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

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Our top choices for Gloucester vacation homes

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, (16 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
The price is ¥77,625
¥142,618 total
includes taxes & fees
Aug 12 - Aug 13
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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, (48 reviews)
"Beautiful home in a beautiful location!"
United States
Paul H.
The price is ¥64,656
¥129,218 total
includes taxes & fees
Aug 19 - Aug 20
3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views

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 ¥35,752
¥71,520 total
includes taxes & fees
Jul 29 - Jul 30
Cozy two bedroom house in the heart of Gloucester

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, (3 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 ¥64,793
¥174,777 total
includes taxes & fees
Jul 27 - Jul 28
Classic Coastal Family Home | Walk to Sea;King Bed

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 ¥43,878
¥55,728 total
includes taxes & fees
Jul 27 - Jul 28
The Essex of Gloucester

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, (43 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is ¥44,277
¥93,388 total
includes taxes & fees
Jul 28 - Jul 29
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Rockport
9.8 out of 10, Exceptional, (18 reviews)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.

Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
Rockport
10.0 out of 10, Exceptional, (29 reviews)
"Great place - very convenient and comfortable! Great host!"
United States
Jeanni S.
The price is ¥178,761
¥322,387 total
includes taxes & fees
Aug 3 - Aug 4
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
Manchester-by-the-Sea
9.2 out of 10, Wonderful, (14 reviews)
"Deck fire place perfect for nice evening with family!"
United States
Calvert G.
The price is ¥77,572
¥141,692 total
includes taxes & fees
Aug 16 - Aug 17
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed

Bell Buoy

Bell Buoy
3.5 star property
Rockport
6.0 out of 10, (1 review)
"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...
United States
Amy
The price is ¥52,915
¥96,376 total
includes taxes & fees
Jul 26 - Jul 27
Bell Buoy

HOT TUB I Downtown Rockport w/parking I Sleeps 8

HOT TUB I Downtown Rockport w/parking I Sleeps 8
Rockport
10.0 out of 10, Exceptional, (1 review)
"The home was beautifully decorated, clean and efficient. The kitchen was well equipped and we appreciated the availability of basic soaps and paper products. It was a short walk to beautiful down town Rockport. We will definitely be back!"
United States
Colleen P.
The price is ¥59,511
¥133,955 total
includes taxes & fees
Jul 29 - Jul 30
HOT TUB I Downtown Rockport w/parking I Sleeps 8

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 ¥27,585
¥72,172 total
includes taxes & fees
Jul 26 - Jul 27
2BR Historic Marblehead Home+Minutes to Beach

Stay at Back Beach Rockport

Stay at Back Beach Rockport
Rockport
10.0 out of 10, Exceptional, (1 review)
"This home was wonderful! Clean, well designed and centrally located. We were able to walk to restaurants and beaches. The outdoor space is so relaxing with lovely views of the water. Looking forward to staying again!"
United States
Neal H.
The price is ¥74,592
¥136,687 total
includes taxes & fees
Aug 10 - Aug 11
Stay at Back Beach Rockport

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)
"Great location with incredible views! House is great, lots of amenities - family loved it and already wants to go back!"
United States
Jonathan T.
The price is ¥69,994
¥125,450 total
includes taxes & fees
Aug 10 - Aug 11
The widow’s walk your very own spa experience

charming space in Lynn

charming space in Lynn
Lynn
The price is ¥13,593
¥22,038 total
includes taxes & fees
Jul 27 - Jul 28
charming space in Lynn

Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.6 out of 10, Exceptional, (16 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 ¥42,425
¥116,367 total
includes taxes & fees
Jul 22 - Jul 23
Historic 1686 Home Near Downtown l 5BR Retreat

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, (20 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 ¥52,003
¥115,086 total
includes taxes & fees
Aug 17 - Aug 18
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (107 reviews)
"Property is in a great location for walking around Salem. The place was very clean and host very responsive to questions I had. I would definitely recommend this property for a stay in Salem."
United States
Anne A.
The price is ¥40,438
¥76,551 total
includes taxes & fees
Aug 17 - Aug 18
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Coastal Home in Prime location! Sleeps 14!

Coastal Home in Prime location! Sleeps 14!
Marblehead
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful place and able to walk to food and shops"
United States
Erin R.
The price is ¥113,680
¥186,481 total
includes taxes & fees
Jul 26 - Jul 27
Coastal Home in Prime location! Sleeps 14!

Rockmere Inn

Rockmere Inn
3.5 star property
Marblehead Historic District
The price is ¥131,048
¥234,999 total
includes taxes & fees
Aug 3 - Aug 4
Rockmere Inn
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 Vacation Homes information

Number of reviews
343
Accommodation
543 Vacation Homes
Lowest Price
¥22,038
Highest Price
¥322,387