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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Gloucester holiday homes

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 £213
includes taxes & fees
25 Jun - 26 Jun
The Essex of Gloucester
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, (14 reviews)
"Wonderful spot to stay and would use it again if I visit later."
United States
Shelley S.
The price is £332
includes taxes & fees
30 Jun - 1 Jul
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.
The price is £426
includes taxes & fees
25 Jun - 26 Jun
Beach Life Bliss - steps to the beach
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 £394
includes taxes & fees
16 Jul - 17 Jul
Oceanside Village Home~Private Fenced Yard~Reserved Parking
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, (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.
The price is £822
includes taxes & fees
29 Jun - 30 Jun
Classic Coastal Family Home | Walk to Sea;King Bed
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
Desk, iron/ironing board, WiFi, bed sheets

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
The price is £310
includes taxes & fees
28 Jun - 29 Jun
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
1 bedroom, WiFi, bed sheets

charming space in Lynn

charming space in Lynn
Lynn
The price is £98
includes taxes & fees
29 Jun - 30 Jun
charming space in Lynn
Beach

NEW - 2 bed / 2 bath+large Deck in the center of beautiful Essex, MA

NEW - 2 bed / 2 bath+large Deck in the center of beautiful Essex, MA
Essex
10.0 out of 10, Exceptional, (3 reviews)
"Very quaint and in a great little town. Great communication with owner. "
United States
Patty H.
NEW - 2 bed / 2 bath+large Deck in the center of beautiful Essex, MA
Fridge, microwave, oven, stovetop

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is £323
includes taxes & fees
30 Jun - 1 Jul
2BR Historic Marblehead Home+Minutes to Beach
Marina

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Rockport
10.0 out of 10, Exceptional, (39 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is £372
includes taxes & fees
29 Jun - 30 Jun
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Fridge, microwave, oven, stovetop

Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Newburyport
9.8 out of 10, Exceptional, (83 reviews)
"Perfect for a two person stay to relax and enjoy the local activities!"
United States
Tom B.
The price is £453
includes taxes & fees
5 Jul - 6 Jul
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Interior

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.6 out of 10, Exceptional, (19 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is £535
includes taxes & fees
7 Jul - 8 Jul
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Living area

Hampton Beach Seaside Villa Unit 2

Hampton Beach Seaside Villa Unit 2
Hampton Beach
10.0 out of 10, Exceptional, (11 reviews)
"Perfect location across the beach, lovely porch to sit outside, just enough room to comfortable for 5 friends for girls weekend beach day owner very responsive! "
United States
Shayna N.
The price is £257
includes taxes & fees
25 Jun - 26 Jun
Hampton Beach Seaside Villa Unit 2
Fridge, microwave, oven, stovetop

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (27 reviews)
"great place and location"
United States
Kacey C.
The price is £435
includes taxes & fees
6 Jul - 7 Jul
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Fridge, microwave, oven, stovetop

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
9.0 out of 10, Wonderful, (14 reviews)
"A big, comfortable house. The owner was quick to answer the questions that I had and resolved everything nicely."
United States
William
The price is £300
includes taxes & fees
30 Jun - 1 Jul
Comfortable spacious house, easy access to all
Interior

The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (21 reviews)
"Beautiful home! "
United States
Jonathan S.
The price is £554
includes taxes & fees
7 Jul - 8 Jul
The widow’s walk your very own spa experience
Fridge, microwave, oven, stovetop

Beautiful condo next to commuter rail into Boston

Beautiful condo next to commuter rail into Boston
Wakefield
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were wonderful and communication was excellent. This is such a lovely home; it's so bright and welcoming. The location is perfect. Lots of options for food and transportation nearby. We loved our stay and look forward to our next visit. "
United States
cecilia M.
The price is £450
includes taxes & fees
5 Jul - 6 Jul
Beautiful condo next to commuter rail into Boston
TV, offices

Plum Puddin | Pet-Friendly | Screened Porch | Deck

Plum Puddin | Pet-Friendly | Screened Porch | Deck
Newburyport
9.8 out of 10, Exceptional, (8 reviews)
"Our stay was excellent. We will definitely be back soon. "
United States
Edmond B.
The price is £513
includes taxes & fees
5 Jul - 6 Jul
Plum Puddin | Pet-Friendly | Screened Porch | Deck
Smart TV, books

Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.6 out of 10, Exceptional, (15 reviews)
"Everything was lovely. The home was wonderful and communication with our host was top notch. Thank you so much!"
United States
Terry F.
The price is £636
includes taxes & fees
9 Jul - 10 Jul
Historic 1686 Home Near Downtown l 5BR Retreat
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

Hawthorne Hotel

Hawthorne Hotel

10/10 Excellent
"The Hawthorne Hotel is a great hotel and a very convenient place to stay! Very centrally located to downtown and all the activities downtown has to offer. The hotel also has to great restaurants on property, which both are worth a visit."
Molly 2-night trip
Posted less than an hour ago
Hawthorne Hotel

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
337
Accommodation
502 Holiday Homes
Lowest Price
£98
Highest Price
£822