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

Holiday Homes in Gloucester

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Our top choices for Gloucester holiday homes

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 AU$620
includes taxes & fees
29 July - 30 July
Cozy two bedroom house in the heart of Gloucester

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

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 AU$761
includes taxes & fees
16 July - 17 July
Oceanside Village Home~Private Fenced Yard~Reserved Parking

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (11 reviews)
"Perfect size for two couples! Extremely clean and well stocked!!!!"
United States
Kimberly
The price is AU$684
includes taxes & fees
12 July - 13 July
The Essex of Gloucester

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 AU$893
includes taxes & fees
6 July - 7 July
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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 AU$1,617
includes taxes & fees
7 July - 8 July
Classic Coastal Family Home | Walk to Sea;King Bed

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach
East Gloucester
7.6 out of 10, Good, (5 reviews)
"This was the perfect property for our family. The house is wonderful and the hosts are super responsive. We can’t wait to return!"
United States
Bridget D.
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach

Stay at Rocky Neck

Stay at Rocky Neck
Rocky Neck
10.0 out of 10, Exceptional, (13 reviews)
Stay at Rocky Neck

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

charming space in Lynn

charming space in Lynn
Lynn
The price is AU$195
includes taxes & fees
5 July - 6 July
charming space in Lynn

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 AU$588
includes taxes & fees
7 July - 8 July
2BR Historic Marblehead Home+Minutes to Beach

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

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

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 AU$767
includes taxes & fees
6 July - 7 July
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

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 AU$840
includes taxes & fees
5 July - 6 July
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

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 AU$572
includes taxes & fees
13 July - 14 July
Comfortable spacious house, easy access to all

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 AU$794
includes taxes & fees
5 July - 6 July
Beautiful condo next to commuter rail into Boston

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 AU$967
includes taxes & fees
6 July - 7 July
The widow’s walk your very own spa experience

HOT TUB I Downtown Rockport w/parking I Sleeps 8

HOT TUB I Downtown Rockport w/parking I Sleeps 8
Rockport
The price is AU$1,174
includes taxes & fees
8 July - 9 July
HOT TUB I Downtown Rockport w/parking I Sleeps 8

Coastal Retreat · Walk to Salisbury Beach · Sleeps 6

Coastal Retreat · Walk to Salisbury Beach · Sleeps 6
Salisbury
10.0 out of 10, Exceptional, (9 reviews)
The price is AU$1,052
includes taxes & fees
5 July - 6 July
Coastal Retreat · Walk to Salisbury Beach · Sleeps 6

Odysea: Hampton Beach Getaway – Seafood, Music & Waves Await!

Odysea: Hampton Beach Getaway – Seafood, Music & Waves Await!
Hampton Beach
9.2 out of 10, Wonderful, (38 reviews)
"Great smaller place for a Girls weekend. Location made it easy to walk to the beach and restaurants. Loved the additional parking."
United States
Katie O.
The price is AU$805
includes taxes & fees
27 July - 28 July
Odysea: Hampton Beach Getaway – Seafood, Music & Waves Await!
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

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
317
Accommodation
539 Holiday Homes
Lowest Price
AU$195
Highest Price
AU$1,617

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