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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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Gloucester vacation rentals

Beach

Quirky 1-bedroom apartment with AC in delightful Gloucester, near water

Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
Gloucester
$192 nightly
The price is $215
Jul 23 - Jul 24
Total with taxes and fees
Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
Basic Apartment | Dining room

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (71 reviews)
"Location, spacious, clean and neat!"
United States
Henry
$406 nightly
The price is $454
Jul 14 - Jul 15
Total with taxes and fees
Long Beach Suites
Smart TV, books

Quaint Neighborhood / Close to Beaches

Quaint Neighborhood / Close to Beaches
East Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"A lovely place! Very clean with very comfortable beds! "
United States
Mariyana K.
$468 nightly
The price is $523
Jul 15 - Jul 16
Total with taxes and fees
Quaint Neighborhood / Close to Beaches
Private kitchen

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
$311 nightly
The price is $347
Jul 13 - Jul 14
Total with taxes and fees
The Essex of Gloucester
Smart TV, books

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.
$394 nightly
The price is $440
Jul 29 - Jul 30
Total with taxes and fees
Cozy two bedroom house in the heart of Gloucester
Smart TV, fireplace

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, (24 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
United States
Samson L.
$599 nightly
The price is $669
Jul 13 - Jul 14
Total with taxes and fees
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Fridge, microwave, oven, stovetop

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, (54 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.
Luxury 1900's romantic retreat steps from the beach - King Suite!
Interior

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)
"Excellent downtown location! The loft was clean and well stocked. Great communication from the time of booking through check-out. "
United States
Aimee C.
$389 nightly
The price is $435
Jul 20 - Jul 21
Total with taxes and fees
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
Beach

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.
$427 nightly
The price is $476
Jul 14 - Jul 15
Total with taxes and fees
Long Beach Suites: Ocean Views
Exterior

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, (2 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.
$878 nightly
The price is $1,004
Jul 14 - Jul 15
Total with taxes and fees
Classic Coastal Family Home | Walk to Sea;King Bed
Sun loungers, beach towels

Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (20 reviews)
"Excellent location, very clean and good communication. Will definitely stay again when in the area. "
United States
Patrick M.
Ocean Breeze / 8-Minute Walk to Beach
Dining

The Duval House

The Duval House
Downtown Gloucester
9.6 out of 10, Exceptional, (18 reviews)
"We moved our time at Daryl’s rental. Perfect location as we were visiting for a family wedding. He was great and the apartment was really cute and well stocked :)"
United States
Michelle R.
$574 nightly
The price is $641
Jul 29 - Jul 30
Total with taxes and fees
The Duval House
Smart TV, fireplace

Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to stay, clean and comfortable."
United States
Anonymous traveler
$414 nightly
The price is $462
Aug 11 - Aug 12
Total with taxes and fees
Charming Retreat
Interior

New England Coastal Residence

New England Coastal Residence
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great space in a newly renovated building - appliances are brand new and everything is fresh and clean"
United States
Steve K.
$737 nightly
The price is $748
Jul 13 - Jul 14
Total with taxes and fees
New England Coastal Residence
Exterior

Stay at East Gloucester

Stay at East Gloucester
East Gloucester
9.6 out of 10, Exceptional, (5 reviews)
"great location to stay. Home was in great shape with nice amenities."
United States
Sean F.
$841 nightly
The price is $939
Jul 30 - Jul 31
Total with taxes and fees
Stay at East Gloucester
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, (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.
$570 nightly
The price is $636
Jul 26 - Jul 27
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!
Dining

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
East Gloucester
8.0 out of 10, Very Good, (6 reviews)
"This was the perfect property for our family. The house is wonderful and the hosts are super responsive. We can’t wait to return!"
United States
Bridget D.
$3,254 nightly
The price is $3,634
Jul 20 - Jul 21
Total with taxes and fees
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
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
Snorkeling, surfing

Blue Chill Cottage: Classic New England Charm - Walk to Hampton Beach - Private Yard

Blue Chill Cottage: Classic New England Charm - Walk to Hampton Beach - Private Yard
Hampton Beach
10.0 out of 10, Exceptional, (124 reviews)
"The Blue Chill Cottage was perfect in every way!!"
Canada
Rebecca
$570 nightly
The price is $618
Jul 16 - Jul 17
Total with taxes and fees
Blue Chill Cottage: Classic New England Charm - Walk to Hampton Beach - Private Yard
Smart TV

Twin Lights Coastal Cottage

Twin Lights Coastal Cottage
Rockport
10.0 out of 10, Exceptional, (25 reviews)
"The location and views were beautiful. The cottage itself was updated and tastefully styled with charming coastal finishes. The host was extremely helpful throughout the process from checking in/out to suggestions for places to visit as well as places to dine. We would definitely consider a return trip."
United States
Christopher C.
$680 nightly
The price is $760
Jul 19 - Jul 20
Total with taxes and fees
Twin Lights Coastal Cottage
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 - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

8/10 Good
"Room was clean and comfortable Parking was very tight There is extra parking available if you ask at the desk but the signs letting you know this are not very visible especially at night"
Paul 1-night trip
Posted less than an hour ago
Holiday Inn Express Boston - Saugus by IHG

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 $244 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?

Lovely 'The Buoys Cottage' on Annisquam River!: This Gloucester vacation home rental is located on a river and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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. Some other top choices in Gloucester are Classic Coastal Family Home | Walk to Sea;King Bed and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many vacation rentals are there in Gloucester?

Expedia has 171 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.