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Holiday Houses in Cape Ann

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156 Holiday homes

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

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £427 / night

£2,352 / week

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

Essex apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £156 / night

£977 - £1,288 / week

Golden Sands at Good Harbor: Across the street from the beach

Gloucester cottage

7 bedrooms / 3 bathrooms / sleeps 12

from £1,182 / night

£6,875 / week

The Friendship Room at Cedar Hill Farm B & B

Essex b&b

1 bedroom / 1 bathroom / sleeps 3

from £142 / night

£989 / week

The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

Rockport house

4 bedrooms / 2 bathrooms / sleeps 7

from £584 / night

£3,310 / week

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 8 minutes

from £380 / night

£2,660 / week

GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 3

from £187 / night

£1,302 / week

Lovely 'Blue Heron Cottage' on Annisquam River!

Gloucester cottage

3 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 1 hour 15 minutes

from £140 / night

£975 / week

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

from £128 / night

£892 - £1,070 / week

Poolside Summers: Swim in the private in-ground pool or walk to the beach

Rockport house

4 bedrooms / 3 bathrooms / sleeps 8

from £620 / night

£4,268 / week

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / sleeps 6

1

from £173 / night

£1,208 / week

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / sleeps 7

from £368 / night

£1,972 / week

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

from £251 / night

£1,750 / week

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms / 2 bathrooms / sleeps 10

2

from £538 / night

£3,765 / week

Clamshell Landing: Bring your game to its squash & tennis courts!

Essex house

6 bedrooms / 5 bathrooms / sleeps 14

from £1,613 / night

£9,538 / week

Quaint getaway w/ a full kitchen & lush yard - close to the beach & downtown

Rockport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

from £108 / night

£755 / week

Granite Cottage: Charming cottage in Rockport with private deck and views

Rockport cottage

1 bedroom / 1 bathroom / sleeps 4

from £314 / night

£1,747 / week

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 5

1

from £170 / night

£1,203 / week

Bohemia RETREAT Studio

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 3

3

from £102 / night

£711 / week

Vintage Home directly on the Annisquam River

Gloucester house

6 bedrooms / 3 bathrooms / sleeps 12

2

from £295 / night

£2,067 / week

Back Beach Cottages - Charming house & guest house

Rockport house

3 bedrooms / 3 bathrooms / sleeps 8

1

from £427 / night

£2,986 / week

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 2

2

from £187 / night

£1,303 / week

The Sail Loft of Bearskin Neck- Old Harbor Retreat

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from £170 / night

£1,107 - £1,350 / week

Salt Island Views: Walking distance to Good Harbor & Long Beach.

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 8

from £679 / night

£4,259 / week

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £438 / night

£3,065 / week

Cozy Guest Studio

Gloucester studio

Studio / 1 bathroom / sleeps 2

from £145 / night

£856 / week

Seaside House: Good Harbor Beach and the Back Shore right outside your door.

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 10

from £673 / night

£4,604 / week

Granite Pier: Blends traditional craftsmanship with modern amenities. Views!

Rockport house

3 bedrooms / 2 bathrooms / sleeps 8

from £607 / night

£3,442 / week

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b&b

1 bedroom / 1 bathroom / sleeps 2

7

Responds fast! avg. 1 hour 0 minutes

from £120 / night

£773 / week

Oceanside at Good Harbor: Walk 0.2 mi to the white sands of Good Harbor Beach

Gloucester house

5 bedrooms / 3 bathrooms / sleeps 9

from £1,004 / night

£5,907 / week

The Cottage

Manchester-by-the-Sea house

3 bedrooms / 2 bathrooms / sleeps 6

from £370 / night

£2,589 / week

The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach

Rockport house

3 bedrooms / 2 bathrooms / sleeps 7

from £860 / night

£5,067 / week

Garden by the Sea: Relax & enjoy wonderful coastal views. Walk to the beach!

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £263 / night

£1,839 / week

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester house

5 bedrooms / 2 bathrooms / sleeps 10

from £946 / night

£5,489 / week

Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants

Rockport house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 55 minutes

from £80 / night

£557 / week

Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

Gloucester cottage

3 bedrooms / 1 bathroom / sleeps 7

from £416 / night

£2,286 / week

Captain's Cottage: Traditional setting with a private footbridge to the beach

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

1

from £313 / night

£1,706 / week

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 7

from £719 / night

£4,180 / week

The Robert House: 4 bedroom Rockport village house, sleeps 7

Rockport house

4 bedrooms / 1 bathroom / sleeps 7

from £416 / night

£2,262 / week

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / sleeps 7

from £490 / night

£2,717 / week

Viewing 40 of 156
rentals in Cape Ann