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Gloucester House Rentals

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Bedrooms

Bathrooms

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5 km
140 rentals in Gloucester.
Good Harbor Beach House, vacation rental in Gloucester
Good Harbor Beach House, vacation rental in Gloucester
Good Harbor Beach House, vacation rental in Gloucester

Good Harbor Beach House

Holiday Rental House
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 Gloucester
4 Bedroom LUX House/with Pool Next Door, vacation rental in Gloucester
4 Bedroom LUX House/with Pool Next Door, vacation rental in Gloucester

4 Bedroom LUX House/with Pool Next Door

Holiday Rental House
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 Gloucester
Steps to Downtown Gloucester & A/C throughout the house, vacation rental in Gloucester
Steps to Downtown Gloucester & A/C throughout the house, vacation rental in Gloucester

Steps to Downtown Gloucester & A/C throughout the house

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Gloucester
Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Gloucester
Enjoy the ambiance of a New England Seaside Getaway, without the crowds!, vacation rental in Gloucester

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Gloucester
Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Gloucester
Newly Renovated Family Getaway, Walk to Harbor, Beach, and Downtown, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam, vacation rental in Gloucester
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam, vacation rental in Gloucester

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

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 15
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 Gloucester
Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport, vacation rental in Gloucester
Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
Walk to Good Harbor Beach, pet friendly, family beach home, vacation rental in Gloucester
Walk to Good Harbor Beach, pet friendly, family beach home, vacation rental in Gloucester

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Gloucester
Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Gloucester
Sunset Views, Waterfront Property, Dock - Sleeps 12, vacation rental in Gloucester

Sunset Views, Waterfront Property, Dock - Sleeps 12

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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Luxury 1900's romantic retreat steps from the beach, vacation rental in Gloucester
Luxury 1900's romantic retreat steps from the beach, vacation rental in Gloucester
Luxury 1900's romantic retreat steps from the beach, vacation rental in Gloucester

Luxury 1900's romantic retreat steps from the beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Gloucester
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Gloucester
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach, vacation rental in Gloucester

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Gloucester
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Gloucester
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear, vacation rental in Gloucester

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Gloucester
WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Gloucester
WALK TO BEACH! Convenient location! Beautifully updated! Sept-Dec Availability!, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
NEW 3BR/2 BA Harborside Home · Backyard+Grill · Ocean Views, vacation rental in Gloucester
NEW 3BR/2 BA Harborside Home · Backyard+Grill · Ocean Views, vacation rental in Gloucester

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

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

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

Holiday Rental House
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 Gloucester
First Period Colonial Lodging in Gloucester MA, vacation rental in Gloucester
First Period Colonial Lodging in Gloucester MA, vacation rental in Gloucester

First Period Colonial Lodging in Gloucester MA

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Gloucester
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Gloucester
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC, vacation rental in Gloucester
Coastal retreat steps to the beach with streaming, washer/dryer, desk, & AC, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
Little River+Annisquam River access; rivers views from screenporch, deck, KingBR, vacation rental in Gloucester
Little River+Annisquam River access; rivers views from screenporch, deck, KingBR, vacation rental in Gloucester

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

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Gloucester
Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Gloucester
Charming 1900's historic, colonial escape just steps from the beach, vacation rental in Gloucester

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Gloucester
Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Gloucester
Adorable cottage in Gloucester - close to many local hotspots, vacation rental in Gloucester

Adorable cottage in Gloucester - close to many local hotspots

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Gloucester
Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Gloucester
Waterfront Home with Spectacular Viewsof the Annisquam River, vacation rental in Gloucester

Waterfront Home with Spectacular Viewsof the Annisquam River

Holiday Rental House
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 Gloucester
Romantic Summerwind Cottage,  Harbor View w/Large Deck, vacation rental in Gloucester
Romantic Summerwind Cottage,  Harbor View w/Large Deck, vacation rental in Gloucester

Romantic Summerwind Cottage, Harbor View w/Large Deck

Holiday Rental House
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 Gloucester
Ocean front and 3 beaches across the st,parks, short walk to historic downtown!, vacation rental in Gloucester
Ocean front and 3 beaches across the st,parks, short walk to historic downtown!, vacation rental in Gloucester

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

Holiday Rental House
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 Gloucester
A beautiful place by the Sea. 45 min to Boston!, vacation rental in Gloucester
A beautiful place by the Sea. 45 min to Boston!, vacation rental in Gloucester

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Gloucester
Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Gloucester
Downtown Dahlias fully remodeled in the heart of Gloucester, vacation rental in Gloucester

Downtown Dahlias fully remodeled in the heart of Gloucester

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Vacation Rental House
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Newly Renovated!! Beautiful 3 bed home...steps from beach!, vacation rental in Gloucester
Newly Renovated!! Beautiful 3 bed home...steps from beach!, vacation rental in Gloucester
Newly Renovated!! Beautiful 3 bed home...steps from beach!, vacation rental in Gloucester

Newly Renovated!! Beautiful 3 bed home...steps from beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Gloucester
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Gloucester
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit, vacation rental in Gloucester

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

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Vacation Rental House
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Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA, vacation rental in Gloucester
Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA, vacation rental in Gloucester
Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA, vacation rental in Gloucester

Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC, vacation rental in Gloucester
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC, vacation rental in Gloucester
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC, vacation rental in Gloucester

WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access, vacation rental in Gloucester
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access, vacation rental in Gloucester
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access, vacation rental in Gloucester

Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Vacation Rental House
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Private Beach, Best Beach House in Gloucester!, vacation rental in Gloucester
Private Beach, Best Beach House in Gloucester!, vacation rental in Gloucester
Private Beach, Best Beach House in Gloucester!, vacation rental in Gloucester

Private Beach, Best Beach House in Gloucester!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Vacation Rental House
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Walk to Good Harbor and Long Beach -Vacation Home, vacation rental in Gloucester
Walk to Good Harbor and Long Beach -Vacation Home, vacation rental in Gloucester
Walk to Good Harbor and Long Beach -Vacation Home, vacation rental in Gloucester

Walk to Good Harbor and Long Beach -Vacation Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Brand New Carriage House in charming East Gloucester-Walk to beaches, vacation rental in Gloucester
Brand New Carriage House in charming East Gloucester-Walk to beaches, vacation rental in Gloucester
Brand New Carriage House in charming East Gloucester-Walk to beaches, vacation rental in Gloucester

Brand New Carriage House in charming East Gloucester-Walk to beaches

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Riverfront luxury in Gloucester., vacation rental in Gloucester
Riverfront luxury in Gloucester., vacation rental in Gloucester
Riverfront luxury in Gloucester., vacation rental in Gloucester

Riverfront luxury in Gloucester.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Cozy summer house near the beach, vacation rental in Gloucester
Cozy summer house near the beach, vacation rental in Gloucester
Cozy summer house near the beach, vacation rental in Gloucester

Cozy summer house near the beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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Airy, book-lined cottage on historic seaside estate with private beaches & more, vacation rental in Gloucester
Airy, book-lined cottage on historic seaside estate with private beaches & more, vacation rental in Gloucester
Airy, book-lined cottage on historic seaside estate with private beaches & more, vacation rental in Gloucester

Airy, book-lined cottage on historic seaside estate with private beaches & more

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Charming cottage on seaside estate offers gorgeous views, private beaches, vacation rental in Gloucester
Charming cottage on seaside estate offers gorgeous views, private beaches, vacation rental in Gloucester
Charming cottage on seaside estate offers gorgeous views, private beaches, vacation rental in Gloucester

Charming cottage on seaside estate offers gorgeous views, private beaches

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach., vacation rental in Gloucester
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach., vacation rental in Gloucester
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach., vacation rental in Gloucester

Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Lanesville Cove Retreat Home, vacation rental in Gloucester
Lanesville Cove Retreat Home, vacation rental in Gloucester
Lanesville Cove Retreat Home, vacation rental in Gloucester

Lanesville Cove Retreat Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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COME STAY AT THE MERMAID COTTAGE ON LANES COVE !, vacation rental in Gloucester
COME STAY AT THE MERMAID COTTAGE ON LANES COVE !, vacation rental in Gloucester
COME STAY AT THE MERMAID COTTAGE ON LANES COVE !, vacation rental in Gloucester

COME STAY AT THE MERMAID COTTAGE ON LANES COVE !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Charming cottage near the ocean w/beach access & near Gloucester!, vacation rental in Gloucester
Charming cottage near the ocean w/beach access & near Gloucester!, vacation rental in Gloucester
Charming cottage near the ocean w/beach access & near Gloucester!, vacation rental in Gloucester

Charming cottage near the ocean w/beach access & near Gloucester!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach., vacation rental in Gloucester
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach., vacation rental in Gloucester
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach., vacation rental in Gloucester

Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Jewel Box: A gem of a rental home close to Good Harbor Beach., vacation rental in Gloucester
Jewel Box: A gem of a rental home close to Good Harbor Beach., vacation rental in Gloucester
Jewel Box: A gem of a rental home close to Good Harbor Beach., vacation rental in Gloucester

Jewel Box: A gem of a rental home close to Good Harbor Beach.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Seaside Escape just steps to Good Harbor beach in Gloucester, vacation rental in Gloucester
Seaside Escape just steps to Good Harbor beach in Gloucester, vacation rental in Gloucester
Seaside Escape just steps to Good Harbor beach in Gloucester, vacation rental in Gloucester

Seaside Escape just steps to Good Harbor beach in Gloucester

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Vacation Rental House
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Charming Year Round Home, Plum Cove Cottage, Seaside community, vacation rental in Gloucester
Charming Year Round Home, Plum Cove Cottage, Seaside community, vacation rental in Gloucester
Charming Year Round Home, Plum Cove Cottage, Seaside community, vacation rental in Gloucester

Charming Year Round Home, Plum Cove Cottage, Seaside community

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Gloucester
Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Gloucester
Private, Light Filled & Convenient Wingaersheek Beach Home, vacation rental in Gloucester

Private, Light Filled & Convenient Wingaersheek Beach Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Turning Tide Cottage on the Rivier, vacation rental in Gloucester
Turning Tide Cottage on the Rivier, vacation rental in Gloucester
Turning Tide Cottage on the Rivier, vacation rental in Gloucester

Turning Tide Cottage on the Rivier

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Vacation Rental House
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Breeze of Gloucester, vacation rental in Gloucester
Breeze of Gloucester, vacation rental in Gloucester
Breeze of Gloucester, vacation rental in Gloucester

Breeze of Gloucester

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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A walk up to heaven!, vacation rental in Gloucester
A walk up to heaven!, vacation rental in Gloucester
A walk up to heaven!, vacation rental in Gloucester

A walk up to heaven!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Vacation Rental House
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