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Houses in Rockport and Apartments – Holiday Lettings - Holiday Rentals Rockport

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156 Holiday homes

Holiday b&b in Rockport

Rockport b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £129 / night

£901 / week

1 / 15

Holiday home in Rockport

Rockport house

  • 9 bedrooms
  • 4 bathrooms
  • sleeps 14

from £828 / night

£5,791 / week

1 / 84

Holiday home rental

Rockport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from £552 / night

£4,366 / week

1 / 46

Holiday home in Rockport

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from £598 / night

£6,435 / week

1 / 20

Holiday home with golf nearby in Rockport

Rockport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £782 / night

£5,470 - £9,652 / week

1 / 20

Rockport holiday apartment rental

Rockport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £281 / night

£1,963 / week

1 / 13

Holiday home with golf nearby in Rockport

Rockport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £368 / night

£2,574 / week

1 / 13

Holiday apartment with golf nearby in Rockport

Rockport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £226 / night

£1,577 / week

1 / 18

Holiday home in Rockport

Rockport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £144 / night

£1,352 - £1,546 / week

1 / 38

Holiday cottage with golf nearby in Rockport

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £272 / night

£1,899 / week

1 / 17

Holiday cottage with golf nearby in Rockport

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Periwinkle is Picture Perfect!” While planning an impromptu weekend getaway with my husband, I was wowed with the thoughtful amenities and impeccable care that the Periwinkle Cottage had to offer. From the moment we opened the door, we knew we would have all the comforts of home but the luxurious feel of a boutique hotel. Honestly, there wasn't a thing we needed. Best of all...it was walking distance from shops, the beach and downtown Rockport!

from £134 / night

£933 / week

1 / 23

Holiday b&b in Rockport

Rockport b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£1,030 / week

1 / 12

Holiday home in Rockport

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £158 / night

£1,103 / week

1 / 11

Holiday cottage letting

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £226 / night

£1,577 / week

1 / 18

Holiday apartment rental

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £244 / night

£1,705 / week

1 / 19

Condo rental in Rockport

Rockport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £317 / night

£2,214 / week

1 / 22

Holiday cottage in Rockport

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £149 / night

£1,040 / week

1 / 21

Home rental in Rockport

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,636 / week

1 / 22

Rockport holiday cottage rental

Rockport cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £228 / night

£1,591 / week

1 / 30

Studio rental in Rockport

Rockport studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £89 / night

£619 / week

1 / 13

Rockport ski studio to rent.

Rockport studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £105 / night

£731 / week

1 / 30

Holiday home in Rockport

Rockport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £469 / night

£3,282 / week

1 / 19

Holiday home in Rockport

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £201 / night

£1,405 / week

1 / 23

Apartment rental in Rockport

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £141 / night

£984 / week

1 / 29

Apartment rental in Rockport

Rockport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £374 / night

£2,619 / week

1 / 28

Ski apartment to rent in Rockport

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £141 / night

£984 / week

1 / 23

Holiday apartment rental

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £253 / night

£1,771 / week

1 / 10

Rockport holiday cottage rental

Rockport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £120 / night

£838 / week

1 / 7

Rockport holiday cottage rental

Rockport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £330 / night

£2,304 / week

1 / 30

Holiday apartment in Rockport

Rockport apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £166 / night

£1,158 / week

1 / 25

Rockport holiday studio rental

Rockport studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £134 / night

£939 / week

1 / 24

Holiday cottage in Rockport

Rockport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £332 / night

£2,321 / week

1 / 30

Holiday condo in Rockport

Rockport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £236 / night

£1,647 / week

1 / 16

Holiday home in Rockport

Rockport house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from £550 / night

£3,850 / week

1 / 28

Home rental in Rockport

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £342 / night

£2,389 / week

1 / 28

Rockport holiday home rental

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £152 / night

£1,062 / week

1 / 13

Home rental in Rockport

Rockport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £373 / night

£2,608 / week

1 / 30

Holiday home in Rockport

Rockport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £171 / night

£1,192 / week

1 / 30

Holiday cottage in Rockport

Rockport cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £223 / night

£1,557 / week

1 / 27

Rockport holiday home accommodation

Rockport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £228 / night

£1,591 / week

1 / 30

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Rockport holidays

Head to Rockport this year to discover a quirky beach-town located in Massachusetts. Surrounded by naturally beautiful scenery and plenty of activity to keep you entertained, you'll never want to leave this charming resort. Book your Rockport rental with Holiday Lettings today for a great holiday.

About Rockport

Located an hour from Boston, Rockport is characterised by several beaches which include Long Beach, Cape Hedge Beach, Pebble Beach, and Front and Back Beach. Heading into the downtown area, you'll find a variety of art galleries, shops and restaurants.

Bearskin Neck is a popular resort in Rockport, with some houses here over 300 years old. The area is completely unspoilt and hasn't been altered in any way by major re-developments. You'll find a culture centred around art with a real eccentric vibe. You may even find local fisherman hoping for their daily catch as well as artists painting their surroundings.

The red fishing shack within downtown Rockport is considered to be the “most painted building” in the world. This would be a great way to relax if you consider yourself crafty and wish to try your hand at painting.

What to do

Some of the most popular outdoor activities within Rockport include kayaking, diving or hiking. For a more chilled-out option, you may decide to take a cruise and watch the sun go down, or go out on a boat for a whale watching experience. The range of beaches mean you can take a slow-paced walk and enjoy the scenery.

Main Street is Rockport's shopping district and has a wide range of unique shops which sell the likes of clothing, gifts, crafts and household items.

Rockport is home to over 30 art galleries as well as the Rockport Art Association. Here you can learn about the history of the area as well as pieces from the modern day and the past. There are also festivals held throughout the months of May-December each year.

If you’re a movie fan, you may wish to take a trip to Bearskin Neck where some scenes of Sandra Bullock and Ryan Reynolds’ 'The Proposal' were filmed.

Top travel tips

You can catch public transport easily within Rockport to get to local attractions. Buses are provided by Cape Ann Transportation Authority which is a mere $1 per person each way. There are also 13 daily commuter trains which depart from Rockport to Boston from the Newbury/Rockport line.

Despite this, the main tourist attracts are all within walking distance of each other and are located over a small area, however you may even decide to hire a car to reach the more rural and coastal areas. Public transport is more accessible in the downtown area which is something to keep in mind if you plan on exploring further.

If you're looking for more than your everyday beach resort, Rockport will certainly impress. With its spectacular coastal views and arty culture, you'll certainly wish to re-visit again and again. Book your property rental with Holiday Lettings today to discover our wide range of options via our website.

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