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Holiday rentals in Gloucester, Massachusetts

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Travel insights for holiday rentals in Gloucester

Use these up-to-date, data-driven insights about booking a holiday rental in Gloucester including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Gloucester?

The cheapest day to stay in Gloucester is Sunday ($380). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $1,125.
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Other accommodations in Gloucester, MA

Find the perfect holiday rental for your stay in Gloucester, MA. There are 198 hotels in Gloucester, MA and price data was last updated on 9 December 2025. The average price for a hotel in Gloucester, MA is .
Elegant Gloucester Beach Getaway with Ocean Views!
Elegant Gloucester Beach Getaway with Ocean Views!

Elegant Gloucester Beach Getaway with Ocean Views!

Gloucester, MA, United States
4.8 km from city centre
Air conditioning
$1,706
Avg. per night
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Harborview Inn
Harborview Inn

Harborview Inn

71 Western Avenue, Gloucester, MA, United States
1.0 km from city centre
Free Wi-Fi
Air conditioning
$317
Avg. per night
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The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina

75 Essex Avenue, Gloucester, MA, United States
1.6 km from city centre
Pool
Free Wi-Fi
Parking
$360
Avg. per night
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Where to stay in Gloucester

Explore different neighbourhoods and areas within Gloucester, MA to find the perfect location for your stay. Map data was last updated on 9 December 2025.
Whether you're visiting Gloucester for leisure or business, utilise the map to find holiday rentals close to your ideal location. More information on a given vacation rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Gloucester, MA

Find useful tips and insights about staying in Gloucester to help you make the most of your experience. FAQs were last updated on 9 December 2025.

  • How much does a holiday rental in Gloucester cost?

    $653 per night is how much a holiday rental in Gloucester costs, on average. $154 per night was the cheapest price recently found by our users, though anything for $582 per night or less is a good deal. Keep in mind that Gloucester holiday rental prices fluctuate throughout the year: the most expensive month to book is September, and the cheapest time to book is August.

  • Are there any Motel holiday rentals in Gloucester?

    If you’re looking to book a Motel holiday rental in Gloucester, then you have 6 to choose from. We recommend looking at Captain's Lodge Motel as it’s currently the most popular Motel rental among our users.

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