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Cape Ann House Rentals

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Bedrooms

Bathrooms

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

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Good Harbor Beach House, vacation rental in Cape Ann
Good Harbor Beach House, vacation rental in Cape Ann
Good Harbor Beach House, vacation rental in Cape Ann

Good Harbor Beach House

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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Steps to Downtown Gloucester & A/C throughout the house, vacation rental in Cape Ann
Steps to Downtown Gloucester & A/C throughout the house, vacation rental in Cape Ann
Steps to Downtown Gloucester & A/C throughout the house, vacation rental in Cape Ann

Steps to Downtown Gloucester & A/C throughout the house

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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Featured on HGTV's Beach Hunters, vacation rental in Cape Ann
Featured on HGTV's Beach Hunters, vacation rental in Cape Ann
Featured on HGTV's Beach Hunters, vacation rental in Cape Ann

Featured on HGTV's Beach Hunters

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Vacation Rental House
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Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Cape Ann
Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Cape Ann
Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Cape Ann

Enjoy the ambiance of a New England Seaside Getaway, without the crowds!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Quaint getaway with full kitchen and lush yard - close to the beach and downtown, vacation rental in Cape Ann
Quaint getaway with full kitchen and lush yard - close to the beach and downtown, vacation rental in Cape Ann
Quaint getaway with full kitchen and lush yard - close to the beach and downtown, vacation rental in Cape Ann

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Cape Ann
Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Cape Ann
Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Cape Ann

Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam, vacation rental in Cape Ann
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam, vacation rental in Cape Ann
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam, vacation rental in Cape Ann

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam

Rental Home
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps, Vacation Rental House
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Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces, vacation rental in Cape Ann
Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces, vacation rental in Cape Ann
Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces, vacation rental in Cape Ann

Luxury Downtown Renovated Carraige House. Walk To Everything. Two Paking Spaces

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Vacation Rental House
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Beach house only steps to beautiful Long Beach!, vacation rental in Cape Ann
Beach house only steps to beautiful Long Beach!, vacation rental in Cape Ann
Beach house only steps to beautiful Long Beach!, vacation rental in Cape Ann

Beach house only steps to beautiful Long Beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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� Cancellation! -> Halloween in Rockport at TWT- Open �, vacation rental in Cape Ann
� Cancellation! -> Halloween in Rockport at TWT- Open �, vacation rental in Cape Ann
� Cancellation! -> Halloween in Rockport at TWT- Open �, vacation rental in Cape Ann

� Cancellation! -> Halloween in Rockport at TWT- Open �

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Sweet cozy house located in Pigeon Cove, vacation rental in Cape Ann
Sweet cozy house located in Pigeon Cove, vacation rental in Cape Ann
Sweet cozy house located in Pigeon Cove, vacation rental in Cape Ann

Sweet cozy house located in Pigeon Cove

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport, vacation rental in Cape Ann
Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport, vacation rental in Cape Ann
Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport, vacation rental in Cape Ann

Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Walk to Good Harbor Beach, pet friendly, family beach home, vacation rental in Cape Ann
Walk to Good Harbor Beach, pet friendly, family beach home, vacation rental in Cape Ann
Walk to Good Harbor Beach, pet friendly, family beach home, vacation rental in Cape Ann

Walk to Good Harbor Beach, pet friendly, family beach home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Cape Ann
Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Cape Ann
Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Cape Ann

Sunset Views, Waterfront Property, Dock - Sleeps 12

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Vacation Rental House
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Luxury 1900's romantic retreat steps from the beach, vacation rental in Cape Ann
Luxury 1900's romantic retreat steps from the beach, vacation rental in Cape Ann
Luxury 1900's romantic retreat steps from the beach, vacation rental in Cape Ann

Luxury 1900's romantic retreat steps from the beach

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Cape Ann
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Cape Ann
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Cape Ann

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Cape Ann
Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Cape Ann
Holbrook House: Charming Rockport Village Cottage, Walk To Everything!, vacation rental in Cape Ann

Holbrook House: Charming Rockport Village Cottage, Walk To Everything!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Cape Ann
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Cape Ann
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Cape Ann

Classic charmer near the coast with with a firepit, outdoor shower, & beach gear

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Quaint Two-bedroom House with Ocean Views in the South End of Rockport, vacation rental in Cape Ann
Quaint Two-bedroom House with Ocean Views in the South End of Rockport, vacation rental in Cape Ann
Quaint Two-bedroom House with Ocean Views in the South End of Rockport, vacation rental in Cape Ann

Quaint Two-bedroom House with Ocean Views in the South End of Rockport

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Vacation Rental House
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WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Cape Ann
WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Cape Ann
WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Cape Ann

WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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NEW 3BR/2 BA Harborside Home · Backyard+Grill · Ocean Views, vacation rental in Cape Ann
NEW 3BR/2 BA Harborside Home · Backyard+Grill · Ocean Views, vacation rental in Cape Ann
NEW 3BR/2 BA Harborside Home · Backyard+Grill · Ocean Views, vacation rental in Cape Ann

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Stunning, Classic Home with Central AC, WiFi, Outdoor Patio, and Full Kitchen, vacation rental in Cape Ann
Stunning, Classic Home with Central AC, WiFi, Outdoor Patio, and Full Kitchen, vacation rental in Cape Ann
Stunning, Classic Home with Central AC, WiFi, Outdoor Patio, and Full Kitchen, vacation rental in Cape Ann

Stunning, Classic Home with Central AC, WiFi, Outdoor Patio, and Full Kitchen

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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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
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Cape Ann
Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Cape Ann
Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach, vacation rental in Cape Ann

Historic Estate with Sweeping, Ocean Views, Beautiful Gardens, and Private Beach

Rental Home
8 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps, Vacation Rental House
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Cape Ann
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Cape Ann
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Cape Ann

Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC, vacation rental in Cape Ann
Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC, vacation rental in Cape Ann
Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC, vacation rental in Cape Ann

Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Little River+Annisquam River access; rivers views from screenporch, deck, KingBR, vacation rental in Cape Ann
Little River+Annisquam River access; rivers views from screenporch, deck, KingBR, vacation rental in Cape Ann
Little River+Annisquam River access; rivers views from screenporch, deck, KingBR, vacation rental in Cape Ann

Little River+Annisquam River access; rivers views from screenporch, deck, KingBR

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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Stunning Views from Beachfront House in Manchester-by-the-Sea!, vacation rental in Cape Ann
Stunning Views from Beachfront House in Manchester-by-the-Sea!, vacation rental in Cape Ann
Stunning Views from Beachfront House in Manchester-by-the-Sea!, vacation rental in Cape Ann

Stunning Views from Beachfront House in Manchester-by-the-Sea!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Vacation Rental House
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Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Cape Ann
Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Cape Ann
Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Cape Ann

Charming 1900's historic, colonial escape just steps from the beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Cozy Cottage Old Fashioned Charm, vacation rental in Cape Ann
Cozy Cottage Old Fashioned Charm, vacation rental in Cape Ann
Cozy Cottage Old Fashioned Charm, vacation rental in Cape Ann

Cozy Cottage Old Fashioned Charm

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Cape Ann
Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Cape Ann
Spectacular, luxury waterfront property directly overlooking Sandy Bay., vacation rental in Cape Ann

Spectacular, luxury waterfront property directly overlooking Sandy Bay.

Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Vacation Rental House
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Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Cape Ann
Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Cape Ann
Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Cape Ann

Adorable cottage in Gloucester - close to many local hotspots

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!, vacation rental in Cape Ann
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!, vacation rental in Cape Ann
The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!, vacation rental in Cape Ann

The Nest at Pigeon Cove: Modern farmhouse with all the comforts of home!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Cape Ann
Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Cape Ann
Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Cape Ann

Waterfront Home with Spectacular Viewsof the Annisquam River

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Romantic Summerwind Cottage,  Harbor View w/Large Deck, vacation rental in Cape Ann
Romantic Summerwind Cottage,  Harbor View w/Large Deck, vacation rental in Cape Ann
Romantic Summerwind Cottage,  Harbor View w/Large Deck, vacation rental in Cape Ann

Romantic Summerwind Cottage, Harbor View w/Large Deck

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Vacation Rental House
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Ocean front and 3 beaches across the st,parks, short walk to historic downtown!, vacation rental in Cape Ann
Ocean front and 3 beaches across the st,parks, short walk to historic downtown!, vacation rental in Cape Ann
Ocean front and 3 beaches across the st,parks, short walk to historic downtown!, vacation rental in Cape Ann

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

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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A beautiful place by the Sea. 45 min to Boston!, vacation rental in Cape Ann
A beautiful place by the Sea. 45 min to Boston!, vacation rental in Cape Ann
A beautiful place by the Sea. 45 min to Boston!, vacation rental in Cape Ann

A beautiful place by the Sea. 45 min to Boston!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Cape Ann
Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Cape Ann
Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces, vacation rental in Cape Ann

Sweeping, dog-friendly, waterfront home w/ a sun room, ocean views, & fireplaces

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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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, Vacation Rental House
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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 7
Match: Sleeps, Vacation Rental House
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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
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet, vacation rental in Cape Ann
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet, vacation rental in Cape Ann
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet, vacation rental in Cape Ann

PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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STEPS from Front Beach✩NEW Luxury Home✩5 min to Downtown Rockport, vacation rental in Cape Ann
STEPS from Front Beach✩NEW Luxury Home✩5 min to Downtown Rockport, vacation rental in Cape Ann
STEPS from Front Beach✩NEW Luxury Home✩5 min to Downtown Rockport, vacation rental in Cape Ann

STEPS from Front Beach✩NEW Luxury Home✩5 min to Downtown Rockport

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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