Madison vacation rentals

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Popular amenities for Madison vacation rentals

Other great vacation rentals in Madison

Top guest favorite
A spacious great room features a high, wood-paneled ceiling supported by wooden beams. Comfortable seating is arranged on a large couch, with a coffee table in the center. The open layout connects to a bright kitchen area in the background, illuminated by natural light.
Home in Madison
4.88 out of 5 average rating, 34 reviews

Beautiful chalet home - walkable to beaches

KatherineRating, 5 stars1 month ago
Incredibly comfortable for 4 adults and 3 kids. The house was well stocked with kitchen staples and games for the kids. We loved walking to the pond and exploring the beach. Andy was so responsive and kind. Would definitely stay again!
Top guest favorite
Home in Tamworth
5 out of 5 average rating, 16 reviews

King Bed| Ensuite Bathroom|Playground|Game Area

InaRating, 5 stars3 months ago
We had a fantastic stay at Mark’s place! Everything is brand new, beautifully designed, and perfect for our ski getaway. The space was comfortable and well-equipped, making it easy to relax after a day on the slopes. It was also great for the kids, with plenty of room (including a game room in the basement) and thoughtful touches that made our stay even better. Highly recommend and would love to return!
Superhost
The image shows a serene backyard scene featuring a gentle brook surrounded by lush green foliage and tall grass. The cabin is partially visible in the background, nestled among the trees, creating a tranquil atmosphere in nature.
Cabin in Albany
4.84 out of 5 average rating, 96 reviews

Cozy, Dog Friendly Cabin on Swift Brook!

NatashaRating, 5 stars2 weeks ago
We stayed for a few nights as a family with our toddler and really appreciated how clean and well-kept the space was. The host was incredibly responsive and helpful throughout our stay, which we really valued. While the space wasn’t a perfect fit for our needs with a little one (definitely more suited for adults or older kids in our opinion), but we absolutely made it work and had a fantastic stay! Overall, it was a peaceful stay and the host made everything easy. Thank you
Top guest favorite
A cozy fire pit area is surrounded by natural woodland, featuring a central fire surrounded by a circular stone border. Two sturdy outdoor chairs face the fire, creating a welcoming space for gathering and enjoying the outdoors.
Home in Tamworth
5 out of 5 average rating, 14 reviews

Games•Roku•Essentials•Firepit•<1mile to White Lake

TarunRating, 5 stars5 days ago
Had a great stay at Taylor’s place. It is built for short term as well as long term stay. He has used really great quality stuff which makes you feel like home. Kitchenware were new and best in class. On-site Laundary was really great. He has taken care of every minor details to make you feel special. We will definitely recommend.
Guest favorite
An outdoor seating area features two Adirondack chairs positioned around a circular fire pit. The ground is covered with a light layer of snow, and surrounding trees provide a natural backdrop. A wood pile is visible nearby, enhancing the rustic atmosphere.
Home in Madison
4.88 out of 5 average rating, 51 reviews

Mountain View | Ski Town | Fireplace |Hiking Trail

JosephRating, 5 stars3 months ago
Caitlyn’s place made everybody feel right at home. Perfect weekend getaway will definitely stay again. Thank you!
Top guest favorite
An outdoor fire pit area is surrounded by six dark wooden Adirondack chairs. A gravel base provides a natural setting, while tall trees create a private and serene atmosphere in the backyard. Sunlight filters through the leaves, enhancing the peaceful ambiance.
Cabin in Freedom
5 out of 5 average rating, 15 reviews

3 bdrm + game room - Lake, Ski, Hike, Shop!

BobbieRating, 5 stars2 months ago
From the start, Ashley was helpful and kind. The house was immaculate and decorated tres chic, and she left a few treats to welcome us. Honestly, the place looked brand new! And it was so comfortable- the warm wood stove, the gourmet coffee ninja, the soft bedding and cotton sheets, the honeycomb wall shelves and little gold bumblebee towel holder….all the little touches were so special. Will definitely stay there again!
Guest favorite
Home in Madison
5 out of 5 average rating, 6 reviews

Little Miss Madison Mae-Swim SPA, MiniSplits,

JamesRating, 5 stars2 weeks ago
Great Stay! We had family from 3 years old to over 80, and everyone had a great time. The added hot tub was amazing! It was a rainy weekend, and we stayed in more than we expected, but the home had plenty of fun activities and enough out-of-the-way places, so everyone was thrilled.
Guest favorite
An open living area features a large, comfortable sectional sofa and two armchairs, inviting relaxation. A wooden coffee table is centered in the space, with natural light streaming in through the windows. A wood-burning stove adds warmth, while wooden paneling enhances the cozy setting.
Chalet in Madison
4.91 out of 5 average rating, 236 reviews

Eidelweiss Chalet/1 min walk to pond/playground

AndrewRating, 5 stars3 months ago
We had a great winter stay at the chalet! It’s a cozy and comfortable home overlooking a stream, in a convenient location to much of the White Mountains region. And a good price in exchange for bringing your own linens and cleaning up after yourself—William is very responsive and provides clear instructions about what supplies you’ll need to bring and what cleaning is expected.

Quick stats about vacation rentals in Madison

  • Total rentals

    170 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    6.9K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 80 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 80 vacation rentals for guests traveling with pets.

  • Are there Madison vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Madison, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 chalet rentals in Madison?

    Madison has more than 20 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Madison with our house rentals, starting at about $60 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.

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