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Holiday Houses in Massachusetts

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2,300 Holiday homes

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

1

Responds fast! avg. 1 hour 50 minutes

from £87 / night

£604 / 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 £463 / night

£3,236 / week

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

from £329 / night

£2,301 / week

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

6

Responds fast! avg. 54 minutes

from £124 / night

£1,067 - £1,149 / week

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

11

from £155 / night

£1,079 - £2,517 / week

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

14

from £146 / night

£1,250 / week

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

29

from £103 / night

£821 - £1,314 / week

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

7

Responds fast! avg. 31 minutes

from £380 / night

£2,660 / week

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 1 hour 50 minutes

from £91 / night

£635 / week

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

14

Responds fast! avg. 54 minutes

from £124 / night

£1,067 - £1,149 / week

Luxury 8br 7ba Home, Pool,guest House

Nantucket house

8 bedrooms / 8 bathrooms / sleeps 22

6

Responds fast! avg. 2 hours 33 minutes

from £1,565 / night

£8,974 - £16,466 / week

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

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

1

Responds fast! avg. 1 hour 50 minutes

from £95 / night

£665 / week

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

1

from £126 / night

£876 / week

Topside MainHouse

South Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

from £880 / night

£6,156 / week

Responds fast! avg. 1 hour 50 minutes

from £93 / night

£650 / week

Tom Nevers House with Magnificent Ocean Views

Nantucket house

3 bedrooms / 2 bathrooms / sleeps 6

5

from £346 / night

£2,142 / 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

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £663 / night

£4,637 / week

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £91 / night

£577 / week

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £103 / night

£648 - £1,223 / week

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

1

from £360 / night

£2,517 / week

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

from £227 / night

£989 / week

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

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 1 hour 50 minutes

from £100 / night

£695 / week

Adorable Cottage Walking Distance to Town and Beach

Oak Bluffs house

4 bedrooms / 1 bathroom / sleeps 7

from £154 / night

£1,079 - £2,733 / week

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

1

from £79 / night

£576 - £1,079 / 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

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

East Wareham house

4 bedrooms / 2 bathrooms / sleeps 10

from £200 / night

£1,401 / week

41 Captains Walk 102234

North Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

from £314 / night

£2,193 / week

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

Eastham house

3 bedrooms / 1 bathroom / sleeps 6

3

Responds fast! avg. 1 hour 50 minutes

from £63 / night

£438 / week

Chatham Cape Cod Vacation Rental (7102)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £267 / night

£1,870 / week

Main House 138212

Wellfleet cottage

3 bedrooms / 2 bathrooms / sleeps 6

from £196 / night

£1,367 / week

45 Purmackene in South Harwich 125298

South Harwich house

4 bedrooms / 3 bathrooms / sleeps 9

from £170 / night

£1,187 / week

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

3 bedrooms / 2 bathrooms / sleeps 6

from £157 / night

£841 - £989 / week

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

1

from £827 / night

£5,786 / 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 13 minutes

from £124 / night

£1,067 - £1,355 / week

10 Captain Greaves

East Sandwich farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

4

from £103 / night

£719 / week

Waterfront New England House on Wickaboag Lake!

West Brookfield house

4 bedrooms / 2 bathrooms / sleeps 10

from £343 / night

£2,398 / week

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £247 / night

£1,726 / week

Vineyard House - South Beach Down The Street

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

from £393 / night

£2,731 / week

Viewing 40 of 2,300
rentals in Massachusetts