Gloucester houses
We found 522 houses — enter your dates for availability
Explore Gloucester house rentals

Luxury 1900's romantic retreat steps from the beach - King Suite!
Sleeps 4 · 1 bedroom · 1 bathroom

Waterfront Home with Spectacular Viewsof the Annisquam River
Sleeps 10 · 6 bedrooms · 2+ bathrooms

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Sleeps 4 · 1 bedroom · 1 bathroom

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Sleeps 8 · 4 bedrooms · 2 bathrooms

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Sleeps 15 · 6 bedrooms · 3 bathrooms

Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Sleeps 8 · 4 bedrooms · 2 bathrooms
Find spaces that suit your style
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- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday home rentals in Gloucester?
Book one of our 522 holiday home rentals in Gloucester and you'll have the perfect base for your next big adventure. Annisquam, Great Neck and Plum Island are some of the city's most sought-after neighbourhoods.
How much does it cost to stay in a holiday rental house in Gloucester?
Prices vary according to season, length of stay and exact location, so enter your trip details to see what's available. Whatever your budget or style, Bookabach has holiday home rentals in Gloucester for all types of guests.
When is the best time to rent a holiday house in Gloucester?
It depends on the type of weather you enjoy, among other factors. Many people visiting North Shore stay in a Gloucester holiday home rental in June, when temperatures range from 14ºC to 19ºC.
Where can I rent a Gloucester holiday house with great views?
Houses with views of historic areas are just one of the types of holiday home rentals available in Gloucester. If you're searching for properties that come with vistas worth writing home about, Bookabach will help you find them.
Does Gloucester have any weekend house rentals?
Some of Bookabach's holiday houses can be rented just for the weekend, making them ideal for spur-of-the-moment getaways. Key in your desired travel dates to check out the availability. You may need to adjust the dates and have a little flexibility in your plans to find the best holiday home rental in Gloucester.
Are there any pet-friendly house rentals in Gloucester?
With 10 pet-friendly holiday home rentals in Gloucester, you can spend your next big trip with your furry friend by your side. Along with comfy beds for everyone, many houses also include features like fenced-in yards and free dog treats. Find out what's available by clicking on the "Pets allowed" filter.
What are the top things to do in Gloucester?
Cape Ann, Wingaersheek Beach and Good Harbour Beach are terrific attractions that'll keep the whole family busy in Gloucester. There's nothing like travel to get everyone together, so browse our holiday home rentals in this lively destination.
Why should I book my holiday rental house with Bookabach?
We take the hassle out of finding an awesome holiday home rental. Use our filters to fine-tune your search by budget, property type, amenities and more. Whatever your preference, you'll always get the whole property for you and whoever you're getting away with. Plus, our cancellation policies offer peace of mind should your plans change. You'll get a complete refund if you cancel your booking within the timeframe specified by the property's cancellation policy.
