
Vacation rentals with outdoor seating in Madison
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Top-rated outdoor seating rentals in Madison
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Popular amenities for Madison outdoor seating rentals
House rentals with outdoor seating

Wine Down Retreat: Spacious Home Near Downtown
House was beautiful and really nicely decorated- felt right at home! It was great for our family trip - very well equipped kitchen, clean bedsheets, homey vibe. The area is super cute and beautiful but also close to the supermarket if you need to grab anything. Jacuzzi was a plus after a long day on the slopes or hiking. Nadine communicated very well. She even put heated pads on the stairs the night before we arrived, which was very helpful as it was very slippery. Would love to come back one day!

Northern Solace
He has everything needed to make it comfortable!

Swiss Alps Chalet in Jackson | Mountain Views + AC
Excellent home and great hosts that a friendly and super responsive. Home had everything we needed and it was clean and beautiful. Would stay again in the future.

Tranquility, Relaxation, Family, Romance
Lovely, super clean, beautifully decorated home. Everything you need (except a toaster). Huge yard was totally enjoyed by my doggie. 2 Gun shots nearby were shocking, guess it's hunting season in the woods (at least this city girl hopes that is reason). Only issues were dripping shower head, no stopper to take bath in deep soaker tub, and could not turn down heat for sleeping. Overall great 1st airbnb experience for me.

LUX Designer Private Waterfront
Jon’s space was very clean, private, and presented a “wow” factor in every direction I turned. Very well thought out; a truly transformative experience!

Hot tub with country setting, close to village.
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.

Spacious Home & big yard & fire pit on ATV route
Rented Joseph's house to attend a local atv event. The house was located right on an atv accessible road which was very convenient. The house itself was clean, the entertaining area was spacious and was inviting. The fenced in yard was perfect for our small dog. Joseph was responsive and willing to answer any questions I had. Definately a place I would come back to and stay at any time in Berlin.

Lovely, relax and cozy home!
We’ve stayed a lot of places in the area and we will be booking this one again! Very clean, spacious, convenient. We did wish there was a full size pool table! But everything was really nice and we can’t wait to book again for our next ATV adventures!
Apartment rentals with outdoor seating

White Mountain Log Home Retreat
A very kind couple and a lovely home. We had a winter storm come through at the end of our stay and they were very accomodating of a late checkout if we needed some extra time to deal with the snow. Also their hommade Banana bread is a 10/10!

2 Bedroom, 3 Bed, downtown apartment with yard
My husband, three sons (ages 17, 15, and 10) and I stayed at Cynthia's place for two nights on a ski trip to Loon Mountain. It was perfect for our needs. The place is well described on the listing, and the instructions were clear, so everything was as expected. Cynthia's place was clean, comfortable, and a great location. We found it very convenient to get to the mountain and also go out to eat at night. The kitchen was perfect for making breakfast before heading out for the day. It was an easy, comfortable place to stay after a long day of skiing. We would stay again!

Lovely Apartment in Thornton
I’d definitely stay here again and would recommend it to anyone looking for a great Airbnb in the area! Dermot was great and his wife was such a sweet woman. She even came out to help us start the fire 😊 Their place was cozy, rustic, and so unique! Thank you for having us!

Riverside Place
This is such a serene place! Unfortunately, it rained the weekend of our stay, so we weren’t able to fully enjoy the river or the beautiful deck overlooking it. Regardless, it was a wonderful stay. Valerie’s place was spotless, comfortable, and stocked with almost everything you could need in the kitchen—and then some. There is a regular coffee pot (not a Keurig), so if you prefer specific coffee pods, you may want to bring your own. Valerie did have coffee and sugar available for guests. While the ice maker wasn’t working during our stay, Valerie kindly provided a full container of ice in the freezer, along with bottled water in the fridge, which was much appreciated. The TV is not a smart TV, so we weren’t able to stream Netflix or similar apps, and the available channels were limited. Normally, we don’t watch much TV on vacation, but the rainy weekend made us take notice. All in all, it truly is a very cute, clean and cozy place to stay. We would very much recommend it. Thank you.

Cozy Mountain View Apartment 15mi to Wildcat Mt!
My friends and I had a great time staying here for our ski trip! Nicholas’s listing was a great find for the price. The drive up there was gorgeous and everything was exactly as described. The place was very clean and had everything we needed to enjoy our stay.

Large comfortable Mountain View W/ fire pit U2
Listing as described. Comfortable and a great location for what we were there for. Overall very happy with our stay.

Pretty & Peaceful….close to Lake Winni!
I had just left an Airbnb that was deplorable . Tony and Sonja ‘s place was just like going home . Felt very comfortable as a single woman having the space attach to their home. However felt very at ease when it came to privacy . The unit was immaculate. They could not have been more accommodating and kind . Highly recommend!

Marsh Views#3:Cozy/quiet spot on a preserve&river
Great clean place in Kennebunkport. Friendly, helpful and responsive host. Beautiful views of marshes with outdoor activities to enjoy! Will definitely stay here again!
Condo rentals with outdoor seating

Bartlett Condo; Great Views, Resort Access
This is the second time we have stayed at Bill's Condo. We love the location. I think this is one of the very best views in Nordic Village. Also, Bill is one of the best hosts that I have worked with. We had early check in which was great. The condo itself is very well stocked and had everything that we needed. Great Kitchen, comfortable bed, 2-person jet tub, and fireplace makes the condo very cozy and inviting. Hope to stay again soon.

Riverfront updated condo 3b2b walk to Loon mtn
We had an amazing experience at this house! The location is excellent, with easy access to everything we needed. The host was incredibly kind and accommodating, accepting our last-minute booking and making sure everything was ready for our stay. The house is fully equipped with everything we needed to feel comfortable. The rooms are well-organized and clean, and the overall structure is perfect for both relaxation and those looking for a nature-filled experience. The river behind the house is truly stunning – a beautiful view and a very peaceful environment. Definitely a stay we highly recommend, and we would return without hesitation!

Gorgeous Waterfront Condo with Lake Access & Views
Great accomodations at a great price especially during ice fishing derby weekend. Within minutes to Belmont Beach and Ahern State park for lake access and 20 mins to Derby HQ on main lake Winni. Centrally located to plenty of activities. Cozy accomodations and host was super informative pre-checkin or anything we needed. Although the game room is closed during winter, we are excited to come back in summer to utilize.

Cozy Family Retreat with Saco River Access
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.

Beautiful and New 2br/2ba condo - walk to Weirs
We had a fabulous time at Meg’s Condo. The location was perfect and the unit was spotless! Also the beds were very very comfortable!! Highly recommend this to anyone!!

Cute Hotel Condo at Loon Mountain w/pool, hot tub
Love this place 2nd time coming here. We had an amazing stay amenities were just as described. Jacuzzi was by far my favorite. The arcade room is great. The family room in lobby feels like home. Place is super clean throughout. Definitely returning. Thanks Rick 😊

Cozy Mountain Getaway For All Seasons
We had a great day! The place was perfect for our small group, and very convenient to the mountains for skiing. The condo had all the little things needed. And it was very comfortable. I would definitely book again.

Downtown Wolfeboro condo on Winnipesaukee w/Dock!
Bobs place was comfortable and convenient to town. Lots of restaurants, bakery next door. Beautiful view from the porch. The kitchen was well stocked as well. Lots of hot water for the shower. We really enjoyed our stay there. Will definitely stay again at a different time of year to enjoy the lake as well!
Quick stats about vacation rentals with outdoor seating in Madison
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Sunday River Resort
- Loon Mountain Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- East End Beach
- Surfside Beach
- Wildcat Mountain
- Owl's Nest Resort
- Fox Ridge Golf Club
- Ragged Mountain Resort
- Purity Spring Resort
- Franconia Notch State Park
- Mt. Abram
- King Pine Ski Area
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- Omni Mount Washington Resort
- Mount Washington Cog Railway
- Bald Peak Colony Club
- Parsons Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland