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, (54 reviews)
"We enjoyed every bit of our stay."
United States
Kathy B.
$344 nightly
The price is $384
Jul 1 - Jul 2
Total with taxes and fees
Luxury 1900's romantic retreat steps from the beach - King Suite!

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (8 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
$300 nightly
The price is $335
Jun 24 - Jun 25
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, (70 reviews)
"Location, spacious, clean and neat!"
United States
Henry
$380 nightly
The price is $425
Jun 23 - Jun 24
Total with taxes and fees
Long Beach Suites

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, (14 reviews)
"Wonderful spot to stay and would use it again if I visit later."
United States
Shelley S.
$394 nightly
The price is $440
Jun 30 - Jul 1
Total with taxes and fees
Cozy two bedroom house in the heart of Gloucester

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.
$383 nightly
The price is $428
Jun 24 - Jun 25
Total with taxes and fees
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

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, (12 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
$603 nightly
The price is $674
Jun 23 - Jun 24
Total with taxes and fees
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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.
$423 nightly
The price is $472
Jun 30 - Jul 1
Total with taxes and fees
Long Beach Suites: Ocean Views

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (47 reviews)
"A wonderful place to stay!"
United States
rich k.
$517 nightly
The price is $577
Jun 25 - Jun 26
Total with taxes and fees
Beach Life Bliss - steps to the beach

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.
$553 nightly
The price is $618
Jun 23 - Jun 24
Total with taxes and fees
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

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.
$433 nightly
The price is $484
Jun 25 - Jun 26
Total with taxes and fees
Quaint Neighborhood / Close to Beaches

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (14 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
$476 nightly
The price is $532
Jul 16 - Jul 17
Total with taxes and fees
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (19 reviews)
"Excellent location, very clean and good communication. Will definitely stay again when in the area. "
United States
Patrick M.
$285 nightly
The price is $318
Jun 25 - Jun 26
Total with taxes and fees
Ocean Breeze / 8-Minute Walk to Beach

New England Coastal Residence

New England Coastal Residence
Gloucester
$804 nightly
The price is $815
Jun 23 - Jun 24
Total with taxes and fees
New England Coastal Residence

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, (1 review)
"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.
$1,011 nightly
The price is $1,156
Jun 29 - Jun 30
Total with taxes and fees
Classic Coastal Family Home | Walk to Sea;King Bed

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
$401 nightly
The price is $448
Jun 30 - Jul 1
Total with taxes and fees
Charming Retreat

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!
Gloucester
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful views, great location, easy access to all of Cape Ann."
United States
Stacey W.
$638 nightly
The price is $713
Jun 23 - Jun 24
Total with taxes and fees
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

Long Beach Suites: 3 Mins Toes To Sand!

Long Beach Suites: 3 Mins Toes To Sand!
East Gloucester
8.8 out of 10, Excellent, (20 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.
$494 nightly
The price is $552
Jun 25 - Jun 26
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Gloucester
$1,301 nightly
The price is $1,454
Jul 4 - Jul 5
Total with taxes and fees
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (12 reviews)
"Our host was amazing and this was the perfect getaway for us in a beautiful location!"
United States
Joy B.
$1,332 nightly
The price is $1,488
Jul 14 - Jul 15
Total with taxes and fees
Stay at Rocky Neck

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 28) - Heated Pool Jacuzzi Beach

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 28) - Heated Pool Jacuzzi Beach
East Gloucester
7.6 out of 10, Good, (4 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.
$3,124 nightly
The price is $3,490
Jun 26 - Jun 27
Total with taxes and fees
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 28) - Heated Pool Jacuzzi 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 $218 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?

Classic Coastal Family Home | Walk to Sea;King Bed: This Gloucester vacation home rental offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other top choices in Gloucester are Steps to Wingaersheek's Private 1.5 Mile White Dune Beach and Beach Life Bliss - steps to the beach.

How many vacation rentals are there in Gloucester?

Expedia has 168 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.