Pittsfield Houses | FlipKey Vacation Rentals

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Swimming pool
Private pool
Heated pool
Private indoor pool

Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Shared outdoor pool (unheated)
Swing set or jungle gym
Video player
Freezer
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Boat available
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
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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City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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21 houses

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Killington Mountain Slopeside Home

Killington house

5 bedrooms
3 bathrooms

sleeps 12

“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

Match: Rental types Shared indoor pool

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Price per night from

$975

Pico Resort Slopeside Condo, Killington Vermont

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Shared indoor pool

1 of 2 filters match

Price per night from

$516

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

6 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,090

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$860

Breakaway House - Unit A & B

Killington house

6 bedrooms
4 bathrooms

sleeps 16

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$668

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views, Grill

Chittenden house

4 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$688

Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

Killington house

2 bedrooms
1 bathroom

sleeps 8

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$545

LUXURY, hot tub, private, 6 BR, 3 BA

Killington house

5 bedrooms
3 bathrooms

sleeps 14

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,262

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$217

Clean/Comfortable 1 Bdrm Cabin w/NO Hidden Fees*

Killington house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$194

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

7 bedrooms
7 bathrooms

sleeps 22

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$918

Clean/Comfortable 2 Bdroom Cabin w/No Hidden Fees*

Mendon house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$206

Killington area mountain home on 60 acres and surrounded by National Forests

Pittsfield house

4 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$230

Hawk Landing

Pittsfield house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$387

Sweet Life

Pittsfield house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$367

The Mendon House

Killington house

3 bedrooms
3 bathrooms

sleeps 9

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$287

Silver Spring Chalet

Pittsfield house

4 bedrooms
3 bathrooms

sleeps 11

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$340

The Maple Leaf

Killington house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$431

Winter Lore

Mendon house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$406

Woods Village 10

Killington house

1 bedroom
2 bathrooms

sleeps 4

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$172

Pico Village Resort H304

Killington house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Shared indoor pool, Rental types

1 of 2 filters match

Price per night from

$226

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Houses Pittsfield

Per night

21 houses

Killington Mountain Slopeside Home

Pico Resort Slopeside Condo, Killington Vermont

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Breakaway House - Unit A & B

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views, Grill

Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

LUXURY, hot tub, private, 6 BR, 3 BA

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Clean/Comfortable 1 Bdrm Cabin w/NO Hidden Fees*

Contemporary Spacious 7br/6.5 bath home near Killington VT

Clean/Comfortable 2 Bdroom Cabin w/No Hidden Fees*

Killington area mountain home on 60 acres and surrounded by National Forests

Hawk Landing

Sweet Life

The Mendon House

Silver Spring Chalet

The Maple Leaf

Winter Lore

Woods Village 10

Pico Village Resort H304

Viewing 21 of 21
rentals in Pittsfield

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Houses Pittsfield

Per night

21 houses

Viewing 21 of 21rentals in Pittsfield

Also consider

Viewing 21 of 21
rentals in Pittsfield