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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 Monday (S$ 414). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 1,292.

How far ahead should you book a vacation rental in Gloucester?

Save money by booking a vacation rental at least 13 days before your trip to Gloucester. The lowest price found when booking 13 days ahead was S$ 181 per night.
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Other accommodations in Gloucester, MA

Find the perfect holiday rental for your stay in Gloucester, MA. There are 269 hotels in Gloucester, MA and price data was last updated on 30 July 2025. 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
Parking
S$ 204
Avg. per night
View Deal
The Vista
The Vista

The Vista

22 Thatcher Road, Gloucester, MA, United States
2.0 km from city centre
Free Wi-Fi
Parking
S$ 280
Avg. per night
View Deal
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
S$ 249
Avg. per night
View Deal
Harborview Inn
Harborview Inn

Harborview Inn

71 Western Avenue, Gloucester, MA, United States
1.0 km from city centre
Free Wi-Fi
Air conditioning
S$ 359
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
S$ 303
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 30 July 2025.
Whether you're visiting Gloucester for leisure or business, utilize the map to find vacation rentals close to your ideal location. More information on a given vacation rental can be accessed by clicking the vacation 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 30 July 2025.

  • How much does a holiday rental in Gloucester cost?

    On average, it costs S$ 530 per night for a Gloucester holiday rental, but S$ 439 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Gloucester was for S$ 192 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking January (the cheapest month) may end up saving you money.

  • Are there any Motel holiday rentals in Gloucester?

    There are 6 holiday rentals in Gloucester that fall under the Motel category, the most popular is The Vista.

Find better results for your stay in Gloucester, MA

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