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.

1 of 1 pages1 / 1
Top guest favourite
Home in Madison

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.

5.0 out of 5 average rating, 17 reviews
Superhost
Home in Madison

Family Chalet- Hot Tub, Fire Pit, Deck, Grill!

Fall in the White Mountains means crisp air, colorful drives, and coming home to a hot tub under the stars. This 3BR chalet sits inside Eidelweiss Village, steps from private beaches and quiet Pea Porridge Pond — bring the kayak. Grill on the deck, roast marshmallows at the fire pit, soak in the hot tub, then warm up by the indoor fireplace. Fully stocked kitchen & a dining table that seats the whole crew for board games or a home-cooked meal. Minutes to North Conway and the Kancamagus Highway.

5.0 out of 5 average rating, 3 reviews
Top guest favourite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.96 out of 5 average rating, 201 reviews
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

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.

4.83 out of 5 average rating, 133 reviews
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

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.

4.94 out of 5 average rating, 231 reviews
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

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..

4.97 out of 5 average rating, 183 reviews
Top guest favourite
The exterior of Valley View Farm is presented, featuring a charming white house with a sloped roof. A welcoming sign stands at the entrance, surrounded by colorful blooming flowers and greenery, with a gravel path leading up to the home under a bright blue sky.
Home in Freedom

Farmhouse Retreat, Dog Friendly w/ view & deck

Welcome to Valley View Farm, your next getaway! The 3-bedroom, 2.5-bath is newly remodeled with an open concept and modern vibe. Overlooking 90 acres with sprawling fields and 180-degree views of the Mount Washington Valley from Lake Ossipee to Chocorua Mountain. Enjoy your morning coffee while gazing out the wall-to-wall windows or take it outside to the expansive deck. Family and Dog-Friendly! Air Conditioning Summer '25 Minutes from Lake Ossipee. 25 mins to North Conway.

4.96 out of 5 average rating, 101 reviews
Guest favourite
Home in Madison

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!

4.93 out of 5 average rating, 40 reviews
Superhost
Chalet in Madison

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.

4.79 out of 5 average rating, 152 reviews
Top guest favourite
Apartment in Madison

Leaf Peeping Retreat | 15 min to North Conway

A peaceful New England retreat designed for slowing down. Overlooking fields and a quiet stream, just steps from Silver Lake and between the Lakes Region and White Mountains, it's the perfect place to unwind after a day of exploring. Sip coffee on the balcony, soak in the clawfoot tub, and end the evening by the fireplace. Guests have said it's "the best airbnb they've stayed in", they call it "quiet," "peaceful," and say it "exceeded expectations."

4.97 out of 5 average rating, 79 reviews
Top guest favourite
Cabin in Madison

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.

4.98 out of 5 average rating, 112 reviews
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

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.

5.0 out of 5 average rating, 125 reviews

Popular amenities for Madison vacation rentals

When is the best time to visit Madison?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$362 CAD$385 CAD$316 CAD$305 CAD$351 CAD$357 CAD$358 CAD$350 CAD$306 CAD$337 CAD$319 CAD$358 CAD
Avg. temp-15 °C-14 °C-11 °C-5 °C2 °C8 °C10 °C9 °C6 °C0 °C-6 °C-11 °C

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 house rentals in Madison?

    Madison has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Madison with our cabin 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 cabin rentals in Madison have air conditioning?

    Absolutely! We offer over 20 cabin 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.