Vacation rentals with outdoor seating in Litchfield

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Litchfield outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A saltwater pool features a vibrant blue surface and is surrounded by a spacious terrace. Sun loungers are positioned along the poolside, and a fenced area provides safety. Lush greenery creates a serene backdrop, enhancing the outdoor space for relaxation.
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Guest favorite
A private dock extends into the calm water, flanked by tall grasses and a manicured lawn. Two white Adirondack chairs are positioned on the dock, providing a serene view of the surrounding lush green hills and the tranquil lake.
Home in New Fairfield
4.92 out of 5 average rating, 116 reviews

Beautiful Lakefront Retreat with Private Dock

GeriRating, 5 stars2 weeks ago
It was our first experience with Airbnb. We were there to tour the World Headquarters for Jehovah’s Witnesses and this proved to be our evening haven. The house was well stocked as others had commented. We enjoyed relaxing and spent much time in living room with the beautiful view. It was perfect for our stay. Our thanks to our Host.
Top guest favorite
A sunlit enclosed sunroom features a curved sectional sofa adorned with decorative pillows and a central wooden table. Large windows invite natural light, offering views of the backyard. A rocking chair and potted plant add a cozy touch to the inviting space.
Home in Dover Plains
4.93 out of 5 average rating, 30 reviews

Hillside Grove

StefanieRating, 5 stars1 month ago
Jennifer’s place was amazing! The house is super clean, very neat and organized, and comfortable furniture. It is exactly as described and Jennifer is very responsive. Definitely worth a repeat trip!
Superhost
A charming two-story white house is surrounded by greenery, featuring a welcoming front porch with rocking chairs. The structure showcases large windows and a shingled roof, with a pathway leading to the entrance. The tranquil setting is complemented by the rustic stone bench in front.
Home in Litchfield County
4.8 out of 5 average rating, 10 reviews

Charming home ready for fun and/or relaxation!

JadeRating, 5 stars2 months ago
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!
Guest favorite
A spacious outdoor area is visible, featuring a winding path that leads through a grassy landscape. Trees of varying heights frame the view, capturing seasonal colors with a backdrop of rolling hills under a clear blue sky.
Home in New Milford
4.94 out of 5 average rating, 32 reviews

Serene Country home 24 mi Mohawk ski area

ConnieRating, 5 stars1 month ago
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries
Guest favorite
The exterior of a renovated farmhouse is featured, surrounded by vibrant flower gardens. A stone wall borders the property, and the light green facade of the house is complemented by blooming red and yellow flowers, creating a serene countryside atmosphere.
Home in Pine Plains
5 out of 5 average rating, 15 reviews

Stony Hill Haus in Pine Plains

StaceyRating, 5 stars1 day ago
My daughter and I spent a lovely weekend at Chelsey and Dominic’s house. It was the perfect place for reading, laughing and lots of conversation. Easy to get almost anywhere in Hudson Valley. We enjoyed walks around the property and seeing quite a lot of wildlife. The setting is truly magical.
Guest favorite
Home in Amenia
4.97 out of 5 average rating, 118 reviews

The Red Country Cottage

JeanetteRating, 5 stars1 week ago
What a beautiful location to work for a week. Gorgeous views of the wetlands and birds from the porch and the WiFi kept up with video calls from there as well. House was exactly as described and very comfortable.
Guest favorite
A spacious deck surrounded by lush greenery provides a tranquil setting by the river. Two black wicker chairs with red cushions face the natural landscape, allowing for relaxation while enjoying the sounds of nature. Sunlight filters through the leaves, illuminating the wooden decking.
Home in Sandisfield
4.96 out of 5 average rating, 70 reviews

Lux on the River near Tanglewood w/220v EV charge

JenyaRating, 5 stars5 days ago
My friend and I had a lovely two-night stay at Julie's place. The house is the perfect retreat—peaceful, cozy, and beautifully located. We especially enjoyed the evenings by the wood-burning stove and long, leisurely breakfasts on the porch while listening to the river. The beds were incredibly comfortable, with high-quality pillows and bedding—we both slept so well! I would definitely love to come back someday with my husband to enjoy the peace and quiet, as well as everything else the Berkshires has to offer. Thank you, Julie and Arthur, for sharing your wonderful home with us!

Apartment rentals with outdoor seating

Top guest favorite
A spacious living room is furnished with a comfortable sectional sofa, accented by patterned throw pillows. A round coffee table rests on a decorative area rug, and framed artwork adorns the walls. A table lamp provides soft lighting near a window with a sheer curtain.
Apartment in Canaan
4.99 out of 5 average rating, 137 reviews

West Main

DaleRating, 5 stars3 weeks ago
Exemplary accommodations! Everything about this place is well thought out and comfortable. (Every AirBnB host should do what Shirley did - label the light switches.) It's those intuitive touches that make this a great place to stay. We were close to family events in Norfolk, plus restaurants and amenities in Canaan. You really can't beat this experience. We were not able to make friends with the barn cat, but we tried!
Top guest favorite
A compact kitchen area is shown, featuring white cabinetry and modern appliances. A round table with four black chairs, adorned with floral seat cushions, is set at the center. A small vase of fresh flowers adds a pop of color to the table.
Apartment in Torrington
4.98 out of 5 average rating, 161 reviews

Apartment on Main St.

GeneRating, 5 stars3 months ago
Molly's place was GREAT--a total gem for the area. The vibe and layout of the space was sunny, peaceful, and super welcoming. Easily one of my favorite AirBnB's ever--we will definitely be back! The kitchen had everything we needed and the whole apartment felt spacious and roomy, yet cozy. The backyard area is gorgeous! Even though the house is right on main street, the sound isolation was great and we slept well every night we were there (the most comfortable bed EVER also helped). We miss this place already!!
Guest favorite
The image captures a serene view of a clear pool reflecting the colorful sunset, framed by a meticulously paved patio. Two cabana beds are positioned next to the pool, with surrounding greenery and a decorative fence enhancing the outdoor space.
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.
Guest favorite
A cozy living area is furnished with two armchairs featuring floral patterns and colorful cushions. A wooden coffee table rests on an area rug, and a brick fireplace is situated beneath a wall-mounted clock. Large windows allow natural light to illuminate the space.
Apartment in Brewster
4.88 out of 5 average rating, 102 reviews

The Hideaway

MelodyRating, 5 stars6 days ago
Renee’s place was a nice and cozy getaway from the city, and surprisingly fit 5 people + 2 cats very comfortably! She was also very quick to respond to any questions I had, we had a great time!
Top guest favorite
A comfortable gray couch is positioned against a light wall, accompanied by a round coffee table with a woven centerpiece. A decorative clock hangs above the couch, while a door leads to the outside, allowing natural light to brighten the space. A few plants in containers add a touch of greenery.
Apartment in New Britain
4.95 out of 5 average rating, 179 reviews

Spacious Cozy Guest Suite

BaylieRating, 5 stars1 week ago
We had a great stay! It was a very nice place in a safe and quiet neighborhood. Space was clean and well stocked. Host was very friendly and check in was a breeze. I wouldn’t recommend for a super light sleeper, as you do hear the footsteps and dogs barking from upstairs, but it didn’t bother us at all. 10/10 Will definitely consider this location again next time we have an event in Hartford! (oh and there was a super cute and friendly fat cat that would hang outside with us, love that guy)
Guest favorite
A living area features a floral-patterned couch adorned with two cushions. Soft lighting is provided by two lamps on either side, illuminating the green walls. Decorated with framed artwork, the space includes a staircase painting and a small plant, contributing to a cozy atmosphere.
Apartment in Winchester
4.91 out of 5 average rating, 376 reviews

Gateway to the Berkshires

amberRating, 5 stars2 weeks ago
Very cute little place to stay and have a cozy weekend. Definitely recommend Campbell’s Falls (A hike John recommended to us)
Guest favorite
The exterior of the studio apartment is shown, featuring cheerful yellow siding and dark shutters. A stone wall and wooden fence frame the patio area, which hosts a red picnic table and wooden chairs. Trees line the background, creating a natural setting.
Apartment in Middlebury
4.91 out of 5 average rating, 117 reviews

Cozy Apartment with Water View of Brook

RobertRating, 5 stars3 days ago
This was not my first stay at Traci's AirBnB and, much like last time, I would gladly stay again.
Top guest favorite
A spacious living area features comfortable seating, a glass coffee table, and a dining space with wooden chairs. The kitchen is visible, showcasing modern appliances and a light wood countertop. Natural light illuminates the room, creating a warm and open atmosphere.
Apartment in Sheffield
5 out of 5 average rating, 357 reviews

Hideaway with Spectacular Berkshire Views

RickRating, 5 stars3 weeks ago
This is our go-to place in the Berkshires and we love everything about it. We consider it home base for exploring the area with all it has to offer. Elisabeth has made a retreat that allows us to relax and destress in a wonderful environment.

Quick stats about vacation rentals with outdoor seating in Litchfield

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    4.1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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