Holiday Rentals in Gloucester

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Our top choices for Gloucester holiday rentals

Apartment in East Gloucester

Long Beach Suites: 3 Mins Toes To Sand!
8.8 out of 10, Excellent, (19 reviews)
"After a conference in Boston, we wanted go stay a few days in a relaxed area near the sea. It was lovely and quiet, and a short walk to the beach."
United States
Jennifer T.
The price is €328
includes taxes & fees
1 Mar - 2 Mar
Long Beach Suites: 3 Mins Toes To Sand!
10.0 out of 10, Exceptional, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Aparthotel in East Gloucester

Long Beach Suites
2.0 star property
9.2 out of 10, Wonderful, (61 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
The price is €268
includes taxes & fees
22 Mar - 23 Mar
Long Beach Suites

Holiday Home in Gloucester

The Essex of Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
The price is €194
includes taxes & fees
1 Mar - 2 Mar
The Essex of Gloucester
9.6 out of 10, Exceptional, (10 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
The price is €332
includes taxes & fees
23 Mar - 24 Mar
Oceanside Village Home~Private Fenced Yard~Reserved Parking
9.8 out of 10, Exceptional, (12 reviews)
"We loved cooking on the antique stove and hanging out in the sun room. It was a cozy spot close to all the activities in Rockport."
United States
Allyson Y.
The price is €297
includes taxes & fees
2 Mar - 3 Mar
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
9.2 out of 10, Wonderful, (22 reviews)
"Loved the stay Very close to beaches, beautiful area. "
United States
Jessica P.
Long Beach Suites: Ocean Views, Book 2025 Already!
3.0 star property
The price is €258
includes taxes & fees
1 Mar - 2 Mar
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
9.8 out of 10, Exceptional, (34 reviews)
"Nice place, great location. Short walk to restaurants and sights. "
United States
Kathryn
1BR with Private Deck + Ocean Views· Private Parking · King Bed
9.8 out of 10, Exceptional, (34 reviews)
"Clean cozy space. Perfect location, could walk to everything we wanted to do. "
United States
Cara L.
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
9.2 out of 10, Wonderful, (51 reviews)
"Cute place! Perfect size for our group of 3 adults. Kitchen was nicely equiped. Everything is within walking distance from the house. The cons of this house are the small bathrooms and the upstairs neighbors can be heard all hours of the day and night."
United States
Shannon S.
The price is €256
includes taxes & fees
2 Mar - 3 Mar
*Salem Spooky Downtown 2BR| Halloween+Hocus Pocus
10.0 out of 10, Exceptional, (32 reviews)
"The home was nicely renovated and comfortable and our hosts were quick to respond to questions. Check in and out was easy and we had a nice stay and will return. "
United States
Lawrence D.
The price is €252
includes taxes & fees
1 Mar - 2 Mar
*2BR Downtown Witch House|Salem+Beverly|Hospitals
10.0 out of 10, Exceptional, (38 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
10.0 out of 10, Exceptional, (5 reviews)
"Great property!!!"
United States
Heather
The price is €238
includes taxes & fees
1 Mar - 2 Mar
Hocus Pocus Season is here! Don’t miss it!
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
The price is €170
includes taxes & fees
2 Mar - 3 Mar
Central Salem Retreat 2bd W/ parking
8.6 out of 10, Excellent, (4 reviews)
"The room was nice, there should have been 4 towels instead of just 2 and an extra blanket as just the sheet and bedspread were thin for cold nights. We did see staff in the morning and got another blanket they were very nice. Parking was tough. "
United States
Jill T.
Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
8.4 out of 10, Very good, (6 reviews)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
The price is €334
includes taxes & fees
1 Mar - 2 Mar
Riverside Retreat • Cozy Coastal Cottage • Yard
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great overall stay! "
United States
Tessa
The price is €309
includes taxes & fees
1 Mar - 2 Mar
1 Mi to Downtown: Salem Vacation Rental!
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
The price is €237
includes taxes & fees
2 Mar - 3 Mar
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
9.0 out of 10, Wonderful, (2 reviews)
"The host was super accommodating with check in time and check out time. This is the perfect location just outside of Salem. You are not too close to the chaos but only 6-8 minute drive to downtown Salem. Highly recommend! "
United States
Kaitlyn F.
The price is €201
includes taxes & fees
9 Mar - 10 Mar
2 BR City Sanctuary - 5 Mins to Historical Salem!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Find out more about Gloucester

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as €165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, there are holiday rentals in Gloucester close to Maritime Gloucester, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Gloucester. Make sure you have time to check out the seafood restaurants and monuments during your trip.

What are some of the best holiday rentals that Gloucester has to offer?

Edgemoor Estate 13 Beds 6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach: This highly rated holiday home rental in Gloucester is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Gloucester?

Expedia has 164 holiday rentals for your stay in Gloucester.

What can I see and do in Gloucester?

Family-friendly attractions include Maritime Gloucester and Schooner Adventure, whereas Pavilion Beach and Half Moon Beach are a couple of great spots to enjoy the outdoors. Capt Bill & Sons Whale Watch and Cape Ann Museum are other places to visit while you're in town.

What are holiday rentals like in Gloucester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gloucester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.