10 Best Madison Apartments on Holiday Lettings - Estates

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236 Vacation rentals

(3) Excellent 

15

Vacation home in Madison

White Mountains / Madison

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Madison, New Hampshire has the best of both worlds. Located in lake country, Madison is a quick car ride from the White Mountains and just outside of North Conway. You will find family friendly King Pine ski area, hiking trails, miles of snowmobile trails and beautiful …see more

from $300 / night

$900 / week

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avg. 1 hour 57 minutes

from $300 / night

25

Vacation log cabin in Madison

White Mountains / Madison

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Immerse yourself in nature's splendor when you book this rustic 4-bedroom, 2-bathroom Madison vacation rental cabin. Featuring accommodations for up to 10 guests, the recently renovated 'Treehouse' has a brand new game room and is ideal for families or a small group to …see more

from $265 / night

$1,855 - $2,625 / week

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avg. 16 minutes

from $265 / night

5

Madison Vacation chalet rental

White Mountains / Madison

3 11 2 nights min

  • 3 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Madison Chalet Rental Photos and Description 3 bedrooms, 2 bathrooms (sleeps 10) (This Chalet was painted in May, it was Blue in case someone is looking for a blue house they booked before) Weekend rental $150 a night, 2 night min.Chalet rental in Eidelweiss Village, …see more

from $150 / night

$950 / week

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from $150 / night

30

Madison Vacation chalet rental

White Mountains / Madison

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Very comfortable 3 bedroom, 2 level vacation home located in Eidelweiss resort/Madison, NH on secluded wooded lot. Walking distance to beach and children's playground. Located just 8 miles from the center of North Conway ski area and all the shopping outlets as well a …see more

from $130 / night

$900 / week

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from $130 / night

(4) Excellent 

21

Vacation home in Silver Lake

Madison / Silver Lake

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
4 bdrm, 2 bath 2 family room home, 2nd house from private beach w/ mountatn view. Relax and enjoy this 4 bedroom, 2 bath, 1755 sq. ft home with your family. Sleeps 12 with 3 queens, a set of bunk beds and 2 full size pullouts. The kitchen is fully equipped, sheets and …see more

from $175 / night

$1,100 - $1,900 / week

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avg. 2 hours 15 minutes

from $175 / night

(17) Excellent 

29

Vacation chalet in Madison

White Mountains / Madison

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Welcome to our home away from home, we hope you love it as much as we do! This house is a large family-friendly chalet with sweeping views of Mount Chocorua from all four decks. It is a three level home with 2 living room/entertainment areas, great for a separate area f …see more

from $200 / night

$1,200 - $1,515 / week

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from $200 / night

30

Vacation home rental

Madison / Silver Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Private garden
Welcome to our cabin in the pines! This cabin style home is located in the Moores Pond neighborhood on the Madison side and is in a fabulous location for year round use. Swimming, hiking, kayaking, fishing , boating, train rides, outlet shopping, fall foliage peeping, …see more

from $225 / night

$1,575 / week

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from $225 / night

24

Home rental in Madison

White Mountains / Madison

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy the natural beauty of New Hampshire from this 3-bedroom, 2-bathroom vacation rental house in Madison, just minutes from Silver Lake. Up to 10 guests will be able to lounge lakeside or hike along nearby trails. Downtown North Conway, Diana's Baths, and Attitash Ski …see more

from $210 / night

$1,470 - $2,485 / week

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avg. 16 minutes

from $210 / night

24

Home rental in Madison

White Mountains / Madison

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Unusually spacious waterfront home with two decks, two kitchens, washer/dryer and loads of common space. Private beach and a large swim float adds to the fun. This is truly a vacation getaway suitable for two families, a large group, or grandparents vacationing with th …see more

from $520 / night

$3,100 - $4,150 / week

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avg. 2 hours 47 minutes

from $520 / night

25

Vacation home in Madison

White Mountains / Madison

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
My wife and I are serial renovators/home flippers. For years we had been taking on residential projects in Massachusetts that took us from Cape Cod to the sprawl of Boston. The only problem with this lifestyle has been our inability to get away. Our solution? Renovate a …see more

from $500 / night

$3,500 / week

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from $500 / night

26

Home rental in Madison

White Mountains / Madison

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Ask about pets
Bring the whole family or group of friends for a fun-filled lake retreat at this spacious 6-bedroom, 3-bath vacation rental home which sleeps 14 on Silver Lake. This beautiful New Hampshire home is a short walk away from the north end of the pristine lake and offers amp …see more

from $350 / night

$2,450 - $3,220 / week

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avg. 1 hour 53 minutes

from $350 / night