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Holiday Rentals in Gloucester

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Gloucester

The best holiday rentals in Gloucester

Check out our pick of great holiday rentals in Gloucester

Most booked holiday rentals in Gloucester and surroundings in the past month

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Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 35 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 6 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 26 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 42 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 13 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 13 reviews

Popular with guests booking holiday rentals in Gloucester

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 63 reviews

These holiday rentals in Gloucester and nearby have options with free cancellation

Sally Webster Inn

Rockport
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 97 reviews

Located in Rockport, less than 1 km from Front Beach, Sally Webster Inn provides accommodation with a garden, free WiFi, a housekeeping service, and private check-in and check-out.

From US$226.75 per night

Located 31 km from Peabody Essex Museum and 31 km from The House of the Seven Gables, Inviting Rockport Rental with Deck Walk to Beach! provides accommodation situated in Rockport.

Made for Beach Other

Rockport
Free cancellation options available
Scored out of 10, guest rating 4.7
Disappointing - What previous guests thought, 3 reviews

Located in Rockport in the Massachusetts region, Made for Beach Other has a patio.

Vintage Rockport Escape

Rockport
Free cancellation options available
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 20 reviews

Featuring air-conditioned accommodation with a patio, Vintage Rockport Escape is located in Rockport.

Lantana House

Rockport
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 60 reviews

Set in Rockport, within 200 metres of Front Beach and 33 km of Peabody Essex Museum, Lantana House offers accommodation with a shared lounge as well as free private parking for guests who drive.

Olde New House

Rockport
Free cancellation options available
Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 3 reviews

Located in Rockport, 400 metres from Front Beach and 33 km from Peabody Essex Museum, Olde New House provides a restaurant.

Willow Cove

Rockport
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews

Located in Rockport, 1 km from Front Beach and 34 km from Peabody Essex Museum, Willow Cove offers air conditioning. The The House of the Seven Gables is within 34 km of the holiday home.

Pine House

Rockport
Free cancellation options available

Situated in Rockport, 400 metres from Back Beach and 34 km from Peabody Essex Museum, Pine House features a restaurant and sea views.

Enjoy breakfast in Gloucester and nearby

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 9 reviews

Located in Rockport, 700 metres from Back Beach and 34 km from Peabody Essex Museum, Rustic Rockport Cottage provides a restaurant and sea views. The property has garden views.

Seafarer Inn

Rockport
Breakfast options
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 78 reviews

Seafarer Inn is located in Rockport, within 35 km of Peabody Essex Museum and 35 km of The House of the Seven Gables. Each accommodation at the 3-star capsule hotel has sea views and free WiFi.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Andrews Point Ocean Home is set in Rockport, 36 km from Peabody Essex Museum, 37 km from The House of the Seven Gables, and 36 km from Salem Witch Museum.

Great Marsh House

Essex
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

Set in Essex, 21 km from Peabody Essex Museum and 21 km from The House of the Seven Gables, Great Marsh House offers air conditioning. The holiday home is 47 km from Cambridge College.

Highly rated holiday rentals in Gloucester and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 29 reviews

Offering sea views, Beach & King Street Inn is an accommodation set in Rockport, a few steps from Front Beach and 33 km from Peabody Essex Museum.

FAQ about holiday rentals in Gloucester

Holiday rentals that guests love in Gloucester

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Avg. price/night: US$343.13
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 63 reviews
Ideal set-up and generally well-stocked, including often forgotten items like toothbrush and razor. Clean and comfortable. Easy check-in. I liked having a bench in the bedroom. It was a handy place for our luggage. I also appreciated the lights, including lamps for reading and under-cabinet lights in the kitchen. And throw blankets to wrap up in when watching TV. Mirrors. These things set it above many vacation rentals.
Guest review by
Peterson
Family with young children
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Our stay at this Gloucester gem was nothing short of magical! From the cozy interiors to the breathtaking ocean views, every detail was perfection. The hosts' hospitality made us feel right at home, and the proximity to local attractions added an extra layer of convenience. If you're looking for a picturesque retreat, this vacation home is an absolute dream. Can't wait to come back and create more unforgettable memories!
Guest review by
Courtney Mozingo
Family with young children