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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Our top choices for Gloucester vacation rentals

1. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.0 out of 10, Wonderful, (95 reviews)
"This is our 3rd time and we will be back next year. Love the location, the place is perfect we truly enjoy our time. The response time for any questions is great."
United States
Kim
The price is CA $176
CA $470 total
includes taxes & fees
Nov 17 - Nov 18
Long Beach Suites

2. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (60 reviews)
"Great stay"
United States
Phillip
The price is CA $213
CA $233 total
includes taxes & fees
Oct 28 - Oct 29
Sands Resort at Hampton Beach

3. 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 CA $221
CA $552 total
includes taxes & fees
Nov 9 - Nov 10
Plovers Nest

4. 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 CA $245
CA $656 total
includes taxes & fees
Nov 11 - Nov 12
1 Mi to Downtown: Salem Vacation Rental!

5. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (51 reviews)
"Well kept property"
United States
Michelle
The price is CA $276
CA $518 total
includes taxes & fees
Nov 15 - Nov 16
Apartments in Salem

6. The Warlock House

The Warlock House
3.0 star property
Salem
The price is CA $697
CA $1,314 total
includes taxes & fees
Nov 4 - Nov 5
The Warlock House

7. < 1 Mi to Dtwn Salem: Apt w/ Shared Patio & Yard!

< 1 Mi to Dtwn Salem: Apt w/ Shared Patio & Yard!
3.0 star property
Salem
The price is CA $897
CA $1,327 total
includes taxes & fees
Oct 28 - Oct 29
< 1 Mi to Dtwn Salem: Apt w/ Shared Patio & Yard!

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

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
6.0 out of 10, (1 review)
"There are A LOT of stairs. Once you get into the unit you get more death trap stairs. I guess it’s just a fun New England feature but be aware it’s not accessible for everyone! You should tell people to drop off their luggage in front before parking in back. The lady next door was more helpful finding the place than the owner. You need better signs in the doors. You can barely read “2” especially in the dark. The doors definitely need better marking. Otherwise good with all the appliances you...
United States
Ashlie
The price is CA $176
CA $485 total
includes taxes & fees
Nov 1 - Nov 2
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

9. 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 CA $253
CA $570 total
includes taxes & fees
Nov 1 - Nov 2
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

Find out more about Gloucester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gloucester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Beach Life Bliss - steps to the beach: This Gloucester vacation home rental is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. 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 174 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.