Houses & Vacation Rentals in Cape Ann

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27 houses

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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

$976

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

$345

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

$1,033

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

$689

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

$329

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

$197

ROCKPORT MA OLD GARDEN BEACH RENTAL !

Rockport house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$459

Great rentals within 20 miles that match your search

Oceanfront Penthouse at Salisbury Beach

Salisbury condo

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$574

Hillside Ocean View 2BR with Private Beach Access

Ipswich house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$190

Exclusive Lifestyle near the Ocean

Marblehead house

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$918

Sunshine House steps from Beach

Seabrook house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$803

The Harborfront, Beverly/Salem, Boston North Shore

Beverly apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$517

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

$227

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

$247

Belle Femme: Great for Families! In Salem Historic District, walk to waterfront!

Salem house

6 bedrooms
2 bathrooms

sleeps 12

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$258

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

$200

The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, B

Salem condo

3 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$207

Rockmere Inn: Fireplace, 3 King Suites, Elegant Home, Walk to Quaint Shopping, F

Marblehead house

4 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$272

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

$154

Sea Love Beach House: 2 Min Walk to Beach, Water views - Fireplace, Smart TVs, D

Newburyport condo

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$392

Sweet Retreat: Walk to Ocean, Town, & Eateries - Parking, Smart TV, Fast WiFi

Marblehead condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$163

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

RiverView: Waterfront Neighborhood Park, Boston Train, Pubs & Shops, Close to Sa

Beverly house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$211

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

$40

Broom & Board: Walk to Town, Museums, & Eateries - Sleek & Modern - Fast WiFi, P

Salem house

2 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$174

Brackett Cottage: Charming, Historic Home, Walk to Harbor, Town, & Eateries, Fas

Marblehead house

3 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$176

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

$204

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 19,976 properties
California 6,897 properties
North Carolina 3,467 properties
Louisiana 822 properties
Michigan 748 properties
Montana 471 properties
Oklahoma 441 properties
Minnesota 208 properties
Connecticut 156 properties
North Dakota 49 properties

Vacation Rentals & Houses in Cape Ann

Per night

27 houses

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

Romantic SUMMERWIND COTTAGE- Scenic Harbor View

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

BEACHFRONT - Directly on Long Beach Rockport MA

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

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

ROCKPORT MA OLD GARDEN BEACH RENTAL !

Oceanfront Penthouse at Salisbury Beach

Hillside Ocean View 2BR with Private Beach Access

Exclusive Lifestyle near the Ocean

Sunshine House steps from Beach

The Harborfront, Beverly/Salem, Boston North Shore

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

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

Belle Femme: Great for Families! In Salem Historic District, walk to waterfront!

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

The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, B

Rockmere Inn: Fireplace, 3 King Suites, Elegant Home, Walk to Quaint Shopping, F

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

Sea Love Beach House: 2 Min Walk to Beach, Water views - Fireplace, Smart TVs, D

Sweet Retreat: Walk to Ocean, Town, & Eateries - Parking, Smart TV, Fast WiFi

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

RiverView: Waterfront Neighborhood Park, Boston Train, Pubs & Shops, Close to Sa

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

Broom & Board: Walk to Town, Museums, & Eateries - Sleek & Modern - Fast WiFi, P

Brackett Cottage: Charming, Historic Home, Walk to Harbor, Town, & Eateries, Fas

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

Viewing 27 of 27
rentals in Cape Ann

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Vacation Rentals & Houses in Cape Ann

Per night

27 houses

Viewing 27 of 27rentals in Cape Ann

Also consider

Viewing 27 of 27
rentals in Cape Ann