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Gloucester Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
198 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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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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

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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A tranquil ocean retreat steps from the water's edge, vacation rental in Gloucester
A tranquil ocean retreat steps from the water's edge, vacation rental in Gloucester
A tranquil ocean retreat steps from the water's edge, vacation rental in Gloucester

A tranquil ocean retreat steps from the water's edge

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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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!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxury Accommodations in Quiet Seaside Village, vacation rental in Gloucester
Luxury Accommodations in Quiet Seaside Village, vacation rental in Gloucester
Luxury Accommodations in Quiet Seaside Village, vacation rental in Gloucester

Luxury Accommodations in Quiet Seaside Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak, vacation rental in Gloucester
BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak, vacation rental in Gloucester
BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak, vacation rental in Gloucester

BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE, vacation rental in Gloucester
Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE, vacation rental in Gloucester
Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE, vacation rental in Gloucester

Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Nature Lover's Paradise: cozy couples/families, near beaches, nature walks, vacation rental in Gloucester
Nature Lover's Paradise: cozy couples/families, near beaches, nature walks, vacation rental in Gloucester
Nature Lover's Paradise: cozy couples/families, near beaches, nature walks, vacation rental in Gloucester

Nature Lover's Paradise: cozy couples/families, near beaches, nature walks

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Prime Gloucester Property Overlooking Inner Harbor, vacation rental in Gloucester
Prime Gloucester Property Overlooking Inner Harbor, vacation rental in Gloucester
Prime Gloucester Property Overlooking Inner Harbor, vacation rental in Gloucester

Prime Gloucester Property Overlooking Inner Harbor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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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

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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25% DISCOUNT - Private 2-Acre Retreat - MODERN 4 Bedrooms- See Video Tour, vacation rental in Gloucester
25% DISCOUNT - Private 2-Acre Retreat - MODERN 4 Bedrooms- See Video Tour, vacation rental in Gloucester
25% DISCOUNT - Private 2-Acre Retreat - MODERN 4 Bedrooms- See Video Tour, vacation rental in Gloucester

25% DISCOUNT - Private 2-Acre Retreat - MODERN 4 Bedrooms- See Video Tour

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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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)

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Perfect Good Harbor Beach vacation home for large and/or extended family getaway, vacation rental in Gloucester
Perfect Good Harbor Beach vacation home for large and/or extended family getaway, vacation rental in Gloucester
Perfect Good Harbor Beach vacation home for large and/or extended family getaway, vacation rental in Gloucester

Perfect Good Harbor Beach vacation home for large and/or extended family getaway

Rental Home
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
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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

Rental Home
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
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Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6, vacation rental in Gloucester
Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6, vacation rental in Gloucester
Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6, vacation rental in Gloucester

Long Beach Gloucester 2 minute walk to Beach. Large PVT yard & gardens. Sleeps 6

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cape Ann, Annisquam panoramic ocean views from every room., vacation rental in Gloucester
Cape Ann, Annisquam panoramic ocean views from every room., vacation rental in Gloucester
Cape Ann, Annisquam panoramic ocean views from every room., vacation rental in Gloucester

Cape Ann, Annisquam panoramic ocean views from every room.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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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!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Gloucester
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Gloucester
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family, vacation rental in Gloucester

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

Rental Home
6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Romantic SUMMERWIND COTTAGE- Scenic Harbor View, vacation rental in Gloucester
Romantic SUMMERWIND COTTAGE- Scenic Harbor View, vacation rental in Gloucester
Romantic SUMMERWIND COTTAGE- Scenic Harbor View, vacation rental in Gloucester

Romantic SUMMERWIND COTTAGE- Scenic Harbor View

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Good Harbor Beachfront at the Footbridge, vacation rental in Gloucester
Good Harbor Beachfront at the Footbridge, vacation rental in Gloucester
Good Harbor Beachfront at the Footbridge, vacation rental in Gloucester

Good Harbor Beachfront at the Footbridge

Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Walk to Good Harbor Beach 6/10 mile., vacation rental in Gloucester
Walk to Good Harbor Beach 6/10 mile., vacation rental in Gloucester
Walk to Good Harbor Beach 6/10 mile., vacation rental in Gloucester

Walk to Good Harbor Beach 6/10 mile.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Ocean and Woods! Best of both seaside delights in Gloucester!, vacation rental in Gloucester
Ocean and Woods! Best of both seaside delights in Gloucester!, vacation rental in Gloucester
Ocean and Woods! Best of both seaside delights in Gloucester!, vacation rental in Gloucester

Ocean and Woods! Best of both seaside delights in Gloucester!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA., vacation rental in Gloucester
Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA., vacation rental in Gloucester
Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA., vacation rental in Gloucester

Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Long Beach House: Large, comfortable home just 285 ft from the white sands!, vacation rental in Gloucester
Long Beach House: Large, comfortable home just 285 ft from the white sands!, vacation rental in Gloucester
Long Beach House: Large, comfortable home just 285 ft from the white sands!, vacation rental in Gloucester

Long Beach House: Large, comfortable home just 285 ft from the white sands!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Golden Sands at Good Harbor: Just walk across the street to the beach., vacation rental in Gloucester
Golden Sands at Good Harbor: Just walk across the street to the beach., vacation rental in Gloucester
Golden Sands at Good Harbor: Just walk across the street to the beach., vacation rental in Gloucester

Golden Sands at Good Harbor: Just walk across the street to the beach.

Rental Home
7 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Hidden Gem - 3 Minute Walk to Beach, vacation rental in Gloucester
Hidden Gem - 3 Minute Walk to Beach, vacation rental in Gloucester
Hidden Gem - 3 Minute Walk to Beach, vacation rental in Gloucester

Hidden Gem - 3 Minute Walk to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Beautiful & Modern 4+ Bedroom Annisquam W/ Private Lighthouse Beach Access, vacation rental in Gloucester
Beautiful & Modern 4+ Bedroom Annisquam W/ Private Lighthouse Beach Access, vacation rental in Gloucester
Beautiful & Modern 4+ Bedroom Annisquam W/ Private Lighthouse Beach Access, vacation rental in Gloucester

Beautiful & Modern 4+ Bedroom Annisquam W/ Private Lighthouse Beach Access

Rental Home
4 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
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Spacious Beach House/  Steps to Long Beach and short walk to Good Harbor, vacation rental in Gloucester
Spacious Beach House/  Steps to Long Beach and short walk to Good Harbor, vacation rental in Gloucester
Spacious Beach House/  Steps to Long Beach and short walk to Good Harbor, vacation rental in Gloucester

Spacious Beach House/ Steps to Long Beach and short walk to Good Harbor

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Gloucester
Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Gloucester
Seaside Village of Lanesville - North Gloucester, MA, vacation rental in Gloucester

Seaside Village of Lanesville - North Gloucester, MA

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Evensong: Oceanview Retreat with Water Access, vacation rental in Gloucester
Evensong: Oceanview Retreat with Water Access, vacation rental in Gloucester
Evensong: Oceanview Retreat with Water Access, vacation rental in Gloucester

Evensong: Oceanview Retreat with Water Access

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Thurston Point: Waterfront rental with deepwater dock on Annisquam River!, vacation rental in Gloucester
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!, vacation rental in Gloucester
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!, vacation rental in Gloucester

Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil, vacation rental in Gloucester
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil, vacation rental in Gloucester
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil, vacation rental in Gloucester

Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil

Rental Home
6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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Grand Family Home Between Good Harbor and Long Beach, vacation rental in Gloucester
Grand Family Home Between Good Harbor and Long Beach, vacation rental in Gloucester
Grand Family Home Between Good Harbor and Long Beach, vacation rental in Gloucester

Grand Family Home Between Good Harbor and Long Beach

Rental Home
8 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
More info
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Clean Waterfront Classic Cottage with Private Beach, vacation rental in Gloucester
Clean Waterfront Classic Cottage with Private Beach, vacation rental in Gloucester
Clean Waterfront Classic Cottage with Private Beach, vacation rental in Gloucester

Clean Waterfront Classic Cottage with Private Beach

Rental Home
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI, vacation rental in Gloucester
Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI, vacation rental in Gloucester
Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI, vacation rental in Gloucester

Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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VIEWS! Annisquam Bridge House at Lobster Cove. JUNE SPECIAL RATES, vacation rental in Gloucester
VIEWS! Annisquam Bridge House at Lobster Cove. JUNE SPECIAL RATES, vacation rental in Gloucester
VIEWS! Annisquam Bridge House at Lobster Cove. JUNE SPECIAL RATES, vacation rental in Gloucester

VIEWS! Annisquam Bridge House at Lobster Cove. JUNE SPECIAL RATES

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beach Walk: Good Harbor Beach footbridge just steps away!, vacation rental in Gloucester
Beach Walk: Good Harbor Beach footbridge just steps away!, vacation rental in Gloucester
Beach Walk: Good Harbor Beach footbridge just steps away!, vacation rental in Gloucester

Beach Walk: Good Harbor Beach footbridge just steps away!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Two Beaches: Walk to Long Beach or Good Harbor!, vacation rental in Gloucester
Two Beaches: Walk to Long Beach or Good Harbor!, vacation rental in Gloucester
Two Beaches: Walk to Long Beach or Good Harbor!, vacation rental in Gloucester

Two Beaches: Walk to Long Beach or Good Harbor!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Dock!!  40'  Deepwater Dock in Gloucester Harbor on Rocky Neck-5 BDRM, vacation rental in Gloucester
Dock!!  40'  Deepwater Dock in Gloucester Harbor on Rocky Neck-5 BDRM, vacation rental in Gloucester
Dock!!  40'  Deepwater Dock in Gloucester Harbor on Rocky Neck-5 BDRM, vacation rental in Gloucester

Dock!! 40' Deepwater Dock in Gloucester Harbor on Rocky Neck-5 BDRM

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach, vacation rental in Gloucester
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach, vacation rental in Gloucester
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach, vacation rental in Gloucester

3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Magnolia  Ocean View Cottage, vacation rental in Gloucester
Magnolia  Ocean View Cottage, vacation rental in Gloucester
Magnolia  Ocean View Cottage, vacation rental in Gloucester

Magnolia Ocean View Cottage

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!, vacation rental in Gloucester
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!, vacation rental in Gloucester
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!, vacation rental in Gloucester

Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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La Bohème RETREAT - UNPLUG, UNWIND & UPLIFT your spirits!, vacation rental in Gloucester
La Bohème RETREAT - UNPLUG, UNWIND & UPLIFT your spirits!, vacation rental in Gloucester
La Bohème RETREAT - UNPLUG, UNWIND & UPLIFT your spirits!, vacation rental in Gloucester

La Bohème RETREAT - UNPLUG, UNWIND & UPLIFT your spirits!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Showing results 1-50 of 198
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