Holiday Houses in Massachusetts

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5,591 Holiday homes

Great Vacation House in the Berkshires by Richmond Pond

Richmond house

2 bedrooms / 1 bathroom / sleeps 6

4

from £163 / night

£1,139 / week

Responds fast! avg. 2 hours 20 minutes

from £135 / night

£945 / week

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

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

from £83 / night

£579 / week

Pristine Sagamore Beach home steps from the beach

Sagamore Beach house

4 bedrooms / 2 bathrooms / sleeps 9

4

Responds fast! avg. 3 hours 8 minutes

from £263 / night

£1,749 / week

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

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

from £492 / night

£3,445 / week

Waterfront Cottage - 10 Mins to Great Barrington!

New Marlborough cottage

2 bedrooms / 1 bathroom / sleeps 4

4

Responds fast! avg. 15 minutes

from £163 / night

£1,142 / week

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

10

Responds fast! avg. 3 hours 12 minutes

from £132 / night

£1,052 - £1,227 / week

38 Boulevarde, Nantucket, MA

Siasconset house

3 bedrooms / 2 bathrooms / sleeps 6

from £219 / night

£1,530 - £3,060 / week

Victorian at Artist Common

Belchertown farmhouse

6 bedrooms / 3 bathrooms / sleeps 14

from £351 / night

£1,753 / week

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

from £84 / night

£536 - £1,200 / week

114 Long Pond Rd

Marstons Mills house

4 bedrooms / 2 bathrooms / sleeps 8

6

from £106 / night

£689 - £1,656 / week

Captain Nickerson House

Cotuit house

3 bedrooms / 2 bathrooms / sleeps 8

from £220 / night

£1,753 - £2,192 / week

Oceanfront Home with Private Beach!

Sandwich apartment

3 bedrooms / 2 bathrooms / sleeps 6

5

from £482 / night

£3,373 / week

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

Lee house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

from £218 / night

£1,522 / week

5 Wherowhero Lane, Nantucket, MA

Siasconset house

3 bedrooms / 17 bathrooms / sleeps 26

from £438 / night

£3,060 - £7,268 / week

62 PATUXET TRAIL 124579

South Chatham cottage

3 bedrooms / 1 bathroom / sleeps 5

from £82 / night

£575 / week

225 Wianno Circle

Osterville house

3 bedrooms / 2 bathrooms / sleeps 6

from £295 / night

£2,067 / week

Little Harbor 1 Bedroom

Woods Hole studio

Studio / 1 bathroom / sleeps 3

3

from £170 / night

£1,185 / week

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

11

from £160 / night

£1,034 - £2,578 / week

466 Parker Road

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

from £175 / night

£1,225 / week

Charming Pocasset House w/ Patio - Walk to Beach!

Bourne house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 5 minutes

from £182 / night

£1,270 / week

18 Brant Point Road, Nantucket, MA

Siasconset house

6 bedrooms / 5 bathrooms / sleeps 12

from £1,525 / night

£10,672 - £13,388 / week

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

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 44 minutes

from £126 / night

£878 / week

Nantucket Colonial Abuts Conservation Area

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 8

8

from £789 / night

£5,522 / week

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 3 hours 12 minutes

from £132 / night

£1,227 / week

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

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

1

from £219 / night

£1,840 / week

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £627 / night

£4,383 / week

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £97 / night

£614 / week

Walk to Ridgevale Beach From Family Friendly Home

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

3

Responds fast! avg. 2 hours 55 minutes

from £376 / night

£2,630 / week

11 East Lincoln Avenue, Nantucket, MA

Siasconset house

5 bedrooms / 3 bathrooms / sleeps 10

from £219 / night

£1,531 - £10,334 / week

Hillcrest Cottage By The Sea

Nahant house

3 bedrooms / 1 bathroom / sleeps 6

2

from £241 / night

£1,688 / 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 - £1,270 / week

10 Beach Way

Sandwich house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £656 / night

£4,593 - £7,655 / week

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

1

from £871 / night

£6,092 / week

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

Wareham house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 53 minutes

from £213 / night

£1,491 / week

Room with double bed minutes from Harvard Square

Arlington b&b

1 bedroom / 1 bathroom / sleeps 2

1

from £66 / night

£438 / week

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

4

Responds fast! avg. 2 hours 28 minutes

from £241 / night

£1,052 / week

132425

Harwich Port house

3 bedrooms / 2 bathrooms / sleeps 6

from £323 / night

£2,259 / week

Boulevard Bungalow: Steps away from Gloucester's fabled Stacy Boulevard.

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £452 / night

£2,181 / week

#403: Beautiful bay 1 min away. Nothing to pack but a bathing suit & kayak!

Eastham house

3 bedrooms / 1 bathroom / sleeps 6

3

from £59 / night

£408 / week

Viewing 40 of 5,591
rentals in Massachusetts

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