Search Gloucester pet friendly vacation rentals

Our top choices for a great stay

A quintessential New England summer beach house and surroundings…DOG FRIENDLY!

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 ...
10/10 Exceptional! (14 reviews)
Opens in a new windowA quintessential New England summer beach house and surroundings…DOG FRIENDLY!
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 Good Harbor Beach and Wingaersheek Beach are ...
10/10 Exceptional! (10 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 Wingaersheek Beach ...
10/10 Exceptional! (4 reviews)
Opens in a new windowSalt Island Views: 4-Season Beach House
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 Wingaersheek Beach and Good ...
9.8/10 Exceptional! (39 reviews)
Opens in a new windowSteps to Wingaersheek's Private 1.5 Mile White Dune Beach
Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach

$533 nightly
The price is $595 total per night from Jun 25 to Jun 26
$595 total
Jun 25 - Jun 26
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 Good Harbor Beach are ...
9.8/10 Exceptional! (47 reviews)
Opens in a new windowBeach Life Bliss - steps to the beach
Changes in Latitude: Niles Beach and Rocky Neck

Changes in Latitude: Niles Beach and Rocky Neck

Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Good Harbor Beach and Wingaersheek Beach are located ...
8.6/10 Excellent! (8 reviews)
Opens in a new windowChanges in Latitude: Niles Beach and Rocky Neck
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 Wingaersheek Beach and Good Harbor Beach are located ...
Opens in a new windowAntique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
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 Good ...
Opens in a new windowAnnisquam Singing Pines: Riverfront Splendor
Wingaerchic: Woodsy retreat in West Gloucester

Wingaerchic: Woodsy retreat in West Gloucester

Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Wingaersheek Beach and Good Harbor Beach ...
Opens in a new windowWingaerchic: Woodsy retreat in West Gloucester
Joseph's Way: Quiet Beach Retreat

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 Wingaersheek ...
Opens in a new windowJoseph's Way: Quiet Beach Retreat
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.