348+ Rental Villas and Private Getaways in Gloucester |
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Gloucester Vacation Rentals & One Degree Stays Homes

About Gloucester Vacation Rentals

There are more than 348 vacation rentals that are available in Gloucester. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Gloucester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Gloucester, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Gloucester. Places to stay near Gloucester are 970.77 ft² on average, with prices averaging US $534 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Gloucester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Gloucester

Type Count
Vacation Homes 230
Holiday Apartments 67
Cottages 22
Villas 3

Use these Quick Filters to Find a Vacation Rental in Gloucester

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Gloucester.

Weather in Gloucester, MA

View the weather forecast for Gloucester before booking your Gloucester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Gloucester, MA

OneDegreeStays offers a large selection of top attractions around Gloucester. Research things to do on your vacation before you visit Gloucester.


Good Harbor Beach
Wingaersheek Beach
Hammond Castle
Maritime Gloucester
Stage Fort Park
Lucky 7 Arcade
Eastern Point Lighthouse
Niles Beach
The Gorton Theatre
Half Moon Beach
Mount Ann Park
Dogtown
Cape Ann Museum
Plum Cove Beach
Ravenswood Park
Sargent House Museum
Capt Bill & Sons Whale Watch
Fishermen's Memorial Monument
Cape Ann Historical Museum
Gloucester Unitarian Universalist Church

Other Places to Stay in Gloucester, MA


Dogtown 473 Properties
Good Harbor Beach 406 Properties
Plum Cove Beach 294 Properties
Annisquam 270 Properties
Northeast Hospital Corporation - Addison Gilbert Campus 262 Properties
Sargent House Museum 244 Properties
Cape Ann Historical Museum 244 Properties
Cape Ann Museum 244 Properties
Gloucester Unitarian Universalist Church 243 Properties
Lucky 7 Arcade 239 Properties
Schooner Adventure 237 Properties
Magnolia 74 Properties

Frequently Asked Questions About Gloucester?

What are the top 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 Vacation Rentals in Gloucester:

How many vacation rentals have private pools in Gloucester?

There are 2 vacation rentals with private pools near Gloucester. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Gloucester are best for families?

If you are looking for a family-friendly vacation home in Gloucester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gloucester:

How many onedegreestays vacation rentals are available in Gloucester?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 348 in the Gloucester area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Gloucester. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Annisquam Vacation Rentals in Gloucester, Massachusetts 270

People Also Ask

There are 348 Gloucester, MA Vacation Rentals

Recently Booked Vacation Rentals in Gloucester