Gloucester Holiday Rentals from €217: Search Short-Term Rentals

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

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach : This highly rated holiday home rental in Gloucester is located near the beach, and has a fireplace, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Gloucester are "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam .

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Holiday Rentals in Gloucester

Full-sized fridge, microwave, oven, stovetop

"Very close to the beach. Apartment is in great condition, new and clean."

"Very peaceful, quiet neighborhood. Very comfortable and clean house with all of the ammenities that we needed! Would stay again"

"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"

"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "

On the beach, sun-loungers, beach towels

"Beautiful well maintained home. Walking distance to beach. "

"It was a great location. And a really nice place to stay."

includes taxes & fees

26 Aug - 27 Aug

First Floor 3-4 Bedrooms Apartment | Private kitchen

"Property was fine. It is well located to see the sites in Salem. Only negative was that the neighbors were a bit loud at night. "

"Great cottage with all the amenities you could ask for, excellent location. We didn't understand how to use the TV but we were there for the beach so that was fine. The hotel staff was so nice and helpful."

includes taxes & fees

24 Aug - 25 Aug

"Relaxing, and very convenient for an easy access to the beach while being a little away from the strip night life :)"

includes taxes & fees

27 Aug - 28 Aug

"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "

includes taxes & fees

24 Aug - 25 Aug

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

"It was a great location and clean and accommodating "

includes taxes & fees

24 Aug - 25 Aug

"I had a great stay. The property was clean, well kept, the owners were communitive and answered any of my questions quickly. It was Halloween themed which is pretty fun if your visiting to check out the witchcraft museum and the towns history. It's a beautiful walk to downtown/the museums that also passes by a good coffee and donut shop. I highly recommend staying here. "

includes taxes & fees

25 Aug - 26 Aug

"Great location. Easy access. Had a wonde Time"

includes taxes & fees

15 Sept - 16 Sept

"Two comfy beds and some futons made for a great home base while exploring Salem. Easy to walk to all the things and felt safe during the day and night. We had a great time and hope to be back! "

"The place was great. Clean, comfortable and communication was easy. We enjoyed our 2 day impromptu stay in Salem. "

"We had a great stay"

Long View Suite, 1 Bedroom | Private kitchen

"Great studio efficiency, with all the amenities right in the room, including washer, dryer. View of the ocean from a shared balcony. Excellent view of weekly beach fireworks display. Only suggestion, black out curtains on side facing parking lot and the lot’s lights. Only suggestion "

"We stayed here for four days. It’s very clean nice beautiful place."

includes taxes & fees

25 Aug - 26 Aug

"If you are ever in need of a decent sized house for extended family during graduation (ours was at Endicott) this is the place! Convenient, Clean and so many beds to accommodate everyone comfortably (including our dog). It was great… thank you!"

"Very short walk to beach and boardwalk, property is very clean and cozy and owner is easy to reach out to response from owner is very quick."

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Top Gloucester Hotel Reviews

The Cove At Salem

10/10 Excellent

"Our stay at the COVE was exceptional, and we were particularly impressed with the aesthetic of the Witchey room. The ambiance and design, featuring a Calduron table and beautiful vines, truly enhanced our experience. Additionally, the daily text messages provided a superior level of service that we greatly appreciated."

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 €217 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.

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All accommodation types in Gloucester

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?

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach: This highly rated holiday home rental in Gloucester is located near the beach, and has a fireplace, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Gloucester are "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many holiday rentals are there in Gloucester?

Expedia has 157 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.

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Holiday Rentals in Gloucester

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Holiday Rentals in Gloucester

Long Beach Suites

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

Apartments in Salem

7 Beachside Inn

Ocean views from every window. 5min walk to the quiet end of the beach!

House near down town Salem

Studio Condo 2 minute walk across the street to the beach.

Salem Haunted Happenings Retreat

Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!

Quiet neighborhood and Walking destination to Downtown Salem

Salem Haunted Happenings Retreat

Beach front , across the street form the sand

Ocean Air Suites

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Leslie's Retreat: Spacious home ideally located to everything

Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

Top Gloucester Hotel Reviews

The Cove At Salem

Ashworth by the Sea

Sea Lion Motel and Cottages

avid hotel Boston Logan Airport - Revere by IHG

SpringHill Suites by Marriott Boston Peabody

Boston Marriott Peabody

Rockport Inn And Suites

The Vista

Comfort Inn & Suites Logan International Airport

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Frequently asked questions