
Vacation rentals in Madison
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness, and more.

Waterfront w/ Private Beach, Fire Pit & Canoe
This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

Mountain View Studio
This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

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!

AttitashResort! 2-flr, 1-br, secure check-in
Location, Amenities, Convenience, All the things you're looking for in a perfect vacation get away! Enjoy every season at this well located mountain resort. Walk to all the Attitash Resort Activities like hiking, skiing, pools, hot-tubs and more all from this fully furnished condo 1 bedroom that sleeps 4 adults at the base of some of the best skiing in the east! Stay on the grounds or travel in any direction to create memories, relax, experience your best life. Fast Easy Reliable WIFI

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!

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.

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

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.

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.

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.

Tiny Lakefront Cottage
Escape to our beautifully redesigned cottage on serene Pequawket Pond, nestled in the heart of New Hampshire's White Mountains. This studio, one of just seven in a private association, offers maximized comfort and space just steps from the water. Enjoy complimentary use of our kayak and two paddleboards, or simply unwind on the patio with grill, soaking in the breathtaking pond views. Your perfect lakeside retreat awaits!.

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
Other great vacation rentals in Madison

Lakeside camp near North Conway

Welcome to Lakota! A Cozy 2 BR Cottage.

Beautiful, updated cozy cottage

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

Waterfront property with hot tub near North Conway

Tamworth Snowy Retreat, Pet Friendly, Hot Tub

Alpine Retreat

Cozy White Mountain Home Minutes from Conway!
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 CAD | $328 CAD | $272 CAD | $267 CAD | $287 CAD | $310 CAD | $350 CAD | $342 CAD | $299 CAD | $329 CAD | $312 CAD | $350 CAD |
| Avg. temp | -15 °C | -14 °C | -11 °C | -5 °C | 2 °C | 8 °C | 10 °C | 9 °C | 6 °C | 0 °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 90 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 90 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 $120 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 chalet rentals in Madison have wifi?
Absolutely! We offer over 10 chalet rentals with wifi in Madison. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Madison have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Madison?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with a bbq area, over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Madison

Total vacation rentals
Explore 180 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 8,300 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
170 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!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Rentals with lake access Madison
- Cabin rentals Madison
- Chalet rentals Madison
- Rentals with outdoor seating Madison
- Rentals with a firepit Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- House rentals Madison
- Rentals with a kayak Madison
- Rentals with a fireplace Madison
- Pet-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with a washer and dryer Madison
- Waterfront rentals Madison
- Rentals with a hot tub Madison
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Scarborough Beach
- Weirs Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Willard Beach
- Franconia Notch State Park
- Omni Mount Washington Resort
- East End Beach
- Gunstock Mountain Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Ragged Mountain Resort
- Funtown Splashtown USA
- Waterville Valley Resort
- Pleasant Mountain Ski Area
- Palace Playland




