Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Gloucester vacation rentals

Basic Apartment | Dining room

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
Long Beach Suites
Beach

Long Beach Suites: Ocean Views, Book 2025 Already!

Long Beach Suites: Ocean Views, Book 2025 Already!
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 ￥17,929
￥55,888 total
includes taxes & fees
Feb 14 - Feb 15
Long Beach Suites: Ocean Views, Book 2025 Already!
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
Gloucester
10.0 out of 10, Exceptional, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Interior

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)
"House was nice, with a great back yard. Just a short walk to beautiful rocks overlooking the ocean."
United States
Jeri S.
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Private kitchen

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (2 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.
The price is ￥21,999
￥28,157 total
includes taxes & fees
Feb 16 - Feb 17
The Essex of Gloucester
Beach

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.
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
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, (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.
The price is ￥17,929
￥61,066 total
includes taxes & fees
Feb 18 - Feb 19
Long Beach Suites: 3 Mins Toes To Sand!
Terrace/patio

Hampton Beach Suite | Mins to Maine | Pet Friendly

Hampton Beach Suite | Mins to Maine | Pet Friendly
Hampton Beach
9.2 out of 10, Wonderful, (13 reviews)
"Pretty cool spot, quiet and quiet! Perfect for couples Thank You, John!"
United States
Veronica R.
The price is ￥12,672
￥33,336 total
includes taxes & fees
Feb 19 - Feb 20
Hampton Beach Suite | Mins to Maine | Pet Friendly
House (Plovers Nest) | Exterior

Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
Plovers Nest
Marina

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.
The price is ￥12,270
￥38,546 total
includes taxes & fees
Feb 16 - Feb 17
The Bookstore · Private Parking · King Beds · Downtown Rockport·· Dog Friendly
Classic Apartment, 3rd floor 3 Bedrooms | 1 bedroom, iron/ironing board, free cribs/infant beds, rollaway beds

Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very Good, (48 reviews)
"The whole floor was clean and organized. The whole floor also felt inviting and comforting. We enjoyed how close we where to everthing. We were both so happy with found this apartment. "
United States
Jason
The price is ￥22,275
￥47,699 total
includes taxes & fees
Feb 22 - Feb 23
Apartments in Salem
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
Salem
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place to stay. Lots of room and very clean."
United States
A S.
The price is ￥11,068
￥39,495 total
includes taxes & fees
Feb 22 - Feb 23
Spacious 3BDR/4Bed apartment with King + Queen beds, WiFi, AC in Downtown Salem
Beach nearby

10 Mins From Downtown | Walk to Beach & Lighthouse

10 Mins From Downtown | Walk to Beach & Lighthouse
Newburyport
9.8 out of 10, Exceptional, (49 reviews)
"Thank you for the wonderful time!"
United States
Jakob W.
The price is ￥23,752
￥73,580 total
includes taxes & fees
Mar 1 - Mar 2
10 Mins From Downtown | Walk to Beach & Lighthouse
Beach

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 reviews)
"Nice place, great location. Short walk to restaurants and sights. "
United States
Kathryn
1BR with Private Deck + Ocean Views· Private Parking · King Bed
Marina

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.
The price is ￥22,297
￥62,961 total
includes taxes & fees
Mar 9 - Mar 10
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Beach nearby

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.
The price is ￥20,318
￥62,455 total
includes taxes & fees
Feb 16 - Feb 17
The Addie Shack | Pet Friendly | Steps to Beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

Oceanfront, private balcony, stunning panoramic views of the Atlantic

Oceanfront, private balcony, stunning panoramic views of the Atlantic
Hampton
9.8 out of 10, Exceptional, (46 reviews)
"This was a perfect location for the activities we had planned and we loved sitting on the balcony listening to the waves crashing on the rocks. Would stay here again!"
United States
Jason A.
The price is ￥28,262
￥55,860 total
includes taxes & fees
Feb 15 - Feb 16
Oceanfront, private balcony, stunning panoramic views of the Atlantic
Fridge, microwave, oven, stovetop

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
8.8 out of 10, Excellent, (13 reviews)
"A big, comfortable house. The owner was quick to answer the questions that I had and resolved everything nicely."
United States
William
Comfortable spacious house, easy access to all
Apartment (1 Bedroom) | Interior

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
The price is ￥17,721
￥55,804 total
includes taxes & fees
Feb 15 - Feb 16
1 Mi to Downtown: Salem Vacation Rental!
Smart TV, books

Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.6 out of 10, Exceptional, (5 reviews)
"Great house, great location, made for a perfect vacation. Kerin was quick to respond to any of our questions, making check-in super easy. The house is just the right mix of Rockport history and modern amenities, beautifully decorated yet casual and comfortable for a family with two energetic kids. The location was just right as well; a quick walk to the beach, shops and restaurants, while tucked away on a quiet neighborhood street. We felt like locals for the week, popping over to Bearskin Neck...
United States
Christian S.
The price is ￥35,809
￥94,433 total
includes taxes & fees
Feb 15 - Feb 16
Historic Renovation, Walk to Front Beach and Shopping
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

Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG

10/10 Excellent
"Everyone was very friendly and helpful. The room was spotless and had all the amenities we needed. We had dinner at the bar with a limited menu but the food was excellent! The shuttle driver was friendly and prompt. Overall a great experience."
Linda 1-night trip
Posted 2 days ago
Holiday Inn Express Boston Logan Airport - Revere by IHG

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gloucester!

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?

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC : Visitors like this Gloucester vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Gloucester?

Expedia has 162 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.