Find Vacation Rentals in Gloucester District, Gloucestershire

We have 924 properties to choose from
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Popular Gloucester Vacation Rentals

Find the perfect Gloucester vacation rental

House Gloucester
from $838 per night
House ∙ 15 guests ∙ 6 bedrooms
4.7
Excellent(53 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $334 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(38 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $836 per night
House ∙ 15 guests ∙ 6 bedrooms
4.5
Excellent(35 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $68 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding(77 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $397 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(14 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $450 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(35 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $611 per night
House ∙ 16 guests ∙ 5 bedrooms
4.9
Outstanding(90 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
House Gloucester
from $427 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(5 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
Apartment Gloucester
from $143 per night
Apartment ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent(116 ratings)
Gloucester, Essex County, Massachusetts, United States
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Gloucester
from $135 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(114 ratings)
Gloucester, Essex County, Massachusetts, United States
Air conditioning
Vrbo
Details
Cottage  Gloucester
from $298 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(87 ratings)
Gloucester, Essex County, Massachusetts, United States
Air conditioning
Vrbo
Details
Cottage  Gloucester
from $81 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(107 ratings)
Gloucester, Essex County, Massachusetts, United States
Air conditioning
Vrbo
Details
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Apartments and vacation rentals with a kitchen

Apartment  Gloucester
from $226 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Gloucester, Essex County, Massachusetts, United States
Kitchen
HomeToGo
Details
House  Gloucester
from $312 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding(61 ratings)
Gloucester, Essex County, Massachusetts, United States
Kitchen
Vrbo
Details
House  Gloucester
from $178 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(8 ratings)
Gloucester, Essex County, Massachusetts, United States
Kitchen
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Gloucester
from $429 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
Excellent(3 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Vrbo
Details
Cottage  Gloucester
from $175 per night
Cottage ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding(110 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Vrbo
Details
Cottage  Gloucester
from $131 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(38 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Vrbo
Details
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Frequently Asked Questions

How much does it cost to stay in Gloucester?

You can book a vacation rental in Gloucester for as little as $75 per night.

Is there a wide selection of vacation rentals in Gloucester?

Our large collection of vacation homes makes it easy to filter and compare 924 offers in Gloucester.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Gloucester

Looking for a vacation rental in Gloucester? Tripping.com has 684 vacation rental homes available in Gloucester. You'll find 13 studios, 207 1-bedroom, 110 2-bedroom and 354 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Gloucester is $335 while the average price of a weekly rental is $2912. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Gloucester home is $9534. Wondering if you can bring your dog or cat along with you? There are 173 pet-friendly vacation rentals available in Gloucester. In addition to accommodating pets, Gloucester rentals offer a variety of amenities. In particular, 573 rentals have Internet and WiFi, 611 have TV and/or cable and 32 have a pool or hot tub. Search properties from 8 vacation rental sites in Gloucester where the top providers in that area are HomeAway, TripAdvisor, and PerfectPlaces. There are 405 HomeAway rentals, 90 TripAdvisor short term rentals and 77 PerfectPlaces vacation rentals.

Popular Day Trips Near Gloucester

What are the trendiest neighborhoods in Gloucester?

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