Stay at East Gloucester

7 guests · 4 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 $461 per night.

9.7 / 10

Outstanding(3 Ratings)

3BR Harborside Home|Gloucester+Rockport|Ocean View

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Indulge in a peaceful retreat at 3BR Harborside Home|Gloucester+Rockport|Ocean View, our elegant House in Gloucester. Enjoy amenities including Free Parking, Garden and Balcony/Terrace, and more.

9.4 / 10

Outstanding(9 Ratings)

Stay at East Gloucester

7 guests · 4 bedrooms · 1 bath

House in Gloucester, for $461 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Inviting Rockport Rental w/ Deck: Walk to Beach!

in Rockport

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · TV · Coffee/tea maker

Enjoy the best of Gloucester in our House, Inviting Rockport Rental w/ Deck: Walk to Beach!. A stunning property with amenities including Fan, Cribs or cots available and Free Parking, and more.

You can save with One Key

10 / 10

Outstanding(54 Ratings)

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

10 guests · 5 bedrooms · 3 baths

The best choice in Gloucester for House, for $480 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(4 Ratings)

~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun

8 guests · 4 bedrooms · 2 baths

When traveling to Gloucester, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $619 per night.

9.8 / 10

Outstanding(54 Ratings)

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

10 guests · 5 bedrooms · 3 baths

This House in Gloucester, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(6 Ratings)

The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

8 guests · 3 bedrooms · 2 baths

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.

10 / 10

Outstanding(6 Ratings)

The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

8 guests · 3 bedrooms · 2 baths

This attractive House in Gloucester, $471 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(1 Rating)

Stay at The Neck

7 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Outdoor Cooking

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Gloucester, at $648 per night for your next great vacation.

Beachfront

9.8 / 10

Outstanding(30 Ratings)

Good Harbor Beachfront at the Footbridge

10 guests · 6 bedrooms · 2 baths

Looking for a House in Gloucester, this House for $548 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(12 Ratings)

Stay at Smith Cove

7 guests · 2 bedrooms · 3 baths

House in Gloucester, for $510 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Beachfront

9.7 / 10

Outstanding(30 Ratings)

Good Harbor Beachfront at the Footbridge

10 guests · 6 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(12 Ratings)

Stay at Smith Cove

7 guests · 2 bedrooms · 3 baths

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.

You can save with One Key

10 / 10

Outstanding(40 Ratings)

Stay at Niles Beach

7 guests · 3 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Gloucester at Stay at Niles Beach for $529 for your next trip.

10 / 10

Outstanding(15 Ratings)

Stay at Rocky Neck

7 guests · 3 bedrooms · 2 baths

When traveling to Gloucester, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $607 per night.

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(15 Ratings)

Stay at Rocky Neck

7 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at Stay at Rocky Neck, our elegant House in Gloucester. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(40 Ratings)

Stay at Niles Beach

7 guests · 3 bedrooms · 2 baths

Nestled in Gloucester, this House is perfect for your next vacation. Enjoy Stay at Niles Beach's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Stay at Good Harbor Beach

8 guests · 3 bedrooms · 2 baths

Experience the best of Gloucester with this House available for $590. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(17 Ratings)

POOL OPEN WK OF MAY 17, 2026! Single family home 5min walk to Good Harbor Beach!

8 guests · 3 bedrooms · 2 baths

This House for $638 in Gloucester, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Stay at Good Harbor Beach

8 guests · 3 bedrooms · 2 baths

Nestled in Gloucester, this House is perfect for your next vacation. Enjoy Stay at Good Harbor Beach's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(63 Ratings)

5-star home with quick walk to 2 beaches!!

8 guests · 3 bedrooms · 2 baths

This House for $469 in Gloucester, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Inviting Rockport Rental w/ Deck: Walk to Beach!

in Rockport

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Beach access

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 Free Parking, Tennis court and Non-smoking, and more.

10 / 10

Outstanding(63 Ratings)

5-star home with quick walk to 2 beaches!!

8 guests · 3 bedrooms · 2 baths

This House in Gloucester, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(27 Ratings)

Short Walk to Cape Ann's Best Beaches!

8 guests · 4 bedrooms · 2 baths

Looking for a House in Gloucester, this House for $596 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(27 Ratings)

Short Walk to Cape Ann's Best Beaches!

8 guests · 4 bedrooms · 2 baths

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

You can save with One Key

10 / 10

Outstanding(6 Ratings)

Family Friendly Townhouse 75 steps from Long Beach

10 guests · 4 bedrooms · 3 baths

Discover the beauty of Gloucester with a stay at Family Friendly Townhouse 75 steps from Long Beach, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.