Gloucester Holiday Rentals

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Our top choices for Gloucester holiday rentals

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
Long Beach Suites

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 AU$562
includes taxes & fees
26 Jan - 27 Jan
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.
The price is AU$698
includes taxes & fees
27 Jan - 28 Jan
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
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 AU$549
includes taxes & fees
4 Feb - 5 Feb
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
9.2 out of 10, Wonderful, (21 reviews)
"Loved the stay Very close to beaches, beautiful area. "
United States
Jessica P.
The price is AU$526
includes taxes & fees
26 Jan - 27 Jan
Long Beach Suites: Ocean Views, Book 2025 Already!
9.0 out of 10, Wonderful, (12 reviews)
"Pretty cool spot, quiet and quiet! Perfect for couples Thank You, John!"
United States
Veronica R.
The price is AU$315
includes taxes & fees
26 Jan - 27 Jan
Hampton Beach Suite | Mins to Maine | Pet Friendly
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 AU$508
includes taxes & fees
2 Feb - 3 Feb
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
3.0 star property
The price is AU$442
includes taxes & fees
26 Jan - 27 Jan
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Excellent and clean renovation and a very responsive host. "
United States
Ken W.
The price is AU$419
includes taxes & fees
26 Jan - 27 Jan
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly

Apartment in Beverly

5 Min to Salem~Comfy King Beds
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 AU$287
includes taxes & fees
26 Jan - 27 Jan
5 Min to Salem~Comfy King Beds
9.8 out of 10, Exceptional, (36 reviews)
"Ease of communication with host, responsiveness of host as well as an ideal location for everything Rockport made our stay most satisfying."
United States
Richard R.
The price is AU$465
includes taxes & fees
27 Jan - 28 Jan
2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

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 AU$315
includes taxes & fees
28 Jan - 29 Jan
Comfy King Beds~5 min to Salem
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 AU$335
includes taxes & fees
26 Jan - 27 Jan
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (12 reviews)
"Darryl is a great host and the apartment is lovely. We would definitely stay here again."
United States
Timothy G.
The price is AU$391
includes taxes & fees
26 Jan - 27 Jan
Fresh Design-Walk to Salem-Food-Train Station
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 AU$390
includes taxes & fees
26 Jan - 27 Jan
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
10.0 out of 10, Exceptional, (3 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is AU$451
includes taxes & fees
26 Jan - 27 Jan
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
3.0 star property
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is AU$511
includes taxes & fees
26 Jan - 27 Jan
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
9.6 out of 10, Exceptional, (18 reviews)
"Great communication with host; clean, quiet, comfortable, good location (3-minute walk to the beach)"
United States
Ann Marie G.
The price is AU$555
includes taxes & fees
27 Jan - 28 Jan
The Addie Shack | Pet Friendly | Steps to Beach
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, 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 favourite 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 depend 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 AU$295 per night. Entering your travel dates in the search wizard might find you 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?

The Essex of Gloucester: This highly rated holiday home rental in Gloucester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Gloucester?

Expedia has 159 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.