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Vacation rentals with outdoor seating in Middletown

Find and book unique accommodations with outdoor seating on Airbnb

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Popular amenities for Middletown outdoor seating rentals

House rentals with outdoor seating

Guest favourite
Home in North Fork
4.94 out of 5 average rating, 34 reviews

Bailey House

ZarinaRating, 5 stars7 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Superhost
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 favourite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars4 weeks ago
It was wonderful stay and I’d go back anytime
Top guest favourite
Home in North Fork
5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

TrishRating, 5 stars7 months ago
Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!
Top guest favourite
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars2 weeks ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

NicoleRating, 5 stars4 months ago
We had such a wonderful stay here over New Years. Like many other reviews have stated, pictures do not do this home justice. It’s so much larger and more spread out than we expected. Perfect layout for two couples where we each felt like we had our own place, with plenty of cozy spaces to hang out too. The kitchen is SO well equipped for anything and everything. Beds and sofas were super comfortable and the we loved all of the charming touches of this historical home. The location is fantastic too. Walking distance to everything you could need and a quick drive to so many beautiful areas. I can imagine spending hours in the backyard when the weather is warmer too!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars3 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Top guest favourite
Home in Woodmont
4.92 out of 5 average rating, 257 reviews

Bright and Breezy Cottage by the Sea

RachelRating, 5 stars1 week ago
My family and I have stayed at a ton of different airbnbs, vrbos and vacation rentals both stateside and abroad and I have to say Anne’s property is among one of the best we’ve stayed in. We were traveling with twin toddlers and the space was perfect. Anne is very friendly, the place is larger than we expected, very clean and you can tell Anne cares to the make the best experience possible. All the little touches were so wonderful - she has beach chairs, reusable beach bags, sunscreen, books, kids toys, coloring accessories, balls and toys, an outdoor game, hammock, lanterns, lights, fire pit and wood, you name it - it’s there. It was one of the most convenient stays we’ve had. We’d love to return and I couldn’t recommend it enough!!

Apartment rentals with outdoor seating

Guest favourite
Apartment in Stafford
4.94 out of 5 average rating, 149 reviews

Modern Industrial Apartment with rooftop access

BarbaraRating, 5 stars1 month ago
This Airbnb is so homey. We enjoyed our stay and will rent it again.
Guest favourite
Apartment in Stonington
4.97 out of 5 average rating, 117 reviews

The Mystic Surfside Getaway 1-BD Apt

MichaelRating, 5 stars1 week ago
Our stay at Jennifer's place was excellent. We wish we could have stayed much longer. The apartment is in a quiet neighborhood just a few minutes drive from all the Mystic attractions (and a short walk from the very necessary wine shop and pizza joint! ) We loved our little balcony just outside the living room. My wife and I would absolutely stay here again!
Guest favourite
Apartment in East Lyme
4.96 out of 5 average rating, 114 reviews

Lakefront Luxury on Pattagansett

BinodRating, 5 stars1 week ago
Kevin is a great Host - very responsible and accountable. We fully enjoyed staying his place. He was always willing to help while needed. The AirBnB is clean and has full of required amenities. We left some stuffs while checking out, he communicated quickly and shipped it out very fast. I highly recommend to stay at his place at East Lyme, CT.
Top guest favourite
Apartment in Torrington
4.98 out of 5 average rating, 163 reviews

Apartment on Main St.

JoanRating, 5 stars4 days ago
As usual, I so much enjoyed my stay. Molly was hard at work in her beautiful flower garden, which are lovely to see first thing in the morning. I'll be back, for sure.
Guest favourite
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.
Top guest favourite
Apartment in North Fork
4.96 out of 5 average rating, 143 reviews

Upscale Newly Constructed Apartment

MeghanRating, 5 stars1 week ago
The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!
Guest favourite
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 245 reviews

Squire Chase House

ErinRating, 5 stars7 months ago
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!
Guest favourite
Apartment in Middlebury
4.92 out of 5 average rating, 119 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars1 week ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.

Condo rentals with outdoor seating

Top guest favourite
Condo in Norwich
4.98 out of 5 average rating, 102 reviews

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed

TattianaRating, 5 stars6 days ago
Kim’s place was perfect for what me and my daughter needed. We were in the area celebrating her 15th birthday. The villa was clean, and quaint. The decor of the room was peaceful and warm. And most importantly it was CLEAN, no complaints! Kim was responsive and proactive in her communication. Will definitely visit again in the future and recommend to any friends and family who might travel that direction.
Superhost
Condo in North Fork
4.84 out of 5 average rating, 130 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

CynthiaRating, 5 stars3 weeks ago
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway
Top guest favourite
Condo in Montauk
5 out of 5 average rating, 222 reviews

Montauk Waterfront Condo w/ Sunset Views

MollyRating, 5 stars2 weeks ago
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!
Top guest favourite
Condo in Norwich
4.98 out of 5 average rating, 177 reviews

Peaceful Oasis steps from Mohegan Sun

StacyRating, 5 starstoday
We really enjoyed our stay. The villa was well decorated, clean, and cozy. It had such a relaxing vibe, I wish we had more time there. It was close to the casino and walking distance to the spa. It was great qetaway. The host also went out of the way to add personal touches.
Top guest favourite
Condo in Norwich
4.98 out of 5 average rating, 135 reviews

The Vacay Villa

JamieRating, 5 stars2 weeks ago
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!
Guest favourite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Top guest favourite
Condo in Montauk
4.95 out of 5 average rating, 119 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars7 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Guest favourite
Condo in Montauk
4.83 out of 5 average rating, 176 reviews

Coastline View Studio

DylanRating, 5 stars6 months ago
This was absolutely perfect for our wedding weekend in Montauk. We were so close to everything which made it very convenient. The room was perfect and loved the clothing rack perk! Everything was clean and loved the skylights in the unit and the patio overlooking the water. 10/10 woud definitely stay here again!

Quick stats about vacation rentals with outdoor seating in Middletown

  • Total rentals

    30 properties

  • Nightly prices starting at

    $69 CAD 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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