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Cape Ann
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Vacation Rentals in Cape Ann, MA
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Massachusetts (MA)
Cape Ann Vacation Rentals
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Waterfront (84)
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1 km
340 rentals
in Cape Ann.
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Good Harbor Beach House
136 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Artist's Studio turned Guest House Sleeps up to 3
133 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
108 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Sunset Views, Waterfront Property, Dock - Sleeps 12
56 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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Romantic “Summerwind Cottage” - Scenic Harbor View w/Large Deck
95 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Good Harbor Beach House - Walk to Shops
151 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
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4 Bedroom LUX House/with Pool Next Door
109 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Newly Renovated!! Beautiful 3 bed home...steps from beach!
48 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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"Absolutely lovely. The cottage, the beach, the town, the owners."
67 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
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Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE
44 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet
45 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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4 Bedroom Cottage With Singing Beach Access
41 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 5
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Featured on HGTV's Beach Hunters
105 reviews
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
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A tranquil ocean retreat steps from the water's edge
76 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Perfect Good Harbor Beach vacation home for large and/or extended family getaway
56 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
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Nature Lover's Paradise: cozy couples/families, near beaches, nature walks
53 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Gloucester/Annisquam Getaway: Beach-Biking-Nature Walks Mins Away
76 reviews
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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Sunset Studio "PLUS" - Scenic Harbor View!
101 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
52 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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2 Bedroom Waterfront Unit, Vacation or Short Term Rental
56 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Spectacular, luxury waterfront property directly overlooking Sandy Bay.
27 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
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BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak
49 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
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Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck
58 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Newly Renovated, Luxury Downtown Location. Walk To Everything. Two Paking Spaces
92 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
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Prime Gloucester Property Overlooking Inner Harbor
215 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Perfect apartment for a single or couple.
61 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Cape Ann, Annisquam panoramic ocean views from every room.
41 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
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'We can't wait to return to Four Winds'
142 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Fantastic Ocean Views-2 Min Walk to Long & Cape Hedge Beaches -Text *******-1486
50 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Old Garden Beach
65 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour
33 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
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Modern Downtown Penthouse Apartment Overlooking Front Beach
32 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Perfect Rockport Vacation Destination
61 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
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Beach & King Beach House stunning ocean views and short walk to town.
27 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
57 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
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Spacious Estate, min. to Beach, pool - options
19 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
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Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown
29 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Walk to Good Harbor Beach, pet friendly, family beach home
46 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Picturesque Rockport Queen Anne Cottage
31 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam
28 reviews
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 6
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Charming year round cottage - Pet Friendly with Wi-Fi
20 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Good Harbor Beachfront at the Footbridge
19 reviews
Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 10
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Spacious Home, 9BR/5BA, Pool, Walk to beach and town.
27 reviews
Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 9
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Sleeps
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Waterfront Home with Spectacular Viewsof the Annisquam River
39 reviews
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
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Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach
16 reviews
Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 13
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Come home to Rockport!
88 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match:
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Waterfront House onThe Old Harbor Spectacular Views
29 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
21 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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Brand new! Beautiful home in quiet neighborhood near Old Garden Beach.
26 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
14 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
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Showing results 1-50 of 340
Frequently Asked Questions about Cape Ann
Do any vacation rentals in Cape Ann have a pool?
Yes, here are some popular vacation rentals in Cape Ann that have a pool:
GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN
GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM
LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN
See all vacation rentals with a pool in Cape Ann on Tripadvisor
Do any vacation rentals in Cape Ann have internet access?
Yes, here are some popular vacation rentals in Cape Ann that have internet access:
GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN
GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM
LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN
See all vacation rentals in Cape Ann on Tripadvisor
What are the best pet friendly rentals in Cape Ann?
The best pet friendly rentals in Cape Ann are:
GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN
GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM
LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN
See all pet friendly vacation rentals in Cape Ann on Tripadvisor
What are some great rentals in Cape Ann that are kid friendly?
Some of the most popular kid friendly rentals in Cape Ann are:
GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN
GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM
LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN
See all kid friendly vacation rentals in Cape Ann on Tripadvisor