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Holiday Houses in Massachusetts

5,578 Holiday homes

Ocean View Condo across from Beach with pool!

Dennis Port condo

10

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 km
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £132 / night

£1,053 - £1,228 / week

#304: Beachy keen cottage! Across from Mayo Beach, and short walk to downtown!

Wellfleet house

  • Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £83 / night

£579 / week

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £66 / night

£439 / week

NEW LISTING! Family-friendly house w/ocean views & entertainment - walk to beach

Sandwich house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £135 / night

£946 / week

Charming Pocasset House w/ Patio - Walk to Beach!

Bourne house

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £182 / night

£1,271 / week

Oceanfront Home with Private Beach!

Sandwich apartment

5

  • Beach / lakeside relaxation
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £483 / night

£3,377 / week

One Bedroom Loft Apartment B at Cedar Hill Farm B & B

Essex apartment

1

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £154 / night

£965 - £1,272 / week

Fabulous beach house on beautiful Sandy Cove

Cohasset house

1

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £627 / night

£4,385 / week

Skip to beach! Condo across from beach!

Dennis Port condo

3

  • Nearest beach 0 km
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £132 / night

£1,228 / week

Captain Nickerson House

Cotuit house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.02 km
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £220 / night

£1,754 - £2,193 / week

71 Baxter Road, Siasconset, MA

Siasconset house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £712 / night

£4,978 - £10,531 / week

Quiet, secluded vacation home in the woods w/ outdoor shower

Edgartown house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £129 / night

£903 / week

Cozy studio cottage - within walking distance of the beach and dining!

East Orleans house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £100 / night

£700 / week

40 Pine Street, Nantucket, MA

Nantucket house

  • Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £241 / night

£1,685 - £2,068 / week

Cozy Modern Condo for the Berkshires

West Stockbridge condo

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £220 / night

£1,272 / week

31 Exeter Street, Nantucket, MA

Siasconset house

  • Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £275 / night

£1,920 / week

10 Beach Way

Sandwich house

1

  • Ask owner if suitable for children
  • •  Pet friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £657 / night

£4,596 - £7,659 / week

6 Squam Road, Nantucket, MA

Siasconset house

  • Beach / lakeside relaxation
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £351 / night

£2,451 / week

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

28

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £111 / night

£881 - £1,278 / week

4 Fargo Way, Nantucket, MA

Siasconset house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Pet friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £383 / night

£2,681 / week

Victorian at Artist Common

Belchertown farmhouse

  • Air conditioning
  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £351 / night

£1,754 / week

Riverview Resort - Studio 8

South Yarmouth studio

  • Beach / lakeside relaxation
  • •  Child friendly
  • Studio
  • 1 bathroom
  • sleeps 4

from £126 / night

£877 / week

343 Phillips Rd

Sagamore Beach cottage

11

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £148 / night

£1,034 / week

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

1

  • Child friendly
  • •  Pet friendly
  • •  Private garden
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £220 / night

£1,842 / week

Rustic, waterfront home w/deck, lake/ocean views-1/4 mile to beach

Aquinnah house

  • Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £213 / night

£1,492 / week

Pristine Sagamore Beach home steps from the beach

Sagamore Beach house

4

  • Beach / lakeside relaxation
  • •  Nearest beach 0 km
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £263 / night

£1,754 / week

357 Phillips Rd

Sagamore Beach cottage

  • Child friendly
  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £84 / night

£537 - £1,201 / week

Luxurious Orleans Home w/Private Salt Pool: 012-O

Orleans house

  • Swimming pool
  • •  Child friendly
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £450 / night

£3,148 - £7,476 / week

Serendipity on the North Shore

Salisbury house

3

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £306 / night

£2,143 / week

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£877 / week

JOHAM - Pristne Tashmoo Cove Condominimum, Association Pool and Tennis

Vineyard Haven house

  • Ask owner if suitable for children
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from £285 / night

£1,992 - £2,221 / week

25B Washington Street, Nantucket, MA

Siasconset house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £219 / night

£1,532 / week

6 Beachway Road

East Sandwich house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £106 / night

£740 - £1,812 / week

62 PATUXET TRAIL 124579

South Chatham cottage

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £82 / night

£575 / week

Beautiful Spacious Room (SU2-2)

Somerville private room

  • Air conditioning
  • •  Private garden
  • 1 bedroom
  • 2 bathrooms
  • sleeps 1

from £53 / night

£369 / week

Cozy vacation house. Walk to the South Cape Beach. Central AC.

Mashpee house

  • Nearest beach 1 km
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,053 / week

Ocean Front Beach House

Sandwich house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Private garden
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £527 / night

£3,420 / week

3BR Lee House w/ Easy Access to Main Street!

Lee house

  • Ski
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £218 / night

£1,523 / week

Lakefront home w/porch, patio & fenced yard - short drive to beach

Forestdale house

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £59 / night

£412 / week

Great Vacation House in the Berkshires by Richmond Pond

Richmond house

4

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £164 / night

£1,140 / week

Viewing 40 of 5,578
rentals in Massachusetts

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