Holiday Homes in Gloucester

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Gloucester holiday homes

Private kitchen

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (2 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 €183
includes taxes & fees
9 Mar - 10 Mar
The Essex of Gloucester
Beach

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)
"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 €297
includes taxes & fees
2 Mar - 3 Mar
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Interior

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 €332
includes taxes & fees
23 Mar - 24 Mar
Oceanside Village Home~Private Fenced Yard~Reserved Parking
Terrace/patio

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 €334
includes taxes & fees
2 Mar - 3 Mar
Riverside Retreat • Cozy Coastal Cottage • Yard
Marina

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, (38 reviews)
"Great stay. Will stay again for sure!"
United States
Maryanne H.
The price is €340
includes taxes & fees
9 Mar - 10 Mar
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Property grounds

Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach
Rockport
10.0 out of 10, Exceptional, (2 reviews)
"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 €429
includes taxes & fees
3 Mar - 4 Mar
Home w/firepit l Walk to Bearskin Neck+Beach
Beach

Entire Lower Level of the House, Across From The Beach

Entire Lower Level of the House, Across From The Beach
Swampscott
9.8 out of 10, Exceptional, (25 reviews)
"Wonderful place! Diana was a wonderful host and provided everything we needed for a cozy stay on our girls trip!"
United States
Dana F.
The price is €307
includes taxes & fees
2 Mar - 3 Mar
Entire Lower Level of the House, Across From The Beach
On the beach

*Salem Spooky Downtown 2BR| Halloween+Hocus Pocus

*Salem Spooky Downtown 2BR| Halloween+Hocus Pocus
Salem
9.2 out of 10, Wonderful, (51 reviews)
"Cute place! Perfect size for our group of 3 adults. Kitchen was nicely equiped. Everything is within walking distance from the house. The cons of this house are the small bathrooms and the upstairs neighbors can be heard all hours of the day and night."
United States
Shannon S.
The price is €256
includes taxes & fees
2 Mar - 3 Mar
*Salem Spooky Downtown 2BR| Halloween+Hocus Pocus
House (Plovers Nest) | Exterior

Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"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
Dining

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem
10.0 out of 10, Exceptional, (18 reviews)
"Our stay was fantastic. Great location, only an 8 minute walk to Essex st. Great host as well! "
United States
Adam R.
The price is €399
includes taxes & fees
3 Mar - 4 Mar
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Fridge, microwave, oven, stovetop

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 €334
includes taxes & fees
2 Mar - 3 Mar
Comfortable spacious house, easy access to all
Interior

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, (20 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 €527
includes taxes & fees
3 Mar - 4 Mar
The widow’s walk your very own spa experience
Beach nearby

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, (23 reviews)
"The house was beautiful, comfortable, very well equipped, easy walk to town. The host was extremely helpful and responsive. "
United States
chris m.
The price is €966
includes taxes & fees
10 Mar - 11 Mar
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
Interior

Hygge House Retreat, Spacious downtown Newburyport Living

Hygge House Retreat, Spacious downtown Newburyport Living
Newburyport
The price is €520
includes taxes & fees
2 Mar - 3 Mar
Hygge House Retreat, Spacious downtown Newburyport Living
Living area

Hampton Beach Seaside Villa Unit 2

Hampton Beach Seaside Villa Unit 2
Hampton Beach
10.0 out of 10, Exceptional, (11 reviews)
"Perfect location across the beach, lovely porch to sit outside, just enough room to comfortable for 5 friends for girls weekend beach day owner very responsive! "
United States
Shayna N.
The price is €389
includes taxes & fees
2 Mar - 3 Mar
Hampton Beach Seaside Villa Unit 2
TV

The Patch: a Charming Plum Island Cottage

The Patch: a Charming Plum Island Cottage
Newburyport
The price is €446
includes taxes & fees
3 Mar - 4 Mar
The Patch: a Charming Plum Island Cottage
Dining

Nothing Fancy Older Pet Friendly Home – near I-95

Nothing Fancy Older Pet Friendly Home – near I-95
Georgetown
9.4 out of 10, Exceptional, (3 reviews)
"Came for a short stay and had absolutely no complaints. Easy entry, great communication and an amazing home to stay in. Would highly recommend:)"
United States
Fedalis R.
The price is €380
includes taxes & fees
29 Mar - 30 Mar
Nothing Fancy Older Pet Friendly Home – near I-95
Outdoor dining

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Hampton Beach
10.0 out of 10, Exceptional, (107 reviews)
"Comfortable,Clean,Well equipped Close to the Beach,Casino,Goat,Wally’s,L St Quiet-no traffic"
United States
Walter B.
The price is €493
includes taxes & fees
2 Mar - 3 Mar
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
House (Bell Buoy) | Exterior

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
Bell Buoy
Living area

Heights House - 93 Walkscore~Halloween~Grill

Heights House - 93 Walkscore~Halloween~Grill
Salem
8.8 out of 10, Excellent, (3 reviews)
"This was the perfect Salem get away! We booked a last minute 24 hour stay in Salem and found this listing. It was exactly like the listing stated, and we were able to walk downtown which was great! The host was easily accessible and answered all of our questions! We would stay again!"
United States
Kerissa W.
Heights House - 93 Walkscore~Halloween~Grill
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

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

10/10 Excellent
"Clean room. Awesome front dedk"
Michael 1-night trip
Posted 3 days ago
Comfort Inn & Suites Logan International Airport

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
320
Accommodation
539 Holiday Homes
Lowest Price
€256
Highest Price
€966