Vacation rentals with outdoor seating in Middlesex County

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Middlesex County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A garden area features a pink wooden bench surrounded by lush green grass and blooming hydrangeas in shades of blue and purple. To the side, two white metal chairs complement a nearby white birdhouse, creating a serene outdoor spot.
Home in East Hampton
4.95 out of 5 average rating, 60 reviews

Country getaway - huge yard, pool

KetwlyRating, 5 stars6 months ago
Our stay was wonderful. Lena is the perfect host. We are already talking about going back next fall!
Superhost
A grassy area is framed by large trees, providing shade and a view of the serene waterfront. Two lounge chairs sit comfortably on the lawn, facing the expansive landscape, which includes lush greenery and a gazebo positioned near the water.
Home in Old Lyme
4.76 out of 5 average rating, 37 reviews

Stunning house on CT river !

KatelynRating, 5 stars1 month ago
Marina’s home is beautiful! We were there for a night and took advantage of the well situated kitchen during our stay. The place was easy to find and very clean, beds were comfortable, and the views of the river were lovely.
Guest favorite
The exterior of the house features a multi-level deck and abundant autumn foliage in vibrant colors covering the ground. Two decorative benches are situated in the foreground, offering a tranquil spot to enjoy the surrounding nature.
Home in Chester
4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

TimRating, 5 stars6 months ago
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.
Top guest favorite
A charming residential home is framed by a lush green lawn and surrounded by tall trees. The white exterior features a classic design, while a stone wall borders the property. A gravel driveway leads to the house, inviting guests to explore the serene setting.
Home in Madison
5 out of 5 average rating, 28 reviews

Stylish Modern Home, 4-Bedroom, Madison CT

AlanRating, 5 stars1 month ago
Sascha was a terrific host and we had a wonderful stay at his home. The home was beautiful: plenty of space to spread out, relax, and everything was incredibly clean and tidy. It was also well-stocked with everything you could need. We appreciated Sascha's friendly demeanor, and he was a pleasure to communicate with. We hope to return here in the near future for another stay.
Top guest favorite
The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

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

SueRating, 5 stars1 week 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.
Superhost
A coastal view is presented with sandy access leading to the water. Flanking the path, vibrant pink flowers in large planters add color. The house features a light exterior and is set against a backdrop of blue skies dotted with white clouds.
Home in Clinton
4.71 out of 5 average rating, 90 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

MaryRating, 5 stars2 days ago
This house was very good for me and my friends and we would love to go back!
Guest favorite
A charming backyard area is featured, showcasing a stone fire pit surrounded by blue Adirondack chairs. A hammock and a small table with an umbrella provide additional seating options, while a storage shed adds functional space. Lush greenery and a clear sky enhance the serene setting.
Home in East Hampton
4.92 out of 5 average rating, 93 reviews

Clean private home near Lake Pocotopaug!

CathyRating, 5 stars4 months ago
I highly recommend this property. It was perfect for our Christmas visit with family. The furniture and beds were very comfortable. We truly enjoyed our stay in East Hampton. We will be back!
Superhost
The exterior of the property features a multi-level design with a wooden deck and railing. Two chairs are positioned on the upper deck, while a shaded area below includes four high-backed bar stools in front of a counter. Large glass doors provide access to the interior.
Home in Madison
4.89 out of 5 average rating, 44 reviews

Coastal getaway with water views in every room

KathyRating, 5 stars8 months ago
Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!

Apartment rentals with outdoor seating

Top guest favorite
A spacious living room features two comfortable white couches and a small table adorned with flowers. Light filters through the windows, casting a warm glow. A desk with a lamp and decorative wall accents complete the inviting atmosphere.
Apartment in Clinton
4.98 out of 5 average rating, 44 reviews

Shoreline Oasis

SabrinaRating, 5 stars3 months ago
Beautiful tranquil home and in a great location . Friendly gracious hosts. Would definitely stay there agin.
Superhost
A cozy living area features a gray sofa and ottoman, complemented by an artistic wall decoration. A spiral staircase leads to a lofted space above. Natural light streams in from the window, highlighting the exposed beams and the elegant architecture of the room.
Apartment in East Haddam
4.79 out of 5 average rating, 283 reviews

The Federal Suite at the Wisteria Rest

NicholasRating, 5 stars1 day ago
Everything was great!
Guest favorite
A cozy living area is presented with a neutral color palette. A comfortable sofa is draped with a textured throw, and an organic wooden coffee table is centered within the space. Art prints adorn the walls, while natural light gently illuminates the room.
Apartment in Westbrook
4.95 out of 5 average rating, 21 reviews

Meadowview & Pondside Retreat

JanetRating, 5 stars1 week ago
Becky is a wonderful host, the bungalow is airy, sunny with large windows that all have a view of the lake with a variety of birds to watch. The outside sitting area is great for morning coffee. We took a relaxing walk around the lake which is butted up to a state park.The surrounding towns are a must to visit especially Chester, which is my favorite. We will visit again !
Top guest favorite
A light-colored sofa is positioned in front of a wall adorned with a scenic artwork. A dark ottoman sits in the center of the room, complemented by a comfortable green armchair nearby. Natural light streams in from a window above the entrance.
Apartment in Clinton
4.99 out of 5 average rating, 68 reviews

Cozy Shoreline Getaway

FrederickRating, 5 stars4 months ago
Comfortable accommodation. Everything you could ask for. We we’re lucky to stay longer over the holiday. Dave and Charlene are great hosts, great communicators. We plan to stay at this location whenever we vist family in Connecticut.
Top guest favorite
The living area features a high ceiling with large windows, allowing natural light to brighten the space. A comfortable sofa adorned with colorful pillows sits opposite two red armchairs. A wooden coffee table holds various books and a decorative tray, creating an inviting gathering spot.
Apartment in Branford
4.97 out of 5 average rating, 105 reviews

Ridgeview Suite at Stony Creek Depot

HunterRating, 5 stars5 months ago
The photos don't do it justice—this charming place is even more spacious than it looks online. The vintage decor added a cozy touch that made us feel right at home. Highly recommend!
Top guest favorite
A spacious living area features a wood-burning fireplace surrounded by built-in shelves filled with books and decor. A large flat-screen TV is mounted above the fireplace. Comfortable seating includes a blue armchair and a sofa, with a wooden coffee table at the center.
Apartment in Chester
4.98 out of 5 average rating, 165 reviews

Charming Chester Retreat - Cottage

EricRating, 5 stars1 month ago
My wife and I absolutely loved this cottage. It far exceeded our expectations. I felt so much at home, I almost went out and picked up the mail!There were so many supplies in the kitchen, a thoughtfully laid out living room and bedroom, a heavenly soaking tub in the bathroom, and serene surroundings. Everything was thought of from tasteful decor to plenty of firewood for the wood-burning fireplace and even an unopened toothbrush and other toiletries in the bathroom (including 2-ply!! ) It raised my standard for future rentals. We are lucky enough to travel several times a year. When we do, we almost exclusively stay at Airbnb‘s. This one was by far the most comfortable we’ve stayed at in many years. Thank you very much for the perfect visit to Connecticut
Guest favorite
The living area features an inviting sectional sofa placed on a textured area rug. Natural light enters through a large window with white frames. Exposed wooden beams add character to the ceiling, while a potted plant brings a hint of greenery to the space.
Apartment in Guilford
5 out of 5 average rating, 41 reviews

Historic 2 bdrm apartment in downtown Guilford

LeslieRating, 5 stars5 months ago
My daughter and her husband stayed at this lovely location over Thanksgiving- needed some extra accommodations beyond our local home. They reported that it was a perfect place for them - clean, spacious, walkable and nicely furnished. We will definitely return when in need of additional accommodations. Highly recommend.
Top guest favorite
A comfortable living area features a gray sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, holding books and games. Natural light filters through a nearby window, illuminating the rustic wood-paneled wall and warm-toned floor.
Apartment in Deep River
4.93 out of 5 average rating, 144 reviews

Lovely Garden-Level Apartment in Heart of Town

CareyRating, 5 stars2 months ago
My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.

Condo rentals with outdoor seating

Top guest favorite
The main living area features a comfortable seating arrangement with patterned armchairs and a gray sectional sofa. A round coffee table sits in the center, complemented by dark poufs. Natural light enters through large windows, and a cozy fireplace adds warmth to the space.
Condo in Norwich
5 out of 5 average rating, 33 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

BonnieRating, 5 stars1 month ago
We had a wonderful stay. The house was beautiful and clean and had everything we needed. Erin was so easy to communicate with. I would recommend this house for anyone visiting the area.
Top guest favorite
The exterior features a charming patio with a stone surface, bordered by lush greenery and flower beds. Two white rocking chairs are positioned near the entrance, providing a serene spot to enjoy the surrounding landscape. Natural light enhances the inviting atmosphere.
Condo in Norwich
4.98 out of 5 average rating, 102 reviews

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

TattianaRating, 5 stars1 day 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
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in Greenport
4.84 out of 5 average rating, 129 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

DanielleRating, 5 stars3 weeks ago
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!
Superhost
A cozy living area is furnished with a beige sofa, a round wooden coffee table, and stylish light blue armchairs. A large window allows natural light to fill the space. Potted plants add a touch of greenery, creating a relaxed atmosphere.
Condo in Old Saybrook
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
Top guest favorite
A cozy bed is decorated with plush pillows and a textured throw. A decorative tray holds two glasses, a wine bottle, and a card, all resting on the bed. Colorful balloons and a bouquet add a festive touch to the inviting space.
Condo in Norwich
4.98 out of 5 average rating, 175 reviews

Peaceful Oasis steps from Mohegan Sun

JacquelineRating, 5 stars1 week ago
We loved our time at Christina’s villa! I mentioned to her that it was a mini honeymoon getaway and Christina left us a bottle of wine, chocolates, a nice card and some other snacks! The villa smelled extremely clean and nice upon entry. The extra amenities such as toothbrushes, and everything else you might have forgotten was a great added touch! We will definitely be back for another stay and will be recommending to others as well!
Top guest favorite
A living area features a comfortable sofa and two armchairs, arranged around a rustic coffee table. A fireplace is set into a stone mantel, and a large television is mounted on the wall. Sliding doors lead to a private balcony, allowing natural light to fill the space.
Condo in Norwich
4.98 out of 5 average rating, 134 reviews

The Vacay Villa

JamieRating, 5 stars1 week 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 favorite
Condo in Greenport
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.
Guest favorite
The three-story building is presented with a light-colored exterior, showcasing various architectural features. A sign reading 'Purtill Ave' is visible in front, alongside parked vehicles. The surrounding area is open, with grassy patches and nearby residences, under a soft twilight sky.
Condo in Old Lyme
4.92 out of 5 average rating, 13 reviews

The Bridge at Soundview · Beach+OceanView+Sunrise

OwenRating, 5 stars1 month ago
Was a great place, extremely private and convenient for large groups. Very helpful and accommodating hosts. Would definitely recommend to anyone looking to get away for a few days with friends or family.

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