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Cape Cod, MA Vacation Rentals

9,155 houses

Cozy ski condo w/ mountain views & shared pool, hot tub, & sauna

Killington house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$114

Spacious 1 bdr Condo close to Loon Mountain

Lincoln apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$125

Cozy condo w/ shared pool, hot tub, & more - lovely mountain range views

Killington house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$121

Cozy condo near the slopes w/shared hot tub, pool, fitness & more!

West Wardsboro house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$84

1BR Oasis at Vacation Village in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Country Getaway Peaceful 1BR in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Relaxing 1BR Suite in the Berkshires

Hancock hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More

South Lee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$125

Stunning 1BR Suite w Scenic Views

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Spacious New England Style 1BR in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Cozy, family-friendly ski getaway w/ a shared hot tub, game room, & gym

Bondville condo

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$97

New England Style 2BR Suite at Vacation Village in the Berkshire

Hancock house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$58

New England Style 1BR Peaceful Getaway

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

1BR Retreat at Vacation Village in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

1BR Suite w Scenic Views in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Sweet cottage w/ sun room & shared pool, hot tub, gym & more - close to beaches!

Ogunquit house

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$132

Charming 1BR w Great Views in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

Peaceful Country Getaway in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

1BR Retreat at Vacation Village in the Berkshires

Hancock apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$58

2BR Suite w Pools at Vacation Village in the Berkshires

Hancock house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$58

These homes match some but not all of your filters. Clear all filters

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$123

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$123

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$122

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$91

MG 3F09 - Mountain Green Studio: Amazing Views/Location

Killington apartment

  • Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$115

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$91

MG #2B02 - Mt Green Renovated 2BR Condo C

Killington condo

  • Child Friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$116

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$123

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$123

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$87

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$126

Federal House Inn - Sunny Suite - #7

Plymouth b&b

  • Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$115

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$106

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Games room

1 of 2 filters match

Price per night from

$115

Villa with a Fireplace Near the Trails | Pool + Fitness Center Access!

Brownsville villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 2 match: Shared outdoor pool (unheated), Games room

2 of 2 filters match

Price per night from

$165

Villa with Pool + Fitness Center Access! | Awesome Location Near the Trails

Brownsville villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 2 match: Shared outdoor pool (unheated), Games room

2 of 2 filters match

Price per night from

$200

Vermont Villa Near the Trails | Pool + Fitness Center Access!

Brownsville villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 2 match: Shared outdoor pool (unheated), Games room

2 of 2 filters match

Price per night from

$131

Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!

South Lee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 2 match: Shared outdoor pool (unheated), Games room

2 of 2 filters match

Price per night from

$194

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