
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.

Secluded Luxury Cabin • Mountain Views + Sauna
Wake up to a peaceful, private mountainside cottage designed for quiet escapes and relaxed stays. Tucked above Tamworth in a secluded setting, this cozy retreat offers total privacy, calming views, and a chance to truly unplug. After a day exploring the area, return to stillness, comfort, and the option to unwind in a traditional Finnish-style sauna. Note: Sauna use is optional and available for a one-time additional fee. Also Ideal for quiet midweek escapes, remote work, and unplugged stays.

White Mtns Waterfront Chalet w/ Private Beach
This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

Mountain View Studio
This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Cozy Condo at Attitash!
Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

Hotel Style room w/pool, stunning Mountain view
Stylishly renovated Hotel room at the Lodge at Lincoln Station resort. Sleeps 2. Featuring King bed, Microwave and coffee maker. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.

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!

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.

Studio, pet friendly, river views, Jackson NH
Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly but only one dog allowed. Please give us dog info- breed, size. Always have your dog on a leash even in our yard.

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.

20ft from the Water with Mountain View!
This cozy cottage sits 20 ft from Pequawket Pond. We are the only cottage in this association that has 2 floors and directly on the pond. It has a spiral staircase that leads downstairs to the bedroom downstairs with walk out access. We are located within minutes to the Mount Washington Valley and all the amenities the valley has to offer. Ski resorts galore! We also have a kayak and 2 paddle boards available for our guests to use!

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.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.
Popular amenities for outdoor seating rentals in Madison
House rentals with outdoor seating

The Niche...crafted & forged

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Hygge Up North | Rustic White Mountain Home Base

*Central location* - White Mtn Base Camp

The Getaway Chalet: Relaxation, Views & Fire Pit

Pet-friendly cabin with hot tub and beach access!

Spacious 3 bedroom Mountain Chalet -Conway, NH

White Mt Retreat: New Kitchen, W/D
Apartment rentals with outdoor seating

Cozy Post and Beam, New Hampton, one mile off 93

Humble abode in the heart of the White Mountains

Charming Carriage House in the White Mountains

Lovely Apartment in Thornton

Cozy apartment close to Loon

Steps to downtown Meredith & Lake Winnipesaukee

The Misty Mountain Hideout

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

Remodeled Condo - Ski & Santa’s Village - Pool

Loon Mountain Getaway

KimBills’ on the Saco

Cozy Condo at The Seasons- 2 Bedrooms

Million $ View of Lake Winni Flexible check in/out

Loon Mountain Area Rental - 2Br/2Ba

Cozy Studio apt w/pool & hot tub Ski Loon Mountain

Cozy Family Retreat with Saco River Access
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £170 | £185 | £155 | £148 | £168 | £170 | £197 | £188 | £163 | £183 | £173 | £195 |
| 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 120 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 6,200 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 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 firepit Madison
- Rentals with outdoor seating Carroll County
- Rentals with outdoor seating New Hampshire
- Rentals with outdoor seating United States
- White Mountain National Forest
- Sebago Lake
- Squam Lake
- Story Land
- Sunday River Resort
- Loon Mountain Resort
- Scarborough Beach
- Weirs Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- King Pine Ski Area
- Tenney Mountain Resort
- Franconia Notch State Park
- Willard Beach
- East End Beach
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Ragged Mountain Resort
- Waterville Valley Resort
- Funtown Splashtown USA
- Palace Playland
- Conway Scenic Railroad




