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Our top choices for Gloucester vacation homes

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (5 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
The price is ¥25,459
¥32,526 total
includes taxes & fees
Apr 19 - Apr 20
The Essex of Gloucester

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

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking
Gloucester
9.6 out of 10, Exceptional, (10 reviews)
"Lovely home in a great location. Very clean and fit us well. "
United States
Susan A.
The price is ¥23,400
¥66,128 total
includes taxes & fees
Apr 29 - Apr 30
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Charming New England Family Home; Harbor View

Charming New England Family Home; Harbor View
Gloucester
The price is ¥62,980
¥170,305 total
includes taxes & fees
Apr 22 - Apr 23
Charming New England Family Home; Harbor View

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Gloucester
9.8 out of 10, Exceptional, (12 reviews)
"The house was just what we needed for a family get a way. The dogs and are teens loved it. The weather was cold, rainy and windy but the house kept us nice and warm and cozy. We had everything we needed and more. The sauna was a special treat too:) Thank you for a wonderful visit. We hope to return next year:) "
United States
Christina G.
The price is ¥21,521
¥61,784 total
includes taxes & fees
Apr 30 - May 1
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

The Nest | High-End Kitchen | Steps to Beach | A/C

The Nest | High-End Kitchen | Steps to Beach | A/C
Newbury
10.0 out of 10, Exceptional, (14 reviews)
"Perfect spot for beach, restaurants and Newbury port See you next summer!"
United States
Sebastien L.
The price is ¥27,687
¥71,819 total
includes taxes & fees
Apr 19 - Apr 20
The Nest | High-End Kitchen | Steps to Beach | A/C

Riverside Retreat • Cozy Coastal Cottage • Yard

Riverside Retreat • Cozy Coastal Cottage • Yard
Newbury
8.4 out of 10, Very Good, (6 reviews)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
The price is ¥24,186
¥67,107 total
includes taxes & fees
Apr 20 - Apr 21
Riverside Retreat • Cozy Coastal Cottage • Yard

Lorraine's Landing | 2 Min to Beach | Pet-Friendly

Lorraine's Landing | 2 Min to Beach | Pet-Friendly
Hampton Beach
9.4 out of 10, Exceptional, (13 reviews)
"We had a great time, they really maxed out and made the space flexible for visitors. We also had a large dog. Neighborhood was great and with the AC you really couldn’t hear traffic.You can fit six but I think five would make it most comfortable. "
United States
Kathryn C.
The price is ¥19,731
¥57,665 total
includes taxes & fees
Apr 19 - Apr 20
Lorraine's Landing | 2 Min to Beach | Pet-Friendly

Circa 1789 • Historic South End Home • Back Patio

Circa 1789 • Historic South End Home • Back Patio
Newburyport
9.8 out of 10, Exceptional, (9 reviews)
"This is a very nice property and host, in a perfect location to the water and downtown restaurants and shops. Highly recommend staying here!!"
United States
Gail C.
The price is ¥36,438
¥91,684 total
includes taxes & fees
Apr 19 - Apr 20
Circa 1789 • Historic South End Home • Back Patio

*Spooky Downtown Halloween 2Br|Salem+Witch Spells

*Spooky Downtown Halloween 2Br|Salem+Witch Spells
Salem
9.2 out of 10, Wonderful, (54 reviews)
"Great stay! Everything was perfect and as listed! "
United States
Susan P.
The price is ¥26,017
¥54,590 total
includes taxes & fees
Apr 22 - Apr 23
*Spooky Downtown Halloween 2Br|Salem+Witch Spells

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Ipswich
9.4 out of 10, Exceptional, (70 reviews)
"Comfortable stay in a great location."
United States
Amanda A.
The price is ¥19,830
¥40,550 total
includes taxes & fees
May 10 - May 11
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is ¥23,330
¥65,930 total
includes taxes & fees
May 4 - May 5
2BR Historic Marblehead Home+Minutes to Beach

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 ¥37,798
¥83,686 total
includes taxes & fees
Apr 23 - Apr 24
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

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

Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!
Newburyport
9.8 out of 10, Exceptional, (81 reviews)
"Perfect for a two person stay to relax and enjoy the local activities!"
United States
Tom B.
The price is ¥32,204
¥75,640 total
includes taxes & fees
Apr 26 - Apr 27
Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
8.8 out of 10, Excellent, (13 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 ¥36,836
¥64,005 total
includes taxes & fees
Apr 22 - Apr 23
Comfortable spacious house, easy access to all

SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!

SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!
Swampscott
8.4 out of 10, Very Good, (15 reviews)
"Great location and a short ride to Boston and Salem! We enjoyed a girls(we are over 40!) weekend here in October! We all enjoyed the property! Great restaurants to choose from close by too! "
United States
Barbie M.
SeaCity View: Wake Up to the Waves - Beautiful Beach View Stay Swampscott!

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Rockport
10.0 out of 10, Exceptional, (34 reviews)
"Great location and the host is very responsive. "
United States
Heather P.
The price is ¥63,117
¥121,712 total
includes taxes & fees
May 10 - May 11
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC

Moody Salem Home Away From Home

Moody Salem Home Away From Home
Salem
9.6 out of 10, Exceptional, (24 reviews)
"Host was very nice we enjoyed our stay at your bra home thank your for having us "
United States
Chris M.
The price is ¥15,563
¥45,029 total
includes taxes & fees
Apr 29 - Apr 30
Moody Salem Home Away From Home

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 ¥27,687
¥77,690 total
includes taxes & fees
May 6 - May 7
Plum Puddin | Pet-Friendly | Screened Porch | Deck

Seacity View

Seacity View
2.0 star property
Swampscott
7.0 out of 10, Good, (2 reviews)
"Beautiful house!"
United States
carla n
The price is ¥50,292
¥100,923 total
includes taxes & fees
Apr 29 - Apr 30
Seacity View
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
319
Accommodation
514 Vacation Homes
Lowest Price
¥32,526
Highest Price
¥170,305