A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Gloucester Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Gloucester vacation rentals

A picnic area with tables and an umbrella, a wooden building, and a white picket fence.

1. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (53 reviews)
"Great stay"
United States
Phillip
Sands Resort at Hampton Beach
A bedroom with a bed, a desk, a chair, a ceiling fan, and a painting on the wall.

2. Apartments in Salem

Apartments in Salem
3.0 star property
Salem
8.0 out of 10, Very good, (50 reviews)
"Well kept property"
United States
Michelle
$620 nightly
The price is $686
Sep 28 - Sep 29
Total with taxes and fees
Apartments in Salem
A spacious living room with a large window overlooking the sea, a comfortable sofa, a glass coffee table, and a leather armchair.

3. Coastal Charm Lobster Ch Teau

Coastal Charm Lobster Ch Teau
2.0 star property
Swampscott
Coastal Charm Lobster Ch Teau
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

4. Walk to Public Beach Access! Breezy Hampton Condo

Walk to Public Beach Access! Breezy Hampton Condo
3.0 star property
Hampton Beach
$408 nightly
The price is $443
Oct 4 - Oct 5
Total with taxes and fees
Walk to Public Beach Access! Breezy Hampton Condo
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

5. Broom & Board

Broom & Board
3.5 star property
Salem
8.0 out of 10, Very good, (2 reviews)
"Great stay highly recommended!"
United States
Jamie
$987 nightly
The price is $1,103
Sep 30 - Oct 1
Total with taxes and fees
Broom & Board
A cozy living room with a fireplace, a large rug, wicker furniture, and a painting of a lighthouse.

6. 7 Beachside Inn

7 Beachside Inn
3.0 star property
Hampton Beach
8.4 out of 10, Very good, (13 reviews)
"Great cottage with all the amenities you could ask for, excellent location. We didn't understand how to use the TV but we were there for the beach so that was fine. The hotel staff was so nice and helpful."
United States
Grace
$225 nightly
The price is $240
Oct 7 - Oct 8
Total with taxes and fees
7 Beachside Inn
A spacious room with a high ceiling, a large bed, a green dining area, and a view of the outdoors.

7. 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
$365 nightly
The price is $407
Sep 30 - Oct 1
Total with taxes and fees
1 Mi to Downtown Salem: Studio w/ Fire Pit Access

8. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
$350 nightly
The price is $384
Sep 27 - Sep 28
Total with taxes and fees
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
A beach with people sunbathing and swimming, a rocky outcrop in the foreground, and a small island in the background.

9. Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
$473 nightly
The price is $528
Sep 28 - Sep 29
Total with taxes and fees
Bell Buoy
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

10. Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
$570 nightly
The price is $636
Sep 30 - Oct 1
Total with taxes and fees
Seacity View
A harbor with multiple sailboats docked, a prominent clock tower, and a backdrop of a large moon.

11. Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
$1,385 nightly
The price is $1,547
Oct 19 - Oct 20
Total with taxes and fees
Rockmere Inn
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

Castle Manor Inn

Castle Manor Inn

10/10 Excellent
"The property was beautiful and well kept. The rooms were very comfortable. We stayed for a girls trip and it was perfect for us. We would recommend to everyone"
Kristie 2-night trip
Posted less than an hour ago
Castle Manor Inn

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 $240 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?

Peaceful centrally located home: w/ yard & walking distance to town: This Gloucester vacation home rental offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other top choices in Gloucester are Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam and Single Level Home - Steps to Downtown Gloucester & A/C throughout .

How many vacation rentals are there in Gloucester?

Expedia has 173 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.