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

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

Beautiful Lakefront Retreat with Private Dock
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.

Hillside Grove
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!

Charming home ready for fun and/or relaxation!
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!

Serene Country home 24 mi Mohawk ski area
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

Stony Hill Haus in Pine Plains
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.

The Red Country Cottage
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.

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

West Main
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!

Apartment on Main St.
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!!

Charming apartment with breathtaking view!
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.

The Hideaway
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!

Spacious Cozy Guest Suite
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)

Gateway to the Berkshires
Very cute little place to stay and have a cozy weekend. Definitely recommend Campbell’s Falls (A hike John recommended to us)

Cozy Apartment with Water View of Brook
This was not my first stay at Traci's AirBnB and, much like last time, I would gladly stay again.

Hideaway with Spectacular Berkshire Views
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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- Yale University
- Catamount Mountain Ski Resort
- Six Flags New England
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Taconic State Park
- Thunder Ridge Ski Area
- Marvin Beach
- Jennings Beach
- Seaside Beach
- Mohawk Mountain Ski Area
- Bushnell Park
- Sherwood Island State Park
- The Connecticut Golf Club
- Burwells Beach
- Fort Trumbull Beach
- Bayview Beach
- Wildemere Beach
- Barbara Pine Memorial Beach
- Anchor Beach
- Grove Beach
- Opus 40