Holiday Homes in Gloucester

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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured Holiday 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.
The price is NZ$595
includes taxes & fees
30 Nov - 1 Dec
Oceanside Village Home~Private Fenced Yard~Reserved Parking
3 bedrooms, desk, iron/ironing board, travel cot
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

Gloucester
10.0 out of 10, Exceptional, (6)
"We truly enjoyed our time at the Mariner. Its a beautiful home with all the necessary amenities. Rachel is an excellent host. She was extremely responsive throughout our stay. We will definitely be back!!"
United States
Nina R.
The price is NZ$856
includes taxes & fees
17 Nov - 18 Nov
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
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)
"Worked out perfectly to visit local family."
United States
Heather S.
The price is NZ$755
includes taxes & fees
17 Nov - 18 Nov
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
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 NZ$1,015
includes taxes & fees
18 Nov - 19 Nov
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
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)
"We had a wonderful time! The house was charming and very well equipped! The town of Rockport was wonderful and the restaurants were delicious. We used the house as a home base to explore Boston, Gloucester, Rockport and Freeport. The beaches and other natural areas were beautiful! This amateur photographer and her family will be back! We would stay here again in a heartbeat! Thank you for your kind hospitality!"
United States
Blair G.
The price is NZ$612
includes taxes & fees
17 Nov - 18 Nov
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Smart TV, fireplace
NEW 2BR Historic Marblehead Home+Minutes to Beach

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
Marblehead
10.0 out of 10, Exceptional, (17)
"The house was so cute and wonderfully decorated. The check in and check out process was easy. The kitchen had everything we needed to make food and store left overs. We often walked into town for coffee, lobster rolls, and to go the beach. We loved staying here and it has everything one could want in a vacation home."
United States
Nicole M.
The price is NZ$684
includes taxes & fees
1 Dec - 2 Dec
NEW 2BR Historic Marblehead Home+Minutes to Beach
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)
"Great space with amenities needed for an overnight for our family. Clean with linens etc and even a library of books. Great communication by owner. Will visit again if in the area in the future. "
United States
Rana
The price is NZ$498
includes taxes & fees
17 Nov - 18 Nov
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
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, (34)
"Easy walk to the beach and town. Great family space. "
United States
James H.
The price is NZ$684
includes taxes & fees
7 Dec - 8 Dec
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
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)
"Nice cottage!Clean, well stocked and comfortable beds.The hosts were very responsive to my questions.Directions to the cottage were very clear and it was easy to find.We would definitely stay again if available!"
United States
Susan W.
The price is NZ$760
includes taxes & fees
1 Dec - 2 Dec
Across From Beach | High-End Home | "The Nest"
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 NZ$553
includes taxes & fees
18 Nov - 19 Nov
Nothing Fancy Older Pet Friendly Home – near I-95
Dining
Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all

Newburyport
8.8 out of 10, Excellent, (13)
"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 NZ$717
includes taxes & fees
15 Nov - 16 Nov
Comfortable spacious house, easy access to all
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)
"The cottage is lovely and in an ideal location. The front patio and garden are ideal for relaxing outside and the cottage itself and so cozy and cute. Our host was very responsive and easy to communicate with. It was a 3 minute walk into town and a vey quiet street. Super comfortable beds. "
United States
Anne M.
The price is NZ$722
includes taxes & fees
20 Nov - 21 Nov
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Beach nearby
Riverside Retreat | Outdoor Shower | Deck

Riverside Retreat | Outdoor Shower | Deck

Newbury
8.4 out of 10, Very good, (6)
"This wonderful little house has everything you need for a week or two on Plum Island. The photos are accurate. The open concept makes it seem even bigger in person. The washer/dryer was a huge plus and the master bed was very comfortable! Highly recommend."
United States
Lynn W.
The price is NZ$762
includes taxes & fees
19 Nov - 20 Nov
Riverside Retreat | Outdoor Shower | Deck
TV, offices
Circa 1789 | Historic South End Downtown Home

Circa 1789 | Historic South End Downtown Home

Newburyport
9.8 out of 10, Exceptional, (8)
"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 NZ$858
includes taxes & fees
17 Nov - 18 Nov
Circa 1789 | Historic South End Downtown Home
Property grounds
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)
"Enjoyed our short stay! Comfortable accommodations. Bedding covers awesome - warm & comfy."
United States
Kristina K.
The price is NZ$1,056
includes taxes & fees
18 Nov - 19 Nov
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Beach
Beautiful Hill top 2BR Near Boston & Salem

Beautiful Hill top 2BR Near Boston & Salem

2.0 star property
Lynn
The price is NZ$318
includes taxes & fees
19 Nov - 20 Nov
Beautiful Hill top 2BR Near Boston & Salem
Fridge, microwave, oven, stovetop
8 Min Walk to Basin | Screened Porch | Plum Puddin

8 Min Walk to Basin | Screened Porch | Plum Puddin

Newburyport
9.8 out of 10, Exceptional, (8)
"Our stay was excellent. We will definitely be back soon. "
United States
Edmond B.
8 Min Walk to Basin | Screened Porch | Plum Puddin
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)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
United States
Michelle B.
The price is NZ$804
includes taxes & fees
8 Dec - 9 Dec
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Fridge, microwave, oven, stovetop
The Basin House | Steps to Water | Work from Home

The Basin House | Steps to Water | Work from Home

Newburyport
10.0 out of 10, Exceptional, (1)
"The home was absolutely beautiful. The host had everything anyone could have wanted. I truly felt at home there. I had lost my husband a little over a month ago. It was extremely hard on me. We had planned on going to Salem for Halloween this year, unfortunately he didn’t make it. So I took the trip myself with our 2 daughters and my best friend. I have found a lot of comfort and peace in the home. The neighbors were wonderful. The neighborhood was so quiet. The town was beautiful and the ocean...
United States
Brandy P.
The price is NZ$387
includes taxes & fees
2 Dec - 3 Dec
The Basin House | Steps to Water | Work from Home
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 NZ$1,099
includes taxes & fees
8 Dec - 9 Dec
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
"Everything was wonderful!"
Maelee 1-night trip
Posted 2 days ago
Hawthorne Hotel

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
255
Accommodation
558 Holiday Homes
Lowest Price
NZ$387
Highest Price
NZ$1,099

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