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

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (75 reviews)
"Really good,so close to the beaches"
United States
Oscar
The price is CA $241
CA $546 total
includes taxes & fees
Jul 29 - Jul 30
Long Beach Suites

Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (18 reviews)
"Nice place to stay, clean and comfortable."
United States
Anonymous traveller
The price is CA $210
CA $459 total
includes taxes & fees
Jul 29 - Jul 30
Charming Retreat

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, (17 reviews)
"Wonderful spot to stay and would use it again if I visit later."
United States
Shelley S.
The price is CA $311
CA $612 total
includes taxes & fees
Jul 29 - Jul 30
Cozy two bedroom house in the heart of Gloucester

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful home in a beautiful location!"
United States
Paul H.
The price is CA $352
CA $839 total
includes taxes & fees
Jul 30 - Jul 31
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

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 CA $292
CA $665 total
includes taxes & fees
Jul 29 - Jul 30
Long Beach Suites: Ocean Views

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)
The price is CA $327
CA $682 total
includes taxes & fees
Aug 5 - Aug 6
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is CA $354
CA $445 total
includes taxes & fees
Aug 2 - Aug 3
The Essex of Gloucester

The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay. The house was very nice and the room was very clean. Can’t wait to come back!"
United States
Jennifer H.
The price is CA $299
CA $697 total
includes taxes & fees
Aug 17 - Aug 18
The Duval House

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, (56 reviews)
"This was such a cute little place! We enjoyed our Birthday getaway! It was easy to get around the area too. Parking was small, but thanks to the other reviews we brought the car so we were ok. "
United States
Jennifer B.
The price is CA $296
CA $599 total
includes taxes & fees
Aug 12 - Aug 13
Luxury 1900's romantic retreat steps from the beach - King Suite!

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, (16 reviews)
The price is CA $465
CA $960 total
includes taxes & fees
Jul 29 - Jul 30
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

New England Coastal Residence

New England Coastal Residence
Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"Comfortable, clean and very much natural light. The beds are incredibly comfortable. A great place as a homebase when visiting the area."
United States
Richard B.
The price is CA $381
CA $1,040 total
includes taxes & fees
Jul 29 - Jul 30
New England Coastal Residence

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)
"The home was warm and inviting upon our arrival. We loved the home. Rachel responds immediately with any questions. Cape Ann is beautiful and convenient to Boston. We loved our visit and felt at home! "
United States
Melenia s.
The price is CA $304
CA $698 total
includes taxes & fees
Aug 26 - Aug 27
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, (26 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 CA $507
CA $906 total
includes taxes & fees
Aug 2 - Aug 3
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

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, (3 reviews)
"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 CA $425
CA $1,322 total
includes taxes & fees
Jul 29 - Jul 30
Classic Coastal Family Home | Walk to Sea;King Bed

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (50 reviews)
"A wonderful place to stay!"
United States
rich k.
The price is CA $561
CA $986 total
includes taxes & fees
Aug 10 - Aug 11
Beach Life Bliss - steps to the beach

Stay at Smith Cove

Stay at Smith Cove
Rocky Neck
10.0 out of 10, Exceptional, (10 reviews)
"Great place clean convenient, great veiw, recommend "
United States
Justin l.
The price is CA $991
CA $1,693 total
includes taxes & fees
Jul 30 - Jul 31
Stay at Smith Cove

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 CA $534
CA $1,180 total
includes taxes & fees
Aug 3 - Aug 4
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Long Beach Suites: 3 Mins Toes To Sand!

Long Beach Suites: 3 Mins Toes To Sand!
East Gloucester
8.8 out of 10, Excellent, (21 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 CA $318
CA $744 total
includes taxes & fees
Jul 30 - Jul 31
Long Beach Suites: 3 Mins Toes To Sand!

Stay at Gloucester Harbor

Stay at Gloucester Harbor
Rocky Neck
The price is CA $1,830
CA $2,906 total
includes taxes & fees
Aug 9 - Aug 10
Stay at Gloucester Harbor

Private Beach! Dream vacation at your private beach in Gloucester

Private Beach! Dream vacation at your private beach in Gloucester
Gloucester
9.8 out of 10, Exceptional, (12 reviews)
"Unique property with an awesome private beach."
United States
William M.
The price is CA $1,339
CA $2,788 total
includes taxes & fees
Aug 23 - Aug 24
Private Beach! Dream vacation at your private beach in Gloucester
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?

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 Steps to Wingaersheek's Private 1.5 Mile White Dune Beach and Lovely 'The Buoys Cottage' on Annisquam River!.

How many vacation rentals are there in Gloucester?

Expedia has 170 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.