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Holiday Houses in Massachusetts

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3,445 Holiday homes

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

from £87 / night

£610 / week

Oceanfront Home with Private Beach!

Sandwich apartment

3 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 3 hours 0 minutes

from £460 / night

£3,221 / week

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

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

from £467 / night

£3,265 / week

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

from £332 / night

£2,322 / week

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

4

Responds fast! avg. 1 hour 25 minutes

from £125 / night

£1,076 - £1,159 / week

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

11

from £156 / night

£1,089 - £2,540 / week

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

14

from £146 / night

£1,248 / week

40 Pine Street, Nantucket, MA

Nantucket house

2 bedrooms / 2 bathrooms / sleeps 4

from £239 / night

£1,668 / week

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

29

Responds fast! avg. 3 hours 32 minutes

from £104 / night

£826 - £1,197 / week

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

7

Responds fast! avg. 38 minutes

from £324 / night

£2,267 / week

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

1

from £92 / night

£640 / week

11 York Street, Nantucket, MA

Siasconset house

2 bedrooms / 2 bathrooms / sleeps 4

from £138 / night

£962 - £1,817 / week

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

14

Responds fast! avg. 1 hour 23 minutes

from £126 / night

£1,086 - £1,170 / week

Luxury 8br 7ba Home, Pool,guest House

Nantucket house

8 bedrooms / 8 bathrooms / sleeps 22

6

from £1,579 / night

£9,055 / week

5 Wherowhero Lane, Nantucket, MA

Siasconset house

3 bedrooms / 17 bathrooms / sleeps 26

from £433 / night

£3,032 / week

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

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

1

from £96 / night

£671 / week

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 9 minutes

from £95 / night

£663 / week

4 Fargo Way, Nantucket, MA

Siasconset house

4 bedrooms / 2 bathrooms / sleeps 9

from £326 / night

£2,281 / week

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

from £1,009 / night

£7,059 / week

from £94 / night

£656 / week

Tom Nevers House with Magnificent Ocean Views

Nantucket house

3 bedrooms / 2 bathrooms / sleeps 6

5

from £350 / night

£2,166 / week

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

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

1

from £203 / night

£1,704 / week

15 McKinley Avenue, Nantucket, MA

Siasconset house

6 bedrooms / 4 bathrooms / sleeps 13

from £650 / night

£4,547 / week

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £663 / night

£4,637 / week

2 Sandpiper Way, Nantucket, MA

Siasconset house

2 bedrooms / 1 bathroom / sleeps 4

from £119 / night

£834 - £2,274 / week

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £92 / night

£582 / week

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £104 / night

£653 - £1,234 / week

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

1

from £363 / night

£2,540 / week

Riverview Resort - Studio 8

South Yarmouth studio

Studio / 1 bathroom / sleeps 4

from £113 / night

£788 / week

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from £228 / night

£994 / week

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

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £101 / night

£701 / week

WIDRP - Long Point Beach House, Private Location, Large Wrap Around Deck with Te

West Tisbury house

5 bedrooms / 3 bathrooms / sleeps 8

from £291 / night

£2,032 - £3,048 / week

5 Folgers Court , Nantucket, MA

Siasconset house

2 bedrooms / 2 bathrooms / sleeps 5

from £239 / night

£1,668 - £2,880 / week

Victorian at Artist Common

Belchertown farmhouse

6 bedrooms / 3 bathrooms / sleeps 14

from £377 / night

£1,883 / week

Adorable Cottage Walking Distance to Town and Beach

Oak Bluffs house

4 bedrooms / 1 bathroom / sleeps 7

from £156 / night

£1,088 - £2,755 / week

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £80 / night

£581 - £1,089 / week

2 Curlew Court, Nantucket, MA

Siasconset house

3 bedrooms / 3 bathrooms / sleeps 8

from £209 / night

£1,462 / week

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

Essex apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £154 / night

£964 - £1,271 / week

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

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

15

Responds fast! avg. 28 minutes

from £627 / night

£3,760 / week

Cape Cod Home w/ View & Access to Mill Pond!

East Wareham house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 10 minutes

from £202 / night

£1,413 / week

Viewing 40 of 3,445
rentals in Massachusetts

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