Cape Ann Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
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1 mi
317 rentals in Cape Ann.
Artist's Studio turned Guest House Sleeps up to 3
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Good Harbor Beach House
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Romantic “Summerwind Cottage” - Scenic Harbor View w/Large Deck
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Sunset Views, Waterfront Property, Dock - Sleeps 12
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
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A tranquil ocean retreat steps from the water's edge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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"Absolutely lovely. The cottage, the beach, the town, the owners."
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
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4 Bedroom LUX House/with Pool Next Door
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Good Harbor Beach House - Walk to Shops
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
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Newly Renovated!! Beautiful 3 bed home...steps from beach!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Come home to Rockport!
Rental Home
1 bedroom
1 bathroom
Sleeps 3
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Sunset Studio "PLUS" - Scenic Harbor View!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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'We can't wait to return to Four Winds'
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Featured on HGTV's Beach Hunters
Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
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Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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4 Bedroom Cottage With Singing Beach Access
Rental Home
4 bedrooms
4 bathrooms
Sleeps 5
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Perfect Good Harbor Beach vacation home for large and/or extended family getaway
Rental Home
5 bedrooms
6 bathrooms
Sleeps 16
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Nature Lover's Paradise: cozy couples/families, near beaches, nature walks
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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2 Bedroom Waterfront Unit, Vacation or Short Term Rental
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Gloucester/Annisquam Getaway: Beach-Biking-Nature Walks Mins Away
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
Rental Home
3 bedrooms
3 bathrooms
Sleeps 3
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Spectacular, luxury waterfront property directly overlooking Sandy Bay.
Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
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Prime Gloucester Property Overlooking Inner Harbor
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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*PREMIUM PROPERTY* - Private 2-Acre Retreat (MODERN 4 Bedrooms) **See Video Tour
Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
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Modern Downtown Penthouse Apartment Overlooking Front Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Fantastic Ocean Views - Text *******-1486 For Discounts
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Gladview Rockport Apt #gladview#thacher
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Old Garden Beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Cape Ann, Annisquam panoramic ocean views from every room.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
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Perfect Rockport Vacation Destination
Rental Home
3 bedrooms
4 bathrooms
Sleeps 3
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Beach & King Beach House stunning ocean views and short walk to town.
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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Spacious, Comfortable Family Home with Gorgeous Gardens near Ocean and Downtown
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam
Rental Home
6 bedrooms
3 bathrooms
Sleeps 6
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Waterfront House onThe Old Harbor Spectacular Views
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Walk to Good Harbor Beach, pet friendly, family beach home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Perfect apartment for a single or couple.
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Spacious Estate, min. to Beach, pool - options
Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
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Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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⛄️February & March Special Rates, ⛄️ and BRAND NEW BATHROOM!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Spacious Home, 9BR/5BA, Pool, Walk to beach and town.
Rental Home
9 bedrooms
5 bathrooms
Sleeps 9
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Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach
Rental Home
8 bedrooms
7 bathrooms
Sleeps 13
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Luxury Home in the Heart of Rockport
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Waterfront Home with Spectacular Viewsof the Annisquam River
Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
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Good Harbor Beachfront at the Footbridge
Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
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Showing results 1-50 of 317
Frequently Asked Questions about Cape Ann
- 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
- 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
- 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
- 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