Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Gloucester vacation rentals

Basic Apartment | Dining room
Long Beach Suites

Long Beach Suites

Long Beach Suites
2.0 star property
Gloucester
9.2 out of 10, Wonderful, (61)
"It's amazing & very private, has everything you could need!"
United States
Ashley
$305 nightly
The price is $341
Jan 8 - Jan 9
Total with taxes and fees
Long Beach Suites
Private kitchen
The Essex of Gloucester

The Essex of Gloucester

The Essex of Gloucester
2.0 star property
Gloucester
10.0 out of 10, Exceptional, (2)
"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.
$165 nightly
The price is $184
Jan 8 - Jan 9
Total with taxes and fees
The Essex of Gloucester
Beach
Long Beach Suites: 3 Mins Toes To Sand!

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)
"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.
$357 nightly
The price is $399
Jan 8 - Jan 9
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!
Beach
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

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, (11)
"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 2 - Feb 3
Total with taxes and fees
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Property grounds
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
$498 nightly
The price is $556
Jan 8 - Jan 9
Total with taxes and fees
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Beach
1BR with Private Deck + Ocean Views· Private Parking · King Bed

1BR with Private Deck + Ocean Views· Private Parking · King Bed

1BR with Private Deck + Ocean Views· Private Parking · King Bed
Rockport
9.8 out of 10, Exceptional, (34)
"Nice place, great location. Short walk to restaurants and sights. "
United States
Kathryn
$209 nightly
The price is $233
Jan 8 - Jan 9
Total with taxes and fees
1BR with Private Deck + Ocean Views· Private Parking · King Bed
Marina
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ 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)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
$208 nightly
The price is $232
Jan 14 - Jan 15
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Smart TV
1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard

1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard

1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
Salem
10.0 out of 10, Exceptional, (17)
"It was lovely. "
United States
jeannie m.
$247 nightly
The price is $276
Jan 8 - Jan 9
Total with taxes and fees
1BR on Salem Common l Steps to Witch Museum and Downtown l Fenced in Yard
Outdoor dining
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

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
2.0 star property
Rockport
9.8 out of 10, Exceptional, (7)
"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.
$323 nightly
The price is $361
Jan 12 - Jan 13
Total with taxes and fees
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Beach
Lovely 1.5 bedroom in the great historic town

Lovely 1.5 bedroom in the great historic town

Lovely 1.5 bedroom in the great historic town
Salem
9.6 out of 10, Exceptional, (61)
"The apt was so cute, clean, quiet, and conveniently located near downtown Salem."
United States
Melissa R.
$183 nightly
The price is $204
Feb 4 - Feb 5
Total with taxes and fees
Lovely 1.5 bedroom in the great historic town
Property grounds
*NEW Downtown Getaway|2BR|Salem+Beverly|Parking

*NEW Downtown Getaway|2BR|Salem+Beverly|Parking

*NEW Downtown Getaway|2BR|Salem+Beverly|Parking
Beverly
10.0 out of 10, Exceptional, (32)
"The home was nicely renovated and comfortable and our hosts were quick to respond to questions. Check in and out was easy and we had a nice stay and will return. "
United States
Lawrence D.
$262 nightly
The price is $293
Jan 11 - Jan 12
Total with taxes and fees
*NEW Downtown Getaway|2BR|Salem+Beverly|Parking
Terrace/patio
Hampton Beach Suite | Mins to Maine | Pet Friendly

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)
"Our stay was great. The location was perfect, right across the street from the beach."
United States
Bryan S.
$209 nightly
The price is $218
Jan 8 - Jan 9
Total with taxes and fees
Hampton Beach Suite | Mins to Maine | Pet Friendly
Smart TV
Don’t Miss It! Hocus Pocus Season is here!

Don’t Miss It! Hocus Pocus Season is here!

Don’t Miss It! Hocus Pocus Season is here!
Salem
9.8 out of 10, Exceptional, (7)
"Natalia was a wonderful host, very responsive when we had a few questions. Fantastic place to stay!"
United States
Lyn B.
$245 nightly
The price is $274
Jan 11 - Jan 12
Total with taxes and fees
Don’t Miss It! Hocus Pocus Season is here!
Marina
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly

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, (31)
"Great location. Excellent and clean renovation and a very responsive host. "
United States
Ken W.
$292 nightly
The price is $327
Feb 2 - Feb 3
Total with taxes and fees
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
Exterior
*NEW Omi's 1BR Retreat|Downtown Salem|Witch House

*NEW Omi's 1BR Retreat|Downtown Salem|Witch House

*NEW Omi's 1BR Retreat|Downtown Salem|Witch House
Downtown Salem
10.0 out of 10, Exceptional, (41)
"The location was perfect and in walking distance of everything we wanted to do. It was clean, and decorated so cute inside. We were very comfortable during our stay and had an incredible time! Would definitely stay here again. "
United States
Ashley M.
$216 nightly
The price is $245
Jan 12 - Jan 13
Total with taxes and fees
*NEW Omi's 1BR Retreat|Downtown Salem|Witch House
3 bedrooms, iron/ironing board, WiFi, bed sheets
Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem

Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem

Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem
Salem
10.0 out of 10, Exceptional, (2)
"Amazing place to stay. Lots of room and very clean."
United States
A S.
$226 nightly
The price is $253
Jan 13 - Jan 14
Total with taxes and fees
Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem
Property grounds
Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach
2.0 star property
Rockport
10.0 out of 10, Exceptional, (2)
"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
$456 nightly
The price is $509
Jan 14 - Jan 15
Total with taxes and fees
Home w/firepit l Walk to Bearskin Neck+Beach
1 bedroom, iron/ironing board, WiFi, bed sheets
Dusk Suite at The Hygge House, Dusk Suite at The Hygge House

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
2.0 star property
Newburyport
8.6 out of 10, Excellent, (4)
"The room was nice, there should have been 4 towels instead of just 2 and an extra blanket as just the sheet and bedspread were thin for cold nights. We did see staff in the morning and got another blanket they were very nice. Parking was tough. "
United States
Jill T.
$159 nightly
The price is $171
Jan 10 - Jan 11
Total with taxes and fees
Dusk Suite at The Hygge House, Dusk Suite at The Hygge House
Smart TV
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

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
9.4 out of 10, Exceptional, (21)
"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
$263 nightly
The price is $294
Jan 8 - Jan 9
Total with taxes and fees
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Interior
Beverly/Salem! Dwtn/Water/Train

Beverly/Salem! Dwtn/Water/Train

Beverly/Salem! Dwtn/Water/Train
Beverly
8.8 out of 10, Excellent, (5)
"Great location pet friendly and friendly host."
United States
Sandy
$191 nightly
The price is $203
Jan 8 - Jan 9
Total with taxes and fees
Beverly/Salem! Dwtn/Water/Train
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

Hawthorne Hotel

Hawthorne Hotel

10/10 Excellent
"6th floor, park views."
David 2-night trip
Posted 7 hours ago
Hawthorne Hotel

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.

Explore a world of travel with Expedia

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?

Tidebend: River views and gracious comfort: This Gloucester vacation home rental is located on a river and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Gloucester is Peaceful centrally located home: w/ yard & walking distance to town.

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 Half Moon Beach and Stage Fort Park 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.