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Cape Ann Rentals

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Cape Ann Rentals

139 houses

Sea Fox: Custom-designed home with rights to private Coffins Beach

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$398

1 / 23

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

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$197

1 / 20

Waterfront 2 Bedroom !

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$150

1 / 14

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

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 8

$260

1 / 27

Remodeled 3BR Gloucester Annisquam River Cottage

Gloucester cottage

3 bedrooms / 1 bathroom / Sleeps 6

$199

1 / 24

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 5

$182

1 / 14

Cozy Guest Studio

Gloucester studio

Studio / 1 bathroom / Sleeps 2

$165

1 / 11

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

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 5

$110

1 / 46

Beachside at Good Harbor

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 13

$432

1 / 17

18th Century Cottage with attached guest suite

Rockport cottage

2 bedrooms / 2 bathrooms / Sleeps 6

$188

1 / 24

Second Floor: 2+ Bedroom, 1.25 Bath

Manchester-by-the-Sea condo

3 bedrooms / 1 bathroom / Sleeps 5

$252

1 / 16

Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$162

1 / 14

A Year-Round Vacation Home

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 5

$250

1 / 15

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 7

$296

1 / 23

Sea Mist Cottage

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 3

$116

1 / 18

Water's Edge: Direct waterfront on picturesque Goose Cove with dock

Gloucester house

3 bedrooms / 3 bathrooms / Sleeps 8

$472

1 / 33

Sea Vagabond: Amazing water views & close to Long Beach

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 9

$257

1 / 21

Waterfront Vacation House w/ Dock

Gloucester house

2 bedrooms / 2 bathrooms / Sleeps 4

$250

1 / 18

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

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$303

1 / 23

Quaint Seaside Village Studio Steps From Beach

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$126

1 / 12

Waterfront Woodsy 3BR Cottage

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 6

$188

1 / 12

The Sail Loft of Bearskin Neck

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$157

1 / 15

Bohemia RETREAT Studio

Gloucester apartment

1 bedroom / 1 bathroom / Sleeps 3

$116

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

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms / 2 bathrooms / Sleeps 12

$576

1 / 18

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$182

1 / 18

Cool Cove: Wingaersheek Beach plus your own private beach & all those views!

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$858

1 / 17

Periwinkle Cottage - Unit 1

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 2

“Peaceful cottage getaway” Had a great time here. Love the outdoor set up! Bathroom a tad small but functions great. Dvd player didn't work. The place has a lot of extras and is very cozy. Great romantic spot to stay.

$126

1 / 23

Wonson Cove House: Rocky Neck, Eastern Point and Beaches

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 10

$427

1 / 31

Inviting apartment with harbor views, fireplace, patio, & gas grill!

Gloucester house

1 bedroom / 1 bathroom / Sleeps 4

$61

1 / 28

Granite Pier: Blends traditional craftsmanship with modern amenities.

Rockport house

3 bedrooms / 2 bathrooms / Sleeps 8

$577

1 / 23

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 10

$703

1 / 41

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

Gloucester cottage

7 bedrooms / 3 bathrooms / Sleeps 12

$1,060

1 / 28

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

Gloucester apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$398

1 / 25

Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches

Gloucester house

2 bedrooms / 1 bathroom / Sleeps 4

$240

1 / 21

Little Red House: Close to Gloucester's historic Stage Fort Park & beaches

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 5

$275

1 / 28

Relax at Rocky Neck Hideaway

Gloucester townhouse

1 bedroom / 1 bathroom / Sleeps 3

$129

1 / 23

Dragonfly

Gloucester house

5 bedrooms / 4 bathrooms / Sleeps 11

$504

1 / 7
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