
House holiday rentals in Madison
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Top-rated house rentals in Madison
Guests agree: these houses are highly rated for location, cleanliness and more.

Spacious 3 bedroom Mountain Chalet -Conway, NH
Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

Hideaway next to the woods & 5 min walk to town!
Simple, cozy 2 BR 1 BA home that is set back slightly from the road, next to the woods, and only a five minute walk to downtown North Conway - the best of both worlds! On a private road; plenty of parking in driveway. Minutes away from anything and everything! Relax on the deck and watch the resident chipmunks, squirrels, and birds, or kick back by the fireplace and take in the winter wonderland around you. Marvel at the sky full of stars at night. Escape to the mountains and feel right at home!

Perfect NH Getaway Retreat in the White Mountains
Perfect getaway for any season! Ideal location in the heart of NH White Mountains & Lakes Region. The beauty of this NH getaway is that while you’re only a few miles from numerous winter and summer recreational activities, restaurants and shopping; our home and neighborhood are a quiet retreat from the hustle and bustle. Meticulously cared for and decorated with country charm, our home has a modern kitchen, large master bedroom, and best of all, your own re-created English pub for entertaining.

North Conway private, wooded in-town location
Our home sits on top of a hill looking down over a very quiet residential neighborhood in the heart of North Conway, between North Conway Village and Intervale/Kearsarge. The house sits on 1/2 acre of wooded land with a long dirt driveway leading up to a parking area that can accommodate 2-4 cars. Our home has direct access to the Whitaker Woods trail system that runs from Kearsarge to North Conway Village. We are also a short walk to the Moat restaurant and Stonehurst/Wild Rose restaurant.

Hygge Up North | Rustic White Mountain Home Base
Come experience the White Mountains at the Hygge House! We are a Scandinavian-inspired, modern, rustic cottage embracing hygge (hoo-ga) – the Danish art of enjoying life's simple pleasures, an atmosphere of comfort and coziness. Hygge House is a unique, tasteful cottage in the heart of the White Mountains that has been thoughtfully renovated and styled. It's the perfect home base for whatever you may want to do whether it's skiing, hiking, shopping or simply relaxing and lounging around.

Spacious home near mountains and lakes
Enjoy this spacious home that includes 3 bedrooms, a great kitchen ( upgraded cookware), and a huge game room downstairs with a pool table, new ping pong table, and foose ball table. Within minutes, you can be on Silver Lake, North Conway, Storylalnd, Kangamangus or make a visit to the White Mountians . Shop at the Settlers green outlets. Enjoy the comfort of the newly installed central air! Located in a nice quiet neighborhood. Come and go skiing at King Pine or many others in the area.

Cozy Guest Suite in White Mountain National Forest
Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Games, Firepit, Fireplace, Gear Rm - Near Skiing
Welcome to NoCo Mountain Retreat – a spacious house in a great location for the whole family! Full access to our whole house with a fully stocked kitchen, warm fireplace, lit patio and firepit, 4k Smart TVs, and ample parking. Perfect for a memorable stay in a secluded neighborhood. Close to ski resorts: Cranmore 5 minutes, Attitash & Wildcat nearby. Next to family-friendly restaurants like Delaney's & Elvio's Pizza. Cross-country ski from your backyard at Whitaker Woods trails!

Cozy guest house near Littleton and Cannon Mtn
This rustic north country cabin offers 2 bedrooms and 1 bath for up to 4 guests. It has been renovated with comfortable beds and pillows, new appliances, a toasty pellet stove, a beautiful 75" TV with soundbar and subwoofer for movie nights, ample parking. It's located 9 minutes south of downtown Littleton and 11 minutes north of Cannon Mountain. Whether you're visiting for winter sports, leaf watching, mountaineering, or Polly's Pancakes, we're close to the action.

White Mt Retreat: New Kitchen, W/D
Get away from it all in our lovely, spacious home with its new kitchen, in Eaton, only 15 min to the shops and restaurants in North Conway and five minutes to King Pine Ski Area. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home with two living areas is great for privacy and working remotely. Enjoy skiing at local peaks, hiking beautiful trails, warming in front of our fireplace or shopping in town. We are owner-operated

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Beautiful Getaway Chalet - Mountain Views!
Private mountaintop home! My home is located in the beautiful community of Eidelweiss with private beaches, swimming, and a playground. Located minutes from North Conway and close to all Mount Washington Valley ski areas, activities, and tax-free shopping. Just a two-hour drive from Boston and you're ready to experience crystal clear rivers, pristine lakes, covered bridges, majestic mountains, picturesque hiking, and numerous local attractions and parks.
Popular amenities for house rentals in Madison
House rentals with a pool

Cozy & updated Loon MTN condo

Spectacular log home with private pool and hot tub

Downtown North Conway with private hot tub!

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Bear Brook House

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

Fryeburg home away from home

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

Hot Tub•Yard•King Bed•15mins to North Conway

Bit O' Honey White Mnt. Retreat

Cozy camp for swimming, water sports and skiing!

Waterfront property with hot tub near North Conway

Peaceful 3BR w/ Beach Access in Conway NH

Log Cabin on the River w/ Private Hot Tub
Private house rentals

A Peaceful tucked away retreat

Rivers View

N Conway Home - hot tub, game room, sauna & more!

Hot Tub|Fire Pit|Game Rm|Fire Pl|1Acre wooded lot

Ski • Pets • Private Hot Tub • Ice Castles 25 mins

OakRidge Retreat - Hot Tub & Mountain Views

Quiet & Cozy White Mts Getaway - perfect location!

Bear's Den
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 SGD | $316 SGD | $256 SGD | $251 SGD | $258 SGD | $287 SGD | $322 SGD | $325 SGD | $280 SGD | $305 SGD | $259 SGD | $313 SGD |
| Avg. temp | -15°C | -14°C | -11°C | -5°C | 2°C | 8°C | 10°C | 9°C | 6°C | 0°C | -6°C | -11°C |
Quick stats about house rentals in Madison

Total holiday rentals
Explore 110 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 4,160 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Madison holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a firepit Madison
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- Rentals with a patio Madison
- Rentals with a hot tub Madison
- Rentals with lake access Madison
- House rentals Carroll County
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- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Tenney Mountain Resort
- Cranmore Mountain Resort
- Franconia Notch State Park
- East End Beach
- Omni Mount Washington Resort
- Willard Beach
- Diana's Baths
- Funtown Splashtown USA
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Gunstock Mountain Resort
- Palace Playland
- Conway Scenic Railroad




