Search Gloucester pet friendly vacation rentals

Our top choices for a great stay

DOG friendly in Manchester-by-Sea: Walk to beach, shops and restaurants

DOG friendly in Manchester-by-Sea: Walk to beach, shops and restaurants

Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Good Harbor Beach and Wingaersheek Beach are ...
10/10 Exceptional! (10 reviews)
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DOG friendly in Manchester-by-Sea: Walk to beach, shops and restaurants
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Stay at this vacation home in Gloucester. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Wingaersheek Beach and Good ...
9.8/10 Exceptional! (35 reviews)
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Cape Ann, Annisquam panoramic ocean views from every room.

Cape Ann, Annisquam panoramic ocean views from every room.

Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Wingaersheek Beach and Good Harbor Beach are located ...
9.6/10 Exceptional! (31 reviews)
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Cape Ann, Annisquam panoramic ocean views from every room.
Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach

$571 nightly
The price is $638 total per night from Aug 28 to Aug 29
$638 total
Aug 28 - Aug 29
Total includes taxes and fees
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wingaersheek Beach and Cape Ann are located ...
9.6/10 Exceptional! (35 reviews)
Beach Life Bliss - steps to the beach
Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town

2 out of 5
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Wingaersheek Beach and Good Harbor Beach are located ...
9/10 Wonderful! (2 reviews)
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Peaceful centrally located home: w/ yard & walking distance to town
Wingaerchic: Woodsy retreat in West Gloucester

Wingaerchic: Woodsy retreat in West Gloucester

Stay at this vacation home in Gloucester. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Wingaersheek Beach and Good Harbor Beach are ...
7.6/10 Good! (4 reviews)
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Wingaerchic: Woodsy retreat in West Gloucester
Beach cottage walkable to Good Harbor and Long Beach

Beach cottage walkable to Good Harbor and Long Beach

Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Good Harbor Beach and Cape Ann are located ...
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Beach cottage walkable to Good Harbor and Long Beach
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Good Harbor Beach and Wingaersheek Beach are located ...
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Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Stay at this vacation home in Gloucester. Enjoy free WiFi, a sauna, and a garden. Popular attractions Wingaersheek Beach and Good Harbor Beach are located ...
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Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Private riverfront home with tidal dock, Annisquam Singing Pines

Private riverfront home with tidal dock, Annisquam Singing Pines

Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Wingaersheek Beach and Good ...
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Private riverfront home with tidal dock, Annisquam Singing Pines
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.