Vacation rentals with outdoor seating in Madison

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Top-rated outdoor seating rentals in Madison

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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A relaxed outdoor area features wooden Adirondack chairs arranged around a fire pit, with smooth stones providing a natural border. A kayak rests on the sandy shore next to the calm water, while a charming two-story chalet is visible in the background, surrounded by trees.
Chalet in Madison
4.82 out of 5 average rating, 123 reviews

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.

Top guest favorite
A large window offers a view of rolling mountains adorned with colorful autumn foliage. Shades of red, orange, and yellow contrast against the green trees, while a winding path is visible in the foreground, leading into the vibrant landscape.
Guest suite in Conway
4.98 out of 5 average rating, 618 reviews

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.

Guest favorite
Cabin in Tamworth
4.9 out of 5 average rating, 556 reviews

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. Sauna access is optional and available for a one-time additional fee. Also Ideal for quiet midweek escapes, remote work, and unplugged stays.

Guest favorite
A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.
Condo in Bartlett
4.91 out of 5 average rating, 181 reviews

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!

Guest favorite
A spacious game room is featured, showcasing a pool table, a new ping pong table, and a foosball table. Comfortable seating is provided with a patterned couch, and natural light enters through several windows, illuminating the enjoyable game area.
Home in Madison
4.83 out of 5 average rating, 124 reviews

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.

Top guest favorite
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
Guesthouse in Hiram
5 out of 5 average rating, 127 reviews

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!

Guest favorite
A modern cabin exterior is surrounded by lush greenery, featuring a spacious outdoor area with a fire pit at the center. Four wooden chairs are arranged around the fire pit, while a picnic table is nearby. String lights are hung to enhance evening ambiance.
Cabin in Madison
4.93 out of 5 average rating, 197 reviews

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.

Top guest favorite
A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.
Cottage in Brownfield
4.99 out of 5 average rating, 280 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Top guest favorite
A historic multi-family home is seen from the street, featuring a classic yellow exterior and a prominent black roof. An American flag is displayed on the front porch, which is flanked by greenery. A white picket fence enhances the welcoming appearance of the property.
Apartment in Tamworth
4.9 out of 5 average rating, 180 reviews

The Village House

Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.

Top guest favorite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 374 reviews

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.

Guest favorite
A charming cottage is nestled among tall pine trees, with a black metal roof. It features a welcoming front porch and a natural wood pathway that leads to the water's edge. The serene pond is visible beyond the cottage, framed by lush greenery.
Cottage in Conway
4.95 out of 5 average rating, 392 reviews

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!

Top guest favorite
The loft area displays warm wooden paneling and a prominent stone chimney. A red couch is placed near a patterned area rug, while several windows allow natural light to fill the space. An open railing separates the loft from the main level, adding to the spacious feel.
Cabin in Madison
5 out of 5 average rating, 112 reviews

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 outdoor seating rentals

When is the best time to visit Madison?

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Avg. priceG$47,874 GYDG$52,265 GYDG$43,693 GYDG$41,812 GYDG$47,247 GYDG$48,083 GYDG$55,610 GYDG$52,892 GYDG$45,993 GYDG$51,637 GYDG$48,920 GYDG$54,982 GYD
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Quick stats about vacation rentals with outdoor seating in Madison

  • Total vacation rentals

    Explore 120 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$12,544 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Madison vacation rentals include wi-fi 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!