Gloucester houses
We found 500 houses — enter your dates for availability
Explore Gloucester house rentals
Beach Life Bliss - steps to the beach
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Luxury 1900's romantic retreat steps from the beach - King Suite!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
197 reviews(197 reviews)
Walk to Good Harbor Beach, pet friendly, family beach home
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Sleeps 15 · 6 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Edgemoor Estate 13 Beds 6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
Sleeps 26 · 11 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
Top rated house rentals - Gloucester
Downtown Dahlias
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Great place very close to Good Harbor
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Fantastic
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Lovely Central Gloucester fully equipped home.
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Wonderful Place to Stay
1010 out of 10
Exceptionalexceptional
188 reviews(188 reviews)
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Frequently asked questions
Are there any vacation home rentals in Gloucester?
Book one of our 500 vacation 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 neighborhoods.
How much does it cost to stay in a vacation 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, Vrbo has vacation home rentals in Gloucester for all types of guests.
When is the best time to rent a vacation house in Gloucester?
It depends on the type of weather you enjoy, among other factors. Many people visiting North Shore stay in a Gloucester vacation home rental in June, when temperatures range from 14ºC (57ºF) to 19ºC (66ºF).
Where can I rent a Gloucester vacation house with great views?
Houses with views of historic areas are just one of the types of vacation home rentals available in Gloucester. If you’re searching for properties that come with vistas worth writing home about, Vrbo will help you find them.
Does Gloucester have any weekend house rentals?
Some of Vrbo’s vacation 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 vacation home rental in Gloucester.
Are there any pet-friendly house rentals in Gloucester?
With 10 pet-friendly vacation 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 Harbor 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 vacation home rentals in this lively destination.
Why should I book my vacation rental house with Vrbo?
We take the hassle out of finding an awesome vacation 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.