Gloucester Vacation Rentals, Homes, & More

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Gloucester Massachusetts Vacation Rentals - Home
1 / 14

Gloucester Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$465

/ night

Email Owner
Gloucester Massachusetts Vacation Rentals - Home
1 / 52

Gloucester Home
4 Bedrooms / 1.5 Bathrooms / Sleeps 7

“ Excellent ”3 Reviews

from

$285

/ night

Email Owner
Front of our home
1 / 16

Gloucester Home
3 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$315

/ night

Email Owner
1 / 11

Gloucester Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$400

/ night

Email Owner
Front of Tuppeny Tower
1 / 51

Gloucester Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

1 / 4

Gloucester Cottage
5 Bedrooms / 1 Bathroom / Sleeps 6

from

$279

/ night

Email Owner
Cottage from the shore
1 / 6

Gloucester Cottage
4 Bedrooms / 1 Bathroom / Sleeps 6

from

$315

/ night

Email Owner
Front of the Colonial house.
1 / 8

Gloucester Home
4 Bedrooms / 2 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$358

/ night

Email Owner

Gloucester, MA Travel Tips

Located on Cape Ann on the North Shore of Massachusetts is the city of Gloucester. This picturesque seaport city is a popular destination for people who vacation in MA. It is an attractive city with much of its appeal in its historic charm. A great way to immerse one’s family in the culture and history of the city is to stay in a Gloucester rental. At Vacation Home Rentals, we list an assortment of Gloucester, MA, rentals on our site. Our for-rent-by-owner homes are some of the best properties that are available online. Rentals listed on our site are well-maintained and affordable. As a result, a rental will save tourists money and do away with the frustration that can come with staying in a hotel. To also help reduce frustration, parents will want to create an itinerary for their trip. An itinerary will ensure that there are always activities for everyone, regardless of age. Transportation is another area that requires some advance thought. If driving, take the cost of parking at various attractions into consideration. Alternative transportation can be a solution during your stay. Some people who stay in Gloucester, MA, vacation rentals may consider walking to be a viable option in some cases. Other transportation options include the Water Shuttle or the Gloucester Trolley Shuttle.
Attractions
The activities and attractions in the city are a part of the allure for vacationing families. Following a good night’s rest in their Gloucester vacation rentals, tourists have plenty to see and do. Beaches in Gloucester are some of the most popular and enticing attractions for tourists. Beaches that you and your family can enjoy include Cressey’s Beach and Wingaersheek Beach. Lighthouses are also a popular attraction for visitors who stay in vacation rentals. Gloucester, MA, lighthouses include Annisquam Harbor Light Station, Eastern Point Light Station, and Ten Pound Island Light. Also while in Gloucester, families won’t want to miss the whales. There are many tour companies that offer whale-watching tours and boat charters. Another historic and unforgettable attraction is the eight-foot Gloucester Fisherman’s Memorial. The memorial is in memory of fishermen who lost their lives to the sea. Also in Gloucester, visit the Cape Ann Museum and Beauport. The Hammond Castle Museum, another popular attraction, is open to the public and allows self-guided tours.
Events
It isn’t only the atmosphere and year-round attractions that draw people to Gloucester. Tourists often come and stay in Gloucester rentals when there is an event taking place. The city sees many events throughout the year. When visiting in July, families won’t want to miss the Fishtown Horribles Parade. The Gloucester Blues Festival and the Gloucester Waterfront Festival take place in August. Another August event not to miss is the annual Gloucester Schooner Festival. During this festival, the entire family will enjoy seeing various schooners. If staying in a Gloucester rental in mid-September, a fun event to take part in is the Downtown Gloucester Block Party. Also in September, bike racing enthusiasts staying in Gloucester, MA, vacation rentals won’t want to miss the two-day Gran Prix of Gloucester.
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