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 Cape Ann are located ...
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)

Beach Life Bliss - steps to the beach
The price is CA $454 per night from Sep 9 to Sep 10
CA $454
CA $840 total
Sep 9 - Sep 10
includes taxes & 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 ...
9.8/10 Exceptional! (54 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 ...
9.6/10 Exceptional! (44 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! (47 reviews)

SAVE 10%…Last minute special for this sunny beach weekend of July 24-26!
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Good Harbor Beach and Wingaersheek Beach are ...
9.6/10 Exceptional! (19 reviews)

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 ...
9/10 Wonderful! (14 reviews)

Wingaerchic: Woodsy retreat right by the beach
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Wingaersheek Beach and Good Harbor Beach are located ...
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 ...

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.

