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Cape Ann Rentals

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Cape Ann Rentals

139 houses

Second Floor: 2+ Bedroom, 1.25 Bath

Manchester-by-the-Sea condo

3 bedrooms / 1 bathroom / Sleeps 5

$250

1 / 16

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 5

$223

1 / 19

Strawberry Cove House: Multi-level waterfront home

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 10

$913

1 / 34

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms / 1 bathroom / Sleeps 4

$40

1 / 11

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

Gloucester house

1 bedroom / 1 bathroom / Sleeps 4

$62

1 / 28

Beachside at Good Harbor

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 13

$429

1 / 17

Cozy Rockport Cottage with Ocean Views

Rockport cottage

2 bedrooms / 1 bathroom / Sleeps 5

$180

1 / 14

Captain Quarters

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$160

1 / 14

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

Gloucester apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$398

1 / 25

Dragonfly

Gloucester house

5 bedrooms / 4 bathrooms / Sleeps 11

$500

1 / 7

Helena House: European flair, close to Plum Cove Beach.

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 7

$187

1 / 21

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

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 8

$260

1 / 27

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

Gloucester cottage

7 bedrooms / 3 bathrooms / Sleeps 12

$1,060

1 / 28

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

Rockport house

6 bedrooms / 3 bathrooms / Sleeps 10

$384

1 / 31

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

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 10

$633

1 / 27

Waterfront 2 Bedroom !

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$150

1 / 14

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

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

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 8

$953

1 / 28

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

Gloucester house

3 bedrooms / 2 bathrooms / Sleeps 6

$89

1 / 37

River Breezes: Direct riverfront with incredible sunsets

Gloucester cottage

3 bedrooms / 3 bathrooms / Sleeps 7

$397

1 / 19

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

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 9

$419

1 / 40

SEASIDE GARDENS AFFORDABLE GUEST ROOM(S) IN VILLAGE BY BEACH, WALK EVERYWHERE!

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$95

1 / 15

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

Rockport house

4 bedrooms / 1 bathroom / Sleeps 7

$378

1 / 25

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

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$197

1 / 20

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 10

$703

1 / 41

Point de Chene: Direct waterfront historic home with incredible views

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$719

1 / 38

Rockport Beach Escape: Stroll to Old Garden Beach or town.

Rockport house

5 bedrooms / 3 bathrooms / Sleeps 12

$850

1 / 22

Quaint Seaside Village Studio Steps From Beach

Rockport b and b

1 bedroom / 1 bathroom / Sleeps 2

$125

1 / 12

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

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$182

1 / 18

Popples Cove House: Private & serene waterfront setting

Rockport house

4 bedrooms / 2 bathrooms / Sleeps 7

$471

1 / 33

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

Essex apartment

1 bedroom / 1 bathroom / Sleeps 4

$175

1 / 6

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

Rockport cottage

1 bedroom / 1 bathroom / Sleeps 4

$241

1 / 16

Cozy Guest Studio

Gloucester studio

Studio / 1 bathroom / Sleeps 2

$165

1 / 11

The Sail Loft of Bearskin Neck

Rockport apartment

2 bedrooms / 1 bathroom / Sleeps 4

$155

1 / 15

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

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$300

1 / 23

Sage Hill: Easy access to both Gloucester & Rockport

Rockport house

4 bedrooms / 3 bathrooms / Sleeps 7

$296

1 / 23

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

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 5

$110

1 / 46

Remodeled 3BR Gloucester Annisquam River Cottage

Gloucester cottage

3 bedrooms / 1 bathroom / Sleeps 6

$199

1 / 24
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