
Holiday rentals with a patio in Madison
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Top-rated rentals with patio in Madison
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Lost Compass Cabin w/Fireplace•Near Skiing & Shops
Escape to the White Mountains in this cozy, private Conway cabin-just minutes from North Conway shops, Cranmore, and the Kancamagus Highway. Perfect for families, couples, and small groups looking for a quiet retreat with easy access to skiing, hiking, and downtown fun. Seasonal Highlights ❄️ Winter ❄️ •Ski Cranmore•Attitash•Loon •Cross country skiing•Ice skating •Cozy nights by the fireplace ☀️Spring/Summer☀️ •Hike off the Kanc •Diana’s Baths •Kayaking•Swimming holes 🍁Fall🍁 •Leaf peeping

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Spacious 3 bedroom Mountain Chalet -Conway, NH
Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

The Conscious Cabin
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.

White Mountain Escape | Fireplace & Skiing
Step into a winter wonderland in the White Mountains. Winter hiking trails are just across the street, with a peaceful river trail nearby—perfect for snowy strolls or cross-country skiing. Visit Jackson’s iconic covered bridge and frozen falls, or enjoy Story Land, North Conway, skiing, snowshoeing, and more just minutes away. After a day of adventure, relax by the fireplace or on the deck and catch nightly views of groomers climbing Attitash. Perfectly located for all things winter!

4BR near Skiing, Tubing, N Conway, White mtns
If you're looking to enjoy the Mt. Washington Valley and the White Mountains, then this is the place for you! Located just inside Maine, you'll be able to spread out in this tastefully furnished, cabin-style home. Whether you're here for watching the leaves change, skiing, or sitting back and enjoying the views, this house has it all! You're about 15 minutes to North Conway and Bridgton and an hour to Portland making this the perfect jumping off point for all your adventures!

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.

Private apart with luxury view, mins to everything
Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

White Mountain Resort Pool/HotTub Shuttle to Loon
Perfect for a single or couple Luxurious but affordable Private but located inside a resort with top notch amenities Quiet & Clean Queen bed with sofa suitable for a child Updated / Modern Studio Condo directly on “ The Kanc” Main st Lincoln Walking to restaurants and shops, easy access to The White Mountains - Lincoln NH Hiking skiing, zip-lining, ice castles, shopping, Clarks Trading Post, Cannon and Loon Mountain, Santa’s Village, and more

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for rentals with patio in Madison
Flat rentals with a patio

Riverside Retreat at The Lodge

Alpenglow Lodge

Cozy 2 bedroom apartment in log home @ Moose Xing

White Mountains Escape

Nordic Village Resort | Highland Top Floor Room

The Misty Mountain Hideout

Romantic 1BR modern loft, close to everything!

Stunning 2BR with Mountain Views | Nordic Village
House rentals with a patio

70 Acre White Mountain Estate – Panoramic Views

Hot Tub•Yard•King Bed•15mins to North Conway

Tranquility, Relaxation, Family, Romance

Cozy camp for swimming, water sports and skiing!

Cozy Family Mountain Getaway | Playroom & Fire Pit

Tamworth Snowy Retreat, Pet Friendly, Hot Tub

Game Rm | Renovated | 1-Acre lot | Fire PL | Deck

Cozy Home in the White Mountains
Apartment rentals with a patio

Remodeled Condo - Ski & Santa’s Village - Pool

Cute & cozy Attitash Studio Condo.

Stunning Views at Loon Mountain

AttitashResort! 1-flr, studio, secure check-in

Bartlett Condo; Great Views, Resort Access

Pemi River Retreat: White Mtns. At Your Doorstep

White Mountain Family Getaway in Bartlett NH

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 SGD | $300 SGD | $250 SGD | $241 SGD | $268 SGD | $288 SGD | $325 SGD | $320 SGD | $279 SGD | $311 SGD | $295 SGD | $335 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 |
Quick stats about holiday rentals with a patio in Madison

Total holiday rentals
Explore 130 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 6,940 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Madison holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Carroll County
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- Rentals with a patio United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Scarborough Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Tenney Mountain Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- East End Beach
- Willard Beach
- Omni Mount Washington Resort
- Diana's Baths
- Cannon Mountain Ski Resort
- Funtown Splashtown USA
- Gunstock Mountain Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Palace Playland
- Conway Scenic Railroad




