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Holiday rentals in Gloucester, Massachusetts

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Travel insights for holiday rentals in Gloucester

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Gloucester.

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

The cheapest day to stay in Gloucester is Sunday ($281). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $849.

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Other accommodations in Gloucester, MA

Find the perfect holiday rental for your stay in Gloucester, MA. There are 226 hotels in Gloucester, MA and price data was last updated on 27 July 2026. 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
$1,260
Avg. per night
View Deal
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

107 Atlantic Road, Gloucester, MA, United States
2.5 km from city centre
Free Wi-Fi
Parking
$242
Avg. per night
View Deal
Beauport Hotel Gloucester
Beauport Hotel Gloucester

Beauport Hotel Gloucester

55 Commercial Street, Gloucester, MA, United States
0.7 km from city centre
Free Wi-Fi
$325
Avg. per night
View Deal
The Vista
The Vista

The Vista

22 Thatcher Road, Gloucester, MA, United States
1.9 km from city centre
Free Wi-Fi
Parking
$251
Avg. per night
View Deal
Sea Lion Motel
Sea Lion Motel

Sea Lion Motel

138 Eastern Avenue, Gloucester, MA, United States
2.0 km from city centre
Free Wi-Fi
Parking
$193
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 27 July 2026.
Scroll through the map to find vacation rentals close to the Gloucester neighborhood(s) you plan on visiting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 27 July 2026.

  • How much does a holiday rental in Gloucester cost?

    The average cost for a holiday rental in Gloucester is $355/night. A good holiday rental deal in Gloucester would be for $316/night or less. The cheapest rental deal found recently by our users was $154/night. If you’re flexible with your travel dates, then try to avoid booking July, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Gloucester.

  • Are there any Motel holiday rentals in Gloucester?

    Yes, there are 6 Motel holiday rentals in Gloucester. According to our data, Captain's Lodge Motel is currently the most popular Motel rental in the city.

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