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Holiday Houses in Massachusetts

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2,011 Holiday homes

13304: Beachy keen cottage! Across from Mayo Beach, and short walk to downtown!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

1

Responds fast! avg. 3 hours 40 minutes

from £88 / night

£613 / week

Oceanfront Home with Private Beach!

Sandwich apartment

3 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 5 minutes

from £505 / night

£3,529 / week

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

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

from £512 / night

£3,582 / week

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

from £433 / night

£3,025 / week

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

7

Responds fast! avg. 1 hour 44 minutes

from £138 / night

£1,284 / week

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

11

from £216 / night

£1,513 - £3,025 / week

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

16

Responds fast! avg. 3 hours 49 minutes

from £161 / night

£1,467 / week

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

29

from £115 / night

£917 - £1,467 / week

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

8

Responds fast! avg. 3 hours 28 minutes

from £459 / night

£3,208 / week

13305: Great location! Right across from Mayo beach and short walk to downtown!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 3 hours 40 minutes

from £101 / night

£702 / week

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

16

Responds fast! avg. 1 hour 44 minutes

from £138 / night

£1,284 / week

Luxury 8br 7ba Home, Pool,guest House

Nantucket house

8 bedrooms / 8 bathrooms / sleeps 22

6

from £1,732 / night

£9,933 / week

13309: Charming Victorian home on the bay in Wellfleet - walk to water!

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

1

Responds fast! avg. 3 hours 40 minutes

from £102 / night

£713 / week

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

from £982 / night

£6,875 / week

Responds fast! avg. 3 hours 40 minutes

from £101 / night

£708 / week

Tom Nevers House with Magnificent Ocean Views

Nantucket house

3 bedrooms / 2 bathrooms / sleeps 6

5

from £383 / night

£2,370 / week

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

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

1

from £459 / night

£2,750 / week

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £101 / night

£638 / week

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £137 / night

£955 - £1,552 / week

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

1

from £455 / night

£3,184 / week

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from £252 / night

£1,100 / week

15505: Walk to Nauset Beach! Private yard & large private patio!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 3 hours 40 minutes

from £97 / night

£680 / week

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

1

from £114 / night

£796 - £1,433 / week

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

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 10

15

from £917 / night

£4,125 / week

41 Captains Walk 102234

North Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

from £432 / night

£3,025 / week

14403: Fantastic Location - Beautiful Bay Just 1 Minute Away!

Eastham house

3 bedrooms / 1 bathroom / sleeps 6

3

Responds fast! avg. 3 hours 40 minutes

from £85 / night

£591 / week

Chatham Cape Cod Vacation Rental (7102)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £342 / night

£2,388 / week

45 Purmackene in South Harwich 125298

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 9

from £199 / night

£1,393 / week

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

from £174 / night

£930 - £994 / week

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

1

from £1,284 / night

£6,370 - £10,994 / week

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 4

11

Responds fast! avg. 48 minutes

from £137 / night

£1,094 - £1,504 / week

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £330 / night

£2,308 / week

Vineyard House - South Beach Down The Street

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 29 minutes

from £262 / night

£1,834 / week

Oceanside B

East Sandwich cottage

2 bedrooms / 1 bathroom / sleeps 6

6

from £171 / night

£1,194 - £2,070 / week

2

Responds fast! avg. 3 hours 40 minutes

from £71 / night

£496 / week

The Pagodas -Unit 7 - Studio Steps from Bay Beach!

North Truro apartment

1 bedroom / 1 bathroom / sleeps 4

16

Responds fast! avg. 2 hours 42 minutes

from £129 / night

£779 / week

Dennis Port walk to beach!

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 7

22

Responds fast! avg. 1 hour 52 minutes

from £184 / night

£1,559 / week

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

5 bedrooms / 3 bathrooms / sleeps 10

1

from £624 / night

£4,400 / week

MID CAPE Harwich Cape Cod Rail Trail access 300 f Minutes to Ocean/Bay beaches

Harwich house

3 bedrooms / 2 bathrooms / sleeps 6

14

Responds fast! avg. 2 hours 55 minutes

from £190 / night

£1,329 - £1,788 / week

Exciting, spacious, vacation condo

Provincetown condo

1 bedroom / 1 bathroom / sleeps 4

14

Responds fast! avg. 3 hours 48 minutes

from £125 / night

£871 - £1,284 / week

Viewing 40 of 2,011
rentals in Massachusetts