Holiday Rentals in Gloucester

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Our top choices for Gloucester holiday rentals

Holiday Home in Gloucester

The Essex of Gloucester
2.0 star property
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 €162
includes taxes & fees
15 Jan - 16 Jan
The Essex of Gloucester
9.2 out of 10, Wonderful, (21 reviews)
"The location was perfect- couldn't have been any better. Clean and stocked kitchen. Great communication. Really enjoyed our stay here!!"
United States
Alex R.
The price is €321
includes taxes & fees
16 Jan - 17 Jan
Long Beach Suites: Ocean Views, Book 2025 Already!
10.0 out of 10, Exceptional, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
The price is €489
includes taxes & fees
15 Jan - 16 Jan
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
9.8 out of 10, Exceptional, (11 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 €352
includes taxes & fees
3 Feb - 4 Feb
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

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 €334
includes taxes & fees
15 Jan - 16 Jan
Long Beach Suites: 3 Mins Toes To Sand!

Aparthotel in 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
Long Beach Suites
10.0 out of 10, Exceptional, (31 reviews)
"Great location. Excellent and clean renovation and a very responsive host. "
United States
Ken W.
The price is €287
includes taxes & fees
19 Jan - 20 Jan
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
9.8 out of 10, Exceptional, (34 reviews)
"Nice place, great location. Short walk to restaurants and sights. "
United States
Kathryn
The price is €205
includes taxes & fees
15 Jan - 16 Jan
1BR with Private Deck + Ocean Views· Private Parking · King Bed
2.0 star property
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.
The price is €141
includes taxes & fees
17 Jan - 18 Jan
Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
9.8 out of 10, Exceptional, (7 reviews)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
The price is €306
includes taxes & fees
15 Jan - 16 Jan
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

Apartment in Beverly

5 Min to Salem~Comfy King Beds
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Exactly as described - was just what we needed for a quick trip over a handful of days. It was great for walking into Beverly and close to Salem. The host was wonderful to work with and would recommend any of his locations. "
United States
Kerry H.
The price is €175
includes taxes & fees
15 Jan - 16 Jan
5 Min to Salem~Comfy King Beds
9.4 out of 10, Exceptional, (21 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 €216
includes taxes & fees
15 Jan - 16 Jan
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
10.0 out of 10, Exceptional, (14 reviews)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
The price is €327
includes taxes & fees
15 Jan - 16 Jan
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
10.0 out of 10, Exceptional, (71 reviews)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
The price is €189
includes taxes & fees
19 Jan - 20 Jan
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
9.8 out of 10, Exceptional, (32 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is €237
includes taxes & fees
19 Jan - 20 Jan
Riverview charming apt near beach
10.0 out of 10, Exceptional, (5 reviews)
"Great property!!!"
United States
Heather
The price is €241
includes taxes & fees
19 Jan - 20 Jan
Hocus Pocus Season is here! Don’t miss it!
9.8 out of 10, Exceptional, (16 reviews)
"Great stay!!Will definitely book again "
United States
Geoffrey H.
The price is €199
includes taxes & fees
19 Jan - 20 Jan
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

Apartment in Beverly

Comfy King Beds~5 min to Salem
10.0 out of 10, Exceptional, (2 reviews)
"Lovely second floor apartment! Great for a pet too. Lovely pet friendly small beach side park 8 minute walk away. Great place to stay if you’re looking to visit Salem "
United States
Jaylee G.
The price is €192
includes taxes & fees
28 Jan - 29 Jan
Comfy King Beds~5 min to Salem
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great overall stay! "
United States
Tessa
The price is €283
includes taxes & fees
15 Jan - 16 Jan
1 Mi to Downtown: Salem Vacation Rental!
9.8 out of 10, Exceptional, (7 reviews)
"Natalia was a wonderful host, very responsive when we had a few questions. Fantastic place to stay!"
United States
Lyn B.
The price is €241
includes taxes & fees
19 Jan - 20 Jan
Don’t Miss It! Hocus Pocus Season is here!
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 €180 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?

Tidebend: River views and gracious comfort: This highly rated holiday home rental in Gloucester is located on a river, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Gloucester?

Expedia has 158 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. Cape Ann Museum and Rocky Neck Art Colony 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.