Gloucester Vacation Rentals from $249: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Gloucester has to offer?

Beach Life Bliss - steps to the beach : This Gloucester vacation home rental is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Gloucester is Steps to Wingaersheek's Private 1.5 Mile White Dune Beach .

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In two weeks

In two months

In three months

In four months

Our top choices for Gloucester vacation rentals

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester

Kathy B.

$358 nightly

Jul 1 - Jul 2

Total with taxes and fees

Long Beach Suites

East Gloucester

Henry

$342 nightly

Jun 15 - Jun 16

Total with taxes and fees

The Essex of Gloucester

Gloucester

Kimberly

$205 nightly

Jun 17 - Jun 18

Total with taxes and fees

Long Beach Suites: Ocean Views

East Gloucester

Jessica P.

$380 nightly

Jun 15 - Jun 16

Total with taxes and fees

Cozy two bedroom house in the heart of Gloucester

Gloucester

Shelley S.

$394 nightly

Jun 30 - Jul 1

Total with taxes and fees

Ocean Breeze / 8-Minute Walk to Beach

East Gloucester

Patrick M.

$308 nightly

Jun 16 - Jun 17

Total with taxes and fees

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Downtown Gloucester

Aimee C.

$433 nightly

Jun 24 - Jun 25

Total with taxes and fees

Beach Life Bliss - steps to the beach

Gloucester

rich k.

$541 nightly

Jun 25 - Jun 26

Total with taxes and fees

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Top Gloucester Hotel Reviews

Lakeside Inn

10/10 Excellent

"The location beside the lake was really nice, and my bedroom overlooked the lake so that was just perfect. The staff went out of their way to make me feel at home, even fetching me a beer to relax outside beside the lake when I arrived (despite the bar not actually open). Room was a generous size. Surrounded by lawn I was able to go for a run before brekky. Breakfast was okay, but coffee the typical American average- no espresso."

Holiday Inn Hotel & Suites Boston - Peabody by IHG

2/10 Terrible

"The lobby of the hotel was fine and people were nice, but our room was a dump! The latch on the door was very loose, and door wouldn’t close on its own like most hotel doors. Thermostat on wall was barely hanging on, the towel rack was loose, bathtub had been resealed apparently, and the white sealant was coming off of the tub. The pool was broken, along with one of the elevators. To the hotels credit, they did offer us two different rooms, both down by the broken elevator."

avid hotel Boston Logan Airport - Revere by IHG

10/10 Excellent

"Avid hotel had everything I needed, very well equipped. The breakfast was good, the bed was very comfortable. The shower was very nice. The personnel were also very helpful and went above and beyond. The shuttle driver who picked me up, told me the best route to get to where I needed to the next day, and the shuttle driver, the next morning went out of her way to take me to the rental car place, which was very helpful. I would definitely stay there again."

DoubleTree by Hilton Boston North Shore

8/10 Good

"It’s a nice hotel, stayed here to get off the highway for the night. I find there to be to many rules and extra fees for things here though. The pool says it’s supposed to be just for hotel guests but they actually allow people from the gym to use it as well. Also you can not have any pool toys in the pool at all floaties, noodles, sinkers tubes nothing. You have to pay extra for everything there’s no breakfast no coffee out in the lobby no water. There is an ice machine so that’s one good thing about it for a night it’s not bad. We got the king room with the kids beds which was my favourite part so the kids can have there own beds. One thing they should address though instead of hiding is the bed frame being out to far for the bed I ended up smashing my leg on the bar underneath because they hid it with a bed skirt left a pretty bad bruise too."

Castle Manor Inn

8/10 Good

"The room was clean, but small. The shower was super tiny, but I knew this was an old building, so I didn't expect huge open spaces. The decor was cute, and the breakfast options were good. There was an issue with the electricity in my room the first night. Only 2 outlets worked, the one in the bathroom, and the one that the air conditioner was plugged into. It wasn't a huge deal. I was able to get an extension cord so I could plug in my electronics. I checked in later, so I did bring it up with the front desk. They tried to switch breakers and check plugs, but were unable to fix it. They did have electricians out the next morning that took care of the issue. The staff was very friendly, and was genuinely apologetic for the electricity issue. That being said, I kinda feel like the amount of extension cords they use around the place are a fire hazard, but that is only my opinion. Both of the parking lots were fine. The area was a little bit sketchy around dark for a single traveler, but I never felt in danger. There were several bars around, so that may have fed into it, as well is a food pantry across the street. It seems there are a lot of un-housed people in that area, but I had no issues, or felt unsafe."

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 $249 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.

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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?

Beach Life Bliss - steps to the beach: This Gloucester vacation home rental is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Gloucester is Steps to Wingaersheek's Private 1.5 Mile White Dune Beach.

How many vacation rentals are there in Gloucester?

Expedia has 169 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.

Gloucester Vacation Rentals

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Check prices for these dates

Our top choices for Gloucester vacation rentals

Luxury 1900's romantic retreat steps from the beach - King Suite!

Long Beach Suites

The Essex of Gloucester

Long Beach Suites: Ocean Views

Cozy two bedroom house in the heart of Gloucester

Ocean Breeze / 8-Minute Walk to Beach

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar

Beach Life Bliss - steps to the beach

Quaint Neighborhood / Close to Beaches

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

New England Coastal Residence

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

Charming Retreat

Classic Coastal Family Home | Walk to Sea;King Bed

Stay at The Neck

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

Long Beach Suites: 3 Mins Toes To Sand!

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Find vacation rentals that suit your style

Top Gloucester Hotel Reviews

Lakeside Inn

Find out more about Gloucester

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