Gloucester, MA, US holiday accommodation: holiday houses & more

Discover a selection of 487 holiday home rentals in Gloucester, MA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including outdoor grill/BBQ and pool. Prices start at AU$ 159 per night, and holiday houses and flats & apartments are popular options for a stay in Gloucester. Either way, you'll find holiday accommodation for everyone's needs.

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Find the best place to stay — Gloucester

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Stayed Aug 2022

A beautiful home and an amazing host!

We have been spending over 30 years taking our vacation on Cape Ann. We have stayed in various inns and private homes. This is by far the nicest place to date. Kathy’s home is the most beautiful and she is a wonderful host and a very kind and accommo...

Stayed July 2022

Exquisite - Wow what a view!!!

What a wonderful view from the deck. When not exploring the area, we spent a lot of time watching the river, nature, and boats as well as dining outdoors. The apartment was equally as nice as the outdoor area. It was super clean, comfortable and prov...

Stayed July 2022

Ideal home, ideal location

The house is exactly as described, so clean, bright and comfortable, and stocked with everything we might need. Laura was very helpful and responded to questions quickly. The setting is peaceful and feels very private. Truly a short walk to the beach...

Stayed July 2022

Family Vacation with the Kids

The property was just as pictured on the website...very clean and nicely stocked with extra amenities. The property owner (Christine) always responded very quickly to any questions I had regarding the property. We all loved the property and the loc...

Stayed July 2022

Wonderful Family Vacation House

This house is a great place to spend time with family near the beach. The house is even great on a rainy day. You can curl up with a good book on one of the window seats, play video games using the t.v. in the family room or play board games at the b...

Stayed July 2022

Great location and cute, spacious unit

Perfect central location if you want to adventure up to Maine or go south of Boston. Good sized ground floor level unit. 2 separate bedrooms on each end of the house. Fit our family of 4 just fine (we didn't make our kids share a bed, we just stuck o...

Stayed July 2022

Best place to be!

We were lucky to rent The Loft during the heat wave in Boston. It was the best place ever - access to the Harbor for gorgeous sunsets, sitting on the back deck for a breezy meals, walking to the quarry for cool swims and easy access to the good Harbo...

Stayed July 2022

Definitely recommend !

Absolutely perfect all around. Alicia and Lealand were the most amazing hosts. The place was perfect and in a great location. They even provided food and snacks that ended up lasting us our entire stay. The freshwater cove located behind the house wa...

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How many holiday accommodation are available around Gloucester?

Our 2022 accommodation listings offer a large selection of 487 holiday rentals around Gloucester. From 357 holiday houses to 119 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Gloucester is on Stayz.

What are the most popular points of interest and landmarks to stay near when travelling to Gloucester?

Stayz offers a large selection of holiday homes near great places in Gloucester. From Stayz travellers, the most popular points of interest to stay near are:

Gloucester Unitarian Universalist Church: 520 holiday rentals
Lucky 7 Arcade: 519 holiday rentals
Gloucester Station: 520 holiday rentals
Bryan Gallery: 514 holiday rentals
Ravenswood Park: 543 holiday rentals

But there are many other points of interest around Gloucester listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Gloucester?

Yes, of course. Stayz offers 357 Houses in Gloucester. Our other popular types of Gloucester holiday rentals include:

Condos/Apartments: 119 holiday houses
Cottages: 59 holiday houses
Cabins: 59 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool in Gloucester?

Yes, you can select your preferred holiday accommodation with pool among our 9 holiday homes with pool available in Gloucester. Please use our search bar to access the selection of holiday rentals available.