
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 8,490 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.

2 bedroom lake view cabin with private dock and AC
Welcome to Squirrel Patch, a cozy cabin next to the beautiful Silver Lake. Enjoy our private lakeside access with private dock and canoe, or walk along the abandoned railroad tracks to one of many nearby beaches. You can even harvest the wild blueberries that grow abundantly in the fall. This cabin has central AC/heat, a screened porch, full kitchen, outdoor grill and fire pit, and a cozy living room with a futon that can be used as an additional bed if needed! The dock is removed on Oct 1st.

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.

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.

Modern Chalet: 3BD/2BA Dog-Friendly|Kids Bunk
SUMMER is here and the MOUNTAINS are CALLING! Plan your adventure today! Make this MODERN CHALET your special getaway. This family and pet friendly 3 BD/2 BA home is located in the heart of Eidelweiss with a view of the water! Fully stocked kitchen and comfortable living space w/kids wildlife bunk room, outdoor shower, fire-pit. If you are looking for a relaxing getaway kayaking on the lake or spending the day hiking the trails, make this mountain chalet your summer escape in the WHITE’s!

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.

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!

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."

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..

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.

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.

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

Lakeside camp near North Conway

Secluded Retreat with Hot Tub in White Mtns

Beautiful, updated cozy cottage

A Dome for Two under the Oaks

Alpine Retreat

Close to Lake|Htub|Game Rm|FirePit|Stunning Design

Redwood Retreat | Lake Access | Mtn. Getaway

Modern Cabin: View, Hot Tub, 10 min Walk to Lake
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $356 SGD | $293 SGD | $252 SGD | $272 SGD | $294 SGD | $331 SGD | $324 SGD | $283 SGD | $312 SGD | $295 SGD | $331 SGD |
| 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 house rentals in Madison?
Madison has more than 100 family-friendly house 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 $110 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 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 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.
What are the most popular amenities for House Rentals in Madison?
Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with air conditioning, over 110 homes with wifi, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with a firepit Madison
- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Franconia Notch State Park
- Tenney Mountain Resort
- Santa's Village
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Attitash Mountain Resort





