Vacation Rentals in Gloucester (MA)

Vacation Rentals in Gloucester (MA)

Start comparing over 140 rentals in Gloucester (MA) and book at the best price!

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Highlights Gloucester (MA)

  • Amazing sites to visit
  • Interesting outdoor activities
  • Historical and Cultural Activities

Best Vacation Rentals in Gloucester (MA)

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Gloucester (ma), Cape Ann
Vacation Rental for 4 Guests in Gloucester (ma), Cape Ann, Picture 1
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Gloucester (ma), Cape Ann
Vacation Rental • 646 ft² • 1 Bedroom
9.7
(39 reviews)
This one bedroom apt.- sleeps up to 4 ( 2 adults, 2 children) Bedroom has a queen size bed replaced in 2017. The living room has sleeping for 2 more on 2 single sleeper pullout chair & halfs (more suitable for children/teens - a bit smaller than a single mattress)Apt. has a full kitchen, as well as back deck w/ bbq grill, and table with 4 chairs for outside dining for apartment use only. There is a full bath with washer and dryer. We have a few beach chairs for use along with some beach toys and a stroller for carting stuff to the beach. It is an easy walk to the beach (6/10 mile exactl...
from $182 / night
Vacation Rental for 6 Guests in Gloucester (ma), Cape Ann
Vacation Rental for 6 Guests in Gloucester (ma), Cape Ann, Picture 1
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Vacation Rental for 6 Guests in Gloucester (ma), Cape Ann, Picture 4
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Gloucester (ma), Cape Ann
Vacation Rental • 2497 ft² • 3 Bedrooms
9.9
(24 reviews)
Just a few steps to a white sandy beach called 'Long Beach' you will immediately be drawn to the gorgeous views of 'Twin Lights' (Lighthouses) and the rocky seashore that surrounds you.Gloucester is a place to see, feel and experience history. The working waterfront and beauty have drawn fisherman, families, artists and visitors for hundreds of years.Enjoy a Whale watching tour and bring your fishing pole and enjoy the freshest catch! Haddock, cod and tuna can be enjoyed from the Whale Watching and Deep Sea Fishing boats.Lighthouses date from the 1780's, and the historic downtown has over 7...
from $428 / night
Vacation Rental for 2 Guests in Gloucester (ma), Cape Ann
Vacation Rental for 2 Guests in Gloucester (ma), Cape Ann, Picture 1
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Vacation Rental for 2 Guests in Gloucester (ma), Cape Ann, Picture 3
Vacation Rental for 2 Guests in Gloucester (ma), Cape Ann, Picture 4
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Gloucester (ma), Cape Ann
Vacation Rental • 592 ft² • 1 Bedroom
9.9
(59 reviews)
The Loft at Lane's Cove is a top floor, front to back unit with separate Queen bedroom and bath. Exposed high wood ceilings, skylight and wall of sliding glass doors keeps this unit bright and open while imparting a truly relaxing feeling. All walls are freshly painted in muted coastal colors and most of the furnishings are new 2013. The Loft has a European-style air conditioning wall unit, a ceiling fan in the bedroom and one in the living room. Recent 2022 renovations include a new bathroom, new deck and deck furniture and new Nectar Queen mattress!!Newly refinished beautiful hardwood flo...
from $192 / night

Prices and availability

Current Vacation rental prices Gloucester (MA)

$413for 27 Apr - 4 May
$546 annual average
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Mar
Average price per week

Current vacation rental availability Gloucester (MA)

26%for 27 Apr - 4 May
37% annual average
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Mar
Percentage of available rentals

Vacation rentals in Gloucester (MA)

Vacation rentals accommodations

Are you yearning to get away from the hustle and bustle of city life? If so, consider spending your vacation in Gloucester (MA), where you will get the best of both worlds. A sunny and temperate climate, as well as the fresh ocean air. Gloucester (MA) is an ideal location for a relaxing vacation and enjoying various activities. Gloucester (MA) is a city located in Essex County, Massachusetts. It is situated on Cape Ann, a peninsula extending into the Atlantic Ocean. The city has fabulous rental properties to offer for those interested in spending their vacations here. The vacation rentals are not only ideal for those looking to experience the unique culture of Gloucester (MA), but they are also perfect for those who are seeking peace. The rentals are superb, and will you see the value for your money when you are there. You will be assured of a pleasant stay when you rent one of these properties. The rentals are well equipped with appliances and amenities, so you will not lack anything during your visit. The properties are also situated in great locations so that you can enjoy the sights and sounds of this beautiful town.

Enjoyable vacation rentals for everyone

Whether you are with your family, friends, or a couple looking for a romantic getaway, there is a vacation rental that will suit your needs. There are properties to suit all tastes and budgets, so you can easily find one that fits your budget. Some of the vacation rentals are pet-friendly so that you can bring along your furry friends. This is excellent news for those who love to travel with their pets. Gloucester (MA) offers a variety of activities that both you and your pet can enjoy. You can also travel with your kids because there are also kid-friendly rental properties. While you explore the town, your children can stay in the rental and be entertained since the internet and cable TV are usually included in the package.

Vacations in Gloucester

The area and getting around

Attractive neighborhoods

The town has many attractive neighborhoods that are perfect for a vacation rental. You can find properties in the historical district, close to the beach or cliff. The town has a rich history, and there are several historical landmarks you can visit during your stay in the city. The Stage Fort Park, for example, dates back to the 1650s and has been declared a National Historic Site. The Stage Fort Park is on top of a hill that provides an excellent view of the surrounding area, and it includes a playground, basketball court, and picnic tables. Another famous landmark is the Rocky Neck Art Colony. This area located just outside the city has attracted artists for more than 100 years. The colony includes many wooden structures built by the artist community, and it is now a registered National Historic Landmark. The Gloucester beach is also a great place to visit, as it is one of the few sandy beaches in the area. The Gloucester House Concerts are a must-attend during your visit if you love live music. These concerts take place in a house, including jazz, blues, folk, and classical music. The concerts are free, but donations are accepted to support the musicians.

Pleasant area to stay

The town of Gloucester is located in Essex County, Massachusetts. It is a popular tourist destination, offering beautiful coastal scenery and ample opportunities for outdoor recreation. The town is also home to various cultural attractions, including art galleries, museums, and theaters. Security is also guaranteed, as Gloucester has a lower crime rate than the national average. The rentals are gated and patrolled, and there are also several police officers to provide security for the guests. The rental properties are also discounted during the offseason, making it an excellent opportunity to visit Gloucester and enjoy all it offers at a fraction of the cost. The shops and groceries are close, making it easy to buy groceries and other necessities. Several shopping malls within a short drive make it easy to purchase last-minute items needed during the stay.

Travelers and activities

Gloucester (MA) for sportsand adventures lovers

Gloucester has in store for adventure seekers some of the best seaside cliffs on the East Coast. Because of this, rock climbing in Gloucester has become one of the favorite activities among people who are passionate about climbing. Several outdoor outfitters, such as Eastern Mountain Sports, offer climbing trips and lessons for those who have never climbed before. The city of Gloucester is also an excellent place for bird watching. The Annisquam River and the inner harbor are home to various birds, including seagulls, terns, and herons. Along with the city's seaside cliffs and historical buildings, there is plenty to do in Gloucester for travelers, including kayaking and sailing. Several boat rental companies offer daily or weekly rentals of sailboats, canoes, and other types of water vessels.

Gloucester (MA) for culture and history enthusiasts

History and culture are among the things one should not miss while visiting Gloucester (MA). Beautiful vacation rentals in this town will make everyone enjoy them for sure! Ranging from traditional foods to festivals, churches to monuments, Gloucester (MA) has a lot to show for anyone interested in history and culture. For example, the Mary Dunn Lighthouse, dating back to 1831 and overlooking the East Gloucester Harbor, is a fantastic spot for history and culture lovers. Also, the Gloucester History Museum is a great place to visit if you want to know more about the town's past. There are several places in town for foods that one shouldn't miss.

Did you know that Gloucester is home to the oldest fishing pier in the United States? The Gloucester Fisherman's Memorial is a tribute to the fishermen who have perished at sea. Also, if you are an art lover, stop by the Cape Ann Museum, where there is a permanent exhibition on the history of Gloucester's art scene.

FAQs: Vacation Rentals in Gloucester (MA)

How much do you pay, on average, for vacation rentals in Gloucester?

Based on last year, Gloucester had an average price of $574 per night, a relatively high one for a city in the USA.

During which months can you find the best price for vacation rentals in Gloucester?

Those who want to be budget-friendly should travel to Gloucester in September, November, or June, which are the months that offer the most discount, with average prices of $519, $523, and $526 per night, respectively, based on the previous year.

In which months is it more expensive to rent a vacation rental in Gloucester?

When it comes to looking for a vacation rental in Gloucester, the months that cost the most are, in order of highest to lowest, January, May and April, with average prices per night of $678, $614, and $604, respectively.

Are there usually many vacation rentals available in Gloucester?

It is better to plan ahead in Gloucester as only 19% of the properties are available throughout the year, following the data observed in the previous year.

When are more vacation rentals available?

The best months to find free accommodation in Gloucester are September (the average amount of properties that are available reached 38% of the total last year), January (35%), and December (28%).

How many vacation rentals are there in Gloucester?

In Gloucester we have a comprehensive catalog of approximately 130 properties, with options to suit everyone, thanks to our 2 local and international providers.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Vacation Rentals in Gloucester (MA)Booking.com Vacation Rentals in Gloucester (MA)
Airbnb Vacation Rentals in Gloucester (MA)Airbnb Vacation Rentals in Gloucester (MA)
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Abritel Vacation Rentals in Gloucester (MA)Abritel Vacation Rentals in Gloucester (MA)
HRS Vacation Rentals in Gloucester (MA)HRS Vacation Rentals in Gloucester (MA)
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