Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Long Beach Suites

2.0 star property
9.2 out of 10, Wonderful, (35)
"New build or newly remodeled. Condo was spacious and just a couple minutes walk to the beach. Kitchen lacked some basic equipment such as a pasta strainer and a wine opener (thankfully we had one with us). Would rent again. "
The price is CA $321
CA $627 total
includes taxes & fees
Aug 19 - Aug 20
Long Beach Suites

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

10.0 out of 10, Exceptional, (14)
"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

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

9.8 out of 10, Exceptional, (36)
"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

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

9.8 out of 10, Exceptional, (76)
"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

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

9.4 out of 10, Exceptional, (59)
"Beautiful well maintained home. Walking distance to beach. "
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

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

9.8 out of 10, Exceptional, (45)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

10.0 out of 10, Exceptional, (2)
"We stayed at this house for a week. Great location, quiet neighborhood, beds were confortable and communication with the host was great. We would definitely stay here again"
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Peaceful centrally located home: w/ yard & walking distance to town

2.0 star property
9.0 out of 10, Wonderful, (7)
"We love the view outside the back deck, and the town right around the corner. The castle on Gloucester is a must see"
Peaceful centrally located home: w/ yard & walking distance to town

Ocean Air Suites

2.5 star property
9.4 out of 10, Exceptional, (36)
"Great studio efficiency, with all the amenities right in the room, including washer, dryer. View of the ocean from a shared balcony. Excellent view of weekly beach fireworks display. Only suggestion, black out curtains on side facing parking lot and the lot’s lights. Only suggestion "
Ocean Air Suites

Studio Condo 2 minute walk across the street to the beach.

9.0 out of 10, Wonderful, (28)
"It was a great location and clean and accommodating "
The price is CA $205
CA $425 total
includes taxes & fees
Aug 14 - Aug 15
Studio Condo 2 minute walk across the street to the beach.

7 Beachside Inn

3.0 star property
8.4 out of 10, Very good, (12)
"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."
The price is CA $335
CA $433 total
includes taxes & fees
Sep 2 - Sep 3
7 Beachside Inn

Ocean views from every window. 5min walk to the quiet end of the beach!

9.8 out of 10, Exceptional, (22)
"Relaxing, and very convenient for an easy access to the beach while being a little away from the strip night life :)"
The price is CA $246
CA $511 total
includes taxes & fees
Aug 13 - Aug 14
Ocean views from every window. 5min walk to the quiet end of the beach!

Salem Haunted Happenings Retreat

9.4 out of 10, Exceptional, (18)
"The place was great. Clean, comfortable and communication was easy. We enjoyed our 2 day impromptu stay in Salem. "
Salem Haunted Happenings Retreat

Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

9.4 out of 10, Exceptional, (6)
"Very short walk to beach and boardwalk, property is very clean and cozy and owner is easy to reach out to response from owner is very quick."
Charming 2-Bedroom Getaway A/C, WIFI, Covered porch just 3 Minutes to the Beach!

Beach front , across the street form the sand

9.4 out of 10, Exceptional, (31)
"We had a great stay"
The price is CA $241
CA $427 total
includes taxes & fees
Aug 17 - Aug 18
Beach front , across the street form the sand

Salem Haunted Happenings Retreat

10.0 out of 10, Exceptional, (4)
"Wonderful time, great location, convenient to Salem attractions. Had a fun time. Thanks "
Salem Haunted Happenings Retreat

House near down town Salem

9.6 out of 10, Exceptional, (50)
"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "
The price is CA $334
CA $598 total
includes taxes & fees
Aug 18 - Aug 19
House near down town Salem

NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

10.0 out of 10, Exceptional, (12)
"Cute little place. Loved the decor. The location was perfect for us. Just a short walk from the majority of our destinations (witch museum, memorial, Peabody museum, shopping etc.). Host was very responsive. We enjoyed our stay! "
The price is CA $259
CA $510 total
includes taxes & fees
Aug 28 - Aug 29
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

9.4 out of 10, Exceptional, (8)
The price is CA $894
CA $1,230 total
includes taxes & fees
Aug 20 - Aug 21
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (238)
"We rented this house to stay for my son’s wedding in Salem. The house was fantastic and quaint. Megan is a great host and very responsive. Would definitely rent again if we’re in Salem!"
Leslie's Retreat: Spacious home ideally located to everything
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

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?

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester: This Gloucester vacation home rental offers a patio, 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 "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester and Steps to Wingaersheek's Private 1.5 Mile White Dune Beach.

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.