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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Gloucester reviews

  • Tommy & Teri

    "Thank you Liz for sharing your home. The pictures do it no justice. Liz thought of everything and by opening a cabinet or draw you saw that. Very easy person to deal with. Thank you again Liz. We will return to Lanes Cove."
    Guest: Tommy Date of Stay: September 2014 Review Submitted: October 5, 2014
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  • Picture Perfect!

    "Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We loved it! Perfect for the entire family :)"
    Guest: Red Date of Stay: August 2014 Review Submitted: September 3, 2014
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  • Beautiful, character filled home in DT Gloucester!

    "I didn't want to leave and already booked for next year! The house is clean and well appointed. The owner takes wonderful care of the house and property and is very easy to communicate with. The house is located right in downtown Gloucester, so it is walking distance to restaurants and shops. Quick drive to world class beaches, Good Harbor and Wingearsheek. Great home for families or for a couples get away. The sun porch overlooking the harbor is my favorite room."
    Guest: Cristina J. Date of Stay: July 2014 Review Submitted: August 21, 2014
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  • A Wonderful September Week

    ""Rocky Neck Hideaway" is aptly named. We were thrilled to find this moderately priced, clean, well-equipped rental. Although small, it's nicely laid out, and the two levels make it feel larger. We enjoyed fun walks around Rocky Neck, with its art galleries, restaurants, and interesting houses; a walk of less than a mile to Niles Beach; a walk of less than 2 miles to Good Harbor Beach; and a kayaking trip. The Last Stop Variety, also in walking distance, was great for forgotten items AND delicious muffins. It was easy to drive to downtown Gloucester and elsewhere on Cape Ann. The owner, Elizabeth, is friendly and helpful. We'll definitely consider a return trip!"
    Guest: Susan & Peter Date of Stay: September 2014 Review Submitted: September 30, 2014
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Gloucester Travel Tips

Gloucester Vacation Rentals Offer Fun, Excitement and a Bit of History

For many of us, taking a vacation means going to a place with gorgeous beaches, great food, good entertainment, and a myriad of sights and activities. Gloucester vacation rentals have all of that, and then some. Gloucester is a town that is both loaded with vacation activities and steeped in unique history. It's the oldest seaport in the United States, and it's also home to America's oldest arts colony. And it's definitely no wonder why—located on Cape Ann, Gloucester is surrounded by the sea and all the bounty and inspiration it holds.

Find Inspiration in Gloucester's Beauty

Gloucester's spectacular landscapes and views have fueled the creative fires of all kinds of artists, from writers (T.S. Eliot, Herman Melville, Rudyard Kipling, and John Updike) to painters (Winslow Homer, Maxfield Parrish, and Edward Hopper) to playwrights and poets (Israel Horowitz, Charles Olson, and Vincent Ferrini). There are numerous festivals, sights, and block parties to get your creative juices flowing all year round, but if you're more interested in action, there's plenty in Gloucester for you as well. Gloucester beach homes are the perfect places from which to go kayaking, swimming, hiking, or sailing. The town is also home to dozens of points of interest, from historical to architectural to cultural. Gloucester has something for everyone to appreciate.

Immerse Yourself in all That Is Gloucester

If you're looking for North Boston lodging near the beach that has an endless array of sights and activities ripe for appreciation, Gloucester vacation rentals are the perfect accommodations for you. You can live like a local while you experience everything the town has to offer, from sports to dining to shopping and entertainment. And when you're done for the day, you can come back to your very own cozy abode and feel truly at home.

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