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12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
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30 Jan - 1 Feb

Vacation Homes in Gloucester

Fridge, microwave, oven, stovetop
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Gloucester
9.6 out of 10, Exceptional, (9)
"House was nice, with a great back yard. Just a short walk to beautiful rocks overlooking the ocean."
United States
Jeri S.
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Dining
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, (6)
"We stayed at this house for a week. Great location, quiet neighborhood, beds were confortable and communication with the host was great. We would definitely stay here again"
United States
Am B.
The price is AED 725
AED 1,910 total
includes taxes & fees
2 Dec - 3 Dec
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Outdoor dining
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

Gloucester
9.6 out of 10, Exceptional, (10)
"We loved cooking on the antique stove and hanging out in the sun room. It was a cozy spot close to all the activities in Rockport."
United States
Allyson Y.
The price is AED 448
AED 1,407 total
includes taxes & fees
11 Dec - 12 Dec
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Smart TV, fireplace
2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
Marblehead
10.0 out of 10, Exceptional, (18)
"Enjoyed our stay. "
United States
Mary D.
The price is AED 378
AED 1,280 total
includes taxes & fees
4 Dec - 5 Dec
2BR Historic Marblehead Home+Minutes to Beach
House (Plovers Nest) | Exterior
Plovers Nest

Plovers Nest

3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
Plovers Nest
Beach nearby, sun loungers
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!

2.0 star property
Rockport
10.0 out of 10, Exceptional, (35)
"This is a great place to stay! It was super clean and comfy. I would go back! "
United States
Amanda C.
The price is AED 378
AED 1,317 total
includes taxes & fees
8 Dec - 9 Dec
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Lake
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)
"Comfortable stay in a great location."
United States
Amanda A.
The price is AED 474
AED 963 total
includes taxes & fees
1 Jan - 2 January 2026
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Fridge, microwave, oven, stovetop
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

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

Rockport
10.0 out of 10, Exceptional, (13)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
The price is AED 309
AED 1,194 total
includes taxes & fees
3 Dec - 4 Dec
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Fridge, microwave, oven, stovetop
Across From Beach | High-End Home | "The Nest"

Across From Beach | High-End Home | "The Nest"

Newbury
10.0 out of 10, Exceptional, (13)
"Wolf appliances, top notch fixtures, comfortable bed, large deck. Such a comfortable place to stay"
United States
Stephanie R.
The price is AED 716
AED 1,708 total
includes taxes & fees
3 Dec - 4 Dec
Across From Beach | High-End Home | "The Nest"
Smart TV, books
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

2.0 star property
Rockport
9.8 out of 10, Exceptional, (7)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
The price is AED 479
AED 1,434 total
includes taxes & fees
2 Dec - 3 Dec
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Outdoor dining
Nothing Fancy Older Pet Friendly Home – near I-95

Nothing Fancy Older Pet Friendly Home – near I-95

Georgetown
9.0 out of 10, Wonderful, (2)
"Such a great place! Lots of room, beautiful backyard, and quiet. Perfect for relaxing after a day of exploring. We would love to stay again! "
United States
Megan H.
The price is AED 367
AED 1,079 total
includes taxes & fees
2 Dec - 3 Dec
Nothing Fancy Older Pet Friendly Home – near I-95
Fridge, microwave, oven, stovetop
Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach

2.0 star property
Rockport
10.0 out of 10, Exceptional, (2)
"Beautiful house, lots of places and nooks to sit and enjoy. Great ammenities, very cozy, well stocked. A short walk to the beach to enjoy sunrises..A short walk to city center, friendly people, great art scene. We loved our stay and would love to come again."
United States
gila
The price is AED 448
AED 1,641 total
includes taxes & fees
2 Dec - 3 Dec
Home w/firepit l Walk to Bearskin Neck+Beach
Beach
Beautiful Hill top 2BR Near Boston & Salem

Beautiful Hill top 2BR Near Boston & Salem

2.0 star property
Lynn
The price is AED 303
AED 679 total
includes taxes & fees
2 Dec - 3 Dec
Beautiful Hill top 2BR Near Boston & Salem
On the beach
*NEW Spooky Halloween 2BR|Downtown|Parking

*NEW Spooky Halloween 2BR|Downtown|Parking

Salem
9.2 out of 10, Wonderful, (47)
"Very clean, quiet and convenient location! The owners checked in with me through the app to make sure we had everything we needed. I would stay again!"
United States
Rebecca T.
The price is AED 459
AED 1,075 total
includes taxes & fees
2 Dec - 3 Dec
*NEW Spooky Halloween 2BR|Downtown|Parking
Fridge, microwave, oven, stovetop
Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat

2.0 star property
Beverly
9.4 out of 10, Exceptional, (13)
"The house was perfect "
United States
Patrick J.
The price is AED 621
AED 2,097 total
includes taxes & fees
8 Dec - 9 Dec
Historic 1686 Home Near Downtown l 5BR Retreat
Property grounds
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
Salem
10.0 out of 10, Exceptional, (18)
"Stayed here with the family for a wedding and then stuck around a couple days to see the sights. Wonderful location since we were able to walk almost everywhere we wanted to go. "
United States
Nancy B.
The price is AED 448
AED 1,509 total
includes taxes & fees
4 Dec - 5 Dec
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
View from property
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

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

2.0 star property
Marblehead
9.6 out of 10, Exceptional, (15)
"Beautiful house with gorgeous views and a wonderful park in the back yard. Every night we watched the sun set from the back porches, the kids had a great time exploring the park, and everything was clean and comfortable. Just a lovely place to stay."
United States
Christina J.
The price is AED 698
AED 1,994 total
includes taxes & fees
2 Dec - 3 Dec
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Fridge, microwave, oven, stovetop
Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee

Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee

Lynn
9.4 out of 10, Exceptional, (3)
"Fantastic! The easiest check in and check out I’ve ever had super clean. So close to everything. Would highly recommend "
United States
Amanda W.
The price is AED 716
AED 1,588 total
includes taxes & fees
2 Dec - 3 Dec
Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee
Beach nearby
Riverside Retreat | MTR | Laundry | Renovated

Riverside Retreat | MTR | Laundry | Renovated

Newbury
8.4 out of 10, Very Good, (6)
"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 AED 779
AED 1,763 total
includes taxes & fees
14 Dec - 15 Dec
Riverside Retreat | MTR | Laundry | Renovated
Fridge, microwave, oven, stovetop
Moody Salem Home Away From Home

Moody Salem Home Away From Home

Salem
9.8 out of 10, Exceptional, (21)
"The house was clean and perfect for my husband and i. The hosts was very accommodating and answerd right away when asked any questions. It really was a home away from home. Walking distance to everything in Salem. Would stay there again. "
United States
Brandy
The price is AED 298
AED 968 total
includes taxes & fees
7 Dec - 8 Dec
Moody Salem Home Away From Home
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
"This hotel was charming. Two restaurant options, spacious lobby area. Great parking, our beds were comfortable and staff was responsive to our requests. Some of the room have two bathrooms that was such a bonus. Great location to all the things we wanted to see in Salem "
Jennifer 2-night trip
Posted 3 days ago
Hawthorne Hotel