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, (61 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
$305 nightly
The price is $341
Jan 26 - Jan 27
Total with taxes and fees
Long Beach Suites

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)
"After a conference in Boston, we wanted go stay a few days in a relaxed area near the sea. It was lovely and quiet, and a short walk to the beach."
United States
Jennifer T.
$350 nightly
The price is $391
Jan 26 - Jan 27
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!

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, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
$445 nightly
The price is $497
Jan 26 - Jan 27
Total with taxes and fees
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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.
$371 nightly
The price is $414
Feb 16 - Feb 17
Total with taxes and fees
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Long Beach Suites: Ocean Views, Book 2025 Already!

Long Beach Suites: Ocean Views, Book 2025 Already!
East Gloucester
9.2 out of 10, Wonderful, (21 reviews)
"Loved the stay Very close to beaches, beautiful area. "
United States
Jessica P.
$327 nightly
The price is $365
Jan 26 - Jan 27
Total with taxes and fees
Long Beach Suites: Ocean Views, Book 2025 Already!

Hampton Beach Suite | Mins to Maine | Pet Friendly

Hampton Beach Suite | Mins to Maine | Pet Friendly
Hampton Beach
9.0 out of 10, Wonderful, (12 reviews)
"Pretty cool spot, quiet and quiet! Perfect for couples Thank You, John!"
United States
Veronica R.
$209 nightly
The price is $218
Jan 26 - Jan 27
Total with taxes and fees
Hampton Beach Suite | Mins to Maine | Pet Friendly

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Rockport
9.8 out of 10, Exceptional, (7 reviews)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
$312 nightly
The price is $349
Jan 26 - Jan 27
Total with taxes and fees
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

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
Jan 27 - Jan 28
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

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

The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
Rockport
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Excellent and clean renovation and a very responsive host. "
United States
Ken W.
$260 nightly
The price is $291
Jan 26 - Jan 27
Total with taxes and fees
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly

5 Min to Salem~Comfy King Beds

5 Min to Salem~Comfy King Beds
Beverly
10.0 out of 10, Exceptional, (1 review)
"Exactly as described - was just what we needed for a quick trip over a handful of days. It was great for walking into Beverly and close to Salem. The host was wonderful to work with and would recommend any of his locations. "
United States
Kerry H.
$196 nightly
The price is $199
Jan 26 - Jan 27
Total with taxes and fees
5 Min to Salem~Comfy King Beds

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

2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!
Rockport
9.8 out of 10, Exceptional, (36 reviews)
"Ease of communication with host, responsiveness of host as well as an ideal location for everything Rockport made our stay most satisfying."
United States
Richard R.
$288 nightly
The price is $322
Jan 27 - Jan 28
Total with taxes and fees
2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!

Comfy King Beds~5 min to Salem

Comfy King Beds~5 min to Salem
Beverly
10.0 out of 10, Exceptional, (2 reviews)
"Lovely second floor apartment! Great for a pet too. Lovely pet friendly small beach side park 8 minute walk away. Great place to stay if you’re looking to visit Salem "
United States
Jaylee G.
$215 nightly
The price is $218
Jan 28 - Jan 29
Total with taxes and fees
Comfy King Beds~5 min to Salem

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead
10.0 out of 10, Exceptional, (71 reviews)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
$197 nightly
The price is $220
Jan 26 - Jan 27
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Fresh Design-Walk to Salem-Food-Train Station

Fresh Design-Walk to Salem-Food-Train Station
Beverly
10.0 out of 10, Exceptional, (12 reviews)
"Darryl is a great host and the apartment is lovely. We would definitely stay here again."
United States
Timothy G.
$243 nightly
The price is $271
Jan 26 - Jan 27
Total with taxes and fees
Fresh Design-Walk to Salem-Food-Train Station

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
$237 nightly
The price is $265
Jan 26 - Jan 27
Total with taxes and fees
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
Beverly
10.0 out of 10, Exceptional, (3 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
$280 nightly
The price is $313
Jan 26 - Jan 27
Total with taxes and fees
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
$315 nightly
The price is $352
Jan 27 - Jan 28
Total with taxes and fees
1 Mi to Downtown Salem: Studio w/ Fire Pit Access

The Addie Shack | Pet Friendly | Steps to Beach

The Addie Shack | Pet Friendly | Steps to Beach
Salisbury Beach
9.6 out of 10, Exceptional, (18 reviews)
"Great communication with host; clean, quiet, comfortable, good location (3-minute walk to the beach)"
United States
Ann Marie G.
$352 nightly
The price is $393
Jan 27 - Jan 28
Total with taxes and fees
The Addie Shack | Pet Friendly | Steps 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

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 $204 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?

The Essex of Gloucester: Visitors like this Gloucester vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Gloucester?

Expedia has 159 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.