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Houses in Jackson and Condos – Holiday Lettings - Holiday Rentals Jackson

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119 Holiday homes

Jackson holiday condo rental

Jackson condo

2 bedrooms • 2 bathrooms • sleeps 6

from £211 / night

£1,473 / week

1 / 40

Holiday home with shared pool in Jackson

Jackson house

3 bedrooms • 3 bathrooms • sleeps 6

from £236 / night

£1,649 / week

1 / 31

Holiday apartment rental

Jackson apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £314 / night

£1,422 / week

1 / 8

Holiday apartment with shared pool in Jackson

Jackson apartment

1 bedroom • 1 bathroom • sleeps 4

from £91 / night

£633 / week

1 / 24

Holiday condo with shared pool in Jackson

Jackson condo

2 bedrooms • 2 bathrooms • sleeps 6

from £121 / night

£842 / week

1 / 25

Home rental in Jackson

Jackson house

3 bedrooms • 4 bathrooms • sleeps 8

from £189 / night

£1,324 / week

1 / 35

Holiday apartment with indoor pool in Jackson

Jackson apartment

1 bedroom • 1 bathroom • sleeps 4

from £102 / night

£714 / week

1 / 25

Jackson ski home to rent.

Jackson house

5 bedrooms • 3 bathrooms • sleeps 10

from £206 / night

£1,440 / week

1 / 43

Holiday townhouse with shared pool in Jackson

Jackson townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from £117 / night

£813 / week

1 / 28

Holiday home rental

Jackson house

5 bedrooms • 2 bathrooms • sleeps 10

from £332 / night

£2,323 / week

1 / 36

Holiday condo with shared pool in Jackson

Jackson condo

2 bedrooms • 2 bathrooms • sleeps 6

from £66 / night

£459 / week

1 / 27

Holiday townhouse in Jackson

Jackson townhouse

4 bedrooms • 3 bathrooms • sleeps 8

from £214 / night

£1,498 / week

1 / 31

Holiday condo with shared pool in Jackson

Jackson condo

3 bedrooms • 2 bathrooms • sleeps 6

from £129 / night

£900 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with shared pool in North Conway

North Conway house

3 bedrooms • 2 bathrooms • sleeps 10

from £229 / night

£1,081 / week

1 / 19

Holiday home in North Conway

North Conway house

10 bedrooms • 6 bathrooms • sleeps 18

from £417 / night

£2,914 / week

1 / 23

Lovell holiday home rental

Lovell house

3 bedrooms • 3 bathrooms • sleeps 8

from £116 / night

£812 / week

1 / 8

Holiday condo in Glen

Glen condo

2 bedrooms • 2 bathrooms • sleeps 6

from £149 / night

£1,041 / week

1 / 7

Holiday home in Lovell

Lovell house

4 bedrooms • 2 bathrooms • sleeps 10

from £250 / night

£1,749 / week

1 / 17

Holiday home in Glen

Glen house

3 bedrooms • 3 bathrooms • sleeps 6

from £113 / night

£791 / week

1 / 13

Holiday condo in North Conway

North Conway condo

2 bedrooms • 3 bathrooms • sleeps 7

from £333 / night

£2,326 / week

1 / 33

Holiday home in North Conway

North Conway house

3 bedrooms • 2 bathrooms • sleeps 9

from £297 / night

£2,078 / week

1 / 24

Holiday home in Glen

Glen house

3 bedrooms • 3 bathrooms • sleeps 8

from £190 / night

£1,262 / week

1 / 20

Glen holiday home rental

Glen house

4 bedrooms • 3 bathrooms • sleeps 8

from £213 / night

£1,489 / week

1 / 16

Holiday apartment with shared pool in North Conway

North Conway apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £144 / night

£933 - £1,229 / week

1 / 10

Ski apartment to rent in Bartlett

Bartlett apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £148 / night

£1,033 / week

1 / 28

Holiday chalet letting

North Conway chalet

3 bedrooms • 2 bathrooms • sleeps 8

from £146 / night

£1,043 - £1,577 / week

1 / 31

Holiday home in North Conway

North Conway house

6 bedrooms • 4 bathrooms • sleeps 16

from £559 / night

£3,913 / week

1 / 13

Holiday townhouse with shared pool in Glen

Glen townhouse

2 bedrooms • 2 bathrooms • sleeps 8

from £126 / night

£835 / week

1 / 6

Holiday condo with shared pool in Glen

Glen condo

3 bedrooms • 2 bathrooms • sleeps 10

from £167 / night

£1,000 / week

1 / 18

North Conway holiday home let

North Conway house

6 bedrooms • 5 bathrooms • sleeps 14

from £695 / night

£4,862 / week

1 / 15

Holiday home in North Conway

North Conway house

16 bedrooms • 11 bathrooms • sleeps 34

from £1,835 / night

£12,841 / week

1 / 26

Holiday home in Madison

Madison house

3 bedrooms • 2 bathrooms • sleeps 10

from £146 / night

£751 / week

1 / 15

Holiday home with golf nearby in North Conway

North Conway house

4 bedrooms • 2 bathrooms • sleeps 10

from £312 / night

£2,159 / week

1 / 15

Holiday home with golf nearby in North Conway

North Conway house

15 bedrooms • 9 bathrooms • sleeps 32

from £1,661 / night

£11,625 / week

1 / 31

Holiday apartment in North Conway

North Conway apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £83 / night

£582 / week

1 / 29

Ski condo to rent in Bartlett

Bartlett condo

2 bedrooms • 2 bathrooms • sleeps 12

from £229 / night

£1,597 / week

1 / 21

Holiday home with golf nearby in North Conway

North Conway house

10 bedrooms • 5 bathrooms • sleeps 20

from £1,106 / night

£7,741 / week

1 / 19

Bretton Woods ski condo to rent.

Bretton Woods condo

3 bedrooms • 2 bathrooms • sleeps 6

from £332 / night

£2,323 / week

1 / 28

Holiday apartment in Bartlett

Bartlett apartment

2 bedrooms • 1 bathroom • sleeps 5

from £74 / night

£539 - £749 / week

1 / 24

Holiday home in North Conway

North Conway house

8 bedrooms • 4 bathrooms • sleeps 17

from £913 / night

£6,387 / week

1 / 25

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Jackson holidays

In the spring, summer and fall, Jackson, New Hampshire offers the very best of a New England village holiday destination. There are quaint, historic and utterly charming sites in the area everywhere the eye falls, from covered red bridges, to autumn foliage, to apple orchards and grazing spotted cows. Both in and around Jackson, there are plenty of village shops to explore and historic sites to visit for guided tours.

During the winter, this area of New Hampshire becomes a mecca for skiing enthusiasts, especially those who appreciate cross-country skiing and come here in search of long stretches of secluded and beautiful trails.

Whether you enjoy the outdoors, museums, speciality shops or just relaxing far from the bustle of city life, Jackson provides a perfect getaway. Come here to explore, sample regional maple Syrup or hike to a beautiful waterfall.

Here are a few additional suggestions as you plan your trip:

  • Go skiing and snowboarding: Wildcat Mountain and Black Mountain offer some of the best groomed and most pristine ski trails in the White Mountains area.
  • Hike the trails: The same areas that provide long ski runs during the winter offer beautiful scenic hiking, biking and horseback riding trails during the spring and summer months.
  • Go bird watching: Come to Jackson for bird watching opportunities and a chance to see wildlife like foxes, wild turkeys and black bear. This is also a great place for trout fishing excursions.
  • Take a sleigh ride at the Nestlenook Estate: This is an old fashioned and exhilarating way to see the farmland and pastures of Jackson in the wintertime.
  • Explore Jackson Falls: The falls are a beautiful hiking destination and also a relaxing way to splash through the heat of a summer afternoon.
  • Relax in the spa: After a long day or week of hiking, boating, rock climbing and snow shoeing along the back country trails, you may be ready to spend the day in a perfect oasis of luxury and pampering.

There are always plenty of rental options and places to stay in Jackson during any season of the year. If you're travelling with a large family, you may want to rent a charming lakeside summer condo or a holiday home where you can relax and host your friends. If you're on a romantic holiday for two, find a cosy cabin in the mountains or a holiday rental within easy reach of Jackson's restaurants, busy nightlife and live music venues.

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