
Holiday rentals with outdoor seating in Madison
Find and book unique rentals with outdoor seating on Airbnb
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 €53 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!
Top-rated rentals with outdoor seating in Madison
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

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

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.

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.
Popular amenities for outdoor seating rentals in Madison
House rentals with outdoor seating

Wren Cabin + Wood fired Sauna

Big Blue Chalet - A Mountain View Getaway

Private & Spacious, 9 Miles to downtown N. Conway

Spacious 3 bedroom Mountain Chalet -Conway, NH

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

Kirkland Cottage (A ski and lake escape)
Apartment rentals with outdoor seating

Humble abode in the heart of the White Mountains

Charming Carriage House in the White Mountains

Lovely Apartment in Thornton

White Mountains Riverfront Studio

The Misty Mountain Hideout

Studio, pet friendly, river views, Jackson NH

Pretty & Peaceful….close to Lake Winni!

Stone Mountain Guest House 2nd Floor Apt.
Apartment rentals with outdoor seating

Cozy condo with North Conway at your finger tips!

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Spectacular Mountain Views, at Eagle Ridge !

North Conway, Skiing, Hiking, and Storyland

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

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

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

Cozy Family Retreat with Saco River Access
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €230 | €244 | €213 | €175 | €198 | €202 | €233 | €222 | €193 | €216 | €205 | €230 |
| 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 |
Destinations to explore
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- Cabin rentals Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
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- 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
- Willard Beach
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Santa's Village
- Franconia Notch State Park
- Tenney Mountain Resort
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Hills Beach
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Pleasant Mountain Ski Area





