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Where to stay in Gloucester

Vacation rentals in Gloucester

There are 611 vacation rentals near Gloucester for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Gloucester vacation, you can find 10% rentals under $99/night. Or if you are willing to splurge on a luxury vacation in Gloucester, there are 61 between $494 and $2,385/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 42 there are short term home and apartment rentals in Gloucester to fit your Massachusetts vacation needs. The most popular types of short-term rental homes in Gloucester are houses, apartments and private rooms. Gloucester has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Gloucester vacation homes for your trip.

Where is Gloucester

Gloucester, MA is a city packed with a history dating back 400 years. Visitors can explore lighthouses, museums and the beaches. If you're planning a vacation to Gloucester, read through these suggestions for a fun-filled trip.

Quick Guide to Gloucester

This waterfront city's history goes back to 1683 when it was first settled making it the oldest seaport in the U.S. The history provides lots of sightseeing opportunities for history buffs. The beaches allow beachcombers to enjoy the water.
  • Gloucester Lighthouses: Gloucester has several lighthouses scattered in the area. Check out Eastern Point Lighthouse, Annisquam Harbor Light Station and Thatcher Island Twin Lights.
  • Beach Activities: There are several beaches for beach lovers to spend some time. Fish for cod, take a whale watching excursion, go snorkeling or paddle boarding.
  • Culture: Experience Gloucester's art culture at Rocky Neck, North America's oldest working art colony. The downtown features several outdoor historical statues that include Joan of Arc, a Fisherman's Memorial and a World War II statue.

Home-types in Gloucester

Gloucester has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Gloucester:
- Oceanfront611 vacation rentals
- Beach611 vacation rentals
- House260 vacation rentals
- Condo94 vacation rentals
- Apartment94 vacation rentals
- Private Room37 vacation rentals
- Villa13 vacation rentals
- Hotel13 vacation rentals
- Bed & Breakfast12 vacation rentals

Points of interests in Gloucester

Gloucester has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Gloucester:
- Gloucester Point Beach Park: 9 vacation rentals
- Tyndall's Point Park: 9 vacation rentals
- Woodville Park Storage Bldg: 9 vacation rentals
- Abingdon Park: 9 vacation rentals
- Beaverdam Park: 9 vacation rentals