Holiday houses in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The living area features wooden walls and a cozy sofa accented with colorful pillows. A lighted table sits beside a small lamp. The kitchen is visible in the background, showcasing modern fixtures and glassware.
Cabin in Conway
4.92 out of 5 average rating, 392 reviews

N. Conway…Cozy Cabin, Centrally Located

Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

Top Guest favourite
Condo in Lincoln
4.92 out of 5 average rating, 417 reviews

Nordic Resort Suite Pool Hot tub Kitchen

Private Clean Luxurious but affordable Modern / Updated Relaxing Mountain views from 2nd floor Open concept, this extremely clean, updated rear unit with New furniture. New Gas Fireplace Private balcony, Queen bedroom with additional full sized sleeper in livingroom can accommodate children ( not recommended for adults) The Nordic Inn all inclusive resort facility includes full recreation center Indoor pool ( outdoor in season ) Hot tub, Cardio and weight rooms, Game room Sauna

Guest favourite
The bedroom features a spacious bed with neutral linens and decorative pillows. A bedside table holds a lamp that provides warm light. A decorative plant is positioned near the window, which offers natural light through the blinds. A fireplace adds character to the room.
Home in North Conway
4.83 out of 5 average rating, 351 reviews

Otter Ski/Walk to Village/Cozy 2 Bed/Hot Tub

Best location, directly in the village! Formerly the Otter Ski Club, restored with cozy, bedding & linens. Step to restaurants, North Conway CC, the Village green, scenic train station, coffee shops, shops, skating, & nightlife. I do prefer to book the entire house and only use the 2 bedroom lockoff to fill openings. Kayak the Saco, adventure parks, skiing, story land, hiking, etc. READ ABOUT THE SPACE- there could be other guests on the other side of the home. PETS NEED PRIOR APPROVAL

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, 497 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
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
Guesthouse in Hiram
5 out of 5 average rating, 127 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Guest favourite
A modern cabin exterior is surrounded by lush greenery, featuring a spacious outdoor area with a fire pit at the center. Four wooden chairs are arranged around the fire pit, while a picnic table is nearby. String lights are hung to enhance evening ambiance.
Cabin in Madison
4.93 out of 5 average rating, 196 reviews

Ski Hideaway: XC from backyard, 15m to N. Conway

Clip into your XC skis at the back door or drive 15 mins to Cranmore. Casa Cedro is your ultimate winter basecamp. After the slopes, thaw out and plan your next adventure in our tranquil and cozy cedar cabin. High-speed internet keeps you connected, while the pine grove keeps you secluded. Our home is comfortable and modern without compromising the rustic White Mountain charm. 3 mins to Davis Pond for winter walks. A magical stay for couples & families seeking powder and peace.

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

Guest favourite
A cozy living area is featured, with a gray sofa adorned with a patterned throw blanket. A wooden coffee table sits in the center, surrounded by a small potted plant. Natural light enters through a window dressed with patterned curtains, while a small flat-screen TV is mounted on the wall.
Guest suite in Chocorua
4.92 out of 5 average rating, 102 reviews

Cozy 1BR suite near shopping, skiing, & hiking

Cozy 1BR guest suite in our historic 1791 cape house in the quiet village of Chocorua. Has private entrance and free on site parking. Centrally located to Tamworth, North Conway, Ossipee, Center Harbor, and Madison (all within a 30 minute drive). Plenty of shopping and skiing, as well as quick access to the lakes and hiking trails. Less than 5 minutes from both the Preserve at Chocorua and Public House on Page Hill. We do have a dog and 2 cats on the premises.

Top Guest favourite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 402 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Guest favourite
The living area features high wooden ceilings and large windows, allowing natural light to fill the space. A comfortable couch is positioned near the windows, while a television is mounted on the opposite wall. The warm wooden flooring complements the rustic design.
Guesthouse in Brownfield
4.87 out of 5 average rating, 494 reviews

Mountain Treehouse Guesthouse

Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Top Guest favourite
A historic multi-family home is seen from the street, featuring a classic yellow exterior and a prominent black roof. An American flag is displayed on the front porch, which is flanked by greenery. A white picket fence enhances the welcoming appearance of the property.
Apartment in Tamworth
4.9 out of 5 average rating, 180 reviews

The Village House

Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.

Top Guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 370 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Popular amenities for Madison holiday rentals

When is the best time to visit Madison?

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Avg. price$374 NZD$399 NZD$331 NZD$324 NZD$349 NZD$377 NZD$425 NZD$415 NZD$364 NZD$400 NZD$345 NZD$394 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Madison?

    Yes! Work meets play with ease at over 90 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Madison?

    Four-legged friends are welcome in Madison. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Do cabin rentals in Madison have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Madison. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Madison?

    Madison has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in chalet rentals in Madison?

    Experience the best of Madison with our chalet rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do chalet rentals in Madison have air conditioning?

    Absolutely! We offer over 10 chalet rentals with air conditioning in Madison. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Madison have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Madison?

    Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with wifi, over 60 homes with a bbq area, over 90 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Madison

  • Total holiday rentals

    Explore 180 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 8,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Madison holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Madison rentals

  • 4.9 Average rating

    Madison stays are highly rated by guests—averaging 4.9 out of 5!

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