1. USA
  2. Massachusetts
  3. Gloucester
  4. Cottage Rentals

Gloucester Cottage Rentals & Holiday Homes

Find the best cottages in Gloucester - We found 27 exact matches

About Gloucester Cottage Rentals on Outdoor Places

Searching for cottages to rent near Gloucester? Outdoor Places features more than 27 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Gloucester have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Outdoor Places’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Gloucester.

Are you planning to travel to the lakeside, beach, or mountain area? Outdoor Places’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Outdoor Places boasts of 27 holiday cottages and places to stay in Gloucester. The site provides unique Airbnb, VRBO, Outdoor Places-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.

Frequently Asked Questions About Gloucester Cottage Rentals

How much does it cost to rent a cottage in Gloucester?

The average cost for a cottage rental in Gloucester is $497 per night. Outdoorplaces has a wide list of great cottages near Gloucester that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Gloucester that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Gloucester to find one that works for you.

Are there quality cottages in Gloucester that have indoor swimming pools?

As of 2026, the data from Outdoorplaces shows that there are Over 27 private swimming pools or cottages with indoor pools in the Gloucester area along with other great amenities.