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 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Gloucester vacation rentals

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)
"We enjoyed every bit of our stay."
United States
Kathy B.
The price is ￥45,502
￥83,926 total
includes taxes & fees
Jul 18 - Jul 19
Luxury 1900's romantic retreat steps from the beach - King Suite!
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.
The price is ￥35,625
￥71,266 total
includes taxes & fees
Jul 29 - Jul 30
Cozy two bedroom house in the heart of Gloucester
Fridge, microwave, oven, stovetop

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.
Beach Life Bliss - steps to the beach
1 bedroom, iron/ironing board, WiFi, bed sheets

Herringbone Suite at Beacon House

Herringbone Suite at Beacon House
Downtown Gloucester
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding suite!! Clean as a whistle, has very nice decor, luxury linens, quiet and the communication from the owner was stellar!!!Highly recommend!Thanks for everything!!"
United States
Amanda M.
The price is ￥25,504
￥42,958 total
includes taxes & fees
Jul 2 - Jul 3
Herringbone Suite at Beacon House
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.
The price is ￥32,402
￥72,370 total
includes taxes & fees
Jul 20 - Jul 21
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
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
The price is ￥38,475
￥74,630 total
includes taxes & fees
Jul 7 - Jul 8
Long Beach Suites
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, (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.
The price is ￥37,892
￥88,586 total
includes taxes & fees
Jul 8 - Jul 9
Long Beach Suites: 3 Mins Toes To Sand!
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.
The price is ￥40,321
￥78,319 total
includes taxes & fees
Jul 9 - Jul 10
Quaint Neighborhood / Close to Beaches
Interior

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.
The price is ￥38,581
￥85,602 total
includes taxes & fees
Jul 16 - Jul 17
Oceanside Village Home~Private Fenced Yard~Reserved Parking
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, (19 reviews)
"Excellent location, very clean and good communication. Will definitely stay again when in the area. "
United States
Patrick M.
The price is ￥38,701
￥74,159 total
includes taxes & fees
Jul 2 - Jul 3
Ocean Breeze / 8-Minute Walk to Beach
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.
The price is ￥64,610
￥107,440 total
includes taxes & fees
Jul 26 - Jul 27
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Private kitchen

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (10 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is ￥43,721
￥55,890 total
includes taxes & fees
Jul 12 - Jul 13
The Essex of Gloucester
Property grounds

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, (14 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
The price is ￥68,117
￥130,350 total
includes taxes & fees
Jul 20 - Jul 21
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
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
The price is ￥41,616
￥75,968 total
includes taxes & fees
Jul 22 - Jul 23
Charming Retreat
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.
The price is ￥82,746
￥197,904 total
includes taxes & fees
Jul 7 - Jul 8
Classic Coastal Family Home | Walk to Sea;King Bed
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.
The price is ￥51,024
￥101,310 total
includes taxes & fees
Jul 29 - Jul 30
The Duval House
Outdoor dining

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.
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.
The price is ￥78,698
￥152,117 total
includes taxes & fees
Jul 30 - Jul 31
Stay at East Gloucester
Exterior

Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (13 reviews)
"Our host was amazing and this was the perfect getaway for us in a beautiful location!"
United States
Joy B.
The price is ￥134,145
￥223,035 total
includes taxes & fees
Jul 14 - Jul 15
Stay at Rocky Neck
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.
The price is ￥38,215
￥83,656 total
includes taxes & fees
Jul 5 - Jul 6
Long Beach Suites: Ocean Views
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

Janmere Motel

Janmere Motel

10/10 Excellent
"I love the Janmere..great staff, clean rooms with big TV and great a/c. Love the pool as well..nice bonus. Oh and the coffee in the lobby is a welcome surprise. We will be back!!"
sandy 2-night trip
Posted less than an hour ago
Janmere Motel

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

  • View our selection of featured holiday rentals in Gloucester
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  • Enter your travel dates to view the best deals on holiday rentals in Gloucester while they last

Look no further and take a look at our great range of rental properties in Gloucester!

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 Lovely 'The Buoys Cottage' on Annisquam River! and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many vacation rentals are there in Gloucester?

Expedia has 167 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.