House holiday rentals in Madison

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Top-rated house rentals in Madison

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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!

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 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 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
Home in Bartlett
4.99 out of 5 average rating, 138 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.

Top Guest favourite
A gravel fire pit area is surrounded by four red Adirondack chairs, inviting relaxation in a serene wooded setting. Lush greenery and trees create a natural backdrop, with distant mountain views enhancing the outdoor experience.
Home in Denmark
4.99 out of 5 average rating, 122 reviews

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

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, 101 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, 124 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

Top Guest favourite
The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.
Home in Thornton
4.94 out of 5 average rating, 565 reviews

The Niche...crafted & forged

Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax, in a private wooded setting, we hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

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, 368 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

Popular amenities for Madison house rentals

When is the best time to visit Madison?

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Avg. price$377 NZD$410 NZD$333 NZD$326 NZD$335 NZD$373 NZD$418 NZD$422 NZD$363 NZD$413 NZD$403 NZD$457 NZD
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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 $100 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Madison holiday rentals include Wi-Fi 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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