Holiday rentals with outdoor seating in Middletown

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Middletown outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Lake Pocotopaug
4.87 out of 5 average rating, 101 reviews

Beautiful Lake House on Lake Pocotopaug

EdithRating, 5 stars3 weeks ago
Beautiful home with great communal space for our family gathering. This is just what we needed. Thank you!!
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!
Top Guest favourite
Home in North Haven
5 out of 5 average rating, 145 reviews

Luxury Stay in Expansive Historical Home

AlisaRating, 5 stars1 week ago
I will definitely come back to stay here! Actually, I have made more reservation to stay at this place in the future! If Michael will list more properties on airbnb , his listings will always be my 1st choice!
Guest favourite
Home in Uncasville
4.91 out of 5 average rating, 129 reviews

Thames River Cottage · Near Casinos + USCGA

UlyssesRating, 5 stars2 days ago
It was very comfortable living space a beautiful scenery
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 41 reviews

Hot Tub and pool Home away from home

KristenRating, 5 stars5 months ago
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!
Guest favourite
Home in Lake Pocotopaug
4.94 out of 5 average rating, 18 reviews

Lake House, Pet-Friendly

KivieRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Haddam
4.97 out of 5 average rating, 29 reviews

The Farmhouse Stay

MarisaRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in East Haddam
5 out of 5 average rating, 24 reviews

Pet-Friendly Getaway in Historic East Haddam Home

LaurenRating, 5 stars2 weeks ago
Me and a few friends spent the weekend at Lauren’s since we had a wedding in East Haddam. Lauren’s home was lovely, and we especially loved the friendly chickens in the backyard! The beds were extremely comfortable and the home was perfect for our needs. Thank you so much for having us!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment 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!
Guest favourite
Apartment in Ashford
4.97 out of 5 average rating, 254 reviews

Enjoy a Farm Stay without the Work

TheresaRating, 5 stars1 month ago
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!!!
Guest favourite
Apartment in Winsted
4.91 out of 5 average rating, 380 reviews

Gateway to the Berkshires

ThayerRating, 5 stars2 weeks ago
The place was beautifully decorated and everything from the plants to the antiques was wonderful to see. This is the perfect place for any stay and they only ask that you respect the possessions. John was very responsive in helping us for a late check in.
Top Guest favourite
Apartment in Deep River
4.93 out of 5 average rating, 147 reviews

Lovely Garden-Level Apartment in Heart of Town

ElizabethRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment 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
Guest favourite
Apartment in Westville
4.93 out of 5 average rating, 233 reviews

Perfect for Yale and New Haven Visits

ChristianRating, 5 stars3 weeks ago
I had a great stay! The location is excellent—safe and close to a convenient store. The house is cozy, modern, and very comfortable. The hosts were incredibly responsive and helpful with all my needs. Highly recommend!
Superhost
Apartment in New Haven
4.95 out of 5 average rating, 371 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

PimpatRating, 5 stars1 week ago
The apartment is cozy and quiet, perfect for a comfortable stay. It’s within walking distance to a coffee shop and several restaurants, making it easy to grab a bite or a drink nearby. Tatenda is a wonderful host—very kind, responsive, and helpful throughout the stay.
Top Guest favourite
Apartment in Berlin
4.91 out of 5 average rating, 100 reviews

Pond View Retreat I in Central CT

RoryeRating, 5 stars2 weeks ago
Sally's pond view apartment is a great place to stay. Because so many of the necessities of home are provided, it's easy to get comfortable right away. There are little touches all around, like beautiful watercolor prints, that charmed me. The grounds are pretty and well maintained with lots of flowering plants and areas where you can sit a spell. The gorgeous pond is a bonus, with its very own resident swan. There's delicious dining close by as well as grocery stores if you're inclined to cook because you can since the apartment's kitchen area is well stocked with cooking tools. Since we were staying for a while, I appreciated the laundry room and not having to go to a laundromat. I was also thankful for a chance to meet Sally & Pete who are warm and knowledgeable hosts. I would recommend a stay at Sally's.

Condo rentals with outdoor seating

Top Guest favourite
Condo 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!
Superhost
Condo in North Fork
4.85 out of 5 average rating, 136 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars3 weeks ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
Guest favourite
Condo in Uncasville
4.94 out of 5 average rating, 32 reviews

Cozy Vacation Villa 5 minutes from Mohegan

WilliamRating, 5 stars3 weeks ago
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
Superhost
Condo in Old Saybrook
4.89 out of 5 average rating, 74 reviews

Seashore getaway - CT shoreline

RussellRating, 5 stars2 weeks ago
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.
Top Guest favourite
Condo in Uncasville
4.98 out of 5 average rating, 183 reviews

Peaceful Oasis steps from Mohegan Sun

RaeneshaRating, 5 starstoday
Christina’s place is exactly as described and what you see in a photo. It is very clean and feels like you’re right at home. The place is clean and will book again. Thank you again.
Top Guest favourite
Condo 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.
Guest favourite
Condo in North Fork
4.92 out of 5 average rating, 140 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
Condo in Uncasville
4.94 out of 5 average rating, 170 reviews

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

NicolleRating, 5 stars6 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 Middletown

  • Total rentals

    30 properties

  • Nightly prices starting at

    $83 NZD 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

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