Holiday Rentals in Gloucester

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Holiday Rentals in Gloucester

Aparthotel in Gloucester

2.0 star property
9.2 out of 10, Wonderful, (57)
"Best location and it's a very nice place. "
United States
Kylie
Long Beach Suites

Cottage in Gloucester

10.0 out of 10, Exceptional, (217)
"We absolutely loved our stay! The house was beautiful. We especially loved the main living area, kitchen and porches. "
United States
Erinn M.
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Holiday Home in Gloucester

9.4 out of 10, Exceptional, (61)
"Beautiful home, close to the beach. Air conditioning wasn’t great and fridge didn’t get very cold. Enjoyed the deck space "
United States
Jess K.
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

Holiday Home in Gloucester

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

Holiday Home in Gloucester

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

Cottage in Gloucester

9.8 out of 10, Exceptional, (49)
"Very nice spot - very clean - nice bathroom"
United States
Mary M.
The price is €270
includes taxes & fees
29 Nov - 30 Nov
Luxury 1900's romantic retreat steps from the beach - King Suite!

Holiday Home in Gloucester

2.0 star property
8.6 out of 10, Excellent, (11)
"Everything was perfect thank you so much for having us "
United States
Ryan
Peaceful centrally located home: w/ yard & walking distance to town

Holiday Home in Gloucester

10.0 out of 10, Exceptional, (37)
"The stay was wonderful. Stocked clean house, great location-walk to beach and lobster rolls! Lovely patio and ample parking. Superior responsive and flexible host. I’m planning to return next year - that says it all, I think. "
United States
Jeanne S.
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!

Condo in Downtown Salem

9.6 out of 10, Exceptional, (61)
"Amazing place to stay! Love the attention to decorating details, from the spooky lighting to the Alexa “Scroll of Spells” and it’s within close walking distance to many Salem attractions! Would recommend to anyone!"
United States
More M.
The price is €686
includes taxes & fees
30 Nov - 1 Dec
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

Apartment 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

Holiday Home in Salem

9.6 out of 10, Exceptional, (58)
"it was very nice and cozy definitely go back there again "
United States
Doreen
The price is €314
includes taxes & fees
30 Nov - 1 Dec
Cozy Salem Getaway. Historic Home Near All the Sights

Holiday Home in Hampton Beach

10.0 out of 10, Exceptional, (100)
"This is an amazing property to stay at! The property owner is extremely responsive to ALL texts and requests. I highly recommend staying here!"
United States
Darlene S.
The price is €550
includes taxes & fees
1 Dec - 2 Dec
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Condo in Hampton Beach

9.6 out of 10, Exceptional, (28)
"It was quick but memorable next time we will stay longer, accomodations were great, location has everything."
United States
Bonnie B.
Ocean views from every window. 5min walk to the quiet end of the beach!

Apartment in Salem

8.4 out of 10, Very good, (35)
"Everything was exactly as pictured! I loved the fact that in the middle of the city, they have utilized their property to make it country like with a garden and chickens. It made me feel home as I live in the country.Really will stay again ! "
United States
Darlene G.
Friendly family with. Sweet home

Holiday Home in Hampton Beach

10.0 out of 10, Exceptional, (18)
"Everything was wonderful! Location is perfect, we can’t wait to come back!"
United States
Melanie L.
2 Bed/2 Bath Private Beach House One Block from the ocean.

Holiday Home in Salem

2.0 star property
10.0 out of 10, Exceptional, (18)
"Stayed here with the family for a wedding and then stuck around a couple days to see the sights. Wonderful location since we were able to walk almost everywhere we wanted to go. "
United States
Nancy B.
The price is €376
includes taxes & fees
1 Dec - 2 Dec
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Apartment in Salem

9.2 out of 10, Wonderful, (25)
"Beautiful property! Our stay was great!"
United States
Stephanie M.
Quiet neighborhood and Walking destination to Downtown Salem

Apartment in Hampton Beach

9.8 out of 10, Exceptional, (17)
"Tight squeeze but very nice for a HB stopover."
United States
Richard Brian T.
The Lighthouse - Perfect Location Near Beach

Holiday Home in Salem

9.2 out of 10, Wonderful, (46)
"Very clean, quiet and convenient location! The owners checked in with me through the app to make sure we had everything we needed. I would stay again!"
United States
Rebecca T.
The price is €259
includes taxes & fees
2 Dec - 3 Dec
*NEW Spooky Halloween 2BR|Downtown|Parking

Condo in Downtown Salem

10.0 out of 10, Exceptional, (58)
"The location of this property in Salem is fantastic, everything and anything is in walking distance."
Canada
Ronald
The price is €333
includes taxes & fees
1 Dec - 2 Dec
*1710 Historic Salem Retreat|2BR|Downtown+Parking
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 €259 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?

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 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 Half Moon Beach and Stage Fort Park 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.