Search Holiday Homes in Gloucester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Gloucester holiday homes

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 £133
includes taxes & fees
8 Feb - 9 Feb
The Essex of Gloucester

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)
"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 £276
includes taxes & fees
2 Mar - 3 Mar
Oceanside Village Home~Private Fenced Yard~Reserved Parking

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, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
The price is £351
includes taxes & fees
10 Feb - 11 Feb
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

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 £291
includes taxes & fees
3 Mar - 4 Mar
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit

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
Rockport
9.8 out of 10, Exceptional, (7 reviews)
"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 Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

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 £380
includes taxes & fees
10 Feb - 11 Feb
Home w/firepit l Walk to Bearskin Neck+Beach

Riverside Retreat • Cozy Coastal Cottage • Laundry

Riverside Retreat • Cozy Coastal Cottage • Laundry
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 £311
includes taxes & fees
8 Feb - 9 Feb
Riverside Retreat • Cozy Coastal Cottage • Laundry

Circa 1789 • Historic South End Home • Back Patio

Circa 1789 • Historic South End Home • Back Patio
Newburyport
9.8 out of 10, Exceptional, (9 reviews)
"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 £366
includes taxes & fees
8 Feb - 9 Feb
Circa 1789 • Historic South End Home • Back Patio

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 £231
includes taxes & fees
8 Feb - 9 Feb
Nothing Fancy Older Pet Friendly Home – near I-95

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 £262
includes taxes & fees
8 Feb - 9 Feb
Entire Lower Level of the House, Across From The Beach

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

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.6 out of 10, Exceptional, (15 reviews)
"We used this lovely home as our hub to explore nearby Salem and really enjoyed the house!We were 3 couples, and had plenty of space to spread out and spend time together. The scenery here just simply can't be beat, and we all wished we could have stayed longer to appreciate the island and the home more."
United States
Remy G.
The price is £392
includes taxes & fees
10 Feb - 11 Feb
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

Pat’s Porch | 5 Mins Walk To Beach | Covered Porch

Pat’s Porch | 5 Mins Walk To Beach | Covered Porch
Hampton Beach
10.0 out of 10, Exceptional, (35 reviews)
"My long time best friend, who lives far from me, and my 2 teenage granddaughters had our 3rd annual beach vacation at Hampton Beach.We plan an doing this each year that we are able and hope to return to the same property next year."
United States
Judith L.
The price is £301
includes taxes & fees
8 Feb - 9 Feb
Pat’s Porch | 5 Mins Walk To Beach | Covered Porch

Blinkin Beach House | Walk to Beach | Renovated

Blinkin Beach House | Walk to Beach | Renovated
Hampton Beach
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and nicely furnished. Even though it was just a 2 minute walk to the boardwalk it was still relatively quiet. We had a nice time staying there. Thank you!"
United States
Skip S.
The price is £294
includes taxes & fees
8 Feb - 9 Feb
Blinkin Beach House | Walk to Beach | Renovated

The Salty Dog | Pet-Friendly | Private Yard

The Salty Dog | Pet-Friendly | Private Yard
Hampton Beach
9.8 out of 10, Exceptional, (31 reviews)
"Location, location, location! This little gem of a property has a direct walking path through town to the sandy beach! Great for leased dog walks! It is very clean, comfy and well-stocked with things you may need, including laundry facilities, and parking on-site in the driveway. During our stay a 'Nor Easter rainstorm hit, but we were tight and cozy inside the Salty Dog property. A fun, little place to stay to enjoy Hampton Beach and its coastal amenities!"
United States
Katherine P.
The price is £264
includes taxes & fees
22 Feb - 23 Feb
The Salty Dog | Pet-Friendly | Private Yard

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 £318
includes taxes & fees
1 Mar - 2 Mar
Comfortable spacious house, easy access to all

Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat
Beverly
9.4 out of 10, Exceptional, (13 reviews)
"We loved our house. It was so clean and the host was top notch. "
United States
Sherry A.
The price is £436
includes taxes & fees
12 Feb - 13 Feb
Historic 1686 Home Near Downtown l 5BR Retreat

Historic Renovation, Walk to Front Beach and Shopping

Historic Renovation, Walk to Front Beach and Shopping
Rockport
9.6 out of 10, Exceptional, (5 reviews)
"Great house, great location, made for a perfect vacation. Kerin was quick to respond to any of our questions, making check-in super easy. The house is just the right mix of Rockport history and modern amenities, beautifully decorated yet casual and comfortable for a family with two energetic kids. The location was just right as well; a quick walk to the beach, shops and restaurants, while tucked away on a quiet neighborhood street. We felt like locals for the week, popping over to Bearskin Neck...
United States
Christian S.
The price is £431
includes taxes & fees
15 Feb - 16 Feb
Historic Renovation, Walk to Front Beach and Shopping

2 Bed/2 Bath Private Beach House One Block from the ocean.

2 Bed/2 Bath Private Beach House One Block from the ocean.
Hampton Beach
10.0 out of 10, Exceptional, (19 reviews)
"It was very nice , clean and a great location. "
United States
Robert P.
The price is £295
includes taxes & fees
28 Feb - 1 Mar
2 Bed/2 Bath Private Beach House One Block from the ocean.

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 £857
includes taxes & fees
22 Feb - 23 Feb
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.

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 £336
includes taxes & fees
12 Feb - 13 Feb
Hampton Beach Seaside Villa Unit 2
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gloucester Hotel Reviews

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
239
Accommodation
539 Holiday Homes
Lowest Price
£231
Highest Price
£857