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Wireless Internet
Swimming pool
Private pool
Heated pool

Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Pool or snooker table
Table tennis
Games room
Fax machine
Shared indoor pool
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Horse riding
City breaks
Walking trips
Tennis in town

Water sports
Fishing
Cycling trips
Golf within 30mins drive
Mountain Views

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242 chalets

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BLISSFUL LUXURY | Private Room w/Hotel Amenities

Greenlawn private room

1 bedroom
1 bathroom

sleeps 2

Match: $120 Horse riding

All filters match

Price per night from

$98

Private Country home near Berkshires

Cherry Plain house

2 bedrooms
2 bathrooms

sleeps 4

Match: $120 Horse riding

All filters match

Price per night from

$98

Modern Copake Falls Getaway

Copake Falls apartment

1 bedroom
1 bathroom

sleeps 4

Match: $120 Horse riding

All filters match

Price per night from

$102

The FarmHouse

Millerton house

2 bedrooms
2 bathrooms

sleeps 5

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$287

Quiet Corner Getaway

Scotland house

3 bedrooms
1 bathroom

sleeps 5

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$201

Quite stay in the country

Nassau house

3 bedrooms
2 bathrooms

sleeps 7

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$298

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms
3 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,374

Brand New Southampton Condo

Southampton condo

2 bedrooms
3 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$492

Memory Lane Farm

Greenwich house

3 bedrooms
3 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$401

Country Farmhouse with Views

Shaftsbury house

4 bedrooms
4 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$401

Berkshire Farmhouse Vacation

West Stockbridge house

5 bedrooms
2 bathrooms

sleeps 15

“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$298

A Vermont Country Inn - Blue room

Fairfax b&b

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 22 minutes

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$121

East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!

Baiting Hollow house

4 bedrooms
2 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$801

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms
6 bathrooms

sleeps 20

Responds fast! avg. 1 hour 30 minutes

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,219

Bright and Airy Seaside Cotttage in a safe family community

Stonington house

2 bedrooms
2 bathrooms

sleeps 4

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$227

The Gold Eagle - Cottage 4

Lake George cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$184

Cottage european charm private beach in Southampton, North Sea

Southampton house

3 bedrooms
2 bathrooms

sleeps 7

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$540

Tranquil Stay (Self-Contained Private Room)

Shirley b&b

1 bedroom
1 bathroom

sleeps 2

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$172

Mediterranean Dream

Valley Stream studio

Studio
1 bathroom

sleeps 3

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$133

Vintage Vermont Farmhouse

Shaftsbury house

4 bedrooms
3 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$481

6BR Berkshire Bliss - 38 private acres - close to skiing and town

Lanesborough house

6 bedrooms
5 bathrooms

sleeps 15

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$795

A Vermont Country Inn - Suite

Fairfax b&b

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 22 minutes

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$144

Architecturally Unique Summer Home in Southampton. Mins from the beach!

Southampton house

3 bedrooms
4 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,374

Deer Valley Retreat, Lovely Log Cabin

Bradford log cabin

2 bedrooms
1 bathroom

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$241

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$2,519

KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B $79 av nt. 4 Season Resort Sleeps 6

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$488

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

4 bedrooms
5 bathrooms

sleeps 9

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,718

Freshly Updated! 1 bedroom Stowe Village Condo - Bring the Kids to this Cozy Con

Stowe house

1 bedroom
1 bathroom

sleeps 5

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$168

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms
10 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$147

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms
2 bathrooms

sleeps 4

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$982

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms
2 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,088

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms
2 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$153

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

3 bedrooms
2 bathrooms

sleeps 6

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,023

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms
3 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$1,145

The Gold Eagle - Cottage 1

Lake George cottage

2 bedrooms
1 bathroom

sleeps 7

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$241

The Gold Eagle - Cottage 3

Lake George cottage

2 bedrooms
1 bathroom

sleeps 4

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$184

The Gold Eagle - Cottage 5

Lake George cottage

2 bedrooms
2 bathrooms

sleeps 8

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$212

The Gold Eagle - Cottage 6

Lake George cottage

1 bedroom
1 bathroom

sleeps 4

1 of 1 match: Horse riding

1 of 1 filters match

Price per night from

$172

Viewing 38 of 242
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Vacation Rentals & Chalets in Killington

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242 chalets

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Viewing 38 of 242
rentals in Killington