Vacation rentals with outdoor seating in Westport

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Westport outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A bright living area features a white sofa paired with a matching armchair. A wooden coffee table occupies the center, decorated with a small plant and a tray. Natural light streams in through large windows, illuminating the textured area rug and surrounding decor.
Home in Westport
5 out of 5 average rating, 28 reviews

Westport Beach Haven - Perfect Coastal Getaway

SophieRating, 5 stars1 week ago
Marina’s place in Westport was great. It’s 5 min driving distance from everything, and the house is clean and stocked. My family of 4 was very comfortable. Marina also went out of her way to help us secure a crib for our toddler, and had gorgeous (truly!) fresh flowers all over the house. Would definitely stay again.
Guest favorite
A welcoming living area features a pink sectional sofa and two light-colored armchairs, arranged around a geometric area rug. A round side table holds a vase with sunflowers, while large windows provide natural light. A decorative wall art piece adds visual interest.
Home in Fairfield
4.97 out of 5 average rating, 68 reviews

Modern Beach Bungalow

AmyRating, 5 stars1 month ago
Megan was wonderful flexible and saved us from a yucky hotel stay! He place is immaculate and comfortable and a quick walk to a peaceful little beach.
Guest favorite
The entrance features a striking red door framed by elegant black detailing. Two planters with lush green foliage are positioned at either side. The surrounding white siding and black windows create a classic, welcoming facade.
Home in Easton
5 out of 5 average rating, 28 reviews

Historic Designer City Getaway

FayRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.
Top guest favorite
A bright bedroom features two twin beds with white wood frames, positioned on either side of a decorative fireplace. A round wicker table sits at the center, adorned with a vase of flowers. Light streams in through multiple windows, creating a warm ambiance.
Home in Brookfield
4.98 out of 5 average rating, 148 reviews

Stay at Old Dorset Farm & create lifelong memories

KarenRating, 5 stars2 weeks ago
We had a wonderful stay. The home is beautiful, and the hosts were very thoughtful. The crib we requested for our 1-year-old was already set up when we arrived, complete with a soft blanket and pillow. There was plenty of firewood for cozy fires in both indoor fireplaces, and our kids loved making s’mores outside. Ninka was warm, responsive, and helpful throughout our stay.
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars2 days ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Top guest favorite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.99 out of 5 average rating, 101 reviews

Captain’s Cottage Water Views -3 Bdrm

JennyRating, 5 stars4 weeks ago
The Captain’s Cottage was beautiful and exactly like the pictures. We walked (with umbrellas) to the quaint shops and restaurants and along the harbor. It was a perfect location to breathe some sea air, and just a short drive to the Long Island Railroad for time in the city. We just had the best time and Kim was a wonderful and accessible host!
Guest favorite
A bright living area features two plush sofas, one in a muted beige and the other in a deep blue, positioned around a circular wooden coffee table. Light-colored curtains adorned with a coral pattern frame the windows, while shelves on the walls display decorative items.
Home in Bridgeport
4.96 out of 5 average rating, 100 reviews

Families|Charming |King Bed| Near SHU

LaviniaRating, 5 stars2 weeks ago
Beautiful spacious home with everything you need. The house was in pristine condition, quiet location, and to boot everything worked. The bottom floor was like a separate apartment space. I loved everything about the house.
Guest favorite
A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.
Home in Commack
4.99 out of 5 average rating, 139 reviews

GOOD VIBEZ HOUSE! Golf-Heated Pool-HotTub-GameRm!

AliceRating, 5 stars2 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

Apartment rentals with outdoor seating

Guest favorite
An outdoor seating area is presented with a comfortable couch adorned with colorful throw pillows. A small table features a decorative item, while a vibrant side table adds a pop of color. A patterned rug complements the space, surrounded by greenery.
Apartment in Milford
4.95 out of 5 average rating, 108 reviews

Downtown, Private balcony, 1gb fiber Wi-Fi

AbbeyRating, 5 stars3 weeks ago
This was the perfect place for our stay in Milford! Each room/space was spotless, the furniture was super comfortable, and everything was stocked well. They clearly want their guests to feel at home. We appreciated how flexible and understanding the hosts were for check in and check out. Plus there were so many incredible walkable restaurants/bars nearby- and the hosts gave lots of great recs! We’ll definitely book again here next time we’re in the area!
Top guest favorite
A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.
Apartment in Milford
4.95 out of 5 average rating, 161 reviews

The Boathouse, private downtown Harborside suite

ZoeRating, 5 stars4 days ago
⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!
Guest favorite
A dining area features a patterned tablecloth covering a wooden table, set for four with placemats. Natural light enters through large windows, illuminating a comfortable living room area with a sofa and side table. A decorative piece sits at the center of the table.
Apartment in Port Jefferson Station
4.96 out of 5 average rating, 186 reviews

All Private Bright Spacious Close to All

MichaelRating, 5 stars2 weeks ago
I really enjoyed myself on this brief stay and would gladly stay again the next time I’m on Long Island. Everything was positive, from my communication with Edward, to their flexibility when I overslept, to the comfort of the bed. Highly recommended if you’re on Long Island and don’t feel like staying at a hotel.
Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 438 reviews

Hudson River Peaceful Getaway, Explore from here

AlexisRating, 5 stars4 days ago
Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!
Guest favorite
A welcoming living space is shown, featuring a large flat-screen TV displaying a beach-themed greeting. A light wood dining table with chairs is set, accompanied by a fully equipped kitchen with wooden cabinets and modern appliances. Natural light filters in through the windows.
Apartment in West Haven
4.91 out of 5 average rating, 519 reviews

entire, private apartment close to the beach

KatieRating, 5 stars5 days ago
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!
Guest favorite
A bright, open living space features a spacious bed and a comfortable sofa, complemented by a dining table with chairs. Light wood flooring enhances the modern design, while recessed lighting is installed in the ceiling, creating an inviting atmosphere.
Apartment in Port Jefferson Station
4.9 out of 5 average rating, 116 reviews

The Elite Enclave

SarmadRating, 5 stars1 week ago
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience
Guest favorite
A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.
Apartment in Redding
4.94 out of 5 average rating, 484 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

JosephRating, 5 stars2 weeks ago
The hosts were incredibly responsive and accommodating. The property and the space were gorgeous. The amenities were top notch and the kitchen ( which we took full advantage of ) had everything we needed. Would stay again in a heartbeat and would recommend it to anyone in need of a peaceful private getaway.
Top guest favorite
A serene garden area is seen, featuring lush green grass and vibrant flowerbeds with orange blooms. A tranquil pond is visible in the background, surrounded by trees and natural landscaping, creating a peaceful outdoor setting.
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars1 week ago
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

Condo rentals with outdoor seating

An open living area features a glass dining table surrounded by four black chairs. A modern ceiling fan is positioned above. The kitchen is equipped with stainless steel appliances and wooden cabinetry. A small seating area with a futon is visible in the background.
Condo in Wooster Square
4.93 out of 5 average rating, 29 reviews

Cozy one bedroom apartment in Wooster street

Ana LuizaRating, 5 stars14 months ago
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!
Superhost
A two-story home is showcased with light-colored siding and vibrant red shutters. The entrance is marked by a white railing and steps leading to the front door. An American flag proudly stands on a flagpole in the front yard, bordered by a white picket fence.
Condo in Highland Falls
4.96 out of 5 average rating, 107 reviews

Cozy West Point Hide Away and Cadet’s Get Away

GinaRating, 5 stars3 days ago
Great Airbnb! Great Host! Perfect for visiting West Point
A neutral-toned sofa is positioned against a light wall, complemented by a textured cream throw and a striped accent pillow. A framed wall hanging with the phrase 'Welcome Home' adds a touch of warmth and inviting ambiance to the living space.
Condo in South Norwalk
4.84 out of 5 average rating, 25 reviews

*New Studio in the heart of Downtown Norwalk*

SummerRating, 5 stars1 week ago
I stayed in this airbnb for 2 weeks and thoroughly enjoyed my stay. The location can’t be beat; My guest and I walked to the beach, the movies, the aquarium, Norwalk riverwalk, the train station, and at least 30+ restaurants. The apartment itself was a comfortable size for 1-2 people. It was very clean and the kitchen had everything you’d need for your stay. There was a small balcony, which was nice for some fresh air with your morning coffee. Nicole gave plenty of local recommendations and was very responsive. Would stay again!
Superhost
Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.
Condo in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.
A well-appointed bedroom features a spacious bed layered with white and yellow bedding. An accent mirror is placed above a small table, and a modern chair adds to the decor. Natural light filters through a window adorned with light curtains.
Condo in Englewood
4.41 out of 5 average rating, 46 reviews

Lovely 3-bedroom condo in Englewood

Chimezie UdozorhRating, 5 stars2 weeks ago
We enjoyed our stay. Perfect for our children and the place was cozy and matched the pictures listed. Beware of parking we did get our car towed from inadvertently blocking a nearby driveway. Also there is a day care below but it was closed on the weekend so no noise concerns or anything. Would certainly stay here again if we were in the area. Georgia was very responsive and answered all our questions.
A living room showcases a dark leather sofa facing a wooden coffee table, adorned with books and a decorative item. A 120-gallon aquarium is positioned on the left, featuring vibrant aquatic life. A floor plant is visible in the corner, complemented by a ceiling fan and artwork on the wall.
Condo in Port Chester
4.92 out of 5 average rating, 73 reviews

Perfect Capitol Theater Spot

LyndseRating, 5 stars1 week ago
Such a great space and place for a colleague and me on a short one night trip. With a cool fish tank too! Great amenities and very clean. Shy of arrival a garage spot opened and Dave was very helpful in providing that option for a small fee. Easier knowing you have a safe, covered and gated parking spot too! Although the area seemed really safe anyways. Great hospitality.
A bright entryway leads to a dining area furnished with a round table and wire chairs. Natural light enters through the front door, illuminating the space. A floral centerpiece adorns the table, while a contemporary light fixture hangs above.
Condo in New Milford
4.75 out of 5 average rating, 28 reviews

Lovely Modern 2-bedroom condo near Candlewood Lake

VitoRating, 5 stars20 months ago
The house was very clean and modern. It had everything we needed for a weekend stay. The location is perfect! It's very close to downtown New Milford and restaurants. Would definitely recommend staying here!
A spacious living area features high ceilings and a large window allowing ample natural light. A blue sofa is positioned next to a round coffee table. An electric fireplace is visible, with a stylish TV mounted on the wall. Artwork adds character to the space.
Condo in Norwalk

Norwalk Loft with Private Patio

JuniorRating, 5 stars1 week ago
Amazing spot, she even left a gift for our pet for when we checked in. Everything was spot on! Thank you Calla!

Quick stats about vacation rentals with outdoor seating in Westport

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    1.6K 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

Destinations to explore