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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 ($368). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $1,088.

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Other accommodations in Gloucester, MA

Find the perfect holiday rental for your stay in Gloucester, MA. There are 189 hotels in Gloucester, MA and price data was last updated on 24 January 2026. The average price for a hotel in Gloucester, MA is .
Captain's Lodge Motel
Captain's Lodge Motel

Captain's Lodge Motel

237 Eastern Avenue, Gloucester, MA, United States
2.5 km from city centre
Free Wi-Fi
Air conditioning
$182
Avg. per night
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The Vista
The Vista

The Vista

22 Thatcher Road, Gloucester, MA, United States
1.9 km from city centre
Free Wi-Fi
Parking
$347
Avg. per night
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Sea Lion Motel
Sea Lion Motel

Sea Lion Motel

138 Eastern Avenue, Gloucester, MA, United States
2.1 km from city centre
Free Wi-Fi
Parking
$245
Avg. per night
View Deal
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
$348
Avg. per night
View Deal

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 24 January 2026.
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 24 January 2026.

  • How much does a holiday rental in Gloucester cost?

    $645 per night is how much a holiday rental in Gloucester costs, on average. $149 per night was the cheapest price recently found by our users, though anything for $586 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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