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Houses in Gloucester and Cottages – Holiday Lettings - Holiday Rentals Gloucester

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185 Holiday homes

Holiday home in Gloucester

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £381 / night

£1,983 / week

Cottage letting in Gloucester

Gloucester cottage

7 bedrooms / 3 bathrooms / sleeps 12

from £1,041 / night

£6,017 / week

Holiday cottage in Gloucester

Gloucester cottage

3 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 4 minutes

from £189 / night

£1,318 / week

Home rental in Gloucester

Gloucester house

6 bedrooms / 3 bathrooms / sleeps 12

2

from £295 / night

£2,067 / week

Gloucester holiday home rental

Gloucester house

6 bedrooms / 2 bathrooms / sleeps 10

2

from £538 / night

£3,765 / week

Holiday apartment in Gloucester

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 3

3

from £108 / night

£757 / week

Gloucester holiday home accommodation

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 10

from £612 / night

£4,171 / week

Gloucester holiday apartment rental

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £225 / night

£1,572 / week

Holiday home accommodation

Gloucester house

5 bedrooms / 3 bathrooms / sleeps 9

from £898 / night

£5,410 / week

Holiday cottage in Gloucester

Gloucester cottage

3 bedrooms / 1 bathroom / sleeps 7

from £391 / night

£2,220 / week

Holiday home in Gloucester

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 8

from £574 / night

£4,015 / week

Gloucester holiday home rental

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 7

from £631 / night

£3,642 / week

Gloucester holiday studio rental

Gloucester studio

Studio / 1 bathroom / sleeps 2

from £156 / night

£918 / week

Home rental in Gloucester

Gloucester house

5 bedrooms / 2 bathrooms / sleeps 10

from £869 / night

£4,482 / week

Holiday apartment in Gloucester

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 21 minutes

from £104 / night

£725 / week

Gloucester holiday home rental

Gloucester house

4 bedrooms / 3 bathrooms / sleeps 10

from £1,087 / night

£6,238 / week

Gloucester holiday home rental

Gloucester house

4 bedrooms / 2 bathrooms / sleeps 7

from £939 / night

£5,214 / week

Holiday home in Gloucester

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £157 / night

£1,096 / week

Apartment rental in Gloucester

Gloucester apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £118 / night

£702 / week

Holiday home rental

Gloucester house

2 bedrooms / 1 bathroom / sleeps 6

from £310 / night

£1,699 / week

Holiday home in Gloucester

Gloucester house

2 bedrooms / 1 bathroom / sleeps 4

from £101 / night

£705 - £1,873 / week

Holiday home in Gloucester

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 8

from £573 / night

£3,352 / week

Gloucester holiday home rental

Gloucester house

2 bedrooms / 2 bathrooms / sleeps 6

from £480 / night

£2,742 / week

Gloucester holiday home rental

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £603 / night

£3,620 / week

Cottage rental in Gloucester

Gloucester cottage

2 bedrooms / 1 bathroom / sleeps 6

“Beautifully Decorated and Conveniently Located” Summerwind Cottage is beautifully decorated, inside and out, and conveniently located within walking distance of the beach, a very cool artist colony, fish and lobster markets, and the downtown Gloucester area. The well equipped kitchen and outdoor grill made cooking at the cottage enjoyable and relaxing. Sunsets from the deck are spectacular. Our hosts, Linda and Frank, provided great insider tips on where to go and what to see. We were looking for a quiet relaxing week, and we were not dissapointed with Summerwind Cottage.

17

from £146 / night

£1,022 / week

Home rental in Gloucester

Gloucester house

5 bedrooms / 2 bathrooms / sleeps 10

from £563 / night

£3,748 / week

Holiday home in Gloucester

Gloucester house

2 bedrooms / 1 bathroom / sleeps 4

from £353 / night

£2,467 / week

Holiday home in Gloucester

Gloucester house

6 bedrooms / 5 bathrooms / sleeps 16

from £1,138 / night

£6,292 / week

Holiday home in Gloucester

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £160 / night

£1,120 / week

Holiday home in Gloucester

Gloucester house

3 bedrooms / 1 bathroom / sleeps 8

from £476 / night

£2,764 / week

Holiday townhouse accommodation

Gloucester townhouse

1 bedroom / 1 bathroom / sleeps 3

from £121 / night

£848 / week

Holiday home in Gloucester

Gloucester house

6 bedrooms / 4 bathrooms / sleeps 10

from £915 / night

£6,399 / week

Holiday cottage accommodation

Gloucester cottage

1 bedroom / 1 bathroom / sleeps 2

from £12 / night

£15 / week

Holiday apartment in Gloucester

Gloucester apartment

2 bedrooms / 1 bathroom / sleeps 4

from £332 / night

£1,638 / week

Gloucester holiday home rental

Gloucester house

3 bedrooms / 3 bathrooms / sleeps 8

from £512 / night

£2,918 / week

Holiday home in Gloucester

Gloucester house

4 bedrooms / 3 bathrooms / sleeps 8

from £377 / night

£3,012 / week

Holiday home in Gloucester

Gloucester house

6 bedrooms / 2 bathrooms / sleeps 14

from £1,164 / night

£5,611 / week

Gloucester holiday home rental

Gloucester house

3 bedrooms / 2 bathrooms / sleeps 6

from £608 / night

£2,969 / week

Gloucester holiday townhouse rental

Gloucester townhouse

3 bedrooms / 4 bathrooms / sleeps 10

from £542 / night

£3,789 / week

Holiday home in Gloucester

Gloucester house

6 bedrooms / 3 bathrooms / sleeps 13

from £780 / night

£5,459 / week

Viewing 40 of 185
rentals in Gloucester

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Gloucester holidays

Located on the northern shores of Massachusetts, the town of Gloucester is a holiday paradise that generations of travellers return to every year. The winding streets of this historic town are lined with quaint shops, interesting museums, charming cafes, and unforgettable seafood restaurants. Come here to experience the beautiful rocky coastlines and soft sand beaches of Massachusetts. Hike the trails and stop at breathtaking overlooks with views of the Atlantic Ocean. Visit historic homes and lighthouses. Spend the afternoon swimming, snorkelling, or relaxing on a pristine beach. And then go home at night to your own private holiday rental and host dinner for your family and friends. Many holiday rentals in Gloucester are less expensive than hotels and offer more space and better amenities. Wake up in the morning and watch the sun rise from the deck of your beach condo or summer house, then head downtown to spend the day exploring and making fun holiday memories.

Here are a few additional suggestions for your trip:

  • Take a brewery tour: Gloucester is the traditional home of several long established breweries and craft distilleries. Taste some of the area's award winning artisanal spirits.
  • Tour Hammond Castle: This extraordinary structure was once the home of John Hays Jr., a wealthy eccentric who amassed an extensive collection of medieval artefacts.
  • Visit the Fisherman's Memorial Monument: This fascinating memorial was built in 1925 to honour all the fishermen who have been lost at sea since the 17th century.
  • Play on the beach: Swim, build a sandcastle, or just relax on Good Harbor Beach or Stage Fort Park and Beach, two of the most popular beach destinations in the area.
  • Visit the Rocky Neck Art Colony: This is the oldest established colony for artists in the United States and has been a destination for art lovers since the 1840s.
  • Visit the Beauport Museum or the Cape Ann Historical Museum: Learn more about the fascinating history of Cape Ann with the changing exhibits of these popular museums.

Gloucester offers an ideal scenic back drop for whatever holiday activities you have in mind. The best way to enjoy it all is with a stay in your own apartment rental or summer condo. Find a luxury holiday rental just a few steps from the beach that offers all the amenities you and your family need. While you're visiting Gloucester, be sure to plan day trips to coastal destinations nearby like Cape Cod and Plymouth.

Also consider