Insights
Where to stay

Holiday rentals in Gloucester, Massachusetts

Search and compare Gloucester, Massachusetts holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 ($388). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $1,147.
Find deals

Other accommodations in Gloucester, MA

Find the perfect holiday rental for your stay in Gloucester, MA. There are 194 hotels in Gloucester, MA and price data was last updated on 24 October 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
$1,949
Avg. per night
View Deal
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
$189
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
$347
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
$255
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 October 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 24 October 2025.

  • How much does a holiday rental in Gloucester cost?

    $589 per night is how much a holiday rental in Gloucester costs, on average. $157 per night was the cheapest price recently found by our users, though anything for $554 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.

Find better results for your stay in Gloucester, MA

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $77 and Hotels Under $154. Discover hotel discounts now and make your hotel reservation today.