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

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Gloucester holiday rentals

Basic Apartment | Dining room

1. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (81 reviews)
"Really good,so close to the beaches"
United States
Oscar
The price is ฿5,689
฿12,861 total
includes taxes & fees
3 Sept - 4 Sept
Long Beach Suites
House (Bell Buoy) | Exterior

2. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is ฿10,220
฿19,021 total
includes taxes & fees
28 Sept - 29 Sept
Bell Buoy
Children’s area

3. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (39 reviews)
"Great stay"
United States
Phillip
The price is ฿4,959
฿5,417 total
includes taxes & fees
10 Sept - 11 Sept
Sands Resort at Hampton Beach
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, free cots/infant beds, rollaway beds

4. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (49 reviews)
"Great location and well looked after property. Only criticism I can give would be that the 2 flights of stairs up are fairly narrow and steep making getting a large bag up challenging (we left ours in the car)"
United Kingdom
Paul
The price is ฿9,949
฿16,066 total
includes taxes & fees
3 Sept - 4 Sept
Apartments in Salem
Apartment (1 Bedroom) | Interior

5. 1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is ฿4,775
฿12,131 total
includes taxes & fees
3 Sept - 4 Sept
1 Mi to Downtown: Salem Vacation Rental!
Condo, Ocean View | Beach/ocean view

6. Nautical Beach Resort

Nautical Beach Resort
3.5 star property
Hampton Beach
8.2 out of 10, Very good, (26 reviews)
"We had a great experience! Was roomy for all of us and sooo close to the ocean"
United States
Monica
Nautical Beach Resort
Basic Cottage | Living area | 37-inch flat-screen TV with cable channels, TV

7. 7 Beachside Inn

7 Beachside Inn
3.0 star property
Hampton Beach
8.4 out of 10, Very good, (13 reviews)
"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."
United States
Grace
The price is ฿5,803
฿7,955 total
includes taxes & fees
20 Sept - 21 Sept
7 Beachside Inn
Condo (The Warlock House) | Exterior

8. The Warlock House

The Warlock House
3.0 star property
Salem
The price is ฿27,446
฿41,585 total
includes taxes & fees
6 Sept - 7 Sept
The Warlock House
Exterior

9. Broom & Board

Broom & Board
3.5 star property
Salem
8.0 out of 10, Very good, (2 reviews)
"Great stay highly recommended!"
United States
Jamie
Broom & Board
House (SeaCity View) | Exterior

10. Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
The price is ฿10,552
฿21,175 total
includes taxes & fees
14 Sept - 15 Sept
Seacity View
House (Plovers Nest) | Exterior

11. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
The price is ฿8,739
฿15,226 total
includes taxes & fees
10 Sept - 11 Sept
Plovers Nest
Apartment (1 Bedroom) | Interior

12. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
The price is ฿4,974
฿12,355 total
includes taxes & fees
3 Sept - 4 Sept
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
Apartment (2 Bedrooms) | Interior

13. Walk to Public Beach Access! Breezy Hampton Condo

Walk to Public Beach Access! Breezy Hampton Condo
3.0 star property
Hampton Beach
The price is ฿3,051
฿14,314 total
includes taxes & fees
17 Sept - 18 Sept
Walk to Public Beach Access! Breezy Hampton Condo
Condo (Odysea) | Exterior

14. Odysea of Hampton

Odysea of Hampton
3.5 star property
Hampton Beach
The price is ฿9,028
฿17,820 total
includes taxes & fees
13 Sept - 14 Sept
Odysea of Hampton
Apartment (0 Bedroom) | Interior

15. 1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
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 ฿5,405
฿11,702 total
includes taxes & fees
8 Sept - 9 Sept
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
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

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

8/10 Good
"Staff was helpful. Convenient location."
Brenda 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Logan International Airport

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

  • View our selection of featured holiday rentals in Gloucester
  • Use the map to find apartments and other holiday homes in the Gloucester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Gloucester while they last

Look no further and take a look at our great range of rental properties 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.

How many holiday rentals are there in Gloucester?

Expedia has 172 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.