Holiday Houses in Cape Ann

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188 Holiday homes

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

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £418 / night

£2,278 / week

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

Essex apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £162 / night

£1,018 - £1,342 / week

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

Gloucester cottage

7 bedrooms / 3 bathrooms / sleeps 12

from £889 / night

£6,289 / week

Wonderful 5 Bedroom, 3 Full Bath, Meticulous

Manchester-by-the-Sea house

5 bedrooms / 3 bathrooms / sleeps 9

from £371 / night

£2,221 - £3,516 / week

The Friendship Room at Cedar Hill Farm B & B

Essex b&b

1 bedroom / 1 bathroom / sleeps 3

from £139 / night

£972 / week

The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

Rockport house

4 bedrooms / 2 bathrooms / sleeps 7

from £739 / night

£3,796 / week

Waterfront 2 Bedroom !

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

6

from £255 / night

£1,712 / week

Beautiful First Floor 2 BR Condo in Manchester

Manchester-by-the-Sea townhouse

2 bedrooms / 1 bathroom / sleeps 4

from £198 / night

£1,386 / week

Back Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 41 minutes

from £397 / night

£2,776 / week

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

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 3

from £197 / night

£1,375 / week

Lovely 'Blue Heron Cottage' on Annisquam River!

Gloucester cottage

3 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 4 minutes

from £191 / night

£1,335 / week

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / sleeps 4

from £133 / night

£926 - £1,296 / week

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

Rockport house

4 bedrooms / 3 bathrooms / sleeps 8

from £582 / night

£3,991 / week

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / sleeps 6

1

from £172 / night

£1,203 / week

Happy Days Cottage: Charming Folly Cove house with waterfront deck

Rockport cottage

4 bedrooms / 1 bathroom / sleeps 7

from £385 / night

£2,035 / week

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / sleeps 8

from £265 / night

£1,848 / week

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms / 2 bathrooms / sleeps 10

2

from £526 / night

£3,677 / week

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

Essex house

6 bedrooms / 5 bathrooms / sleeps 14

from £1,461 / night

£9,163 / 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 47 minutes

from £115 / night

£804 / week

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

Rockport cottage

1 bedroom / 1 bathroom / sleeps 4

from £280 / night

£1,595 / week

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 5

1

from £167 / night

£1,185 / week

Bohemia RETREAT Studio

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 3

3

from £107 / night

£745 / week

Vintage Home directly on the Annisquam River

Gloucester house

6 bedrooms / 3 bathrooms / sleeps 12

2

from £291 / night

£2,036 / week

Back Beach Cottages - Charming house & guest house

Rockport house

3 bedrooms / 3 bathrooms / sleeps 8

1

from £421 / night

£2,944 / week

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms / 1 bathroom / sleeps 2

2

from £198 / night

£1,384 / week

The Sail Loft of Bearskin Neck- Old Harbor Retreat

Rockport apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from £181 / night

£1,180 - £1,439 / week

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

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 8

from £609 / night

£4,260 / week

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £441 / night

£3,082 / week

Cozy Guest Studio

Gloucester studio

Studio / 1 bathroom / sleeps 2

from £153 / night

£903 / week

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

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 10

from £655 / night

£4,438 / week

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

Rockport house

3 bedrooms / 2 bathrooms / sleeps 8

from £610 / night

£3,494 / week

Fabulous Waterfront 2 Bedroom - Boat dock option

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £162 / night

£1,134 / week

4 Bedroom Cottage on the Beach!

Rockport house

4 bedrooms / 1 bathroom / sleeps 7

5

from £477 / night

£3,336 / week

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b&b

1 bedroom / 1 bathroom / sleeps 2

6

Responds fast! avg. 1 hour 4 minutes

from £116 / night

£810 / week

Tuller House, a tranquil retreat on Rockport's "the Avenues."

Rockport house

3 bedrooms / 1 bathroom / sleeps 5

from £349 / night

£2,095 - £2,492 / 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 £1,008 / night

£5,983 / week

The Cottage

Manchester-by-the-Sea house

3 bedrooms / 2 bathrooms / sleeps 6

from £363 / night

£2,541 / 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 £739 / night

£4,657 / week

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

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £237 / night

£1,656 / week

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester house

5 bedrooms / 2 bathrooms / sleeps 10

from £739 / night

£4,304 / week

Viewing 40 of 188
rentals in Cape Ann