
Vacation rentals with outdoor seating in Middletown
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Middletown
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown outdoor seating rentals
House rentals with outdoor seating

Beautiful Lake House on Lake Pocotopaug
Beautiful home with great communal space for our family gathering. This is just what we needed. Thank you!!

Stunning Artisan Waterfall Escape, Walk Downtown
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!

2-BR Simplistic Retreat Minutes from Downtown
Host went out of their way to make our stay special. We were down there for UConn graduation it was close to the school but far enough away to not be in all the traffic of graduation. Would highly recommended to other UConn parents and anyone visiting the area for school tours etc

Lakeside Paradise with Breathtaking Sunsets
Amazing house! We rented the lake house and guest house to spend time with family and friends during our son’s graduation at Wesleyan. I stayed in the guest house. It was so cozy with great modern amenities. It was the perfect place to relax and close to the school. Being close the lake was a definite plus. I highly recommend!!!

Hot Tub and pool Home away from home
Jan's house was a great stay with plenty of room for six adults. We loved the game room and outdoor hot tub. Instructions for the hot tub were clear and easy to follow. We'd definitely stay again!

Lake House, Pet-Friendly
My wife, friends, and I had an awesome time, and Thomas is very thoughtful. Second time renting from him, and last time I mentioned we made smores. For my wife, it was her first time. Guess what? He left us a smores kit! Thanks again, Thomas!

The Farmhouse Stay
Chelsea was communicative and helpful about her beautiful house. It had all we needed, was well appointed, beautifully decorated and in a gorgeous natural setting. We spent time lounging in the living room as a family and it was so comfortable. Top notch! Grab this place now!

Stunning, peaceful and private home
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.
Apartment rentals with outdoor seating

Everything you need! Apartment!
Jerry is an amazing host and has a great place to stay. You will find everything you need for a short or long stay with the full kitchen. The AirBnb is in a quiet part of Waterbury, right on the edge, and has a grocery store less than 10 minutes away by car on a low traffic side road. Highway 84 is less than 10 minutes in the other direction and lets you go explore the rest of Connecticut and return back after a long day with ease. This is our second time staying at this AirBnb and it was just as wonderful as the first time. Can't recommend this place enough for anyone looking to stay in the area!

Charming Chester Retreat - Cottage
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!

entire, private apartment close to the beach
Alisa and Lena's place was really cute, private and comfortable. We had everything we needed for our 2 night stay. Also you can walk a few short blocks to a bird sanctuary!

Enjoy a Farm Stay without the Work
This was a delightful stay, and I wish we hadn't had so many family obligations so we could have enjoyed the place better. I so wanted to take time to relax on the beautiful and inviting back patio and just explore the property. I love historic places. We will definitely stay again next time we have family events in the area. Carol reached out to us and made us feel very welcome. We knew we had help if we needed something, but we didn't experience any issues at all, so didn't need to reach out. Great host for sure!!!

Cozy Apartment with Water View of Brook
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!

Lovely Garden-Level Apartment in Heart of Town
Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.

Peaceful apartment on 3.5 acres w/ Artist studio.
We had to cut our stay short due to changes in travel plans, which was a pity because it was a really lovely and very comfortable place. I would strongly recommend it and hope to stay longer next time.

Ensign House Room
I had a wonderful three day stay at Courtney‘s historical Ensign- Bickford house apartment in the heart of downtown Simsbury. Walking distance to the flower Bridge, where I enjoyed coffee with the sunrise each morning of my stay! Apartment was lovely, clean, and Courtney was a very responsive host. Little details and amenities in the apartment, such as the delicious coffee, snacks, and seltzer water were a pleasant surprise! I am looking forward to staying again sometime soon in the future!
Condo rentals with outdoor seating

Modern Loft Villa, 1 mile to Mohegan Sun
just returned from annual moms weekend away...Erin's place was beautiful! well stocked, clean, looked just like the pics, great sound system. loved the extra little details like the large ice cubes already made (for me as an old fashioned snob), the adorable dry bar, and the decor in general w all the gold touches-it made it stand out from the typical! the best was walking in and smelling how fresh and clean and homey it was! would def recommend. also we had zero questions bc she was so proactive reaching out prior to checking in. check out her place! :)

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

Cozy Vacation Villa 5 minutes from Mohegan
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen

Seashore getaway - CT shoreline
Lauren was great and her home was exactly as promised! Great stay and will stay again!

The Vacay Villa
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.

Peaceful Oasis steps from Mohegan Sun
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!

Seaside Summer Escape –2BR Waterfront Condo w/Pool
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!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.
Quick stats about vacation rentals with outdoor seating in Middletown
Total rentals
30 properties
Nightly prices starting at
G$10,490 GYD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Boston Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Montreal Vacation rentals
- Rentals with a patio Middletown
- Apartment rentals Middletown
- Condo rentals Middletown
- Rentals with a fire pit Middletown
- Rentals with a washer and dryer Middletown
- Cottage rentals Middletown
- Rentals with a fireplace Middletown
- House rentals Middletown
- Family-friendly rentals Middletown
- Pet-friendly rentals Middletown
- Rentals with outdoor seating Connecticut
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Beach
- Fairfield Beach
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Quotonset Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Clinton Town Beach
- Sherwood Island State Park
- Bayview Beach
- Cedar Beach