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

Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Gloucester vacation rentals

A picnic area with tables and an umbrella, a wooden building, and a white picket fence.

1. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (53 reviews)
"Great stay"
United States
Phillip
The price is P12,433
P13,558 total
includes taxes & fees
Sep 28 - Sep 29
Sands Resort at Hampton Beach
A bedroom with a bed, a desk, a chair, a ceiling fan, and a painting on the wall.

2. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (50 reviews)
"Well kept property"
United States
Michelle
The price is P29,988
P42,828 total
includes taxes & fees
Sep 28 - Sep 29
Apartments in Salem
A spacious living room with a large window overlooking the sea, a comfortable sofa, a glass coffee table, and a leather armchair.

3. Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
Coastal Charm Lobster Ch Teau
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

4. 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 P6,400
P27,764 total
includes taxes & fees
Oct 4 - Oct 5
Walk to Public Beach Access! Breezy Hampton Condo
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

5. 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
The price is P31,499
P65,287 total
includes taxes & fees
Sep 30 - Oct 1
Broom & Board
A cozy living room with a fireplace, a large rug, wicker furniture, and a painting of a lighthouse.

6. 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 P10,933
P14,987 total
includes taxes & fees
Oct 7 - Oct 8
7 Beachside Inn
A spacious room with a high ceiling, a large bed, a green dining area, and a view of the outdoors.

7. 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 P11,356
P25,546 total
includes taxes & fees
Sep 30 - Oct 1
1 Mi to Downtown Salem: Studio w/ Fire Pit Access

8. 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 P9,996
P23,960 total
includes taxes & fees
Sep 27 - Sep 28
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A beach with people sunbathing and swimming, a rocky outcrop in the foreground, and a small island in the background.

9. 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 P14,554
P30,729 total
includes taxes & fees
Sep 28 - Sep 29
Bell Buoy
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

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 P19,891
P39,916 total
includes taxes & fees
Sep 30 - Oct 1
Seacity View
A harbor with multiple sailboats docked, a prominent clock tower, and a backdrop of a large moon.

11. Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
Rockmere Inn
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

10/10 Excellent
"Breakfast, quiet room, staff was very helpful."
susan 1-night trip
Posted 8 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:

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Look no further and take a look at our great range of rental properties in Gloucester!

Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we offer vacation rentals in Gloucester close to Maritime Gloucester, or you can choose a more remote option if you'd like a relaxing place to 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 vacation rentals are there in Gloucester?

Expedia has 173 vacation 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 vacation rentals like in Gloucester?

Vacation rentals are private properties you can stay in for a short or long stay in Gloucester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.