A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Holiday Rentals in Gloucester

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Our top choices for Gloucester holiday rentals

Quirky 1-bedroom apartment with AC in delightful Gloucester, near water

Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
Gloucester
The price is €192
includes taxes & fees
23 Jul - 24 Jul
Quirky 1-bedroom apartment with AC in delightful Gloucester, near water

Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (17 reviews)
"Wonderful spot to stay and would use it again if I visit later."
United States
Shelley S.
Cozy two bedroom house in the heart of Gloucester

Long Beach Suites: Ocean Views

Long Beach Suites: Ocean Views
East Gloucester
9.2 out of 10, Wonderful, (22 reviews)
"Loved the stay Very close to beaches, beautiful area. "
United States
Jessica P.
The price is €497
includes taxes & fees
29 Jul - 30 Jul
Long Beach Suites: Ocean Views

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (72 reviews)
"Really good,so close to the beaches"
United States
Oscar
The price is €414
includes taxes & fees
19 Jul - 20 Jul
Long Beach Suites

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Downtown Gloucester
10.0 out of 10, Exceptional, (13 reviews)
"Excellent downtown location! The loft was clean and well stocked. Great communication from the time of booking through check-out. "
United States
Aimee C.
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful home in a beautiful location!"
United States
Paul H.
The price is €532
includes taxes & fees
16 Jul - 17 Jul
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is €283
includes taxes & fees
27 Jul - 28 Jul
The Essex of Gloucester

Quaint Neighborhood / Close to Beaches

Quaint Neighborhood / Close to Beaches
East Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"A lovely place! Very clean with very comfortable beds! "
United States
Mariyana K.
The price is €457
includes taxes & fees
23 Jul - 24 Jul
Quaint Neighborhood / Close to Beaches

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

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester
10.0 out of 10, Exceptional, (25 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
United States
Samson L.
The price is €614
includes taxes & fees
16 Jul - 17 Jul
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is €1,144
includes taxes & fees
27 Jul - 28 Jul
Classic Coastal Family Home | Walk to Sea;King Bed

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
The price is €575
includes taxes & fees
20 Jul - 21 Jul
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

New England Coastal Residence

New England Coastal Residence
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great space in a newly renovated building - appliances are brand new and everything is fresh and clean"
United States
Steve K.
The price is €864
includes taxes & fees
28 Jul - 29 Jul
New England Coastal Residence

Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to stay, clean and comfortable."
United States
Anonymous traveller
The price is €398
includes taxes & fees
11 Aug - 12 Aug
Charming Retreat

The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (18 reviews)
"We moved our time at Daryl’s rental. Perfect location as we were visiting for a family wedding. He was great and the apartment was really cute and well stocked :)"
United States
Michelle R.
The price is €572
includes taxes & fees
29 Jul - 30 Jul
The Duval House

Stay at Little River

Stay at Little River
Gloucester
10.0 out of 10, Exceptional, (6 reviews)
"My friend and I had a great time staying at the house. Beautiful view, close to great attractions, and the kitchen was well appointed."
United States
Caitlin D.
The price is €855
includes taxes & fees
23 Jul - 24 Jul
Stay at Little River

Stay at East Gloucester

Stay at East Gloucester
East Gloucester
9.6 out of 10, Exceptional, (5 reviews)
"great location to stay. Home was in great shape with nice amenities."
United States
Sean F.
Stay at East Gloucester

Stay at Smith Cove

Stay at Smith Cove
Rocky Neck
10.0 out of 10, Exceptional, (10 reviews)
"Great place clean convenient, great veiw, recommend "
United States
Justin l.
The price is €1,069
includes taxes & fees
30 Jul - 31 Jul
Stay at Smith Cove

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Stay at Wingaersheek

Stay at Wingaersheek
Gloucester
The price is €1,439
includes taxes & fees
30 Jul - 31 Jul
Stay at Wingaersheek

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
East Gloucester
8.0 out of 10, Very good, (6 reviews)
"This was the perfect property for our family. The house is wonderful and the hosts are super responsive. We can’t wait to return!"
United States
Bridget D.
The price is €3,233
includes taxes & fees
20 Jul - 21 Jul
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi 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, 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 €215 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?

Lovely 'The Buoys Cottage' on Annisquam River!: This highly rated holiday home rental in Gloucester is located on a river, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 Waterfront Home with Spectacular Viewsof the Annisquam River and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many holiday rentals are there in Gloucester?

Expedia has 171 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.