Search Gloucester pet friendly vacation rentals

Our top choices for a great stay

Cozy Beach cottage walkable to  Good Harbor and Long Beach

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)
Opens in a new windowCozy Beach cottage walkable to Good Harbor and Long Beach
Salt Island Views: 4-Season Beach House

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)
Opens in a new windowSalt Island Views: 4-Season Beach House
Beach Life Bliss - steps to the beach

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)
Opens in a new windowBeach Life Bliss - steps to the beach
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 Coffins Beach and Wingaersheek ...
9.6/10 Exceptional! (45 reviews)
Opens in a new windowSteps 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 Plum Cove Beach and Wingaersheek Beach are located ...
9.6/10 Exceptional! (47 reviews)
Opens in a new windowCape Ann, Annisquam panoramic ocean views from every room.
Annisquam Singing Pines: Riverfront Splendor

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)
Opens in a new windowAnnisquam Singing Pines: Riverfront Splendor
Changes in Latitude: Charming Niles Beach retreat next to Rocky Neck

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)
Opens in a new windowChanges in Latitude: Charming Niles Beach retreat next to Rocky Neck
WINTER rental: October -May, dates flexible: 2,900 month!

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 ...
Opens in a new windowWINTER rental: October -May, dates flexible: 2,900 month!
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 Plum Cove Beach and Wingaersheek Beach are located ...
Opens in a new windowAntique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Joseph's Way: Woodsy Beach Retreat by Good Harbor Beach

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 ...
Opens in a new windowJoseph's Way: Woodsy Beach Retreat by Good Harbor Beach
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.