Vacation rentals with outdoor seating in Kent County

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Kent County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A serene beach scene captures a vibrant sunset, with warm colors reflecting over the calm water. The sandy shore leads to gentle waves, while silhouettes of trees and a distant pier add depth to the peaceful landscape.
Home in Rock Hall
5 out of 5 average rating, 12 reviews

Bay Beach Oasis

JamesRating, 5 stars6 months ago
Curtis was a wonderful host -- super responsive when we had questions, made certain we arrived safely and securely, had the house spotless on arrival and really took care to make us as comfortable as possible. Sleeping was a dream -- new mattresses and the freshest linens. Rock Hall is lovely, quiet bayside town for a real getaway, and an easy drive to other spots on the Eastern Shore.
Top guest favorite
Home in Chestertown
4.97 out of 5 average rating, 29 reviews

River Cottage, Chestertown

FranklinRating, 5 stars7 months ago
Beautiful location and the bikes, kayaks and fire pit all added fun and relaxation to our stay! Close enough to Chestertown to enjoy the farmers’ market and shopping and far enough out to be a peaceful retreat.
Top guest favorite
A brick patio is featured with a large picnic table, ideal for outdoor dining. Two Adirondack chairs are positioned nearby, providing comfortable seating. String lights are suspended above, enhancing the cozy atmosphere. Lush greenery surrounds the space, adding privacy and a natural charm.
Home in Chestertown
4.96 out of 5 average rating, 82 reviews

2 Beds, 2.5 Baths, Perfect Downtown Location

DianeRating, 5 stars2 weeks ago
Easy check-in, great location, bedroom each had a bathroom and a half bath downstairs. Very pleasant stay- we would definitely come back again.
Top guest favorite
A bright sunroom features large windows that allow natural light to fill the space. Comfortable seating includes a vibrant pink sofa and two green chairs beside a small accent table. A soft area rug lays on the floor, enhancing the cozy atmosphere.
Home in Chestertown
5 out of 5 average rating, 36 reviews

In Town Chestertown Rancher (1 Block to College)

ColleenRating, 5 stars1 month ago
This was a perfect home for a 60th celebration. The home was spotless, beds so comfortable, kitchen well appointed. Host left touches for guests to feel comfortable and welcomed. Quiet neighborhood, great backyard and close enough to walk to stores, resturants and Washington College. I would highly recommend this home for a familiy or friends get away.
Superhost
A charming two-story house is set within a green lawn, framed by large trees. A covered porch features several chairs, inviting relaxation. The exterior is painted in warm yellow tones, with windows offering glimpses of the interior and garden areas visible through the landscaping.
Home in Centreville
4.63 out of 5 average rating, 92 reviews

Peaceful Acres Guest House (A Nature's Getaway)

AnneRating, 5 stars6 months ago
The house was comfortable, clean and quiet. It was exactly what I was looking for to participate in a nearby competition. There were minor issues that the host addressed quickly and we got back to our vacation. Would stay here again.
Guest favorite
A spacious deck is shown with a long wooden dining table and several chairs, surrounded by lush greenery. A centerpiece of flowers is placed on the table, and potted plants are positioned along the railing, enhancing the outdoor setting.
Home in Chestertown
4.96 out of 5 average rating, 24 reviews

Lotus House: porches, decks, yard, beach access

ChrisRating, 5 stars3 months ago
We had a great stay here, very relaxing. The home is very comfortable. We were there in January, so we appreciated the space and comfort.
Top guest favorite
Home in Rock Hall
5 out of 5 average rating, 35 reviews

Water Views in Rock Hall

FradelyRating, 5 stars6 days ago
Both hosts were so responsive to my questions. The house had everything I needed truly for my guests and I to enjoy ourselves. The surround sound system was such a nice touch. All the bathrooms were nice and the kitchen had everything in terms of utensils to cook fab meals. It is in the very rural side of Maryland and there isn’t a ton to do, but wow the house was beautiful and beyond peaceful.
Guest favorite
A shimmering in-ground pool is surrounded by a spacious deck featuring lounge chairs. A shaded patio area can be seen nearby, offering seating and an umbrella. Lush greenery provides privacy, while a wooden fence encloses the pool area, blending with the natural surroundings.
Home in Millington
4.86 out of 5 average rating, 57 reviews

The Peaceful Getaway (with private pool & hot tub)

AbderrahmaneRating, 5 stars1 week ago
it's beautiful and peaceful ❣️ place to visit. all my family love it and Martha is a great host. I appreciate it 🙏 hopefully I'll visit it again

Apartment rentals with outdoor seating

Top guest favorite
The outdoor deck features a mix of seating options, including round and square tables surrounded by chairs. Lush greenery from nearby trees creates a serene backdrop, while natural light brightens the space. The wooden surface shows signs of weathering, emphasizing a rustic feel.
Apartment in Rock Hall
4.97 out of 5 average rating, 30 reviews

Traveler Guest Suite - Cinnamon By The Bay

VictoriaRating, 5 stars1 month ago
Deborah was a great host! Very communicative and helpful when we had questions. The contactless checkin could not have been easier. The place was super clean and had the things you need to be comfortable. We loved that it was right in town and very walkable to restaurants, grocery store, West Marine and the hardware store. It’s the perfect spot for boat cruisers who have a boat on the hard and can’t live aboard while doing the work.
Top guest favorite
A covered porch area features a light-colored sofa and two wicker chairs, arranged around a small table. Sheer curtains frame the space, allowing soft light to filter through. Columns support the ceiling, enhancing the modern and airy feel.
Apartment in Chestertown
5 out of 5 average rating, 10 reviews

114 High Street First Floor Unit Chestertown

KeithRating, 5 stars2 weeks ago
I have stayed at this property before and it is always a great experience. Katie is a wonderful, responsive, host. The welcome basket and handwritten note are thoughtful details. I very much look forward to my next opportunity to stay in Katie’s house again.
Guest favorite
A cozy living room area includes a blue couch with decorative pillows, situated on a patterned rug. A wooden bookshelf and a small table with a lamp are visible. Natural light enters through the window, highlighting the room's neutral tones.
Apartment in Worton
4.97 out of 5 average rating, 34 reviews

Elliott House Historic Home Near Chesapeake Bay

JamesRating, 5 stars1 month ago
Good communication, worked with us on check in and checkout really great host
Top guest favorite
A spacious community deck features a combination of metal and plastic seating options. Several tables are arranged for outdoor dining. Surrounding trees provide a natural backdrop, and sunlight filters through, creating a bright and inviting space for relaxation and socializing.
Apartment in Rock Hall
5 out of 5 average rating, 93 reviews

Inspiration Guest Suite - Cinnamon By The Bay

DavidRating, 5 stars4 months ago
Comfortable, self-contained, with full kitchenette. Hotel-level of cleanliness. Comfortable bed. Short walk to bayside. Short drive to the stunning Eastern Neck Wildlife Refuge, a must see. In winter many of the surrounding shops have limited hours or are closed.
Guest favorite
A shared front porch displays a welcoming atmosphere with a blue adirondack chair and a wooden chair positioned on a painted red floor. Light strings are noted for evening illumination, and a white door leads to inside the apartment.
Apartment in Chestertown
4.9 out of 5 average rating, 78 reviews

1-br apt in downtown Chestertown (Unit 1)

SusanRating, 5 stars1 month ago
We found this beautiful place when we needed a dog-friendy rental for our large dog while visiting our son at college. The rental is in a fanatic location, a very short walk to the waterfront and downtown Chestertown and its great shops and restaurants. The rental was immaculate and very comfortable. It had everything we needed. The backyard was more private than we thought and our dog enjoyed playing fetch in the back. The bedding was comfortable and relaxing. The host was very responsive and helpful. Great experience! Thank you!

Condo rentals with outdoor seating

Top guest favorite
A three-story historic building is showcased, featuring elegant white siding and dark shingles on the roof. A welcoming entrance with stairs leads to the main door, and a sign identifying Park Row Floats is prominently displayed. Surrounding greenery adds a touch of nature.
Condo in Chestertown
5 out of 5 average rating, 19 reviews

Historic Loft w/ Park View & Spa Access

WilliamRating, 5 stars1 week ago
We enjoyed our long weekend stay in Chestertown. The Park Row AirBnB was exactly like the photos. It was clean, comfortable and was perfectly located in town and there was ample parking directly in front of the AirBnb building. We walked to everything the town had to offer. If you plan to book a stay, the town has a lot to offer in terms of art galleries and outdoor sculptures. And there is a wonderful craft/farmers market every Saturday morning that runs along the main street of town. It was fabulous! We had a very enjoyable stay!
Top guest favorite
An outdoor covered deck offers seating with a sectional sofa and a coffee table. High chairs are positioned at a bar-style table, with views of greenery and the bay in the distance. The area is brightened by natural light and features a welcoming atmosphere.
Condo in Betterton
5 out of 5 average rating, 16 reviews

Beach Haven Hideout

TerryRating, 5 stars3 weeks ago
This apartment was perfect for our family get together. Although we had a short stay, every detail made us feel very welcome. Michelle was very helpful and promptly mer our needs.
Superhost
A sandy beach stretches along the shoreline, dotted with parasols and beachgoers. Calm waters reflect a clear sky, while a pier juts out in the distance, framed by lush greenery. The serene landscape offers a tranquil view of the surrounding nature.
Condo in Betterton
4.92 out of 5 average rating, 36 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

CaitlinRating, 5 stars7 months ago
A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.
Guest favorite
A clear blue sky provides a backdrop for a view of calm water and distant trees along the shoreline. Various shades of green are presented in the foliage, enhancing the serene coastal environment. The image captures the tranquility of the area surrounding Betterton Beach.
Condo in Betterton
4.91 out of 5 average rating, 23 reviews

Best kept secret beach-condo on the Chesapeake Bay

KimRating, 5 stars9 months ago
Great host who was responsive. Wonderful space with well appointed kitchen. Will be back.

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