available, Ceiling Fans, Freezer

3 of 4 filters match

Price per night from

$818

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

9 bedrooms
10 bathrooms

sleeps 12

Responds fast! avg. 16 minutes

3 of 4 match: Games room, Boat available, Ceiling Fans, Freezer

3 of 4 filters match

Price per night from

$1,004

Christmas in The Berkshires

Hancock condo

1 bedroom
2 bathrooms

sleeps 4

2 of 4 match: Boat available, Freezer, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$258

Country House - Calonge (San daniel)

Oakville house

4 bedrooms
2 bathrooms

sleeps 8

2 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

2 of 4 filters match

Price per night from

$195

Quintessential Vermont Farmhouse

Waitsfield house

5 bedrooms
2 bathrooms

sleeps 10

2 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

2 of 4 filters match

Price per night from

$373

The "Okemo House" at Clocktower - WALK TO SKI TRAIL! Private Home w/ Hot Tub

Ludlow house

4 bedrooms
2 bathrooms

sleeps 12

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

2 of 4 match: Boat available, Freezer, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$1,832

The "Okemo House" at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home

Ludlow house

5 bedrooms
2 bathrooms

sleeps 13

2 of 4 match: Boat available, Freezer, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$1,374

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

4 bedrooms
4 bathrooms

sleeps 8

2 of 4 match: Boat available, Freezer, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$916

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

7 bedrooms
7 bathrooms

sleeps 22

2 of 4 match: Boat available, Freezer, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$916

Cabin Deck House - Formidable Cabin in Laurel Island

East Hampton log cabin

4 bedrooms
1 bathroom

sleeps 10

2 of 4 match: Ceiling Fans, Games room, Boat available, Freezer

2 of 4 filters match

Price per night from

$848

3 Season Cabin - sleeping porch lake trails

Mount Holly log cabin

3 bedrooms
1 bathroom

sleeps 8

Responds fast! avg. 1 hour 58 minutes

2 of 4 match: Ceiling Fans, Games room, Boat available, Freezer

2 of 4 filters match

Price per night from

$103

Perfect Hideaway Cabin - lake, trails, forest, meadows

Mount Holly log cabin

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 58 minutes

2 of 4 match: Ceiling Fans, Games room, Boat available, Freezer

2 of 4 filters match

Price per night from

$103

Stowe Chalet, Mountain Views, Warm, Cozy, Quiet and Private

Morrisville chalet

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Boat available, Ceiling Fans, Freezer, Games room

2 of 4 filters match

Price per night from

$228

Perfect Family Getaway on Beautiful Lake Champlain

Lake Champlain Islands cottage

2 bedrooms
1 bathroom

sleeps 8

2 of 4 match: Freezer, Games room, Boat available, Ceiling Fans

2 of 4 filters match

Price per night from

$279

Beautiful Lake Side Getaway, Quiet, and Peaceful

Winchester apartment

2 bedrooms
1 bathroom

sleeps 6

“Relaxing vacation” We vacationed here for the first two weeks of July. Bill and Sandy were fabulous hosts. They were attentive to our needs and generous with their time taking us out in their boat to view the fireworks. The space is decorated tastefully and was clean and welcoming. We spent almost all of our time outdoors enjoying the sun and water. We ate most of our meals outside on the patio. The only thing that could have made it any better would have been to have a screened in area so that we could have stayed out later at night after the mosquitos' came out. We are planning on returning next year.

2 of 4 match: Freezer, Games room, Boat available, Ceiling Fans

2 of 4 filters match

Price per night from

$144