Holiday Homes in Gloucester

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Gloucester

Our top choices for Gloucester holiday homes

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

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 AU$692
includes taxes & fees
25 Aug - 26 Aug
Oceanside Village Home~Private Fenced Yard~Reserved Parking
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
3 bedrooms, desk, iron/ironing board, travel cot

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 price is AU$1,043
includes taxes & fees
14 Sept - 15 Sept
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard
Beach Life Bliss - steps to the beach
Interior

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (36)
"Loved this comfortable home! Well located and great host."
Beach Life Bliss - steps to the beach
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Dining

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

10.0 out of 10, Exceptional, (3)
"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"
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Spacious Good-Value Accommodation | w/ Full Kitchen & Minutes to Peabody Museum
Exterior

Spacious Good-Value Accommodation | w/ Full Kitchen & Minutes to Peabody Museum

The price is AU$690
includes taxes & fees
31 Aug - 1 Sept
Spacious Good-Value Accommodation | w/ Full Kitchen & Minutes to Peabody Museum
Full Kitchen and Free On-Site Parking | Minutes to Peabody Essex Museum
Exterior

Full Kitchen and Free On-Site Parking | Minutes to Peabody Essex Museum

The price is AU$350
includes taxes & fees
31 Aug - 1 Sept
Full Kitchen and Free On-Site Parking | Minutes to Peabody Essex Museum
Ocean front and 3 beaches across,parks, short walk to historic downtown!
Interior

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."
Ocean front and 3 beaches across,parks, short walk to historic downtown!
NEW 2BR Historic Marblehead Home+Minutes to Beach
Smart TV, fireplace

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (10)
"We loved staying here, enjoying all that Marblehead had to offer. It was the perfect distance from both Salem and Boston and had lots to offer when we decided to stay in. We came on an unseasonably cold week but stayed nice and cozy in the Vrbo. Highly recommend! "
NEW 2BR Historic Marblehead Home+Minutes to Beach
Dwtn Beverly! 5 Min to Salem!
TV

Dwtn Beverly! 5 Min to Salem!

8.0 out of 10, Very good, (2)
"Great location! Big Space! Love it!"
The price is AU$382
includes taxes & fees
24 Aug - 25 Aug
Dwtn Beverly! 5 Min to Salem!
Linden Tree: Downtown Newburyport Gem - Steps to Events, Shops and the Harbor!
Beach nearby

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!
Moody Salem Home Away From Home
Fridge, microwave, oven, stovetop

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 AU$457
includes taxes & fees
26 Aug - 27 Aug
Moody Salem Home Away From Home
Plovers Nest
House (Plovers Nest) | Exterior

Plovers Nest

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

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
Baby Love Shack
House (Baby Love Shack) | Beach

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
Comfortable spacious house, easy access to all
Dining

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 AU$638
includes taxes & fees
24 Aug - 25 Aug
Comfortable spacious house, easy access to all
Central Beverly! 5 min to Salem!
Fridge, microwave, oven, stovetop

Central Beverly! 5 min to Salem!

The price is AU$479
includes taxes & fees
27 Aug - 28 Aug
Central Beverly! 5 min to Salem!
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Lake

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 AU$443
includes taxes & fees
1 Sept - 2 Sept
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Fully Equipped Kitchen and Free Parking Included for a Hassle-Free Stay
Exterior

Fully Equipped Kitchen and Free Parking Included for a Hassle-Free Stay

The price is AU$323
includes taxes & fees
31 Aug - 1 Sept
Fully Equipped Kitchen and Free Parking Included for a Hassle-Free Stay
Downtown Salem Retreat 2BD
Fridge, microwave, oven, stovetop

Downtown Salem Retreat 2BD

10.0 out of 10, Exceptional, (9)
"Enjoyed our time with this 2 bedroom in a city I love to visit. Nice walk to the center of town and beautiful area with a short walk to the water!Thank you!"
The price is AU$380
includes taxes & fees
26 Aug - 27 Aug
Downtown Salem Retreat 2BD
Entire Lower Level of the House, Across From The Beach
Beach

Entire Lower Level of the House, Across From The Beach

9.8 out of 10, Exceptional, (17)
"Loved getting to visit the beach and the short drive to Salem!"
The price is AU$583
includes taxes & fees
7 Sept - 8 Sept
Entire Lower Level of the House, Across From The Beach
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

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

10/10 Excellent
"Comfortable room and bed Room was quiet Staff was very nice Coffee provided in the room was pretty terrible "
Daniel 1-night trip
Posted 17 hours ago
Sonesta Select Boston Danvers