Holiday Rentals nearby Wingaersheek Beach
Gloucester, Massachusetts 01930
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5 km
192 rentals in Gloucester.
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Holiday Rental House
5.5 kilometres from Wingaersheek Beach
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4 Bedroom LUX House/with Pool Next Door
Holiday Rental House
4.3 kilometres from Wingaersheek Beach
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Single Level Home - Steps to Downtown Gloucester & A/C throughout
Holiday Rental House
4.8 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
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"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Holiday Rental House
6.0 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
Holiday Rental House
5.8 kilometres from Wingaersheek Beach
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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The Duval House
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NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
Holiday Rental House
5.3 kilometres from Wingaersheek Beach
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam
Holiday Rental House
0.5 kilometres from Wingaersheek Beach
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Wonderful home sitting right between two terrific beaches!
Holiday Rental House
6.0 kilometres from Wingaersheek Beach
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Walk to Good Harbor Beach, pet friendly, family beach home
Holiday Rental House
5.3 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Views, Waterfront Property, Dock - Sleeps 12
Holiday Rental House
1.3 kilometres from Wingaersheek Beach
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Luxury 1900's romantic retreat steps from the beach - King Suite!
Holiday Rental House
2.9 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A tranquil ocean retreat steps from the water's edge
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Holiday Rental House
1.1 kilometres from Wingaersheek Beach
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
Holiday Rental House
5.6 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
Holiday Rental House
5.5 kilometres from Wingaersheek Beach
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
Holiday Rental House
5.8 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
Holiday Rental House
5.6 kilometres from Wingaersheek Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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First Period Colonial Lodging in Gloucester MA
Holiday Rental House
5.0 kilometres from Wingaersheek Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
Holiday Rental House
6.0 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
Holiday Rental House
6.0 kilometres from Wingaersheek Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!
Holiday Rental House
3.5 kilometres from Wingaersheek Beach
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Long Beach Suites: Ocean Views, Book 2024 Already!
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Beach Life Bliss - steps to the beach
Holiday Rental House
2.7 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Holiday Rental House
4.3 kilometres from Wingaersheek Beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
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Waterfront Home with Spectacular Viewsof the Annisquam River
Holiday Rental House
2.3 kilometres from Wingaersheek Beach
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
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Romantic Summerwind Cottage, Scenic Harbor View w/Deck!
Holiday Rental House
5.5 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean front and 3 beaches across,parks, short walk to historic downtown!
Holiday Rental House
4.8 kilometres from Wingaersheek Beach
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Coastal Oasis with Unobstructed, Direct Ocean Views!
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Downtown Dahlias fully remodeled in the heart of Gloucester
Holiday Rental House
4.2 kilometres from Wingaersheek Beach
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury Accommodations in Quiet Seaside Village
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Cozy, Waterview Old Quarryman boarding house
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Long Beach Suites: 3 Mins Toes To Sand!
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Beautiful 3 bed home...steps from Good Harbor and Long Beach!
Holiday Rental House
6.0 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk to the ocean, very private. Secluded, woodsy location.
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Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
Holiday Rental House
5.8 kilometres from Wingaersheek Beach
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Apartment in historic home across from Cripple Cove Harbour, Gloucester, MA
Holiday Rental House
5.3 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Long Beach Suites: Book 2024 Summer Trip Today!
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to
Holiday Rental House
4.8 kilometres from Wingaersheek Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
Holiday Rental House
2.3 kilometres from Wingaersheek Beach
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Beachfront retreat at your private beach Gloucester
Holiday Rental House
2.4 kilometres from Wingaersheek Beach
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Walk to Good Harbor and Long Beach -Vacation Home
Holiday Rental House
6.3 kilometres from Wingaersheek Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Open concept, 2-level apartment with scenic view
Condo/Apartment
3.9 kilometres from Wingaersheek Beach
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gloucester Studio - Om Suite Om~ near Good Harbor Beach
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Mill Pond Cottage: Historic Gloucester charm with modern comforts.
Holiday Rental House
2.4 kilometres from Wingaersheek Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Good Harbor Beach Apt.- 6/10 mile
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