Holiday rentals with outdoor seating in Litchfield County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Litchfield County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in New Fairfield
4.92 out of 5 average rating, 118 reviews

Beautiful Lakefront Retreat with Private Dock

JoeRating, 5 stars1 month ago
A gem of a home if you’re looking for a waterfront property with great lake access. David’s home is well stocked with everything you need - from baking to cooking , from laundry to great choices of board games , a nice library if reading by the water is what you care to do . If you’re a bass fisherman like me , you have direct access to Squantz Pond, which can be a great fishing alternative to nearby Candlewood Lake. The property is close to the main road and traffic can be a nuisance to folks who are not used to it . City folks like me don’t mind it. David was a great host , very responsive . There was a slight miscommunication during check in , but that was taken care of right away . My family hopes to come back again . BTW, for those who don’t know how to play the piano , take some brief lessons before coming and impress your folks. Joe
Top Guest favourite
Home in Brookfield
4.98 out of 5 average rating, 148 reviews

Stay at Old Dorset Farm & create lifelong memories

KarenRating, 5 stars3 weeks ago
We had a wonderful stay. The home is beautiful, and the hosts were very thoughtful. The crib we requested for our 1-year-old was already set up when we arrived, complete with a soft blanket and pillow. There was plenty of firewood for cozy fires in both indoor fireplaces, and our kids loved making s’mores outside. Ninka was warm, responsive, and helpful throughout our stay.
Top Guest favourite
Home in Canton
4.99 out of 5 average rating, 115 reviews

Best River View, on Rail Trail in Collinsville!

ChristinaRating, 5 stars1 week ago
We stayed here for our wedding weekend and could not have asked for a more perfect place. The house was absolutely beautiful —spacious, thoughtfully stocked, and had everything we needed and more. The views were stunning and made the entire experience feel so peaceful and special. Carol was incredibly responsive and helpful throughout the entire process. This is truly a one-of-a-kind stay. Highly, highly recommend!
Superhost
Home in Litchfield
4.67 out of 5 average rating, 24 reviews

Litchfield Modern Farmhouse

RafaelaRating, 5 stars2 weeks ago
The house is exactly what we needed and very well located. Near restaurants, in a beautiful neighborhood and privacy. It was clean, with a big pool, a lot of space outside and with all amenities that was described. I liked so much because the house is very illuminated . I want to stay in it again .
Guest favourite
Home in Cornwall
4.92 out of 5 average rating, 268 reviews

Secluded modern forest cabin with private brook

ClaraRating, 5 stars3 weeks ago
The charming house is in the most beautiful settings - tall trees with a creek running through. So peaceful! Secluded, but a short drive to cute shops and restaurants.
Guest favourite
Home in Southington
4.95 out of 5 average rating, 117 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

RamonaRating, 5 stars3 weeks ago
My family had a great stay at Amanda's place. It was the perfect vacation spot - we really enjoyed the panorama view! Everything was just as described and we felt right at home.
Top Guest favourite
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars2 weeks ago
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!
Top Guest favourite
Home in Agawam
4.98 out of 5 average rating, 175 reviews

Sunrise on the Water's Edge - Riverside Bungalow

AndyRating, 5 stars4 days ago
What a great spot! Beautiful views on the river and a good spot for a family of 5 to use as home base while visiting Six Flags. Top notch host, thanks for everything Zuhair!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Canaan
4.99 out of 5 average rating, 144 reviews

West Main

AlexisRating, 5 stars3 weeks ago
Loved this little apartment. It has everything you need and more.
Top Guest favourite
Apartment in Sheffield
4.93 out of 5 average rating, 152 reviews

Private Berkshire Barn Apartment

SebastianRating, 5 stars1 week ago
Went for a Berkshire School reunion the two of us, perfect spot. Charming quiet grounds, perfect location for accessing Berkshire School, clean, Keurig, comfortable bed, amenities as stated (and quick confirmations from host), super easy process for check in and check out. Asked many questions and host responded very quickly and was very friendly in her communications.
Guest favourite
Apartment in Dover Plains
4.96 out of 5 average rating, 156 reviews

*The Ridge House*

LauraRating, 5 stars1 week ago
We had a great time at The Ridge House! The property was gorgeous, and the creek is even more stunning in person. The apartment was clean, fresh, and felt very cozy. The kitchen was well stocked to make a meal. Instructions were clear and we had no logistical issues. Thanks for great stay!
Guest favourite
Apartment in Burlington
4.86 out of 5 average rating, 111 reviews

Charming apartment with breathtaking view!

AshleyRating, 5 stars6 days ago
Highly recommend Patrick and Monica’s location. You feel right at home when you walk! The pool and patio views are breathtaking. The beds are very comfortable. Patrick was super responsive to my messages regarding restaurants.
Guest favourite
Apartment in New Haven
4.99 out of 5 average rating, 108 reviews

King 1BR Apt with Cozy Den and Luxury Amenities

AlisonRating, 5 stars1 week 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
Apartment in Copake Falls
4.9 out of 5 average rating, 333 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

EunjooRating, 5 stars2 weeks ago
The Airbnb is on a small hill looking out towards a small pond and an open field. The sunset in particular was very nice. The home is in a very private location. Inside, the space was well decorated - simple yet tasteful. The space itself is on the smaller end but the decor opens up the space. Michael answered all questions within 24-hours. Easy to communicate with. Overall a good stay
Guest favourite
Apartment in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars2 weeks ago
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!
Top Guest favourite
Apartment in Sheffield
5 out of 5 average rating, 366 reviews

Hideaway with Spectacular Berkshire Views

HadleyRating, 5 stars6 days ago
I’ve visited many, many AirBNB’s over the years and Elisabeth and Ricky’s was one of the best. The accommodation is beautiful, it’s a lovely little converted flat above the garage, settled into the woods and garden. We were greeted by their corgi and by Elisabeth who both made us feel at home. We were able to wander their gardens, drink gin and tonics in the sun and generally make ourselves at home. A lovely couple and a highly recommended Airbnb.

Condo rentals with outdoor seating

Guest favourite
Condo in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars5 months ago
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!
Superhost
Condo in Hartford
4.83 out of 5 average rating, 18 reviews

Spacious Condo • Quick Drive to Everything

CarltonRating, 5 stars1 month ago
Pete was very great person as a host . She treated us very well and I feel we felt like home great place to stay definitely be back.
Guest favourite
Condo in New Haven
4.93 out of 5 average rating, 29 reviews

Cozy one bedroom apartment in Wooster street

Ana LuizaRating, 5 stars14 months ago
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!
Guest favourite
Private room in Great Barrington
4.95 out of 5 average rating, 187 reviews

Quiet refuge in Great Barrington

CarolineRating, 5 stars6 days ago
Elaine’s place was absolutely perfect for what we needed; which was a comfortable, clean, private space that was close to a show we were seeing at the Mahawaie Theater. Only about a 5 minute drive, which Elaine assured us it was. Space was very private, with own bath which is important to us. Very clean, bed nice and comfy. Had refrigerator, microwave, coffee pot, tea pot, as well as coffee and tea !! Plus creamer in fridge. Would def recommend.
Condo in Wallingford
5 out of 5 average rating, 3 reviews

Cozy and charming retreat in quiet area of Wlfd.

JoeRating, 5 stars3 weeks ago
Cristina's home was great for our stay! She was extremely helpful even before we checked in, providing clear instructions on where to park and the location of the entrance. She even left out some toys for our son to play with during our time there. It's small space, but what we needed and exactly as described in the listing. We would absolutely stay here again, when we come back to the area!

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