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Cape Ann Rentals

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Cape Ann Rentals

139 houses

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms / 2 bathrooms / Sleeps 12

$571

1 / 18

Wingaersheek beach private side 3 level treetop cottage house w/ 4 bedrooms

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$300

1 / 23

Remodeled 3BR Gloucester Annisquam River Cottage

Gloucester cottage

3 bedrooms / 1 bathroom / Sleeps 6

$199

1 / 24

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / Sleeps 6

$186

1 / 24

Sunset Cove: Waterfront home in Goose Cove section of Gloucester

Gloucester house

2 bedrooms / 2 bathrooms / Sleeps 6

$547

1 / 20

Long Beach House: Large, comfortable home just 285 feet from the white sands!

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 10

$384

1 / 20

Waterfront 2 Bedroom !

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$150

1 / 14

Welcome Home: Walk to Gloucester's historic harbor and beaches.

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 12

$384

1 / 21

Mon Altre Cove House: Gather the family to this seaside retreat.

Rockport house

6 bedrooms / 3 bathrooms / Sleeps 10

$384

1 / 31

Second Floor: 2+ Bedroom, 1.25 Bath

Manchester-by-the-Sea condo

3 bedrooms / 1 bathroom / Sleeps 5

$250

1 / 16

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 5

$180

1 / 14

Quarry Crest House: Includes swimming rights to Little Parker quarry

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 10

$390

1 / 28

Quaint Seaside Village Studio Steps From Beach

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$125

1 / 12

Two Beaches: Immaculate single-level 3BR between Long Beach & Good Harbor

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 8

$260

1 / 27

The Sail Loft of Bearskin Neck

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$155

1 / 15

Beachmont: Easy access to Stagefort Park, Beaches & Downtown Gloucester

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 9

$419

1 / 40

Pleasant House: Old-world charm w/ modern updates in the heart of the village

Rockport house

4 bedrooms / 4 bathrooms / Sleeps 10

$427

1 / 28

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

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$197

1 / 20

Sea Vagabond: Amazing water views & close to Long Beach

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 9

$257

1 / 21

Forever Views: You'll never want to leave your lounge chair!

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 8

$953

1 / 28

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 7

$682

1 / 23

Oceans Views And Minutes Walk To Beach

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 8

$286

1 / 26

Modern beach home w/ deck, central AC, & free WiFi, steps from the ocean

Gloucester house

3 bedrooms / 2 bathrooms / Sleeps 6

$89

1 / 37

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

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 8

$471

1 / 21

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

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 4

$241

1 / 16

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

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 7

$552

1 / 35

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / Sleeps 4

$40

1 / 11

Long Beach Place: Just steps from the white sand & surf.

Gloucester apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$398

1 / 25

Views on High: Enjoy ocean & village views from your private roof deck.

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 5

$223

1 / 19

North Seas Cottage: Water views in serene Pigeon Cove

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 4

$265

1 / 20

Granite Pier: Blends traditional craftsmanship with modern amenities.

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 8

$577

1 / 23

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$182

1 / 18

Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$160

1 / 14

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

Essex apartment

1 bedroom / 1 bathroom / Sleeps 4

$175

1 / 6

Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach

Gloucester house

3 bedrooms / 2 bathrooms / Sleeps 6

$670

1 / 24

Waterfront Vacation House w/ Dock

Gloucester house

2 bedrooms / 2 bathrooms / Sleeps 4

$250

1 / 18

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

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 10

$633

1 / 27

Gloucester Harborscape View 1 & 1/2 BR; walk to beach & town

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 5

$110

1 / 46
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