Search Gloucester pet friendly vacation rentals
Our top choices for a great stay
Walk to private beach, bay & village. Bedrooms AC & DOG friendly!
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gray Beach and Black Beach are located ...
10/10 Exceptional! (14 reviews)
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 Wingaersheek Beach and Long Beach are located ...
10/10 Exceptional! (10 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 Coffins ...
9.8/10 Exceptional! (39 reviews)
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
$336 nightly
The price is $376 total per night from May 4 to May 5
$376 total
May 4 - May 5
Total with taxes and fees
Stay at this vacation home in Gloucester. Enjoy free WiFi, a sauna, and a garden. Popular attractions Plum Cove Beach and Wingaersheek Beach are located ...
9.8/10 Exceptional! (12 reviews)
Beach Life Bliss - steps to the beach
$428 nightly
The price is $478 total per night from May 22 to May 23
$478 total
May 22 - May 23
Total with taxes and fees
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wingaersheek Beach and Plum Cove Beach are located ...
9.8/10 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 Plum Cove Beach are located ...
9.6/10 Exceptional! (43 reviews)
Peaceful centrally located home: w/ yard & walking distance to town
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Wingaersheek Beach and Stage Fort Park are located ...
8.6/10 Excellent! (11 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 Dogtown ...
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 Coffins Beach are located ...
Joseph's Way: Quiet Beach Retreat
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Good Harbor Beach and Long ...
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.
