Best Vacation Cottages in Gloucester, MA
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Explore the wonders of Gloucester, a vibrant destination in Massachusetts. With 447 different cottages available, your dream vacation is within reach.
Looking to stay somewhere idyllic and beautiful? Immerse yourself in the charm of Gloucester, where cozy cottages with sunlit patios, crackling fireplaces, and private pools invite you to unwind and create lasting memories in a picturesque setting.
In Gloucester, cottages range from rustic hideaways to luxurious sanctuaries. Prices start at $70 and can go up to $3,351. Top features often include {popular_amenities:1}, offering a unique stay.
Top Amenities: Internet / Wifi, Kitchen or Kitchenette, Parking, Air conditioner and TV
Points of Interest: Public Garden, Museum of Fine Arts, Boston, Museum of Science, Charles River Esplanade and New England Aquarium
Embark on your Gloucester adventure today! Secure your cottage now and start crafting memorable moments in Massachusetts.
Business stays, family stays, couples stay, getaway vacation, and rental in Gloucester at Rockport Cottage w/ Patio - Steps to Beach! for $545 for your next trip.
Discover the beauty of Gloucester with a stay at Good Harbor Beach House - walk to beach, close to restaurants and shopping!, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
This Cottage in Gloucester, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
The best choice in Gloucester for Cottage, for $209 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Business stays, family stays, couples stay, getaway vacation, and rental in Gloucester at Come home to Rockport! for $215 for your next trip.
Nestled in Gloucester, this Cottage is perfect for your next vacation. Enjoy "Absolutely lovely. The cottage, the beach, the town, the owners."'s top-rated amenities, including Dishwasher, Internet / Wifi and Laundry, and more.
Indulge in a peaceful retreat at Massachusetts Abode w/ Deck & Grill: Near Beaches!, our elegant Cottage in Gloucester. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
When traveling to Gloucester, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $342 per night.
Experience the best of Gloucester with this Cottage available for $184. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
This attractive Cottage in Gloucester, $142 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Indulge in a peaceful retreat at WALK TO BEACH! Conveniently located! Booking for June & Sept 2025! , our elegant Cottage in Gloucester. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
This inviting Cottage in Gloucester can fit your needs for many types of vacations, at $261 per night.
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $497 per night for your next great vacation.
Looking for a memorable stay in Gloucester? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more during your stay.
Experience vacation in Gloucester with our Cottage, Private, Single Family Beach House, Right at Good Harbor Beach foot bridge. Enjoy amenities such as Dishwasher, Fireplace and Internet / Wifi, and more.
Experience the best of Gloucester with this Cottage available for $284. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
Looking for a Cottage in Gloucester, this Cottage for $247 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
Indulge in a peaceful retreat at HALLOWEEN SPECIAL : 23 MILES TO HAUNTED SALEM! WEE OCEAN VIEW COTTAGE BY THE SEA, our elegant Cottage in Gloucester. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.
Looking for a memorable stay in Gloucester? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony or Patio, and more during your stay.
Enjoy the best of Gloucester in our Cottage, Adorable Beach house with lots of outdoor space and steps to Long Beach! . A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
Looking for a memorable stay in Gloucester? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Fireplace and Internet / Wifi, and more during your stay.
Enjoy the best of Gloucester in our Cottage, Cozy oceanfront home with unique architecture. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.
Looking for the perfect place to call home during your trip to Gloucester? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.
Cottage in Gloucester, for $266 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
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