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.

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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, 110 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, 203 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!

Guest favourite
A comfortable lounge area is highlighted by a wood stove, providing warmth. Two distinct seating options, a green armchair and a classic wooden chair, complement the space. Natural light enters through a skylight, enhancing the inviting atmosphere. Modern entertainment equipment is positioned nearby.
Home in Conway
4.82 out of 5 average rating, 165 reviews

River Access, hot tub, dogs!

Create lasting memories at this unique, family & pet-friendly home with direct river access to the Saco. Two fireplaces, an indoor hot tub, a patio with a fire pit & a greenhouse chill area provide an adventure around every corner. Charm extends to the beautiful kitchen equipped with high-end appliances, offering a delightful space for culinary creations. The fenced-in yard ensures a safe & enjoyable area for your furry friends to roam freely, completing the perfect home for everyone to enjoy!

Guest favourite
A spacious bedroom features exposed wooden beams and soft lighting. The generous bed is dressed in striped linens, complemented by decorative pillows and a bright red throw. A private bathroom can be seen through an open doorway, enhancing the room's functionality.
Home in North Conway
4.86 out of 5 average rating, 287 reviews

In Village, SPA, Best location, Fire Place, 1 bed

The pricing is for 1 BED/BATH, can add 2nd bed/baths for a fee. I use this listing to fill gaps-mid week-when the larger listing isn't rented and PLEASE DO NOT REQUEST PEAK WEEKENDS/HOLIDAY more than two weeks in advance. Steps away from the villages best coffee shops, bakeries, ice cream, restaurants, breakfast spots, shopping, village square, scenic train station, ice skating, rec center, North Conway Country Club, and more. Less then a mile to Cranmore MT with activities for all season.

Top guest favourite
A single-story ranch home is set amidst lush greenery, featuring a metal roof and front porch with large windows. A well-maintained garden is visible, showcasing a variety of colorful perennial flowers and bordered by manicured grass. Tall trees provide natural shade around the property.
Home in North Conway
4.99 out of 5 average rating, 211 reviews

Heart of North Conway

Come and enjoy this impeccably maintained and tastefully decorated 3 bedroom ranch in the heart of North Conway, This home is comfortable and convenient, which includes a sunny deck and beautiful perennial gardens. Located less than a mile to North Conway Village, 1.3 miles to Settlers Green Outlet Village with 70 outlets and retail stores, and whatever the season Cranmore Mountain is 1.5 miles away. A short drive to Storyland, Santa's Village, and many other attractions and mountains.

Top guest favourite
Home in Bartlett
4.99 out of 5 average rating, 139 reviews

Family Friendly Chalet with Serene Mountain Views

Welcome to the Bear Hill Chalet. Wake up to panoramic views of the mountains or sit by a cozy fire after a long day. Ideally located less than a mile from Story Land and just minutes to ski resorts, hiking, shops, restaurants, and all the fun activities Mt. Washington Valley has to offer. Located in a quiet wooded neighborhood the house includes a game room, Peloton, large stone fireplace, and fully equipped kitchen. Comfortably sleeps 8; perfect for 1-2 families or a getaway with friends.

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, 501 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 Campton
4.96 out of 5 average rating, 104 reviews

Log Cabin on the River w/ Private Hot Tub

This log cabin tiny home is located right in Campton Village. It is clean, and very bright and cheery thanks to the floor-to-ceiling window that overlooks the Mad River. Includes a SMALL kitchenette (not recommended for those serious about cooking nightly feasts) and a locked outdoor storage space for skis and outdoor equipment. Small 2-person hot tub. WiFi. Level 2 EV charger on site (extra fees apply). 5 min walk from a craft brewhouse, grocery store, a vintage arcade and candy store.

Top guest favourite
A modern chalet-style exterior is visible, partially covered in fresh snow. Large windows reflect the snowy landscape, while the deck area is blanketed with a layer of snowflakes. The surrounding trees create a serene winter scene, enhancing the retreat’s natural charm.
Home in Sweden
4.98 out of 5 average rating, 125 reviews

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

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, 369 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, 331 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
A spacious living area features a tan leather sectional sofa arranged around a black coffee table. Natural wood beams span the ceiling, complemented by woven pendant lights. The cozy space includes a well-equipped kitchen in the background, with natural elements and decor enhancing the cabin feel.
Home in Intervale
4.95 out of 5 average rating, 140 reviews

White Mountains Getaway * Ski * Hike * Relax

Escape to our fully renovated mountain retreat in a quiet, private Bartlett neighborhood just 10 minutes from downtown North Conway. Minutes to Attitash, Wildcat, hiking trails, and Story Land, perfect for ski trips and family getaways. Inside you’ll find a modern kitchen, beautifully updated baths, a cozy wood stove, and incredibly comfortable beds. Enjoy peaceful mornings, starry nights, and a true four-season White Mountains escape close to everything.

Popular amenities for house rentals in Madison

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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 £44 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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