Vacation rentals in Madison

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Madison

  • Total vacation rentals

    Explore 170 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    160 of Madison vacation rentals include wifi 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!

Top-rated vacation rentals in Madison

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

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Top guest favourite
Home in Madison
5 out of 5 average rating, 10 reviews

Birch Landing | Relaxing Family Escape | Game Room

Welcome to Birch Landing, a beautiful 4-bedroom, 3-bath home near Silver Lake in Madison, NH. Enjoy two spacious living rooms, one with a cozy gas fireplace, and a full game room with arcade games, shuffleboard, foosball, and air hockey. The large fully equipped kitchen makes cooking a breeze, while the stunning four-season porch offers peaceful views of the pines. Outside, unwind by the firepit with ambient lighting. Close to King Pine skiing, beaches, and hiking—your perfect year-round escape.

Top guest favourite
Chalet in Madison
4.96 out of 5 average rating, 77 reviews

Hot Tub, 5 Beaches Nearby, 4BR, Dog & Kid Friendly

This 4BR chalet tucked into Madison’s Eidelweiss Village is the kind of place summer memories are made of! Beach days, cookouts on the deck, late-night hot tub hangs, & quiet mornings in the mountains. Spend the day at the sandy beaches on Pea Porridge Pond, bike the peaceful neighborhood roads, explore the Kancamagus, or head into North Conway for shopping & dining. Back at the house, enjoy the propane fire pit, grill, outdoor shower, AC, fully stocked kitchen, & cozy spaces to relax & unwind.

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
4.82 out of 5 average rating, 128 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.

Top guest favourite
Apartment in Madison
4.97 out of 5 average rating, 65 reviews

Silver Lake access from yard | Birding Hot Spot

I'm going to let our guest describe it... "Perfect location steps away from Silver Lake. Between the lake district and the White Mountains, Madison allows you access to both without the crowds." "One of the best Airbnbs I’ve stayed at. Such a large upper apartment with a beautiful backyard overlooking the field and stream. Felt great to be in. Quiet. Peaceful." "This place is like a hidden gem! Spacious accommodations, soft sheets, a beautiful view, and Jen was an amazing host."

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, 216 reviews

Cedar Hideaway: Walk to Pond, 15m N. Conway

Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

Top guest favourite
A fire pit area is surrounded by several blue Adirondack chairs, arranged in a circle on a ground covered with natural earth. A hammock hangs between two trees, while string lights provide a soft glow overhead, creating an inviting space for gathering.
Home in Madison
4.98 out of 5 average rating, 175 reviews

The Getaway Chalet: Relaxation, Views & Fire Pit

Experience the ultimate mountain escape at The Getaway Chalet in Madison, NH. This spacious 4-bedroom retreat in the Eidelweiss community features breathtaking views, two living areas, and 1-Gig Fiber internet. Enjoy private beach access to three ponds or relax on the expansive deck. The highlight? Evenings spent at the private fire pit under the stars. Minutes from North Conway shopping and White Mountain ski resorts, it’s the perfect basecamp for your next 5-star adventure..

Top guest favourite
Home in Madison
4.97 out of 5 average rating, 30 reviews

Redwood Retreat | Lake Access | Mtn. Getaway

Tucked away in the woods of Madison, NH, this 3BR, 2BA retreat is your launchpad for adventure and relaxation. Enjoy lake access for swimming or paddling, explore scenic hiking trails, then unwind by the cozy gas fireplace or gather ‘round the crackling fire pit under starry skies. With 2 luxurious king beds, modern amenities, and plenty of space to stretch out, this serene hideaway offers the perfect blend of comfort and wilderness. Book now and make memories that last!

Superhost
Chalet in Madison
4.81 out of 5 average rating, 147 reviews

Pond-Side Chalet • Private Beach • Canoe & Kayak

"So close to the water's edge you could practically fish from the deck." That's what guests say about Idylweiss Chalet, our pond-side chalet in Eidelweiss Village, 15 minutes from North Conway. Mornings on the deck with the loons calling across Little Pea Porridge Pond. Afternoons on the private sandy beach with the canoe and kayak. Sleeps seven across three bedrooms and two full bathrooms. A short drive to Storyland, ski resorts, and the Kancamagus Highway.

Top guest favourite
Cabin in Madison
4.98 out of 5 average rating, 109 reviews

Little Bear Lodge | Cozy Log Cabin in the Pines

Escape to the Little Bear Lodge located in the heart of the White Mountains! Brimming with charm and character, this quintessential log cabin provides plenty of space for the whole family in a private, idyllic mountain setting. Bring your bags & leave everything else to us. Fully stocked kitchen & coffee bar, cozy living room, and spacious bedrooms. Lots of outdoor space too - a screened in porch, deck, patio and beautiful landscaping.

Guest favourite
The cabin features a metal exterior with large windows and a visible American flag hanging from the side. A wooden deck extends in front, surrounded by lush greenery, and a serene pond is seen in the background, providing a calm and natural environment.
Cabin in Madison
4.92 out of 5 average rating, 90 reviews

Lakeside camp near North Conway

Lakeside cabin near the White mountains! 2/1 updated cabin with stunning views of Davis Pond. 2nd cabin available if you need more room or need space for two families! Snowboarding,Skiing, hiking, snowmobiling, or Swimming, fishing, paddle boarding! No motors allowed on our lake. It is a peaceful retreat from your busy life. The deck has a propane fire table and downstairs we have place for bonfires and roasting smores!

Top guest favourite
Chalet in Madison
4.92 out of 5 average rating, 259 reviews

Chalet/close to N Conway, far enough away from all

Please read our Coronavirus cleaning update. Quaint and cozy chalet located about 5 minutes from Conway and the hub of the White Mountains. As you pull into our neighborhood you notice several chalets on a paved road, winding up and over hills. Pull into our large carport to find our two level chalet that you have rented. The sounds of the babbling brook greet you as you exit your car with the inviting seating on both decks.

Top guest favourite
The loft area displays warm wooden paneling and a prominent stone chimney. A red couch is placed near a patterned area rug, while several windows allow natural light to fill the space. An open railing separates the loft from the main level, adding to the spacious feel.
Cabin in Madison
5 out of 5 average rating, 118 reviews

Cozy & Charming Custom Log Home in Madison

Unwind in our cozy custom log home, newly crafted with all the amenities! Featuring a gorgeous stone chimney, open floor plan, covered porch, and large deck. Minutes from North Conway shopping, skiing, trails, rivers, and lakes. Located on 113 in Madison. In the winter, snowmobile or snowshoe from the cabin! Very clean, tidy, and stocked with necessities. Relax and enjoy all our beautiful area has to offer.

Popular amenities for Madison vacation rentals

When is the best time to visit Madison?

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Avg. price$363 CAD$386 CAD$317 CAD$273 CAD$294 CAD$318 CAD$359 CAD$351 CAD$307 CAD$338 CAD$320 CAD$359 CAD
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Frequently Asked Questions

  • 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 vacation rentals with a dedicated workspace in Madison?

    Yes! Work meets play with ease at over 70 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly chalet rentals in Madison?

    Madison has more than 10 family-friendly chalet 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 house rentals in Madison have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Madison. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

  • Do house rentals in Madison have a gym?

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

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