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Vacation Rentals and Houses in Cape Ann, MA
Vacation Rentals
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Massachusetts (MA)
Cape Ann Vacation Rentals
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Internet or Wifi (367)
Air Conditioning (322)
Other outdoor space (290)
Grill (282)
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Suitability
Kid friendly (335)
Pet friendly (100)
Smoking allowed (1)
Wheelchair access (0)
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Vacation Rental House (280)
Condominium/Apartment (88)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (88)
Boat Available (10)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Hammond Castle Museum
Halibut Point State Park
Good Harbor Beach
Fishermen's Memorial Monument
Bearskin Neck
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368 rentals
in Cape Ann.
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
26
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
37
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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4 Bedroom LUX House/with Pool Next Door
160
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
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Elegant Italian Villa On The Scenic Coast of New England
26
Rental Home
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10 bedrooms
6 bathrooms
Sleeps 18
Match:
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Perfect Rockport Downtown Vacation Destination
20
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Modern Downtown Penthouse Apartment Overlooking Front Beach
26
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
15
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi
18
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
Match:
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Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center
16
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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End of an Era: limited days between now and January 15th - Then POOF!
21
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Too many guests for Thanksgiving? Consider our cozy spacious family home!
17
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
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Luxury 1900's romantic retreat steps from the beach - King Suite!
15
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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A tranquil ocean retreat steps from the water's edge
1
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
19
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
22
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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First Period Colonial Lodging in Gloucester MA
9
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
22
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
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Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
14
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!
11
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Majestic summer rental
2
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Beach Life Bliss - steps to the beach
6
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Lovely Rockport Apartment, Walk to Beaches!
8
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Artist's Studio turned Guest House Sleeps up to 3
53
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
5
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Romantic Summerwind Cottage, Scenic Harbor View w/Deck!
23
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Ocean front and 3 beaches across ,parks, short walk to historic downtown!
14
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck
23
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Downtown Dahlias fully remodeled in the heart of Gloucester
12
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
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Come home to Rockport!
116
Rental Home
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Spectacular views of Thatcher Island and the Atlantic Ocean
19
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Ocean Front House Long Beach Rockport
5
Rental Home
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5 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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Walk to the ocean, very private. Secluded, woodsy location.
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Beach & King - Ocean Views Now only a 4 Day minimum!
12
Rental Home
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8 bedrooms
5 bathrooms
Sleeps 14
Match:
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
10
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 12
Match:
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Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond
18
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 14
Match:
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✩1 min to Front Beach✩Cute Studio✩Prime location
11
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Open concept, 2-level apartment with scenic view
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Mill Pond Cottage: Historic Gloucester charm with modern comforts.
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Modern Cottage, Private Island, Unparalleled beauty
1
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Good Harbor Beach Apt.- 6/10 mile
25
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Cozy summer house near the beach
Rental Home
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2 bedrooms
1 bathroom
Sleeps 2
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Dot's Place: A sunny escape in the heart of Rockport.
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Charming Coastal Cottage, Steps to Ocean & Rockport Village!
10
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Sea Glass House - Tranquil Retreat or Base for Adventure
22
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 5
Match:
Sleeps
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Ocean Breeze / 8-Minute Walk to Beach
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.
2
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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Location location…min from Good Harbor Beach
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Location Location Location walk to all the favorite Rockport attractions
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Seaside Village of Lanesville - North Gloucester, MA
10
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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1
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Showing results 1-50 of 368
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:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
4 Bedroom LUX House/with Pool Next Door
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:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
4 Bedroom LUX House/with Pool Next Door
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:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
First Period Colonial Lodging in Gloucester MA
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
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:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
4 Bedroom LUX House/with Pool Next Door
See all kid friendly vacation rentals in Cape Ann on Tripadvisor
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