Search Gloucester pet friendly vacation rentals
Our top choices for a great stay
Cozy 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 Wingaersheek Beach are ...
10/10 Exceptional! (10 reviews)
Salt Island Views: 4-Season Beach House
Stay at this vacation home in Gloucester. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Good Harbor Beach and Cape Ann are located ...
10/10 Exceptional! (5 reviews)
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! (41 reviews)
Beach Life Bliss - steps to the beach
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wingaersheek Beach and Good Harbor Beach are ...
9.8/10 Exceptional! (49 reviews)
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! (43 reviews)
A quintessential New England summer beach house and surroundings…DOG FRIENDLY!
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Good Harbor Beach and Wingaersheek Beach are ...
9.4/10 Exceptional! (16 reviews)
Wingaerchic: Woodsy retreat right by the beach
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Wingaersheek Beach and Good Harbor Beach ...
8/10 Very good! (5 reviews)
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 ...
Annisquam Singing Pines: Riverfront Splendor
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Wingaersheek Beach and Good ...
Joseph's Way: Woodsy Beach Retreat by Good Harbor Beach
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Good Harbor Beach and Cape ...
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.
