Holiday Homes in Gloucester

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Featured Holiday Homes in Gloucester and around

Cozy two bedroom house in the heart of Gloucester

9.6 out of 10, Exceptional, (9)
"Cute home. Very clean and within walking distance of grocery stores, restaurants and train stop. Would 100% stay there again."
Cozy two bedroom house in the heart of Gloucester

Oceanside Village Home~Private Fenced Yard~Reserved Parking

9.6 out of 10, Exceptional, (9)
"Tri-level house with large windows throughout making the living space bright and sunny. Kitchen fully stocked. Double bed was very comfortable. Private parking on small side driveway. Two full bathrooms on upper and lower levels, none on first floor living area, good to know for those with issues negotiating stairs. The neighborhood is very quiet and scenic, just a few miles away from Halibut State Park. The host was in contact to see if I had questions and was settling in. Good and timely...
The price is €398
includes taxes & fees
8 Sept - 9 Sept
Oceanside Village Home~Private Fenced Yard~Reserved Parking

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

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

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (36)
"Loved this comfortable home! Well located and great host."
The price is €562
includes taxes & fees
28 Aug - 29 Aug
Beach Life Bliss - steps to the beach

Stay at Niles Beach S

10.0 out of 10, Exceptional, (36)
" Allies ,Communication was excellent, house was clean cozy and peaceful, would definitely suggest if in Gloucester area!"
The price is €1,209
includes taxes & fees
28 Aug - 29 Aug
Stay at Niles Beach S

Ocean front and 3 beaches across,parks, short walk to historic downtown!

10.0 out of 10, Exceptional, (34)
"What a great property. A beautiful view and a fantastic location."
The price is €1,348
includes taxes & fees
2 Sept - 3 Sept
Ocean front and 3 beaches across,parks, short walk to historic downtown!

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (10)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
NEW 2BR Historic Marblehead Home+Minutes to Beach

Plovers Nest

3.0 star property
10.0 out of 10, Exceptional, (1)
"Tout était excellent nous sommes très satisfait"
Plovers Nest

Moody Salem Home Away From Home

10.0 out of 10, Exceptional, (14)
"Cozy little corner , perfect for taking a break and relaxing for a bit. Well situated and close to everything the city has to offer. Loved my stay here"
The price is €255
includes taxes & fees
17 Aug - 18 Aug
Moody Salem Home Away From Home

Linden Tree: Downtown Newburyport Gem - Steps to Events, Shops and the Harbor!

8.0 out of 10, Very good, (15)
"Clean, nice, centrally located. Appox 0.8 mile walk to shops."
Linden Tree: Downtown Newburyport Gem - Steps to Events, Shops and the Harbor!

Baby Love Shack

3.0 star property
4.0 out of 10, (2)
"Long walk to beach. No yard not even a foot. No bbq. Late3"
Baby Love Shack

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

9.4 out of 10, Exceptional, (63)
"This was a nice clean little apt. located in a quiet older homes neighborhood. It has all the appliances. There are steps up to the property that elderly might want to consider but we were very pleased with our stay there."
The price is €247
includes taxes & fees
1 Sept - 2 Sept
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Comfortable spacious house, easy access to all

8.6 out of 10, Excellent, (11)
"Clean, organized and well appointed. Easy to recommend."
The price is €357
includes taxes & fees
28 Aug - 29 Aug
Comfortable spacious house, easy access to all

Dwtn Beverly! 5 Min to Salem!

6.0 out of 10, (1)
"There were a few issues with the apartment regarding cleanliness, but the property manager was great and said he’d address it for future guests. Hopefully that’s the case. Unfortunately, the issues were not something that could be addressed easily during my 1-night stay, so I had to deal with it. I did try to find availability elsewhere for the night but could not find a local vacancy."
Dwtn Beverly! 5 Min to Salem!

Nothing Fancy Older Pet Friendly Home – near I-95

The price is €423
includes taxes & fees
28 Aug - 29 Aug
Nothing Fancy Older Pet Friendly Home – near I-95

Bell Buoy

3.5 star property
6.0 out of 10, (1)
"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...
Bell Buoy

Shoreline Retreat Ocean Views Walk to Beach AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"Location is excellent! The house was very clean. I’d suggest having beach towels available for guests to use. Thanks for the wonderful stay! "
The price is €537
includes taxes & fees
9 Sept - 10 Sept
Shoreline Retreat Ocean Views Walk to Beach AC

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

9.8 out of 10, Exceptional, (10)
"The house was clean, inviting, and cozy. The location was great. We very much enjoyed our stay there. "
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
The price is €519
includes taxes & fees
8 Sept - 9 Sept
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Historic 1686 Home Near Downtown l 5BR Retreat

2.0 star property
9.8 out of 10, Exceptional, (10)
"The house was perfect "
The price is €671
includes taxes & fees
20 Aug - 21 Aug
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