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Madison Vacation Rentals

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108 rentals in Madison.
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Madison Waterfront 2 Acres, Private Beach  5 BR 4 Bath  Game Room AC WIFI, vacation rental in Madison
Madison Waterfront 2 Acres, Private Beach  5 BR 4 Bath  Game Room AC WIFI, vacation rental in Madison
Madison Waterfront 2 Acres, Private Beach  5 BR 4 Bath  Game Room AC WIFI, vacation rental in Madison

Madison Waterfront 2 Acres, Private Beach 5 BR 4 Bath Game Room AC WIFI

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Awesome Mountain View, 3 BR Home!, vacation rental in Madison
Awesome Mountain View, 3 BR Home!, vacation rental in Madison
Awesome Mountain View, 3 BR Home!, vacation rental in Madison

Awesome Mountain View, 3 BR Home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious Chalet Style Vacation Home In The White Mountain Region. Sleeps 10, vacation rental in Madison
Spacious Chalet Style Vacation Home In The White Mountain Region. Sleeps 10, vacation rental in Madison
Spacious Chalet Style Vacation Home In The White Mountain Region. Sleeps 10, vacation rental in Madison

Spacious Chalet Style Vacation Home In The White Mountain Region. Sleeps 10

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lakeside Chalet: Near White Mountains Attractions, vacation rental in Madison
Lakeside Chalet: Near White Mountains Attractions, vacation rental in Madison
Lakeside Chalet: Near White Mountains Attractions, vacation rental in Madison

Lakeside Chalet: Near White Mountains Attractions

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Eidelweiss Chalet, 1/4 Mile from Middle Pea PondLICENSE # 061885, vacation rental in Madison
Eidelweiss Chalet, 1/4 Mile from Middle Pea PondLICENSE # 061885, vacation rental in Madison
Eidelweiss Chalet, 1/4 Mile from Middle Pea PondLICENSE # 061885, vacation rental in Madison

Eidelweiss Chalet, 1/4 Mile from Middle Pea PondLICENSE # 061885

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Silver Lake Waterfront Newly Renovated in Madison New Hampshire, vacation rental in Madison
Silver Lake Waterfront Newly Renovated in Madison New Hampshire, vacation rental in Madison
Silver Lake Waterfront Newly Renovated in Madison New Hampshire, vacation rental in Madison

Silver Lake Waterfront Newly Renovated in Madison New Hampshire

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Cottage - Private Community With Lake, vacation rental in Madison
Charming Cottage - Private Community With Lake, vacation rental in Madison
Charming Cottage - Private Community With Lake, vacation rental in Madison

Charming Cottage - Private Community With Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New, Luxurious Retreat with Private Lake & Resort Amenities, King Pine Ski Area, vacation rental in Madison
New, Luxurious Retreat with Private Lake & Resort Amenities, King Pine Ski Area, vacation rental in Madison
New, Luxurious Retreat with Private Lake & Resort Amenities, King Pine Ski Area, vacation rental in Madison

New, Luxurious Retreat with Private Lake & Resort Amenities, King Pine Ski Area

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Getaway.. 4 bedroom, 3 bathroom, spacious, clean, renovated, vacation rental in Madison
Waterfront Getaway.. 4 bedroom, 3 bathroom, spacious, clean, renovated, vacation rental in Madison
Waterfront Getaway.. 4 bedroom, 3 bathroom, spacious, clean, renovated, vacation rental in Madison

Waterfront Getaway.. 4 bedroom, 3 bathroom, spacious, clean, renovated

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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True Mountain Living!, vacation rental in Madison
True Mountain Living!, vacation rental in Madison
True Mountain Living!, vacation rental in Madison

True Mountain Living!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**CHARMING FAMILY WATERFRONT COTTAGE**, vacation rental in Madison
**CHARMING FAMILY WATERFRONT COTTAGE**, vacation rental in Madison
**CHARMING FAMILY WATERFRONT COTTAGE**, vacation rental in Madison

**CHARMING FAMILY WATERFRONT COTTAGE**

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Perfect retreat nestled in the White Mountains - Pool and a Tennis Court!, vacation rental in Madison
Perfect retreat nestled in the White Mountains - Pool and a Tennis Court!, vacation rental in Madison
Perfect retreat nestled in the White Mountains - Pool and a Tennis Court!, vacation rental in Madison

Perfect retreat nestled in the White Mountains - Pool and a Tennis Court!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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PERFECT LAKE & MOUNTAIN HOME FOR A FALL OR WINTER GET-AWAY, vacation rental in Madison
PERFECT LAKE & MOUNTAIN HOME FOR A FALL OR WINTER GET-AWAY, vacation rental in Madison
PERFECT LAKE & MOUNTAIN HOME FOR A FALL OR WINTER GET-AWAY, vacation rental in Madison

PERFECT LAKE & MOUNTAIN HOME FOR A FALL OR WINTER GET-AWAY

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family/pet friendly non-smoking chalet with private dock and waterfront., vacation rental in Madison
Family/pet friendly non-smoking chalet with private dock and waterfront., vacation rental in Madison
Family/pet friendly non-smoking chalet with private dock and waterfront., vacation rental in Madison

Family/pet friendly non-smoking chalet with private dock and waterfront.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Steps Away from the Beach in the Mount Washington Valley, vacation rental in Madison
Steps Away from the Beach in the Mount Washington Valley, vacation rental in Madison
Steps Away from the Beach in the Mount Washington Valley, vacation rental in Madison

Steps Away from the Beach in the Mount Washington Valley

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Waterfront, Private Beach, A/C, Near N. Conway, Skiing, White Mountains, vacation rental in Madison
Waterfront, Private Beach, A/C, Near N. Conway, Skiing, White Mountains, vacation rental in Madison
Waterfront, Private Beach, A/C, Near N. Conway, Skiing, White Mountains, vacation rental in Madison

Waterfront, Private Beach, A/C, Near N. Conway, Skiing, White Mountains

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Incredible Mountainside House, vacation rental in Madison
Incredible Mountainside House, vacation rental in Madison
Incredible Mountainside House, vacation rental in Madison

Incredible Mountainside House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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**Now with A/C** Large Silver Lake Waterfront with Private Beach & Dock, vacation rental in Madison
**Now with A/C** Large Silver Lake Waterfront with Private Beach & Dock, vacation rental in Madison
**Now with A/C** Large Silver Lake Waterfront with Private Beach & Dock, vacation rental in Madison

**Now with A/C** Large Silver Lake Waterfront with Private Beach & Dock

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Woodland lodge w/ firepit, deck, grill & fireplace - walk to beaches, dogs OK!, vacation rental in Madison
Woodland lodge w/ firepit, deck, grill & fireplace - walk to beaches, dogs OK!, vacation rental in Madison
Woodland lodge w/ firepit, deck, grill & fireplace - walk to beaches, dogs OK!, vacation rental in Madison

Woodland lodge w/ firepit, deck, grill & fireplace - walk to beaches, dogs OK!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Conway Area Chalet w/ Mountain Views & Fire Pit!, vacation rental in Madison
Conway Area Chalet w/ Mountain Views & Fire Pit!, vacation rental in Madison
Conway Area Chalet w/ Mountain Views & Fire Pit!, vacation rental in Madison

Conway Area Chalet w/ Mountain Views & Fire Pit!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Vacation House  with  Rec room., vacation rental in Madison
Spacious Vacation House  with  Rec room., vacation rental in Madison
Spacious Vacation House  with  Rec room., vacation rental in Madison

Spacious Vacation House with Rec room.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious & comfortable 3BR/2BA home for family & friends; Silver Lake/Madison NH, vacation rental in Madison
Spacious & comfortable 3BR/2BA home for family & friends; Silver Lake/Madison NH, vacation rental in Madison
Spacious & comfortable 3BR/2BA home for family & friends; Silver Lake/Madison NH, vacation rental in Madison

Spacious & comfortable 3BR/2BA home for family & friends; Silver Lake/Madison NH

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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White Mountain Home Near Lakes & Kancamagus Hwy!, vacation rental in Madison
White Mountain Home Near Lakes & Kancamagus Hwy!, vacation rental in Madison
White Mountain Home Near Lakes & Kancamagus Hwy!, vacation rental in Madison

White Mountain Home Near Lakes & Kancamagus Hwy!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A-Frame w/ firepit, fireplace, AC & kayaks - walk to the beach, 1 dog welcome!, vacation rental in Madison
A-Frame w/ firepit, fireplace, AC & kayaks - walk to the beach, 1 dog welcome!, vacation rental in Madison
A-Frame w/ firepit, fireplace, AC & kayaks - walk to the beach, 1 dog welcome!, vacation rental in Madison

A-Frame w/ firepit, fireplace, AC & kayaks - walk to the beach, 1 dog welcome!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tree-lined, dog-friendly home with WiFi & expansive deck - walk to a lake beach!, vacation rental in Madison
Tree-lined, dog-friendly home with WiFi & expansive deck - walk to a lake beach!, vacation rental in Madison
Tree-lined, dog-friendly home with WiFi & expansive deck - walk to a lake beach!, vacation rental in Madison

Tree-lined, dog-friendly home with WiFi & expansive deck - walk to a lake beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Relaxing retreat with mountain views, lake access and work space option, vacation rental in Madison
Relaxing retreat with mountain views, lake access and work space option, vacation rental in Madison
Relaxing retreat with mountain views, lake access and work space option, vacation rental in Madison

Relaxing retreat with mountain views, lake access and work space option

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe, vacation rental in Madison
Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe, vacation rental in Madison
Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe, vacation rental in Madison

Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Madison Cottage, 2 Bedroom,, vacation rental in Madison
Madison Cottage, 2 Bedroom,, vacation rental in Madison
Madison Cottage, 2 Bedroom,, vacation rental in Madison

Madison Cottage, 2 Bedroom,

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Open concept home close to the beach with gas fireplace and deck, vacation rental in Madison
Open concept home close to the beach with gas fireplace and deck, vacation rental in Madison
Open concept home close to the beach with gas fireplace and deck, vacation rental in Madison

Open concept home close to the beach with gas fireplace and deck

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Fall or Winter Getaway! Cheerful House w/ Fire Pit & Game Room!, vacation rental in Madison
Charming Fall or Winter Getaway! Cheerful House w/ Fire Pit & Game Room!, vacation rental in Madison
Charming Fall or Winter Getaway! Cheerful House w/ Fire Pit & Game Room!, vacation rental in Madison

Charming Fall or Winter Getaway! Cheerful House w/ Fire Pit & Game Room!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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New dog-friendly home with firepit, deck, grill & WiFi - walk to lake beaches!, vacation rental in Madison
New dog-friendly home with firepit, deck, grill & WiFi - walk to lake beaches!, vacation rental in Madison
New dog-friendly home with firepit, deck, grill & WiFi - walk to lake beaches!, vacation rental in Madison

New dog-friendly home with firepit, deck, grill & WiFi - walk to lake beaches!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A Cozy House with a Winter Mountain View, vacation rental in Madison
A Cozy House with a Winter Mountain View, vacation rental in Madison
A Cozy House with a Winter Mountain View, vacation rental in Madison

A Cozy House with a Winter Mountain View

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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3BR Chalet with Private Beach and Dock, outdoor shower!, vacation rental in Madison
3BR Chalet with Private Beach and Dock, outdoor shower!, vacation rental in Madison
3BR Chalet with Private Beach and Dock, outdoor shower!, vacation rental in Madison

3BR Chalet with Private Beach and Dock, outdoor shower!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront House on Big Pea Pond w/ Lakeside Deck, Kayaks and Canoe, vacation rental in Madison
Waterfront House on Big Pea Pond w/ Lakeside Deck, Kayaks and Canoe, vacation rental in Madison
Waterfront House on Big Pea Pond w/ Lakeside Deck, Kayaks and Canoe, vacation rental in Madison

Waterfront House on Big Pea Pond w/ Lakeside Deck, Kayaks and Canoe

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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N Conway-Eidelweiss.  2 minute walk to Playground! Foliage ALL around!, vacation rental in Madison
N Conway-Eidelweiss.  2 minute walk to Playground! Foliage ALL around!, vacation rental in Madison
N Conway-Eidelweiss.  2 minute walk to Playground! Foliage ALL around!, vacation rental in Madison

N Conway-Eidelweiss. 2 minute walk to Playground! Foliage ALL around!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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White Mts. & Lakes Summer Escape! Screened Porch, FirePit,  1/2mile to 3 Beaches, vacation rental in Madison
White Mts. & Lakes Summer Escape! Screened Porch, FirePit,  1/2mile to 3 Beaches, vacation rental in Madison
White Mts. & Lakes Summer Escape! Screened Porch, FirePit,  1/2mile to 3 Beaches, vacation rental in Madison

White Mts. & Lakes Summer Escape! Screened Porch, FirePit, 1/2mile to 3 Beaches

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain Ski House w/hot tub, wrap around deck, panoramic views!, vacation rental in Madison
Mountain Ski House w/hot tub, wrap around deck, panoramic views!, vacation rental in Madison
Mountain Ski House w/hot tub, wrap around deck, panoramic views!, vacation rental in Madison

Mountain Ski House w/hot tub, wrap around deck, panoramic views!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private House Just Around the Corner from Sandy Beach, Dog Friendly, vacation rental in Madison
Private House Just Around the Corner from Sandy Beach, Dog Friendly, vacation rental in Madison
Private House Just Around the Corner from Sandy Beach, Dog Friendly, vacation rental in Madison

Private House Just Around the Corner from Sandy Beach, Dog Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakehouse Heaven  (with new hot tub!), vacation rental in Madison
Lakehouse Heaven  (with new hot tub!), vacation rental in Madison
Lakehouse Heaven  (with new hot tub!), vacation rental in Madison

Lakehouse Heaven (with new hot tub!)

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Eidelweiss Village, Waterfront Getaway  Rental, vacation rental in Madison
Eidelweiss Village, Waterfront Getaway  Rental, vacation rental in Madison
Eidelweiss Village, Waterfront Getaway  Rental, vacation rental in Madison

Eidelweiss Village, Waterfront Getaway Rental

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Lake House - summer fun at the lake! Swimming, canoeing and kayaking!, vacation rental in Madison
Mountain Lake House - summer fun at the lake! Swimming, canoeing and kayaking!, vacation rental in Madison
Mountain Lake House - summer fun at the lake! Swimming, canoeing and kayaking!, vacation rental in Madison

Mountain Lake House - summer fun at the lake! Swimming, canoeing and kayaking!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Renovated waterfront home w/ lake view, 3 kayaks, dock, firepit & fireplace!, vacation rental in Madison
Renovated waterfront home w/ lake view, 3 kayaks, dock, firepit & fireplace!, vacation rental in Madison
Renovated waterfront home w/ lake view, 3 kayaks, dock, firepit & fireplace!, vacation rental in Madison

Renovated waterfront home w/ lake view, 3 kayaks, dock, firepit & fireplace!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful contemporary cape home in lakefront White Mountains community, vacation rental in Madison
Beautiful contemporary cape home in lakefront White Mountains community, vacation rental in Madison
Beautiful contemporary cape home in lakefront White Mountains community, vacation rental in Madison

Beautiful contemporary cape home in lakefront White Mountains community

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly updated Family friendly Ski/Lake house in the White Mountains (no pets), vacation rental in Madison
Newly updated Family friendly Ski/Lake house in the White Mountains (no pets), vacation rental in Madison
Newly updated Family friendly Ski/Lake house in the White Mountains (no pets), vacation rental in Madison

Newly updated Family friendly Ski/Lake house in the White Mountains (no pets)

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Rustic Madison 'Treehouse' Cabin with Game Room!, vacation rental in Madison
Rustic Madison 'Treehouse' Cabin with Game Room!, vacation rental in Madison
Rustic Madison 'Treehouse' Cabin with Game Room!, vacation rental in Madison

Rustic Madison 'Treehouse' Cabin with Game Room!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 Min to Kancamagus -Water View Family Getaway Nestled in the White Mtns, vacation rental in Madison
5 Min to Kancamagus -Water View Family Getaway Nestled in the White Mtns, vacation rental in Madison
5 Min to Kancamagus -Water View Family Getaway Nestled in the White Mtns, vacation rental in Madison

5 Min to Kancamagus -Water View Family Getaway Nestled in the White Mtns

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Welcoming Log Cabin, Great for Winter Getaways with 6 Person Hot Tub, vacation rental in Madison
Welcoming Log Cabin, Great for Winter Getaways with 6 Person Hot Tub, vacation rental in Madison
Welcoming Log Cabin, Great for Winter Getaways with 6 Person Hot Tub, vacation rental in Madison

Welcoming Log Cabin, Great for Winter Getaways with 6 Person Hot Tub

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Now Available for Winter Ski Season Rental! Dec 1, 2021 - March 31, 2022, vacation rental in Madison
Now Available for Winter Ski Season Rental! Dec 1, 2021 - March 31, 2022, vacation rental in Madison
Now Available for Winter Ski Season Rental! Dec 1, 2021 - March 31, 2022, vacation rental in Madison

Now Available for Winter Ski Season Rental! Dec 1, 2021 - March 31, 2022

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Swiss Chalet with Water Views & Short Walk to Beach - Canoe & Kayak Provided, vacation rental in Madison
Swiss Chalet with Water Views & Short Walk to Beach - Canoe & Kayak Provided, vacation rental in Madison
Swiss Chalet with Water Views & Short Walk to Beach - Canoe & Kayak Provided, vacation rental in Madison

Swiss Chalet with Water Views & Short Walk to Beach - Canoe & Kayak Provided

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Dog-friendly home with large deck, AC, grill, fireplace & beach access, vacation rental in Madison
Dog-friendly home with large deck, AC, grill, fireplace & beach access, vacation rental in Madison
Dog-friendly home with large deck, AC, grill, fireplace & beach access, vacation rental in Madison

Dog-friendly home with large deck, AC, grill, fireplace & beach access

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Frequently Asked Questions about Madison