What are the top rated Pet Friendly Vacation 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 Pet Friendly Vacation Rentals in Gloucester: Historic Cottage on Ware River Estate "Bee Haven" Cottage Retreat Near Colonial Williamsburg Right on Main St! Shops, Arts, Dining and More! Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock Family-Friendly Main St Gloucester Apt w/Balcony! Radiant Gloucester House with Private Porch! Radiant Gloucester House w/Private Porch! Water front Oasis with pickle-ball court and hot tub Chesapeake Bay RV Resort Thousand Trails - Campground Perfect for long-term workers & short stays—comfort, style & convenience await!

How many pet-friendly vacation rentals are available in Gloucester on SunSkiResorts?

There are more than 14 pet-friendly rentals available on SunSkiResorts. Check prices and availability in Gloucester and last updated on October 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Gloucester?

There are many dog-friendly vacation homes available in Gloucester. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Gloucester: Historic Cottage on Ware River Estate Radiant Gloucester House with Private Porch! Chesapeake Bay RV Resort Thousand Trails - Campground "Bee Haven" Cottage Retreat Near Colonial Williamsburg

Do you have any luxury vacation homes that allow pets in or near Gloucester?

Most definitely! There are many luxury places to stay in Gloucester. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Gloucester. Though note, more expensive is not always better.

What is the price of a pet-friendly rental in Gloucester, Virginia?

The average price of a pet-friendly vacation home is $295 . Find our pet-friendly accommodation near Gloucester.

What are the most family-friendly holiday rentals near Gloucester?

At SunSkiResorts, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Gloucester to find what works for you.