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Cape Ann Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
368 rentals in Cape Ann.
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!, vacation rental in Cape Ann
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!, vacation rental in Cape Ann
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!, vacation rental in Cape Ann

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanview Kingsize South End Studio NO FINAL CLEANING FEE, vacation rental in Cape Ann
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE, vacation rental in Cape Ann
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE, vacation rental in Cape Ann

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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4 Bedroom LUX House/with Pool Next Door, vacation rental in Cape Ann
4 Bedroom LUX House/with Pool Next Door, vacation rental in Cape Ann
4 Bedroom LUX House/with Pool Next Door, vacation rental in Cape Ann

4 Bedroom LUX House/with Pool Next Door

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Cape Ann
Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Cape Ann
Elegant Italian Villa On The Scenic Coast of New England, vacation rental in Cape Ann

Elegant Italian Villa On The Scenic Coast of New England

Rental Home
10 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Perfect Rockport Downtown Vacation Destination, vacation rental in Cape Ann
Perfect Rockport Downtown Vacation Destination, vacation rental in Cape Ann
Perfect Rockport Downtown Vacation Destination, vacation rental in Cape Ann

Perfect Rockport Downtown Vacation Destination

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Cape Ann
Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Cape Ann
Modern Downtown Penthouse Apartment Overlooking Front Beach, vacation rental in Cape Ann

Modern Downtown Penthouse Apartment Overlooking Front Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean views just steps to Back Beach, Front Beach, and downtown Rockport, vacation rental in Cape Ann
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport, vacation rental in Cape Ann
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport, vacation rental in Cape Ann

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rental Home
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, vacation rental in Cape Ann
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi, vacation rental in Cape Ann
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi, vacation rental in Cape Ann

Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center, vacation rental in Cape Ann
Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center, vacation rental in Cape Ann
Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center, vacation rental in Cape Ann

Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center

Rental Home
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!, vacation rental in Cape Ann
End of an Era: limited days between now and January 15th - Then POOF!, vacation rental in Cape Ann
End of an Era: limited days between now and January 15th - Then POOF!, vacation rental in Cape Ann

End of an Era: limited days between now and January 15th - Then POOF!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Too many guests for Thanksgiving? Consider our cozy spacious family home!, vacation rental in Cape Ann
Too many guests for Thanksgiving? Consider our cozy spacious family home!, vacation rental in Cape Ann
Too many guests for Thanksgiving? Consider our cozy spacious family home!, vacation rental in Cape Ann

Too many guests for Thanksgiving? Consider our cozy spacious family home!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luxury 1900's romantic retreat steps from the beach - King Suite!, vacation rental in Cape Ann
Luxury 1900's romantic retreat steps from the beach - King Suite!, vacation rental in Cape Ann
Luxury 1900's romantic retreat steps from the beach - King Suite!, vacation rental in Cape Ann

Luxury 1900's romantic retreat steps from the beach - King Suite!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A tranquil ocean retreat steps from the water's edge, vacation rental in Cape Ann
A tranquil ocean retreat steps from the water's edge, vacation rental in Cape Ann
A tranquil ocean retreat steps from the water's edge, vacation rental in Cape Ann

A tranquil ocean retreat steps from the water's edge

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed, vacation rental in Cape Ann
NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed, vacation rental in Cape Ann
NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed, vacation rental in Cape Ann

NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views, vacation rental in Cape Ann
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views, vacation rental in Cape Ann
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views, vacation rental in Cape Ann

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester), vacation rental in Cape Ann
Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester), vacation rental in Cape Ann
Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester), vacation rental in Cape Ann

Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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First Period Colonial Lodging in Gloucester MA, vacation rental in Cape Ann
First Period Colonial Lodging in Gloucester MA, vacation rental in Cape Ann
First Period Colonial Lodging in Gloucester MA, vacation rental in Cape Ann

First Period Colonial Lodging in Gloucester MA

Rental Home
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, vacation rental in Cape Ann
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC, vacation rental in Cape Ann
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC, vacation rental in Cape Ann

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Coastal retreat steps to the beach with smart TVs, desk, grill, children's items, vacation rental in Cape Ann
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items, vacation rental in Cape Ann
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items, vacation rental in Cape Ann

Coastal retreat steps to the beach with smart TVs, desk, grill, children's items

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!, vacation rental in Cape Ann
Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!, vacation rental in Cape Ann
Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!, vacation rental in Cape Ann

Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Majestic summer rental, vacation rental in Cape Ann
Majestic summer rental, vacation rental in Cape Ann
Majestic summer rental, vacation rental in Cape Ann

Majestic summer rental

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Life Bliss - steps to the beach, vacation rental in Cape Ann
Beach Life Bliss - steps to the beach, vacation rental in Cape Ann
Beach Life Bliss - steps to the beach, vacation rental in Cape Ann

Beach Life Bliss - steps to the beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Rockport Apartment, Walk to Beaches!, vacation rental in Cape Ann
Lovely Rockport Apartment, Walk to Beaches!, vacation rental in Cape Ann
Lovely Rockport Apartment, Walk to Beaches!, vacation rental in Cape Ann

Lovely Rockport Apartment, Walk to Beaches!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Cape Ann
Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Cape Ann
Artist's Studio turned Guest House Sleeps up to 3, vacation rental in Cape Ann

Artist's Studio turned Guest House Sleeps up to 3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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#Weddings #Holidays #Corporate short term? Just need some “in between” place ?, vacation rental in Cape Ann
#Weddings #Holidays #Corporate short term? Just need some “in between” place ?, vacation rental in Cape Ann
#Weddings #Holidays #Corporate short term? Just need some “in between” place ?, vacation rental in Cape Ann

#Weddings #Holidays #Corporate short term? Just need some “in between” place ?

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Romantic Summerwind Cottage,  Scenic Harbor View w/Deck!, vacation rental in Cape Ann
Romantic Summerwind Cottage,  Scenic Harbor View w/Deck!, vacation rental in Cape Ann
Romantic Summerwind Cottage,  Scenic Harbor View w/Deck!, vacation rental in Cape Ann

Romantic Summerwind Cottage, Scenic Harbor View w/Deck!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean front and 3 beaches across ,parks, short walk to historic downtown!, vacation rental in Cape Ann
Ocean front and 3 beaches across ,parks, short walk to historic downtown!, vacation rental in Cape Ann
Ocean front and 3 beaches across ,parks, short walk to historic downtown!, vacation rental in Cape Ann

Ocean front and 3 beaches across ,parks, short walk to historic downtown!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck, vacation rental in Cape Ann
Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck, vacation rental in Cape Ann
Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck, vacation rental in Cape Ann

Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Cape Ann
Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Cape Ann
Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Cape Ann

Downtown Dahlias fully remodeled in the heart of Gloucester

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Come home to Rockport!, vacation rental in Cape Ann
Come home to Rockport!, vacation rental in Cape Ann
Come home to Rockport!, vacation rental in Cape Ann

Come home to Rockport!

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Spectacular views of Thatcher Island and the Atlantic Ocean, vacation rental in Cape Ann
Spectacular views of Thatcher Island and the Atlantic Ocean, vacation rental in Cape Ann
Spectacular views of Thatcher Island and the Atlantic Ocean, vacation rental in Cape Ann

Spectacular views of Thatcher Island and the Atlantic Ocean

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front House Long Beach Rockport, vacation rental in Cape Ann
Ocean Front House Long Beach Rockport, vacation rental in Cape Ann
Ocean Front House Long Beach Rockport, vacation rental in Cape Ann

Ocean Front House Long Beach Rockport

Rental Home
5 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Walk to the ocean, very private. Secluded, woodsy location., vacation rental in Cape Ann
Walk to the ocean, very private. Secluded, woodsy location., vacation rental in Cape Ann
Walk to the ocean, very private. Secluded, woodsy location., vacation rental in Cape Ann

Walk to the ocean, very private. Secluded, woodsy location.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beach & King -  Ocean Views
Now only a 4 Day minimum!, vacation rental in Cape Ann
Beach & King -  Ocean Views
Now only a 4 Day minimum!, vacation rental in Cape Ann
Beach & King -  Ocean Views
Now only a 4 Day minimum!, vacation rental in Cape Ann

Beach & King - Ocean Views Now only a 4 Day minimum!

Rental Home
8 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Cape Ann
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Cape Ann
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Cape Ann

Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond, vacation rental in Cape Ann
Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond, vacation rental in Cape Ann
Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond, vacation rental in Cape Ann

Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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✩1 min to Front Beach✩Cute Studio✩Prime location, vacation rental in Cape Ann
✩1 min to Front Beach✩Cute Studio✩Prime location, vacation rental in Cape Ann
✩1 min to Front Beach✩Cute Studio✩Prime location, vacation rental in Cape Ann

✩1 min to Front Beach✩Cute Studio✩Prime location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Open concept, 2-level apartment with scenic view, vacation rental in Cape Ann
Open concept, 2-level apartment with scenic view, vacation rental in Cape Ann
Open concept, 2-level apartment with scenic view, vacation rental in Cape Ann

Open concept, 2-level apartment with scenic view

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mill Pond Cottage: Historic Gloucester charm with modern comforts., vacation rental in Cape Ann
Mill Pond Cottage: Historic Gloucester charm with modern comforts., vacation rental in Cape Ann
Mill Pond Cottage: Historic Gloucester charm with modern comforts., vacation rental in Cape Ann

Mill Pond Cottage: Historic Gloucester charm with modern comforts.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Cottage, Private Island, Unparalleled beauty, vacation rental in Cape Ann
Modern Cottage, Private Island, Unparalleled beauty, vacation rental in Cape Ann
Modern Cottage, Private Island, Unparalleled beauty, vacation rental in Cape Ann

Modern Cottage, Private Island, Unparalleled beauty

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Good Harbor Beach Apt.- 6/10 mile, vacation rental in Cape Ann
Good Harbor Beach Apt.- 6/10 mile, vacation rental in Cape Ann
Good Harbor Beach Apt.- 6/10 mile, vacation rental in Cape Ann

Good Harbor Beach Apt.- 6/10 mile

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy summer house near the beach, vacation rental in Cape Ann
Cozy summer house near the beach, vacation rental in Cape Ann
Cozy summer house near the beach, vacation rental in Cape Ann

Cozy summer house near the beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dot's Place: A sunny escape in the heart of Rockport., vacation rental in Cape Ann
Dot's Place: A sunny escape in the heart of Rockport., vacation rental in Cape Ann
Dot's Place: A sunny escape in the heart of Rockport., vacation rental in Cape Ann

Dot's Place: A sunny escape in the heart of Rockport.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Coastal Cottage, Steps to Ocean & Rockport Village!, vacation rental in Cape Ann
Charming Coastal Cottage, Steps to Ocean & Rockport Village!, vacation rental in Cape Ann
Charming Coastal Cottage, Steps to Ocean & Rockport Village!, vacation rental in Cape Ann

Charming Coastal Cottage, Steps to Ocean & Rockport Village!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sea Glass House - Tranquil Retreat or Base for Adventure, vacation rental in Cape Ann
Sea Glass House - Tranquil Retreat or Base for Adventure, vacation rental in Cape Ann
Sea Glass House - Tranquil Retreat or Base for Adventure, vacation rental in Cape Ann

Sea Glass House - Tranquil Retreat or Base for Adventure

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Ocean Breeze / 8-Minute Walk to Beach, vacation rental in Cape Ann
Ocean Breeze / 8-Minute Walk to Beach, vacation rental in Cape Ann
Ocean Breeze / 8-Minute Walk to Beach, vacation rental in Cape Ann

Ocean Breeze / 8-Minute Walk to Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove., vacation rental in Cape Ann
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove., vacation rental in Cape Ann
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove., vacation rental in Cape Ann

Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Location location…min from Good Harbor Beach, vacation rental in Cape Ann
Location location…min from Good Harbor Beach, vacation rental in Cape Ann
Location location…min from Good Harbor Beach, vacation rental in Cape Ann

Location location…min from Good Harbor Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Location Location Location walk to all the favorite Rockport  attractions, vacation rental in Cape Ann
Location Location Location walk to all the favorite Rockport  attractions, vacation rental in Cape Ann
Location Location Location walk to all the favorite Rockport  attractions, vacation rental in Cape Ann

Location Location Location walk to all the favorite Rockport attractions

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Cape Ann
Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Cape Ann
Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Cape Ann

Seaside Village of Lanesville - North Gloucester, MA

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 368
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