
Holiday rentals in Madison
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Madison

Total holiday rentals
Explore 170 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 8,570 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
160 of Madison holiday 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 holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Close to Lake|Htub|Game Rm|FirePit|Stunning Design
This stunning home is perfect for families. Enjoy a spacious living room, fully stocked kitchen, private master suite with private bathroom and private deck, and three additional bedrooms. Relax in the hot tub, gather around the fire pit, or grill up your favorite food. Inside, you'll find smart TVs, Xbox, foosball, books and games. With lake access a short distance away and plenty of entertainment options, this retreat ensures a memorable stay for parents, kids and grandparents. Book today!

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!

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.

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..

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!

Waterfront Home w/ Dock, Screened Porch, Dogs Ok!
Step into your serene waterfront retreat at this beautifully renovated home in Madison, NH. Enjoy morning coffee on the screened-in porch, stroll down to your private dock, and spend evenings by the firepit. The open-concept living area is bright and airy, featuring skylights and a spacious kitchen. Perfect for families, the home offers two queen bedrooms for adults and a cozy bunk room for kids. Create lasting memories by the water in this peaceful, relaxing getaway!

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.

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."

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.

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.

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 holiday rentals
Other great holiday rentals in Madison

Beautiful chalet home - walkable to beaches

Panoramic Mtn Views | Pets | HotTub | Theater |Bar

Beautiful, updated cozy cottage

Fernalds Hill Loft

Birch Landing | Relaxing Family Escape | Game Room

Waterfront property with hot tub near North Conway

OakRidge Retreat - Hot Tub & Mountain Views

The Barn on Washington Hill
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €225 | €239 | €196 | €169 | €182 | €197 | €222 | €217 | €190 | €209 | €198 | €222 |
| 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 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 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 house rentals in Madison have wifi?
Absolutely! We offer over 110 house 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.
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.
Destinations to explore
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- Cabin rentals Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Rentals with lake access Madison
- Pet-friendly rentals Madison
- Chalet rentals Madison
- Waterfront rentals Madison
- Rentals with a fireplace Madison
- Rentals with a kayak Madison
- Rentals with a patio Madison
- Rentals with a hot tub Madison
- House rentals Madison
- Rentals with a firepit Madison
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Willard Beach
- Sunday River Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Scarborough Beach
- Santa's Village
- East End Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Hills Beach
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Diana's Baths





