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Holiday Houses in Massachusetts

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2,191 Holiday homes

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

1

from £70 / night

£489 / week

Oceanfront Home with Private Beach!

Sandwich apartment

3 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 5 minutes

from £458 / night

£3,206 / week

WEEK of 6/22 ON SALE $2800!! plus fees 128232

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

from £468 / night

£3,272 / week

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

from £395 / night

£2,763 / week

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

7

Responds fast! avg. 26 minutes

from £127 / night

£1,096 - £1,180 / week

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

11

from £157 / night

£1,091 / week

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

16

from £146 / night

£1,021 / week

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

29

from £104 / night

£830 - £1,327 / week

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

8

Responds fast! avg. 31 minutes

from £380 / night

£2,659 / week

#305: Great location! Right across from Mayo beach and short walk to downtown!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

1

from £74 / night

£514 / week

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

16

Responds fast! avg. 26 minutes

from £127 / night

£1,096 - £1,180 / week

Luxury 8br 7ba Home, Pool,guest House

Nantucket house

8 bedrooms / 8 bathrooms / sleeps 22

6

Responds fast! avg. 3 hours 1 minutes

from £1,582 / night

£9,074 / week

#309: Charming Victorian home on the bay in Wellfleet - walk to water!

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

1

from £77 / night

£540 / week

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 3 hours 46 minutes

from £95 / night

£665 / week

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

from £892 / night

£6,244 / week

from £75 / night

£525 / week

Tom Nevers House with Magnificent Ocean Views

Nantucket house

3 bedrooms / 2 bathrooms / sleeps 6

5

from £349 / night

£2,161 / week

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

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

1

from £311 / night

£2,489 / week

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £595 / night

£4,155 / week

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £92 / night

£583 / week

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £104 / night

£655 - £727 / week

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

1

from £416 / night

£2,909 / week

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from £229 / night

£999 / week

#505: Walk to Nauset Beach! Private yard & large private patio!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £80 / night

£560 / week

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

1

from £80 / night

£582 / week

Cape Cod Home w/Ocean View, Walk to beach; 3 baths

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

15

from £624 / night

£3,740 / week

East Wareham Home w/ View & Access to Mill Pond!

East Wareham house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 46 minutes

from £203 / night

£1,416 / week

41 Captains Walk 102234

North Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

from £317 / night

£2,218 / week

#403: Fantastic Location - Beautiful Bay Just 1 Minute Away!

Eastham house

3 bedrooms / 1 bathroom / sleeps 6

3

from £51 / night

£352 / week

Chatham Cape Cod Vacation Rental (7102)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £270 / night

£1,891 / week

Main House 138212

Wellfleet cottage

3 bedrooms / 2 bathrooms / sleeps 6

from £198 / night

£1,382 / week

45 Purmackene in South Harwich 125298

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 9

from £172 / night

£1,200 / week

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

from £158 / night

£848 - £998 / week

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

1

from £835 / night

£5,841 / week

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 4

11

Responds fast! avg. 2 hours 4 minutes

from £125 / night

£750 - £1,374 / week

10 Captain Greaves

East Sandwich farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

4

from £104 / night

£727 / week

Waterfront New England House on Wickaboag Lake!

West Brookfield house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 46 minutes

from £283 / night

£1,982 / week

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £250 / night

£1,745 / week

Vineyard House - South Beach Down The Street

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

from £395 / night

£2,743 / week

Oceanside B

East Sandwich cottage

2 bedrooms / 1 bathroom / sleeps 6

6

from £124 / night

£873 / week

Viewing 40 of 2,191
rentals in Massachusetts