
Holiday rentals with outdoor seating in Madison
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Madison
Guests agree: these rentals with outdoor seating 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

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.

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.

Conway Waterfront Base for Your Family Memories!
Waterfront gem in the middle of it all! Designed to be the ideal getaway regardless of the season. Beautiful views out master bedroom, the back porch and from the backyard year round. The feel of seclusion while still being near all activities! Enjoy the water on one of the two kayaks or in the 2 canoes. Perfect base for skiing, hikes and sightseeing! Easy drive to North Conway, Kankamangus Highway, White Mountains, Story Land and so much more! No need to leave the property, just enjoy!

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..

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.

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.

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.

Waterfront Escape
Set just 20 feet from Pequawket Pond, this unique two-level cottage offers direct waterfront access in a quiet association. A spiral staircase leads to a lower-level bedroom with walk-out access, creating a distinct and private layout. Minutes from Mount Washington Valley, with easy access to skiing, hiking, and local shops. Guests also enjoy use of a kayak and two paddleboards for time on the water.
Popular amenities for outdoor seating rentals in Madison
House rentals with outdoor seating

Hygge Up North | Rustic White Mountain Home Base

Luxe Lodge in the Woods! With Sauna & Hot tub

Wren Cabin + Wood fired Sauna

Private & Spacious, 9 Miles to downtown N. Conway

Luxurious Eagle Ridge Log Home at Newfound Lake

White Mt Retreat w/ Beach Pass, New Kitchen, W/D

Hideaway next to the woods & 5 min walk to town!

Conway Farmhouse on Saco River
Apartment rentals with outdoor seating

Waterfront on Opechee

Humble abode in the heart of the White Mountains

Charming Carriage House in the White Mountains

The "Keep" Great Views !!

Lovely Apartment in Thornton

The Misty Mountain Hideout

Studio, pet friendly, river views, Jackson NH

Pretty & Peaceful….close to Lake Winni!
Apartment rentals with outdoor seating

Remodeled Studio | Pool + Hot Tub | Quartz | Loon

Cozy condo with North Conway at your finger tips!

Across from Storyland & Heated Pool

Spectacular Mountain Views, at Eagle Ridge !

Million $ View of Lake Winni Flexible check in/out

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Cozy, clean, 2nd floor condo in Conway, NH!

Spacious 2 Bed + Loft ~1.5mi from Attitash
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $338 SGD | $360 SGD | $314 SGD | $258 SGD | $292 SGD | $297 SGD | $343 SGD | $327 SGD | $284 SGD | $319 SGD | $302 SGD | $340 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 outdoor seating in Madison

Total holiday rentals
Explore 110 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 6,490 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 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!
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Cabin rentals Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Rentals with lake access Madison
- Pet-friendly rentals Madison
- Chalet rentals Madison
- Rentals with a washing machine and dryer 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
- Rentals with outdoor seating Carroll County
- Rentals with outdoor seating New Hampshire
- Rentals with outdoor seating United States
- 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
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Santa's Village
- Omni Mount Washington Resort
- King Pine Ski Area
- Ragged Mountain Resort
- Gunstock Mountain Resort
- Attitash Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Waterville Valley Resort
- Pleasant Mountain Ski Area





