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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Gloucester vacation rentals

A modern apartment with a dining area, kitchen, living room, and a large window.

1. Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (80 reviews)
"Really good,so close to the beaches"
United States
Oscar
$395 nightly
The price is $441
Sep 2 - Sep 3
Total with taxes and fees
Long Beach Suites
A cozy living room with a wooden ceiling, a sofa, a coffee table, and a door with glass panels.

2. 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.
$343 nightly
The price is $383
Sep 23 - Sep 24
Total with taxes and fees
Quaint Neighborhood / Close to Beaches
A living room with a fireplace, a television mounted on the wall, and a variety of decorative items including plants and a large vase.

3. Charming Retreat

Charming Retreat
East Gloucester
9.8 out of 10, Exceptional, (20 reviews)
"We had a very pleasant stay. Nice quiet location. Clean apartment. Great host. Would stay again. Thank you for sharing your place with us."
United States
John P.
$289 nightly
The price is $323
Sep 21 - Sep 22
Total with taxes and fees
Charming Retreat
A marina with boats docked at the pier, reflecting the sunset sky.

4. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
East Gloucester
9.6 out of 10, Exceptional, (37 reviews)
"Linda was so kind and what a fun little home she opened up to us! "
United States
Hillary M.
$400 nightly
The price is $447
Sep 2 - Sep 3
Total with taxes and fees
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
A staircase with wooden steps leading to a room with a wooden ceiling.

5. 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)
$335 nightly
The price is $374
Sep 9 - Sep 10
Total with taxes and fees
Oceanside Village Home~Private Fenced Yard~Reserved Parking
A beach with clear water and a rocky shoreline. There are houses on a cliff overlooking the beach.

6. 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.
$425 nightly
The price is $474
Sep 2 - Sep 3
Total with taxes and fees
Long Beach Suites: Ocean Views
A sunset over a beach with trees and a rocky shoreline.

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

Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Lovely, large room with beams on the ceiling and a very comfortable bed. Clean and inviting. Appreciated the detailed, friendly messages from the host. The building is near a pretty pond and the store downstairs sells coffee for a dollar!"
United States
Catherine C.
$192 nightly
The price is $215
Sep 17 - Sep 18
Total with taxes and fees
Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

8. 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, (18 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
$372 nightly
The price is $416
Sep 21 - Sep 22
Total with taxes and fees
Cozy two bedroom house in the heart of Gloucester
A modern kitchen with wooden floors, stainless steel appliances, and a wooden dining table.

9. 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, (59 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.
$414 nightly
The price is $463
Sep 4 - Sep 5
Total with taxes and fees
Luxury 1900's romantic retreat steps from the beach - King Suite!
A spacious living room with a large window, a sofa, a coffee table, a chair, and a TV mounted on the wall.

10. 3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
East Gloucester
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful, wonderfully well stocked home with everything anyone would need! And not just starter supplies either! They even have beach necessities in a shed out back! Quality and quantity amazing in everything! Beautiful views, comfortable rocking chairs on front porch. Everything was great!!"
United States
Michele V.
$517 nightly
The price is $577
Sep 22 - Sep 23
Total with taxes and fees
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
A crowded beach with people swimming and sunbathing, tents, and beach chairs.

11. Ocean Breeze / 8-Minute Walk to Beach

Ocean Breeze / 8-Minute Walk to Beach
East Gloucester
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and quaint. There is definitely noise you can hear from upstairs but not in a way that was bothersome. We enjoyed our stay!"
United States
Jessica M.
$397 nightly
The price is $443
Sep 13 - Sep 14
Total with taxes and fees
Ocean Breeze / 8-Minute Walk to Beach
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

12. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
$315 nightly
The price is $352
Sep 22 - Sep 23
Total with taxes and fees
The Essex of Gloucester
A wooden staircase with a railing leading to a covered deck area.

13. 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, (17 reviews)
"Rachel was very responsive and attentive, excellent host. The house was in a great location, clean, and very comfortable. Would stay there again should the need arise."
United States
Betty
$591 nightly
The price is $660
Sep 3 - Sep 4
Total with taxes and fees
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

14. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (54 reviews)
"A wonderful place to stay!"
United States
rich k.
$546 nightly
The price is $610
Sep 9 - Sep 10
Total with taxes and fees
Beach Life Bliss - steps to the beach
A two-story house with a wrap-around porch, a curved driveway, and a view of a large body of water.

15. 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, (4 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.
$833 nightly
The price is $953
Aug 30 - Aug 31
Total with taxes and fees
Classic Coastal Family Home | Walk to Sea;King Bed
A modern staircase with wooden steps and metal railings, leading to a well-lit interior space.

16. New England Coastal Residence

New England Coastal Residence
Gloucester
10.0 out of 10, Exceptional, (3 reviews)
"Comfortable, clean and very much natural light. The beds are incredibly comfortable. A great place as a homebase when visiting the area."
United States
Richard B.
$876 nightly
The price is $979
Sep 1 - Sep 2
Total with taxes and fees
New England Coastal Residence
A living room with a wooden coffee table, two wine glasses, a black textured wall, a green sofa, and a door leading to a garden.

17. 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.
$637 nightly
The price is $712
Sep 26 - Sep 27
Total with taxes and fees
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
A living room with a fireplace, sofas, a TV, and wooden beams on the ceiling.

18. Stay at Good Harbor Beach

Stay at Good Harbor Beach
East Gloucester
10.0 out of 10, Exceptional, (1 review)
"House was incredible and great for a group. Super nice house with everything we needed. Walked to the beach , cooked great meals, Allie was super helpful and accommodating. Would love to come back."
United States
hawley s.
$2,339 nightly
The price is $2,676
Sep 8 - Sep 9
Total with taxes and fees
Stay at Good Harbor Beach
A bedroom with a bed, bedside tables, a desk, and a bench.

19. 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
10.0 out of 10, Exceptional, (1 review)
"We loved our stay. The property is beautiful with wonderful views. Convenient to get most places."
United States
Sara G.
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
A beach with clear water and a rocky shoreline. There are houses on a cliff overlooking the beach.

20. 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.
$430 nightly
The price is $480
Sep 2 - Sep 3
Total with taxes and fees
Long Beach Suites: 3 Mins Toes To Sand!
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
"I enjoyed everything, breakfast was great and staff was great. Only thing, just in general with hotels, I wish they would do away with rugs !"
Gloria 3-night trip
Posted 6 hours 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 $155 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 Steps to Wingaersheek's Private 1.5 Mile White Dune Beach and Classic Coastal Family Home | Walk to Sea;King Bed.

How many vacation rentals are there in Gloucester?

Expedia has 170 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.