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 Long Beach and Good Harbor Beach are located ...
10/10 Exceptional! (11 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 Long Beach are located ...
10/10 Exceptional! (5 reviews)

Beach Life Bliss - steps to the beach
$326 nightly
The price is $364 total per night from Oct 20 to Oct 21
$364 total
Oct 20 - Oct 21
Total with taxes and fees
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Plum Cove Beach and Halibut Point Reservation ...
9.8/10 Exceptional! (57 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 Coffins Beach and Wingaersheek ...
9.6/10 Exceptional! (45 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 Plum Cove Beach and Wingaersheek Beach are located ...
9.6/10 Exceptional! (47 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 ...
9/10 Wonderful! (14 reviews)

Changes in Latitude: Charming Niles Beach retreat next to Rocky Neck
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Niles Beach and Rocky Neck Art Colony are located ...
9/10 Wonderful! (11 reviews)

WINTER rental: October -May, dates flexible: 2,900 month!
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gray Beach and Coolidge Reservation are located ...

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 Plum Cove Beach and Wingaersheek 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 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.

