Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Long Beach Suites

2.0 star property
9.2 out of 10, Wonderful, (31)
"Great location. Very spacious suite with every amenity you could need. The facility responded timely with any questions we had and were extremely accommodating. Our secon time here and will definitely be returning. Thanks for a great stay"
The price is ¥27,773
¥59,298 total
includes taxes & fees
Jun 30 - Jul 1
Long Beach Suites

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (73)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (12)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Centrally located charmer with expansive patio, board games, & central AC

7.6 out of 10, Good, (8)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

9.8 out of 10, Exceptional, (33)
"Very peaceful, quiet neighborhood. Very comfortable and clean house with all of the ammenities that we needed! Would stay again"
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.8 out of 10, Exceptional, (42)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

Ocean Air Suites

2.5 star property
9.2 out of 10, Wonderful, (32)
"Property was clean, amazing location and the staff and owners were great."
Ocean Air Suites

The Lighthouse - Perfect Location Near Beach/Boardwalk

10.0 out of 10, Exceptional, (3)
"Our stay was amazing, the house was great, and owner was extremely accommodating."
The price is ¥26,616
¥65,290 total
includes taxes & fees
Jul 7 - Jul 8
The Lighthouse - Perfect Location Near Beach/Boardwalk

Ultra Cozy Ultra Convenient 2 Bedroom Condo convenient to all of Salem

2.0 star property
6.0 out of 10, (7)
"We just needed a night to stay between flights. Unit was spacious, 2 beds, and inflatable mattress that was super comfy. We all haad our own private "corner""
The price is ¥21,698
¥41,525 total
includes taxes & fees
Jul 15 - Jul 16
Ultra Cozy Ultra Convenient 2 Bedroom Condo convenient to all of Salem

Salem Haunted Happenings Retreat

9.4 out of 10, Exceptional, (13)
"It was in a good location close to all the places we were looking to visit during our stay and also had plenty of food options close by."
Salem Haunted Happenings Retreat

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

9.8 out of 10, Exceptional, (179)
"The property is in a quiet neighborhood and close to local sites. We enjoyed our stay there. "
The price is ¥28,207
¥36,033 total
includes taxes & fees
Jun 30 - Jul 1
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (52)
"Perfect setting and location for our visit. Around the corner from the beach and a two minute drive to Parker River WMA."
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

Apartments in Salem

3.0 star property
8.0 out of 10, Very Good, (45)
"This was a great spacious place! It was a great location to all the attractions and restaurants! We walked everywhere! "
Apartments in Salem

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (121)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is ¥50,628
¥91,613 total
includes taxes & fees
Jul 28 - Jul 29
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Charming 1-bedroom condo in terrific best location Hampton with WiFi, AC

Charming 1-bedroom condo in terrific best location Hampton with WiFi, AC

Ocean Front Penthouse Suite Magnificent Oceans views & King Bed

10.0 out of 10, Exceptional, (7)
"Pictures of the property are accurate. Property was very clean and comfortable for 2 people. "
The price is ¥32,546
¥62,464 total
includes taxes & fees
Jun 30 - Jul 1
Ocean Front Penthouse Suite Magnificent Oceans views & King Bed

Beach Days & Pool Nights

9.8 out of 10, Exceptional, (22)
"Very clean, and good location. We enjoy our stay and I recommend it. Close to the beach. "
Beach Days & Pool Nights

The Crab Shack: Coastal Charm Near Hampton Beach

9.8 out of 10, Exceptional, (6)
"Visiting from the west coast spending time with family, this was a great little get away! Fun location, clean, and beautiful beach to walk!"
The price is ¥20,830
¥54,303 total
includes taxes & fees
Jul 1 - Jul 2
The Crab Shack: Coastal Charm Near Hampton Beach

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

*Historic1710 Spacious 2Br |Halloween+Downtown

10.0 out of 10, Exceptional, (43)
"We had a wonderful stay. The house was lovely and the property owner left us a lovely note giving us guidance to some delicious restaurants."
The price is ¥65,526
¥107,327 total
includes taxes & fees
Jul 6 - Jul 7
*Historic1710 Spacious 2Br |Halloween+Downtown
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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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?

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach: This Gloucester vacation home rental is located near the beach and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Gloucester is Centrally located charmer with expansive patio, board games, & central AC.

How many vacation rentals are there in Gloucester?

Expedia has 158 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 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 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.