Gloucester Vacation Rentals

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Our top choices for Gloucester vacation rentals

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

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (54 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
The price is AED 588
AED 1,338 total
includes taxes & fees
1 Jul - 2 Jul
Luxury 1900's romantic retreat steps from the beach - King Suite!

Long Beach Suites: Ocean Views

Long Beach Suites: Ocean Views
East Gloucester
9.2 out of 10, Wonderful, (22 reviews)
"Loved the stay Very close to beaches, beautiful area. "
United States
Jessica P.
The price is AED 621
AED 1,582 total
includes taxes & fees
30 Jun - 1 Jul
Long Beach Suites: Ocean Views

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (71 reviews)
"Location, spacious, clean and neat!"
United States
Henry
The price is AED 645
AED 1,438 total
includes taxes & fees
29 Jun - 30 Jun
Long Beach Suites

Herringbone Suite at Beacon House

Herringbone Suite at Beacon House
Downtown Gloucester
The price is AED 744
AED 1,184 total
includes taxes & fees
29 Jun - 30 Jun
Herringbone Suite at Beacon House

Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (14 reviews)
"Wonderful spot to stay and would use it again if I visit later."
United States
Shelley S.
The price is AED 918
AED 1,760 total
includes taxes & fees
24 Jul - 25 Jul
Cozy two bedroom house in the heart of Gloucester

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Downtown Gloucester
10.0 out of 10, Exceptional, (13 reviews)
"Excellent downtown location! The loft was clean and well stocked. Great communication from the time of booking through check-out. "
United States
Aimee C.
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Quaint Neighborhood / Close to Beaches

Quaint Neighborhood / Close to Beaches
East Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"A lovely place! Very clean with very comfortable beds! "
United States
Mariyana K.
The price is AED 915
AED 1,776 total
includes taxes & fees
9 Jul - 10 Jul
Quaint Neighborhood / Close to Beaches

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (14 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
The price is AED 875
AED 1,954 total
includes taxes & fees
16 Jul - 17 Jul
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester
10.0 out of 10, Exceptional, (24 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
United States
Samson L.
The price is AED 1,466
AED 2,458 total
includes taxes & fees
26 Jul - 27 Jul
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to stay, clean and comfortable."
United States
Anonymous traveler
The price is AED 885
AED 1,645 total
includes taxes & fees
30 Jun - 1 Jul
Charming Retreat

Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (19 reviews)
The price is AED 878
AED 1,682 total
includes taxes & fees
2 Jul - 3 Jul
Ocean Breeze / 8-Minute Walk to Beach

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

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Gloucester
10.0 out of 10, Exceptional, (13 reviews)
The price is AED 1,545
AED 2,957 total
includes taxes & fees
20 Jul - 21 Jul
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Classic Coastal Family Home | Walk to Sea;King Bed

Classic Coastal Family Home | Walk to Sea;King Bed
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Property was excellent, beautifully decorated with good taste, location was beautiful, everyone enjoyed the weekend stay. Rooms were clean, beds were comfortable."
United States
Maarij K.
The price is AED 1,474
AED 3,892 total
includes taxes & fees
30 Jun - 1 Jul
Classic Coastal Family Home | Walk to Sea;King Bed

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
Gloucester
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful views, great location, easy access to all of Cape Ann."
United States
Stacey W.
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

New England Coastal Residence

New England Coastal Residence
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great space in a newly renovated building - appliances are brand new and everything is fresh and clean"
United States
Steve K.
The price is AED 1,365
AED 3,182 total
includes taxes & fees
30 Jun - 1 Jul
New England Coastal Residence

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (47 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is AED 1,745
AED 2,905 total
includes taxes & fees
24 Jul - 25 Jul
Beach Life Bliss - steps to the beach

Long Beach Suites: 3 Mins Toes To Sand!

Long Beach Suites: 3 Mins Toes To Sand!
East Gloucester
8.8 out of 10, Excellent, (20 reviews)
"Excellent location. Walkable to Long Beach. Enjoyed daily walks on the beach. Well appointed condo unit. Plenty of towels and kitchen supplies. Two king sized beds was ideal. Would stay here again."
United States
Molly P.
The price is AED 962
AED 2,141 total
includes taxes & fees
8 Jul - 9 Jul
Long Beach Suites: 3 Mins Toes To Sand!

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
The price is AED 3,136
AED 5,317 total
includes taxes & fees
4 Jul - 5 Jul
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.8 out of 10, Exceptional, (11 reviews)
"Interesting space with great kitchen setup, roomy, private, and reasonably convenient, and host was responsive immediately when there were problems at check-in (broken lock box and open front door upon arrival). However: the floor was very much not clean (as in, our socks were dirty after ten minutes inside without shoes), the thermostat did not work, and there is a pet door to an outside hallway that cannot be shut/locked. (There's also a lot of noise from the facility upstairs during the day,...
United States
Anastasia P.
The price is AED 430
AED 838 total
includes taxes & fees
7 Jul - 8 Jul
Enjoyable 2-bedroom lower level apartment in charming Lynn

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
The price is AED 606
AED 1,515 total
includes taxes & fees
12 Jul - 13 Jul
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
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?

Classic Coastal Family Home | Walk to Sea;King Bed: This Gloucester vacation home rental offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other top choices in Gloucester are Lovely 'The Buoys Cottage' on Annisquam River! and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many vacation rentals are there in Gloucester?

Expedia has 167 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.