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, (50 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
Luxury 1900's romantic retreat steps from the beach - King Suite!

Long Beach Suites: 3 Mins Toes To Sand!

Long Beach Suites: 3 Mins Toes To Sand!
East Gloucester
8.8 out of 10, Excellent, (19 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.
$355 nightly
The price is $396
Mar 5 - Mar 6
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (3 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
$183 nightly
The price is $204
Mar 5 - Mar 6
Total with taxes and fees
The Essex of Gloucester

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (61 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
$288 nightly
The price is $322
Mar 8 - Mar 9
Total with taxes and fees
Long Beach Suites

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Gloucester
9.8 out of 10, Exceptional, (12 reviews)
"We loved cooking on the antique stove and hanging out in the sun room. It was a cozy spot close to all the activities in Rockport."
United States
Allyson Y.
$345 nightly
The price is $385
Mar 5 - Mar 6
Total with taxes and fees
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (10 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
$339 nightly
The price is $379
Mar 23 - Mar 24
Total with taxes and fees
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
$278 nightly
The price is $305
Mar 5 - Mar 6
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (38 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
$377 nightly
The price is $421
Mar 18 - Mar 19
Total with taxes and fees
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly

The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
Rockport
9.8 out of 10, Exceptional, (34 reviews)
"Clean cozy space. Perfect location, could walk to everything we wanted to do. "
United States
Cara L.
$329 nightly
The price is $367
Mar 5 - Mar 6
Total with taxes and fees
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly

2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!
Rockport
9.8 out of 10, Exceptional, (37 reviews)
"We had a wonderful stay - location was tremendous with great walk ability - and the host was extremely accommodating in granting our every wish!"
United States
Dave Z.
$281 nightly
The price is $314
Mar 5 - Mar 6
Total with taxes and fees
2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach
Rockport
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, lots of places and nooks to sit and enjoy. Great ammenities, very cozy, well stocked. A short walk to the beach to enjoy sunrises..A short walk to city center, friendly people, great art scene. We loved our stay and would love to come again."
United States
gila
$487 nightly
The price is $544
Mar 8 - Mar 9
Total with taxes and fees
Home w/firepit l Walk to Bearskin Neck+Beach

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Beverly
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
$241 nightly
The price is $270
Mar 5 - Mar 6
Total with taxes and fees
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

2 BR City Sanctuary - 5 Mins to Historical Salem!

2 BR City Sanctuary - 5 Mins to Historical Salem!
Beverly
9.0 out of 10, Wonderful, (2 reviews)
"The host was super accommodating with check in time and check out time. This is the perfect location just outside of Salem. You are not too close to the chaos but only 6-8 minute drive to downtown Salem. Highly recommend! "
United States
Kaitlyn F.
$228 nightly
The price is $243
Mar 8 - Mar 9
Total with taxes and fees
2 BR City Sanctuary - 5 Mins to Historical Salem!

Riverside Retreat • Cozy Coastal Cottage • Yard

Riverside Retreat • Cozy Coastal Cottage • Yard
Newbury
8.4 out of 10, Very Good, (6 reviews)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
$382 nightly
The price is $404
Mar 5 - Mar 6
Total with taxes and fees
Riverside Retreat • Cozy Coastal Cottage • Yard

Couples & Beach lovers Meet your needs here

Couples & Beach lovers Meet your needs here
Marblehead
8.6 out of 10, Excellent, (7 reviews)
"Property was clean and located close to the beach. "
United States
Kathleen B.
$269 nightly
The price is $313
Mar 10 - Mar 11
Total with taxes and fees
Couples & Beach lovers Meet your needs here

*3BR Downtown Hocus Pocus|Parking|Salem+Beverly

*3BR Downtown Hocus Pocus|Parking|Salem+Beverly
Beverly
10.0 out of 10, Exceptional, (21 reviews)
"Great communication from host and perfectly situated for the family. Great for all of the kid ages and really close to lots of coffee/food. Loved the stay. "
United States
Kerry H.
$309 nightly
The price is $345
Mar 5 - Mar 6
Total with taxes and fees
*3BR Downtown Hocus Pocus|Parking|Salem+Beverly

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, (2 reviews)
"Great overall stay! "
United States
Tessa
$327 nightly
The price is $365
Mar 5 - Mar 6
Total with taxes and fees
1 Mi to Downtown: Salem Vacation Rental!

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (19 reviews)
"Space was clean with a personal touch for our stay. Matty made some great suggestions in and around Beverly/ Salem/ Boston. We loved the effort to make the stay feel welcoming."
United States
Miles G.
$222 nightly
The price is $247
Mar 5 - Mar 6
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (6 reviews)
"Great property!!!"
United States
Heather
$248 nightly
The price is $277
Mar 5 - Mar 6
Total with taxes and fees
Hocus Pocus Season is here! Don’t miss it!

Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
$191 nightly
The price is $193
Mar 5 - Mar 6
Total with taxes and fees
Central Salem Retreat 2bd W/ parking
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

Everything you need to know about Gloucester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gloucester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gloucester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $185 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Edgemoor Estate 13 Beds 6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach: Visitors like this Gloucester vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Gloucester?

Expedia has 164 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.