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House holiday rentals in Madison

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Top-rated house rentals in Madison

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A cozy living area features a large sectional sofa, complemented by two wooden chairs and a natural wood side table. A modern fireplace is situated beneath a mounted flat-screen TV. Soft elements such as a plush throw blanket and a wall art piece highlighting a deer add warmth.
Home in Conway
4.94 out of 5 average rating, 109 reviews

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!

Top guest favourite
A rustic cabin is set amid trees, featuring a vibrant red exterior and a green roof. A hammock is stretched between posts on the deck, and a seating area is visible nearby. Sunlight filters through the foliage, creating a peaceful outdoor space.
Home in North Conway
4.95 out of 5 average rating, 200 reviews

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!

Top guest favourite
A charming two-story home is nestled among tall trees, featuring a welcoming front porch adorned with railings. Lush greenery surrounds the entrance, and the facade displays light gray siding complemented by dark shutters on the windows.
Home in Tamworth
4.94 out of 5 average rating, 116 reviews

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.

Top guest favourite
A warm and inviting living area features wooden walls and beams, with a brick fireplace as a focal point. Leather seating is arranged around a rustic coffee table. A dining area with a high-top table is visible in the background, illuminated by natural light from nearby windows.
Home in North Conway
4.94 out of 5 average rating, 290 reviews

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.

Top guest favourite
A modern kitchen is showcased with warm wood accents and green cabinetry. A large central island with seating for three complements the stainless steel appliances. Natural light fills the space through multiple windows, illuminating the open shelving and various kitchenware.
Home in Conway
4.97 out of 5 average rating, 119 reviews

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.

Guest favourite
A spacious game room is featured, showcasing a pool table, a new ping pong table, and a foosball table. Comfortable seating is provided with a patterned couch, and natural light enters through several windows, illuminating the enjoyable game area.
Home in Madison
4.83 out of 5 average rating, 123 reviews

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.

Guest favourite
A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.
Home in Albany
4.83 out of 5 average rating, 495 reviews

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!

Top guest favourite
Home in North Conway
4.96 out of 5 average rating, 99 reviews

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!

Guest favourite
The exterior of the cabin is highlighted by its warm red wood siding, featuring a large paneled door and adjacent picture window. A tranquil natural setting surrounds the cabin, with green grass and trees creating a serene atmosphere.
Home in Sugar Hill
4.87 out of 5 average rating, 361 reviews

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.

Top guest favourite
Home in Eaton
4.97 out of 5 average rating, 328 reviews

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

Top guest favourite
The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.
Home in Hollis
4.99 out of 5 average rating, 467 reviews

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.

Top guest favourite
The two-story mountaintop home is framed by lush greenery and features a spacious deck with a red umbrella. Stacked firewood is neatly arranged under the deck, and large windows allow natural light to illuminate the interior.
Home in Madison
4.98 out of 5 average rating, 163 reviews

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

When is the best time to visit Madison?

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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
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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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