Vacation rentals with outdoor seating in Southern Maryland

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Southern Maryland

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in North Beach

4.9 out of 5 average rating, 101 reviews

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Guest favorite

Home in Mechanicsville

4.93 out of 5 average rating, 14 reviews

Modern luxury waterfront retreat, 1 hr to DC

Expansive river views from every room and on your bed! A luxurious waterfront retreat. Relax in a full marble tiled, oversized rainfall shower, rich cotton sheets and pillowtop bed. Full kitchen with Nespresso and tea. Cul-de-sac house, on a cliff with private deck/dock. High ceilings and massive windows let in lots of light. Easy access to dining, wineries, farms, beaches, and historic sites. DC/VA easy 1 hr drive away. *Host lives in adjoining building, attached guest house is fully private.

Guest favorite

Townhouse in Washington

4.92 out of 5 average rating, 491 reviews

Heart of Capitol Hill - Eastern Market Beauty

Enjoy a comfortable, clean & spacious apartment in the heart of capitol hill. The home is a short walk, bike or train/carshare to eastern market, lincoln park, the supreme court, the US capitol and the national mall. There are over fifty restaurants within a mile of the house - many are top rated in the city. The lower level apartment can host up to five people w/ 1 king sized comfy bed in the bedroom, a queen air mattress & a twin sized memory foam floor mattress. Apt refreshed in Dec 2023!

Guest favorite

Cottage in Edgewater

4.99 out of 5 average rating, 155 reviews

Waterfront Chesapeake Bay Sunrises w/Private PIER!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Guest favorite

Home in Washington

4.89 out of 5 average rating, 95 reviews

Large, Luxurious, Modern Home in central DC

Large, luxurious modern townhouse centrally located with a Walkscore of 93, featuring a large private roof deck fully equipped with a dining table, couch, grill, and great views. This recently remodeled 4 bedroom 3.5 bath luxury townhouse is located on a quiet street, yet close to many dining options on both 14th and 11th street. The house has 4 beds and a large convertible couch so can easily accommodate 10 guests, perfect for large groups and families. Additional bed available on request.

Superhost

Home in Shady Side

4.88 out of 5 average rating, 181 reviews

Cattail Landing- Photographer's Waterfront Retreat

Accepting 2025 bookings as of May 1st.... "Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take our kayaks to explore, or go fishing off our landing. In the afternoon enjoy the magnificent sunsets, a drink on the deck, our outdoor hot tub and/or fireplace. A waterfront retreat on 2 acres in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home.

Guest favorite

Home in Deale

4.98 out of 5 average rating, 106 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

3 Bedroom, 2 Bath Waterfront Paradise. This rustic rambler on Broadwater Creek in Churchton, MD, is a family vacation dream. A compound spanning 8 acres with over 700 feet of Waterfront will allow you to fish, crab, paddleboard, kayak, and enjoy the waterfront dream. Located near the small quaint waterman town of Deale, MD, you may never want to leave this relaxing area with direct access to the Chesapeake Bay. Brand new 140ft pier with views straight out to the bay, crabbing, and fishing!

Guest favorite

Home in Deale

4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Top guest favorite

Home in Colonial Beach

5 out of 5 average rating, 101 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

Guest favorite

Home in Washington

4.96 out of 5 average rating, 141 reviews

Winter Retreat: 3BR/3BA, rooftop views, near Metro

Experience the perfect winter getaway and an unforgettable inauguration stay at our 3BR/3BA retreat. With three spacious floors, unwind on the rooftop deck or savor meals from the fully stocked kitchen and outdoor grill. Enjoy cozy evenings away from the hustle of downtown. Ideal for work or play, the home features dedicated workspaces and private bathrooms for convenience. Minutes from two metro stations, you're perfectly positioned to enjoy all that D.C. has to offer.

Guest favorite

Home in Cambridge

4.98 out of 5 average rating, 127 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Guest favorite

Apartment in Springfield

4.89 out of 5 average rating, 115 reviews

Lg 2bd/1ba | Chef's Kitch | Peaceful Parklike Yard

Welcome to your own quiet oasis in the city. Oversized windows allow an abundance of light to pour in and offer views over 2 private acres backing to Accotink Creek & county parkland. An open floor plan, newly renovated kitchen, huge Lay-Z-Boy sofa, fireplace, & 65" smart TV make it easy to gather together. Primary bdrm has king-sized Tempurpedic mattress, TV, walk-in closet, and bay window. W/D in 2nd bdrm walk-in closet.