What are the top rated Summer Rentals in Gloucester?

There are a lot of options in Gloucester. If you plan on staying in the Gloucester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Gloucester: Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok! First Period Colonial Lodging in Gloucester MA Walk to private beach, bay & village. Bedrooms AC & DOG friendly! Victorian home, family and pet friendly close to beaches, harbor, restaurants Cozy Beach cottage walkable to Good Harbor and Long Beach Salt Island Views: 4-Season Beach House All-Season Beach Haven - walk to two beaches! ~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun Steps to Wingaersheek's Private 1.5 Mile White Dune Beach Clean Waterfront Classic Cottage with Private Beach

How many summer rentals are available around Gloucester, MA?

In 2026, PetFriendly offers 363 summer rentals in or around Gloucester. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Gloucester?

The average price per night for a summer rental in Gloucester is $601 . Check the full list of summer accommodations in Gloucester.

How many summer rentals are available to book in Gloucester?

There are 363 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PetFriendly.

Do any summer rentals in Gloucester have a private pool?

Yes, here are some popular summer holiday rentals in Gloucester that have a private or indoor pool: Main Unit of Two family home/pet friendly Airstream & Ocean View: Unique Gloucester Getaway Harborview Inn Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach. Check all holiday rentals with a pool in Gloucester on PetFriendly.

Can I rent pet-friendly summer rentals in Gloucester?

Yes, We have 363 summer rental homes in Gloucester and types of place to stay in Gloucester include: Vacation Homes: 363 available for rent Villas: 363 Rentals available for rent Holiday Apartments: 363 Rentals available for rent Hotels with Suites: 363 Rentals available for book

Do you have a luxury summer rental with a pool in Gloucester?

Yes, of course! There are many luxury summer rental properties in Gloucester. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Gloucester.