Houses & Vacation Rentals in Cape Ann

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Private pool
Heated pool
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Cot available
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Shared indoor pool
Private outdoor pool (heated)
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Cribs
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Boat available
Linen provided
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Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

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Non-Smoking property
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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
Waterfront
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35 houses

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

Rockport apartment

2 bedrooms
1 bathroom

sleeps 3

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Price per night from

$280

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$195

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$652

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms
1 bathroom

sleeps 2

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Price per night from

$280

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

Rockport b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$184

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Rockport apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$303

Coastal, Cute & Cozy|Close to Everything

Gloucester apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$159

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

Rockport b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$161

Beach & King / Beach House - 10% off April & May, 2024!

Rockport house

6 bedrooms
5 bathrooms

sleeps 12

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Price per night from

$970

Romantic SUMMERWIND COTTAGE- Scenic Harbor View

Gloucester cottage

2 bedrooms
1 bathroom

sleeps 4

“Gorgeous in every way” The cottage is tasteful, beautiful, comfortable and convenient. The views of the wonderful working harbor are breathtaking. The sunsets, seen from the deck while relaxing, dining, drinking coffee or something else are singularly spectacular. The color scheme in the cottage, the attention to detail, the artwork - all conspire to make the entire experience of being there as relaxing and enjoyable as it could possibly be. I would recommend Summerwind Cottage to anyone. I hope to return regularly. On top of all its other charms, the owners-Hank and Linda-are delightful people that I would love to see again under any circumstances.

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Price per night from

$343

Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet

Rockport cottage

1 bedroom
1 bathroom

sleeps 2

“An Oasis By The Sea” August 30, 2012 Dear Rose & Guy- Thank you very, very much for our wonderful stay at Periwinkle Cottage! From the beautifully decorated rooms, the most comfortable beds, soft luxurious towels and linens, convenient kitchen, TV to the lovely outdoor sitting area and garden... Omg...what a gem! It is a true delight! And the cottage is immaculate and very peaceful and tranquil. We will definitely recommend your "oasis by the sea" to our family and friends! Love, Penny and Urs Westport, Connecticut

Responds fast! avg. 2 hours 13 minutes

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Price per night from

$166

Gap Cove at The Seaward

Rockport apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$348

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

Gloucester house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$1,031

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

Rockport cottage

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$337

BEACHFRONT - Directly on Long Beach Rockport MA

Rockport house

4 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$685

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Rockport house

5 bedrooms
2 bathrooms

sleeps 12

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Price per night from

$742

Long Beach and Good Harbor Beach summer rental - Gloucester, MA

Gloucester house

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$327

Big New England Family Home; walk to beach, shops

Rockport house

9 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$1,027

Waterfront Woodsy 3BR Cottage

Gloucester house

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$401

Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!

Rockport house

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$221

Great rentals within 20 miles that match your search

Salisbury Coastal Retreat

Salisbury studio

Studio
1 bathroom

sleeps 2

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Price per night from

$195

NEW! Family-Friendly Getaway < 1 Mi to Dtwn Salem!

Salem apartment

3 bedrooms
2 bathrooms

sleeps 12

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Price per night from

$687

The Harborfront, Beverly/Salem, Boston North Shore

Beverly apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$516

Sunshine House steps from Beach

Seabrook house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$802

Exclusive Lifestyle near the Ocean

Marblehead house

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$916

Love Shack: Sunsets, New Central AC, 3Min Walk to Blue Ocean, Boardwalk, and Bea

Salisbury cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$119

Cloud Break: Water View Sunsets! Modern, Cozy, Gourmet Kitchen, Patio, Deck, Gri

Newburyport house

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$221

Hollyhock House: Garage, Decorative Fireplace, Modern Kitchen, Smart TVs, Fast W

Marblehead house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$44

Plovers Nest: Perfect Couple Retreat: Fireplace, Sunset water views! Smart TVs,

Newburyport house

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$219

Sailors Rest: Fabulous Yard, Near Beach, Town, & Bike Trail, Smart TV, Fast WiFi

Marblehead house

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$271

Glamorous Cabana: Enchanting Romantic Luxury Get- Away, Fireplace, 5min Newburyp

Newbury cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$164

Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, G

Newburyport hotel apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$169

Sandy Toes: 1 Dog OK , Grill, Firepit, Walk to Boardwalk & Beach, Central AC, Sm

Salisbury house

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$290

Sea View Loft: Mid-Century Modern, Private Deck, Grill, 1 Dog Included, Walk to

Newbury condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$234

Hillside Ocean View 2BR with Private Beach Access

Ipswich house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$189

Also consider

Rockport 15 properties
Gloucester 8 properties
Cape Cod 1,437 properties
Martha's Vineyard 246 properties
Berkshires 45 properties
Nantucket 31 properties
Brookline 22 properties
Cambridge 12 properties
Boston 10 properties
Silver Beach 10 properties
Marlborough 8 properties
Plymouth 8 properties
Milton 7 properties
Marblehead 6 properties
Newburyport 6 properties
Quincy 6 properties
Beverly 5 properties
Salisbury 5 properties
Hull 5 properties
Manomet 5 properties
Salem 5 properties
Ayer 5 properties
Florida 19,972 properties
California 6,899 properties
North Carolina 3,468 properties
Louisiana 822 properties
Michigan 749 properties
Montana 471 properties
Oklahoma 438 properties
Minnesota 208 properties
Connecticut 156 properties
North Dakota 49 properties

Vacation Rentals & Houses in Cape Ann

Per night

35 houses

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

The Little Red House with Prize Ocean View

At the Footbridge entrance to Good Harbor Beach

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Coastal, Cute & Cozy|Close to Everything

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

Beach & King / Beach House - 10% off April & May, 2024!

Romantic SUMMERWIND COTTAGE- Scenic Harbor View

Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet

Gap Cove at The Seaward

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

BEACHFRONT - Directly on Long Beach Rockport MA

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Long Beach and Good Harbor Beach summer rental - Gloucester, MA

Big New England Family Home; walk to beach, shops

Waterfront Woodsy 3BR Cottage

Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!

Salisbury Coastal Retreat

NEW! Family-Friendly Getaway < 1 Mi to Dtwn Salem!

The Harborfront, Beverly/Salem, Boston North Shore

Sunshine House steps from Beach

Exclusive Lifestyle near the Ocean

Love Shack: Sunsets, New Central AC, 3Min Walk to Blue Ocean, Boardwalk, and Bea

Cloud Break: Water View Sunsets! Modern, Cozy, Gourmet Kitchen, Patio, Deck, Gri

Hollyhock House: Garage, Decorative Fireplace, Modern Kitchen, Smart TVs, Fast W

Plovers Nest: Perfect Couple Retreat: Fireplace, Sunset water views! Smart TVs,

Sailors Rest: Fabulous Yard, Near Beach, Town, & Bike Trail, Smart TV, Fast WiFi

Glamorous Cabana: Enchanting Romantic Luxury Get- Away, Fireplace, 5min Newburyp

Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, G

Sandy Toes: 1 Dog OK , Grill, Firepit, Walk to Boardwalk & Beach, Central AC, Sm

Sea View Loft: Mid-Century Modern, Private Deck, Grill, 1 Dog Included, Walk to

Hillside Ocean View 2BR with Private Beach Access

Viewing 35 of 35
rentals in Cape Ann

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Vacation Rentals & Houses in Cape Ann

Per night

35 houses

Viewing 35 of 35rentals in Cape Ann

Also consider

Viewing 35 of 35
rentals in Cape Ann