Vacation rentals with outdoor seating in Dorchester County

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Dorchester County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A welcoming front porch showcases a hanging chair and an American flag, with neatly trimmed landscaping featuring dark mulch and green plants. The blue exterior of the house complements the inviting atmosphere, and a pathway leads to the front door.
Home in Cambridge
5 out of 5 average rating, 19 reviews

Aurora Blue - A stylish experience

KarenRating, 5 stars2 weeks ago
We unfortunately had to postpone our stay but we are so grateful that the host helped us reschedule. Looking forward to booking in the future!
Top guest favorite
The exterior of a two-story house features a green facade with white trim and multiple windows adorned with flower boxes. A welcoming front porch is highlighted by an orange door, while a pathway leads through a manicured lawn with decorative planters on either side.
Home in Bivalve
5 out of 5 average rating, 18 reviews

Family Retreat - Private Pool, 4 Bedroom, Fire Pit

Justin DRating, 5 stars8 months ago
Wow. The pictures don't do this place justice -- at all. What an extraordinary layout, especially for larger groups who all enjoy a bit of personal space and quiet. There are nooks and spots for everyone and everything, from the awesome pool area to the endless spots to sit and read a book or enjoy some coffee. And Ann! What a gem. She bent over backwards to answer questions and make us feel at home, even providing us with special coffee and food recommendations. I've been using Airbnb for a while now -- and Ann is the #1 host I've ever come across. I mean...she's a joy. Her place, of course, is amazing and you'd be a fool not to stay! 10 Stars!
Top guest favorite
Home in Dameron
5 out of 5 average rating, 105 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

RayRating, 5 stars1 week ago
I don’t know if I can express how much I loved our stay at Rich and Yumi’s place. The property is very beautiful, private and very peaceful. We enjoyed fishing and taking in all of the sights and sounds of nature surrounding us. The fire pit area and hot tub were very nice additions to the property. The house was very clean and comfortable. The house was very well stocked. Rich and Yumi pay great attention to detail. We were greeted by a nice welcome basket and card to welcome us. After departing we realized that my daughter had forgotten a few items. Rich was very responsive and helpful in locating the items and arranging to ship them to us. I absolutely fell in love with this place and definitely plan to return in the future. Thank you very much Rich and Yumi for sharing your amazing property with us!
Superhost
A charming two-story farmhouse is situated on a spacious gravel area, surrounded by well-maintained grass. The exterior features white siding with navy shutters and multiple chimneys, while large windows reflect natural light. A tree line adds a touch of greenery in the background.
Home in Madison
4.94 out of 5 average rating, 31 reviews

Farmhouse by the bay! Beach and pier access.

ErinRating, 5 stars7 months ago
We had a lovely stay at Patrick’s place! It had everything we needed for a long weekend on the shore. A very comfortable home. Patrick was extremely responsive and helpful, with easy check in and check out. The kitchen was particularly lovely and well appointed! The house number is a little small so keep an eye out. And the mosquitos were fierce - don’t forget bug spray! Thanks, Patrick!
Superhost
A spacious living area is featured, showcasing a floral-patterned sofa and a glass coffee table. Decorative elements such as potted plants and an ornate display cabinet with collectibles create a homey environment. Natural light fills the space from large windows, enhancing the warm tones of the decor.
Home in Lusby
4.89 out of 5 average rating, 37 reviews

Waterfront home with three bedrooms,3 full baths

JoyceRating, 5 stars2 weeks ago
Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!
Top guest favorite
Two white adirondack chairs are positioned on a grassy area, facing a calm waterfront. The sun rises softly over the misty horizon, casting a serene glow on the water. A stone border frames the scene, enhancing the peaceful outdoor setting.
Home in Cambridge
4.98 out of 5 average rating, 46 reviews

WaterfrontHotTubPvtPierFirePitKayakGrillQuietHouse

KatieRating, 5 stars3 days ago
We were so impressed with the property, amenities and host communications. The house was spotless, comfortable and packed with everything you could think of and MORE! Kitchen and bathroom were fully stocked, sunscreen, bug spray, books, games, even a karaoke machine!! The hot tub was amazing, with a stunning waterfront background. I wish we had stayed longer to enjoy the fire pit, paddle boards, kayaks and private pier. definitely adding this to our list of favorite homes. fabulous host was the cherry on top! We mentioned we were celebrating birthdays and were surprised with wine, chocolate and a note wishing happy birthday.
Top guest favorite
Home in Lusby
4.99 out of 5 average rating, 207 reviews

Cove Point Cottage with Chesapeake Bay views

AmiRating, 5 stars4 months ago
thanks so much for the lovely stay. I thought it was so sweet they reached out to ask if it was okay to do some light decorations for christmas. I appreciate the consideration and loved them. when I arrived at the home one of the smoke detectors was chirping and I offered to replace it if they could tell me where some batteries were. bill came over right away and took care of the chirping detector. I really appreciate that.
Guest favorite
A panoramic view of the Chesapeake Bay is captured from a deck railing, showcasing calm waters and a clear sky. The surrounding greenery adds a natural touch, creating a serene backdrop for relaxation and contemplation.
Home in Lusby
4.92 out of 5 average rating, 12 reviews

Chesapeake Bay Waterfront View

KathrynRating, 5 stars6 months ago
My husband and I stayed a weekend to celebrate our anniversary. Beautiful view , amazing sunrise. Great restaurants near by. The home was very comfortable.

Apartment rentals with outdoor seating

Guest favorite
A wooden sign carved in the shape of a cloud displays the name "Gilly's Getaway" in bright blue lettering. An arrow painted in green indicates the direction to the entrance. A pot of yellow flowers is placed nearby, adding a welcoming touch to the outdoor space.
Apartment in Lusby
5 out of 5 average rating, 7 reviews

Welcome to Gilly’s Getaway!

MarielleRating, 5 stars4 months ago
I visited for a short mother/daughter trip with my 6-year old. This is the BEST place for kids! My daughter loved waking up and visiting the goats and other farm animals every morning, and there are lots of places nearby to look for fossils and explore. Aimee also left us delicious goodies, including freshly baked bagels and homemade jam! The place itself is also extremely spacious and clean.
Guest favorite
The living area features a large television on a dark wooden console. A warm lamp illuminates a small round table beside it. Two windows allow natural light to brighten the space, which is adorned with a classic area rug and a decorative piece on the wall.
Apartment in Cambridge
5 out of 5 average rating, 11 reviews

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

JanellRating, 5 stars10 months ago
Larry was a fantastic host. He was flexible with our check-in given that we arrived several hours later than planned due to traffic. He went through the entire apartment with us and offered great recommendations for dinner. Larry was responsive to all requests/questions—a definite return location.
An open kitchen area features modern appliances and a light-colored cabinetry. Cozy seating is provided by a dark leather couch, complemented by a natural wood accent table. A rug spans the floor, enhancing the spacious layout and inviting atmosphere.
Apartment in East New Market
5 out of 5 average rating, 4 reviews

Cozy apartment in Dorchester County

DawnRating, 5 stars9 months ago
The Edgar's were warm & welcoming! It's a lovely secluded property. They treated us like longtime friends!
Top guest favorite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars4 days ago
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.
Superhost
A cozy living area is featured with comfortable seating, including a dark leather sofa and a blue armchair. A round wicker coffee table is centered on a soft area rug. Soft lighting is provided by two lamps, creating a warm atmosphere in front of a mounted television.
Apartment in Cambridge
4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars4 months ago
We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.
Guest favorite
A serene waterfront scene is captured at sunset, featuring a calming gradient of pink and orange hues in the sky. The sun setting over the water is reflected on a calm surface, while a weathered pier extends into the bay, framed by lush green grass.
Private room in Cambridge
5 out of 5 average rating, 20 reviews

Farm View Room at Happy Campers

AnnaRating, 5 stars2 weeks ago
Cute and clean place, with comfy beds , nice shower and lots of little thoughtful touches that make one feel welcomed. The location is very peaceful and beautiful. The hosts are most kind and accommodating. We only stayed one night but hope to be back for a few days when the weather is warmer to spend time on the water.

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