Stay at Little River

7 guests · 4 bedrooms · 1 bath

House in Gloucester, for $625 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(43 Ratings)

1 Mi to Beach! Family Gloucester Gem w/ Yard

6 guests · 2 bedrooms · 2 baths

Looking for a House in Gloucester, this House for $438 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

6 / 10

Average(2 Ratings)

Longview House

9 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Garden

When traveling to Gloucester, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $451 per night.

10 / 10

Outstanding(43 Ratings)

1 Mi to Beach! Family Gloucester Gem w/ Yard

6 guests · 2 bedrooms · 2 baths

This attractive House in Gloucester, $438 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(4 Ratings)

New England Coastal Residence

10 guests · 4 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $643 per night for your next great vacation.

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9.7 / 10

Outstanding(27 Ratings)

Lovely 'The Buoys Cottage' on Annisquam River!

6 guests · 3 bedrooms · 1 bath

When traveling to Gloucester, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $457 per night.

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10 / 10

Outstanding(16 Ratings)

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

10 guests · 3 bedrooms · 2 baths

The best choice in Gloucester for House, for $476 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(27 Ratings)

Lovely 'The Buoys Cottage' on Annisquam River!

6 guests · 3 bedrooms · 1 bath

Looking for a memorable stay in Gloucester? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

9.8 / 10

Outstanding(9 Ratings)

Mill Pond Cottage: Timeless Gloucester Elegance

6 guests · 3 bedrooms · 2 baths

Looking to create some memories in Gloucester? Look no further than our House, Mill Pond Cottage: Timeless Gloucester Elegance. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(16 Ratings)

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

10 guests · 3 bedrooms · 2 baths

Experience the best of Gloucester with this House available for $487. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

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10 / 10

Outstanding(22 Ratings)

Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach

10 guests · 4 bedrooms · 2 baths

The best choice in Gloucester for House, for $566 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(16 Ratings)

Harbortown Hideaway: Downtown Gloucester Charm

8 guests · 3 bedrooms · 2 baths

Enjoy the best of Gloucester in our Apartment, Harbortown Hideaway: Downtown Gloucester Charm. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(9 Ratings)

Mill Pond Cottage: Timeless Gloucester Elegance

6 guests · 3 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Gloucester? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(3 Ratings)

Delightful 3-bedroom house with AC in charming Gloucester.

6 guests · 3 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Gloucester has everything you need for a rejuvenating stay. Treat yourself to Delightful 3-bedroom house with AC in charming Gloucester.'s exceptional amenities, such as No pets allowed and Non-smoking.

10 / 10

Outstanding(16 Ratings)

Harbortown Hideaway: Downtown Gloucester Charm

8 guests · 3 bedrooms · 2 baths

Soak up the beauty of Gloucester in our Apartment, Harbortown Hideaway: Downtown Gloucester Charm. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(19 Ratings)

First Period Colonial Lodging in Gloucester MA

9 guests · 4 bedrooms · 3 baths

Looking to create some memories in Gloucester? Look no further than our House, First Period Colonial Lodging in Gloucester MA. Enjoy top-rated amenities including Pets allowed and Non-smoking, and more.

9.7 / 10

Outstanding(39 Ratings)

A by the Bay - Stunning Seaside Apartment

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Balcony/Terrace

This attractive Apartment in Gloucester, $483 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(20 Ratings)

WINTER rental: October -May, dates flexible: 2,900 month!

in Manchester-by-the-Sea

6 guests · 3 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $448 per night for your next great vacation.

9.7 / 10

Outstanding(28 Ratings)

Clean Waterfront Classic Cottage with Private Beach

7 guests · 4 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $448 per night for your next great vacation.

9.6 / 10

Outstanding(20 Ratings)

WINTER rental: October -May, dates flexible: 2,900 month!

in Manchester-by-the-Sea

6 guests · 3 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $457 per night for your next great vacation.

9.8 / 10

Outstanding(28 Ratings)

Clean Waterfront Classic Cottage with Private Beach

7 guests · 4 bedrooms · 1 bath

Looking for a memorable stay in Gloucester? Our House might just be what you're looking for. Enjoy amenities including Pets allowed and Non-smoking, and more during your stay.

You can save with One Key

9.6 / 10

Outstanding(47 Ratings)

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

8 guests · 4 bedrooms · 2 baths

The best choice in Gloucester for House, for $466 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Beautifully renovated OCEAN-FRONT luxury home on private beach

8 guests · 5 bedrooms · 3 baths

Enjoy the best of Gloucester in our House, Beautifully renovated OCEAN-FRONT luxury home on private beach. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(47 Ratings)

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

8 guests · 4 bedrooms · 2 baths

This inviting House in Gloucester can fit your needs for many types of vacations, at $474 per night.

You can save with One Key

10 / 10

Outstanding(58 Ratings)

Evensong: Oceanview Retreat with Dock

8 guests · 3 bedrooms · 3 baths

Nestled in Gloucester, this House is perfect for your next vacation. Enjoy Evensong: Oceanview Retreat with Dock's top-rated amenities, including No pets allowed and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(3 Ratings)

Townhouse in Downtown Gloucester #2

6 guests · 3 bedrooms · 3 baths

Soak up the beauty of Gloucester in our House, Townhouse in Downtown Gloucester #2. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(58 Ratings)

Evensong: Oceanview Retreat with Dock

8 guests · 3 bedrooms · 3 baths

Are you ready to indulge in a relaxing getaway? Our House in Gloucester has everything you need for a rejuvenating stay. Treat yourself to Evensong: Oceanview Retreat with Dock's exceptional amenities, such as No pets allowed and Non-smoking.

You can save with One Key

10 / 10

Outstanding(7 Ratings)

Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam

6 guests · 3 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Gloucester at Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam for $532 for your next trip.

9.6 / 10

Outstanding(21 Ratings)

The Duval House

6 guests · 2 bedrooms · 1 bath

Apartment in Gloucester, for $490 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(21 Ratings)

The Duval House

6 guests · 2 bedrooms · 1 bath

Experience the best of Gloucester with this Apartment available for $477. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.