
House holiday rentals in Madison
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Top-rated house rentals in Madison
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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!

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.

Pet-friendly cabin with hot tub and beach access!
Feel right at home in our open-concept year-round vacation gem within the Chocorua Ski and Beach community half a mile from the Moore’s pond. The cabin is nestled in the woods providing privacy. It boosts a double-sided fire-place and hot tub perfect for the cooler nights, a wraparound deck, as well as an enclosed porch. On the basement level, there is a pull-out couch, bedroom, TV, and full bathroom allowing for extra hang out and sleeping space. Follow us on insta: #sandypinestamworthnh

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.

Saco River Home w Private Access
Welcome to The Saco River Farmhouse! This newly renovated riverfront retreat has everything for a perfect White Mountains getaway. Just 10 minutes from North Conway’s restaurants, shops, and outlets. The open layout offers a spacious, inviting atmosphere for relaxing with loved ones. In summer, float from your private Saco River access or relax on the back deck. In winter, you're minutes from ski resorts and snowmobile trails. In the fall, enjoy breathtaking foliage and crisp mountain air!

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.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

White Mt Retreat w/ Beach Pass, 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 property comes with a lake access pass to Crystal Lake public beach. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home, with over 1600 sq. ft of living space, has two living room spaces providing private spaces for children and adults. We are owner-operated.

The Getaway Chalet: Relaxation, Views & Fire Pit
Experience the ultimate mountain escape at The Getaway Chalet in Madison, NH. This spacious 4-bedroom retreat in the Eidelweiss community features breathtaking views, two living areas, and 1-Gig Fiber internet. Enjoy private beach access to three ponds or relax on the expansive deck. The highlight? Evenings spent at the private fire pit under the stars. Minutes from North Conway shopping and White Mountain ski resorts, it’s the perfect basecamp for your next 5-star adventure..

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

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.

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.
Popular amenities for house rentals in Madison
House rentals with a pool

Deer Park end unit w/lake access

The Lodge at Hidden Pines

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Downtown North Conway with private pool & hot tub!

Spectacular log home with private pool and hot tub

Bear Brook House

On Attitash - Ski, Hike, Swim!

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

Cozy Dog-Friendly Home with WiFi

Secluded Retreat with Hot Tub in White Mtns

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

River Street Retreat

The Round House in Bryant Pond

Cozy White Mountain Home Minutes from Conway!

Moody Farm Retreat

StoneWater | New | Private Lakefront + Fire
Private house rentals

The SchoolHouse

Stunning Bridgton Lake House with EV charger

Peaceful Lakefront Retreat

Luxury Lake House +Hot Tub! Waterfront Magic in NH

Near White Lake | Fire Pit, Porch TV, Sleeps 8

Winter Cabin- Pet Friendly, Fireplace, Near Skiing

9 mins to Kancamagus and Saco!

Brand new river house retreat in Sandwich
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $288 SGD | $314 SGD | $255 SGD | $250 SGD | $256 SGD | $286 SGD | $320 SGD | $323 SGD | $278 SGD | $316 SGD | $309 SGD | $350 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 4,300 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
110 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!
Destinations to explore
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- Rentals with lake access Madison
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- Rentals with a hot tub Madison
- Pet-friendly rentals Madison
- Rentals with a washing machine and dryer Madison
- Waterfront rentals Madison
- Rentals with a fireplace Madison
- Rentals with outdoor seating Madison
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- Chalet rentals Madison
- Rentals with a patio Madison
- Rentals with a firepit Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Weirs Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- East End Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Cranmore Mountain Resort
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Waterville Valley Resort
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Conway Scenic Railroad





