Holiday rentals with outdoor seating in Madison

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Madison

House rentals with outdoor seating

Guest favourite
Home in Chester
4.98 out of 5 average rating, 210 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

SarahRating, 5 stars3 weeks ago
This is our second visit in the Recycle House. It’s such a lovely oasis. We love all the unique touches and creative uses of materials throughout the house. The location just steps from the charming town of Chester could not be better. The perfect CT weekend getaway!
Guest favourite
Home in Salem
4.92 out of 5 average rating, 119 reviews

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

DebiRating, 5 stars5 days ago
My husband and I stayed at Peter's lake house from June 9th to the 12th. We found the home to be clean and bright, as well as spacious. The bed we slept in was comfortable with soft linens, and both bathrooms were clean with plenty of towels. It's a quiet neighborhood and although we didn't use the backyard, we found it to be private with a nice patio. The last minute tasks before check out were very basic. Peter was a great host, very welcoming and communicative. We felt right at home staying at his house and we would definitely book it again!
Guest favourite
Home in Branford
4.95 out of 5 average rating, 112 reviews

Charming home, easy access to everything Branford

KatyRating, 5 stars1 month ago
super nice place. comfortable beds. Great backyard. super responsive and friendly hosts. Will book again!
Top guest favourite
Home in Haddam
5 out of 5 average rating, 127 reviews

Cozy Comforts!

AlRating, 5 stars1 week ago
We stayed here while attending a friend’s wedding celebration. It was conveniently located for our purposes, right in between each day’s events. It is a quiet area. The space itself was spacious and comfortable and clean. It is a newer place with all you need for a good stay. Helpful and convenient touches included having a few snacks and drinks available which was a big plus with our late arrival.
Top guest favourite
Home in Guilford
5 out of 5 average rating, 61 reviews

Field of Dreams Hot Tub - Fire Pit Retreat

JoshuaRating, 5 stars3 weeks ago
Field of Dreams is a beautiful, spacious, well-appointed home. Brenda is an attentive, gracious, and thoughtful host. My family and I stayed there for four stellar days over Memorial Day for my daughter’s college graduation. We hosted a big family dinner with a private chef that was excellent. And Brenda really helped us with some of the details. This is a lovely home and I highly recommend it.
Top guest favourite
Home in Milford
4.99 out of 5 average rating, 112 reviews

The ARLO - Walk to Brewery & Restaurants

ReneeRating, 5 stars1 day ago
Lovely home and communicative hosts! The house was very clean and comfortable as well as the back deck and yard. Felt very comfortable and very close to beach (though ended up being a rainy weekend so we didn’t get to go to beach). Close to Dockside Brewery which had great views and tons of tables and a few little stores within walking distance for convenience items
Guest favourite
Home in Lyme
4.92 out of 5 average rating, 331 reviews

Stunning, peaceful and private home

KimRating, 5 stars2 months ago
The house was great and we were able to get Ubers to go to dinner. Beautiful house and stocked with everything you would need. We were on a girls weekend and had trouble with the locks but we just used the key. It could have just been us. We had a wonderful time and enjoyed the home.
Guest favourite
Home in Clinton
4.84 out of 5 average rating, 57 reviews

Summer by the Beach,Outlets,Golf at the GlassHouse

MarissaRating, 5 stars1 week ago
This home was very spacious and clean. It was great to have the pool table, foosball and air hockey tables. This house had everything we needed and was only a 5-10 minute drive from restaurants, shopping and beaches. Great location!

Apartment rentals with outdoor seating

Top guest favourite
Flat in Milford
4.95 out of 5 average rating, 161 reviews

The Boathouse, private downtown Harborside suite

ZoeRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!
Superhost
Flat in East Haddam
4.79 out of 5 average rating, 284 reviews

The Federal Suite at the Wisteria Rest

DanRating, 5 stars1 month ago
Very nice apt and perfect for a quick weekend getaway.
Guest favourite
Flat in East Shore
4.92 out of 5 average rating, 181 reviews

Tranquil Apartment with Waterview, Walk to Beach!

CindyRating, 5 stars1 week ago
I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.
Guest favourite
Flat in Branford
4.97 out of 5 average rating, 107 reviews

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars2 weeks ago
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!
Top guest favourite
Flat in Chester
4.98 out of 5 average rating, 167 reviews

Charming Chester Retreat - Cottage

JackieRating, 5 stars2 weeks ago
Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!
Top guest favourite
Flat in New Britain
4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars1 week ago
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.
Guest favourite
Flat in New Haven
4.99 out of 5 average rating, 108 reviews

King 1BR Apt with Cozy Den and Luxury Amenities

AlisonRating, 5 stars4 days ago
Very clean and comfortable! Tatenda is so sweet and responsive. Walkable to Yale and great restaurants, but also includes covered, safe parking in the building. We had fun grilling a dinner by the outdoor pool. Well-equipped workout rooms and the coffeemaker in the lobby was amazing offering a variety of options. We enjoyed everything about this Airbnb and will likely be back! Thank you Tatenda and Hyatus!
Guest favourite
Flat in Brookfield
4.92 out of 5 average rating, 281 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Jose CarlosRating, 5 stars2 weeks ago
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend

Apartment rentals with outdoor seating

Top guest favourite
Apartment in Uncasville
4.98 out of 5 average rating, 108 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

MelindaRating, 5 stars1 week ago
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!
Top guest favourite
Apartment in The Hamptons
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars1 week ago
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace
Top guest favourite
Apartment in Uncasville
4.98 out of 5 average rating, 182 reviews

Peaceful Oasis steps from Mohegan Sun

EricRating, 5 stars3 weeks ago
We had a great time and the property was immaculate! The hosts came by with extra towels quickly upon request and it was a holiday. Recommended!
Top guest favourite
Apartment in Uncasville
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars1 month ago
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.
Superhost
Apartment in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars3 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top guest favourite
Apartment in The Hamptons
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Top guest favourite
Apartment in Uncasville
4.94 out of 5 average rating, 170 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

NicolleRating, 5 stars5 days ago
We recently stayed at Kelly’s place and everything was great! The place was clean, comfortable, and exactly as described. Communication was smooth, and check-in was easy. We really enjoyed our stay and would definitely recommend it to others. Thank you, Kelly!

Quick stats about holiday rentals with outdoor seating in Madison

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹6,044 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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