Gloucester Holiday Rentals

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Holiday Rentals in Gloucester

Long Beach Suites
2.0 star property
9.2 out of 10, Wonderful, (54)
"Best location and it's a very nice place. "
United States
Kylie
The price is AU$499
includes taxes & fees
9 Nov - 10 Nov
Long Beach Suites
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
9.8 out of 10, Exceptional, (39)
"We had a great stay here - the house was very comfortable and welcoming and just steps away from the beach! The owner is very responsive and helpful. Would absolutely stay here again!"
United States
Piper T.
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24
10.0 out of 10, Exceptional, (3)
"It was a beautiful home. Clean, up-to-date, and conveniently located. The host was very attentive and helpful. "
United States
Charlie L.
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24
Peaceful centrally located home: w/ yard & walking distance to town
2.0 star property
8.4 out of 10, Very good, (10)
"Everything was perfect thank you so much for having us "
United States
Ryan
Peaceful centrally located home: w/ yard & walking distance to town
Luxury 1900's romantic retreat steps from the beach - King Suite!
9.8 out of 10, Exceptional, (48)
"Very nice spot - very clean - nice bathroom"
United States
Mary M.
Luxury 1900's romantic retreat steps from the beach - King Suite!
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
10.0 out of 10, Exceptional, (36)
"Great property, quiet, with the smell of the ocean. Near everything Gloucester. Owner extremely efficient and responsive. "
United States
Michael M.
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
Apartments in Salem
3.0 star property
8.0 out of 10, Very good, (48)
"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. "
United States
Wes
Apartments in Salem
Cozy Salem Getaway. Historic Home Near All the Sights
9.6 out of 10, Exceptional, (58)
"it was very nice and cozy definitely go back there again "
United States
Doreen
The price is AU$643
includes taxes & fees
9 Nov - 10 Nov
Cozy Salem Getaway. Historic Home Near All the Sights
Leslie's Retreat: Spacious home ideally located to everything
10.0 out of 10, Exceptional, (245)
"The house is stocked with just about everything that is in normal home! Very clean. There's a park just down the block on the water. We walked everywhere! The owner is awesome, we had questions and she replied quickly. "
United States
Lisa
Leslie's Retreat: Spacious home ideally located to everything
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
9.8 out of 10, Exceptional, (59)
"We stayed for 3 nights and lived the decor, spells u can do and walking distant to Salem where everything is . 5 Stars ."
United States
Regina C.
The price is AU$1,496
includes taxes & fees
12 Nov - 13 Nov
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
9.8 out of 10, Exceptional, (24)
"Great location. Easy access. Had a wonde Time"
United States
Elaina D.
The price is AU$519
includes taxes & fees
28 Oct - 29 Oct
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Ocean views from every window. 5min walk to the quiet end of the beach!
9.6 out of 10, Exceptional, (28)
"It was a very nice space. We enjoyed our time there. The views were great, the walk to the beach was nice. "
United States
Elizabeth B.
Ocean views from every window. 5min walk to the quiet end of the beach!
Coastal Charm: Lobster Châto
2.0 star property
8.6 out of 10, Excellent, (4)
"Beautiful house & views,"
United States
Suzanne P.
The price is AU$1,048
includes taxes & fees
5 Nov - 6 Nov
Coastal Charm: Lobster Châto
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
9.6 out of 10, Exceptional, (143)
"Great place The one and only negative was the smell of POT when you opened door to unit. Otherwise, what a great place, beautiful, clean, close to everything. Would definitely stay again "
United States
HEATHER
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!
9.6 out of 10, Exceptional, (143)
"Property was great location, the furniture and decor definitely needs updating, very cheap and uncomfortable; especially for price of stay. "
United States
Shaun
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
10.0 out of 10, Exceptional, (97)
"Neat clean excellent location "
United States
Stephanie R.
The price is AU$949
includes taxes & fees
2 Nov - 3 Nov
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Quiet neighborhood and Walking destination to Downtown Salem
9.4 out of 10, Exceptional, (21)
"The area was beautiful and could walk to main Salem restaurants and shops . House was beautiful, clean and has all needed to just stay in and watch a movie and relax!!! Wou oh d stay here again!❤️"
United States
Edna
Quiet neighborhood and Walking destination to Downtown Salem
Classic New England Bunkhouse- Home for the whole family!
9.8 out of 10, Exceptional, (8)
"Nice place, neat and clean, beautiful neighborhood!"
United States
Cathy H.
The price is AU$549
includes taxes & fees
1 Nov - 2 Nov
Classic New England Bunkhouse- Home for the whole family!
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
2.0 star property
10.0 out of 10, Exceptional, (15)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
United States
Michelle B.
The price is AU$773
includes taxes & fees
12 Nov - 13 Nov
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem Haunted Happenings Retreat
9.6 out of 10, Exceptional, (16)
"Great place!"
United States
Jeffrey
The price is AU$442
includes taxes & fees
11 Nov - 12 Nov
Salem Haunted Happenings Retreat
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$442 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?

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 Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24 and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many holiday rentals are there in Gloucester?

Expedia has 156 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.