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5 Best Madison Apartments on Holiday Lettings - Estates

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188 Vacation rentals

Home rental in Madison

Madison house

3 bedrooms • 3 bathrooms • sleeps 8

from $243 / night

$1,700 / week

1 / 16

Vacation log cabin in Madison

Madison log cabin

4 bedrooms • 2 bathrooms • sleeps 10

from $332 / night

$2,325 / week

1 / 25

Silver Lake Vacation home rental

Silver Lake house

5 bedrooms • 7 bathrooms • sleeps 11

1 review

from $594 / night

$4,152 / week

1 / 16

Vacation home in Madison

Madison house

3 bedrooms • 2 bathrooms • sleeps 10

4 reviews

from $201 / night

$1,031 / week

1 / 15

Vacation home in Madison

Madison house

3 bedrooms • 2 bathrooms • sleeps 9

from $227 / night

$1,587 / week

1 / 26

Vacation home in Madison

Madison house

4 bedrooms • 2 bathrooms • sleeps 16

from $355 / night

$2,485 / week

1 / 27

Vacation home in Silver Lake

Silver Lake house

3 bedrooms • 2 bathrooms • sleeps 7

from $339 / night

$2,373 / week

1 / 13

Vacation home in Madison

Madison house

3 bedrooms • 2 bathrooms • sleeps 10

from $315 / night

$2,205 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in North Conway

North Conway house

10 bedrooms • 6 bathrooms • sleeps 18

from $573 / night

$4,008 / week

1 / 23

Vacation home with shared pool, golf nearby in Center Ossipee

Center Ossipee house

3 bedrooms • 2 bathrooms • sleeps 6

from $132 / night

$922 / week

1 / 10

Vacation home in Conway

Conway house

4 bedrooms • 3 bathrooms • sleeps 8

from $153 / night

$1,066 / week

1 / 11

Chocorua Vacation home rental

Chocorua house

3 bedrooms • 3 bathrooms • sleeps 11

from $236 / night

$1,651 / week

1 / 10

Waterville Valley Vacation condo rental

Waterville Valley condo

1 bedroom • 1 bathroom • sleeps 6

from $144 / night

$1,002 / week

1 / 4

Vacation home with golf nearby in Center Ossipee

Center Ossipee house

4 bedrooms • 2 bathrooms • sleeps 8

1 review

from $490 / night

$3,431 / week

1 / 13

Vacation condo with shared pool in North Conway

North Conway condo

2 bedrooms • 2 bathrooms • sleeps 4

from $255 / night

$1,780 / week

1 / 13

Vacation condo in Glen

Glen condo

2 bedrooms • 2 bathrooms • sleeps 6

from $205 / night

$1,432 / week

1 / 7

Vacation chalet in Glen

Glen chalet

3 bedrooms • 3 bathrooms • sleeps 8

from $315 / night

$1,775 / week

1 / 20

Vacation tented camp in Wonalancet

Wonalancet tented camp

1 bedroom • 1 bathroom • sleeps 6

from $126 / night

$1,066 / week

1 / 15

Vacation apartment in Waterville Valley

Waterville Valley apartment

3 bedrooms • 2 bathrooms • sleeps 10

from $229 / night

$1,088 / week

1 / 12

Jackson Vacation condo rental

Jackson condo

2 bedrooms • 2 bathrooms • sleeps 6

1 review

from $258 / night

$1,804 / week

1 / 40

Vacation home rental

Waterville Valley house

3 bedrooms • 2 bathrooms • sleeps 10

from $344 / night

$2,373 - $4,713 / week

1 / 18

Vacation condo in North Conway

North Conway condo

2 bedrooms • 3 bathrooms • sleeps 7

from $343 / night

$2,397 / week

1 / 33

Vacation home with shared pool in North Conway

North Conway house

3 bedrooms • 2 bathrooms • sleeps 10

13 reviews

from $315 / night

$1,489 / week

1 / 19

Apartment rental in Waterville Valley

Waterville Valley apartment

1 bedroom • 1 bathroom • sleeps 6

from $172 / night

$1,088 / week

1 / 14

Ski apartment to rent in Waterville Valley

Waterville Valley apartment

3 bedrooms • 3 bathrooms • sleeps 9

1 review

from $184 / night

$802 / week

1 / 6

Ski apartment to rent in Bartlett

Bartlett apartment

3 bedrooms • 3 bathrooms • sleeps 8

20 reviews

from $201 / night

$1,403 / week

1 / 28

Vacation home in North Conway

North Conway house

3 bedrooms • 2 bathrooms • sleeps 9

from $232 / night

$1,619 / week

1 / 24

Vacation home with golf nearby in Moultonborough

Moultonborough house

4 bedrooms • 2 bathrooms • sleeps 6

from $360 / night

$2,519 - $3,206 / week

1 / 22

Bartlett Vacation apartment rental

Bartlett apartment

3 bedrooms • 2 bathrooms • sleeps 8

5 reviews

from $212 / night

$1,002 / week

1 / 11

North Conway Vacation home rental

North Conway house

6 bedrooms • 5 bathrooms • sleeps 14

5 reviews

from $954 / night

$6,677 / week

1 / 15

Waterville Valley ski townhouse to rent.

Waterville Valley townhouse

2 bedrooms • 2 bathrooms • sleeps 7

from $229 / night

$1,603 / week

1 / 20

Vacation cottage rental

Freedom cottage

2 bedrooms • 2 bathrooms • sleeps 8

23 reviews

from $269 / night

$1,884 / week

1 / 17

Vacation condo in North Conway

North Conway condo

3 bedrooms • 2 bathrooms • sleeps 8

from $258 / night

$1,804 / week

1 / 12

Vacation apartment in North Conway

North Conway apartment

2 bedrooms • 2 bathrooms • sleeps 6

6 reviews

from $115 / night

$802 / week

1 / 29

Vacation home in Glen

Glen house

3 bedrooms • 3 bathrooms • sleeps 6

1 review

from $156 / night

$1,088 / week

1 / 13

Vacation apartment rental

Jackson apartment

2 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from $430 / night

$1,947 / week

1 / 8

Vacation home rental

Jackson house

5 bedrooms • 2 bathrooms • sleeps 10

from $401 / night

$2,806 / week

1 / 36

Vacation home in Glen

Glen house

3 bedrooms • 3 bathrooms • sleeps 8

4 reviews

from $258 / night

$1,718 / week

1 / 20

Vacation cottage in Moultonborough

Moultonborough cottage

2 bedrooms • 1 bathroom • sleeps 9

38 reviews

from $499 / night

$3,493 / week

1 / 37

Vacation condo with shared pool in Glen

Glen condo

3 bedrooms • 2 bathrooms • sleeps 10

1 review

from $229 / night

$1,374 / week

1 / 18