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

Gloucester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Gloucester vacation rentals

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
Sands Resort at Hampton Beach

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 AED 1,763
AED 2,518 total
includes taxes & fees
28 Sep - 29 Sep
Apartments in Salem

3. Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
Coastal Charm Lobster Ch Teau

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 AED 375
AED 1,625 total
includes taxes & fees
4 Oct - 5 Oct
Walk to Public Beach Access! Breezy Hampton Condo

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
Broom & Board

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 AED 643
AED 881 total
includes taxes & fees
11 Oct - 12 Oct
7 Beachside Inn

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 AED 665
AED 1,495 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 588
AED 1,409 total
includes taxes & fees
27 Sep - 28 Sep
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

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 AED 852
AED 1,799 total
includes taxes & fees
28 Sep - 29 Sep
Bell Buoy

10. Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
Seacity View

11. Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
The price is AED 2,964
AED 5,315 total
includes taxes & fees
19 Oct - 20 Oct
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gloucester Hotel Reviews

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.

What are some of the best vacation rentals that Gloucester has to offer?

Peaceful centrally located home: w/ yard & walking distance to town: This Gloucester vacation home rental offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other top choices in Gloucester are Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam and Single Level Home - Steps to Downtown Gloucester & A/C throughout .

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.