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Vacation rentals with outdoor seating in Saint Michaels

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Saint Michaels

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

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Home in Shady Side

4.88 out of 5 average rating, 181 reviews

Cattail Landing- Photographer's Waterfront Retreat

"Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take a kayak out after breakfast 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 acre in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home (w. 1GB hi-speed internet).

Cottage in Edgewater

4.99 out of 5 average rating, 148 reviews

Waterfront Chesapeake Bay Sunrises w/Private Pier!

Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from your private pier & enjoy the peace, serenity and bay breezes from your furnished deck and green space. Enjoy true nature and explore Selby Bay on the South River with our complimentary canoe! Super clean with water views from kitchen, dining, living room & enclosed porch! Situated in a quiet neighborhood within 45 minutes of DC & 15 minutes from Annapolis & the Naval Academy.

Camper/RV in Sparrows Point

4.85 out of 5 average rating, 150 reviews

Cozy Camper, 2010 Brookstone RV - Waterfront

38 foot Fifth Wheel RV located at marina. Fully equipped kitchen, 1 bath and 1 bedroom with comfy King bed. Living space includes dinette with 4 chairs, sofa w/ full size air mattress and two recliners set up in front of a 42" flat screen TV. Heat and air provide the perfect accommodations no matter the weather. Enjoy sitting by the fire pit or explore the Bay on one of our two Kayaks. A stone's throw from Trade Point Atlantic, Key Bridge work site. Just 15-20 minutes to downtown Baltimore.

Home in Deale

4.98 out of 5 average rating, 103 reviews

140ft Dock, Pet-Friendly 8 Acre Waterfront Oasis !

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 suite in Arnold

4.89 out of 5 average rating, 118 reviews

Cozy Comfort - only 7.5 Miles to Annapolis & USNA

Close to historic Annapolis, our cozy first floor guest apartment of our home in a quiet large single family home neighborhood. 'The Oasis' is private and spacious with 2-bedrooms, a living room, mini sit-in kitchen, bathroom, and laundry room. Close to waterfront restaurants, B & A trail, Sandy Point Public Beach and Park, festivals, shopping, bowling, miniature golf, wineries and more. Our guests are welcome to enjoy some time relaxing in our wooded backyard with gazebo and patio areas.

Home in Cambridge

4.98 out of 5 average rating, 121 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Come relax at our casual, pristine waterfront home. We offer 4 bedrooms w/7 beds for 10 guests. We are nestled in a small neighborhood on the beautiful Choptank River. We provide bikes, kayaks, paddleboards & yard games. Just want to relax? Enjoy hanging in the hammock or kick back on the waterfront w/a private pier. Try fishing off the pier or simply chill on the back deck or patio. At night hang out by the firepit. Explore downtown Cambridge - it's a short walk/bike ride to town.

Cottage in Pasadena

4.97 out of 5 average rating, 170 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Rental unit in Arnold

4.96 out of 5 average rating, 174 reviews

Fall Getaway

Lovely 2 acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing water front home is conveniently located only seven miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

Home in Montross

4.94 out of 5 average rating, 189 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Rental unit in Lexington Park

5 out of 5 average rating, 350 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Townhouse in Odenton

4.98 out of 5 average rating, 169 reviews

★ Odenton Oasis ★ Patio | Central to Everything

Welcome to our beautifully furnished, remodeled home just minutes from MARC station with great proximity to DC, Baltimore, Annapolis, Historic Ellicott City--truly central to unlimited historical sites, restaurants, shopping and more! Enjoy a movie, relax on a hammock in the screened-in outdoor space or go sightseeing! Located just 15 mins from BWI and within 5 mins from highway, MARC (w/ trains leaving regularly to DC & Balt), Ft. Meade and walking trails.

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 311 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Vacation rentals for every style

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Hotels

Stylish accommodations and amenities

Popular amenities for Saint Michaels outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Lusby

4.87 out of 5 average rating, 54 reviews

Beachfront Oasis with Amazing Views

Home in Edgewater

4.92 out of 5 average rating, 138 reviews

House in Edgewater Maryland

Home in Edgewater

4.8 out of 5 average rating, 50 reviews

Sunset Corner House

Home in Scotland

4.91 out of 5 average rating, 124 reviews

Spacious Gorgeous Waterfront Home with Sunset View

Home in Rock Hall

4.84 out of 5 average rating, 127 reviews

Pirates Perch

Home in Chesapeake Beach

4.96 out of 5 average rating, 49 reviews

Bahia Breeze - Beachfront Cottage

Home in Temple Hills

4.85 out of 5 average rating, 177 reviews

DC MGM National Harbor Modern House with backyard

Home in Tracys Landing

4.99 out of 5 average rating, 195 reviews

The Little Gypsy BoHome

Apartment rentals with outdoor seating

Rental unit in Fells Point

4.94 out of 5 average rating, 130 reviews

Urban Cabana in the heart of East Baltimore!

Rental unit in Patterson Park

4.97 out of 5 average rating, 149 reviews

Gardened Apartment Close to JHH

Rental unit in Baltimore

4.9 out of 5 average rating, 736 reviews

South-Facing Studio Overlooking Union Square Park

Rental unit in Solomons

4.99 out of 5 average rating, 271 reviews

Island Breeze Solomons

Rental unit in Fells Point

4.85 out of 5 average rating, 165 reviews

At Fells Point Topside

Rental unit in Leonardtown

4.98 out of 5 average rating, 130 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

Rental unit in Cambridge

4.98 out of 5 average rating, 203 reviews

Private apt above garage w/ pier and water access

Rental unit in Baltimore

4.98 out of 5 average rating, 131 reviews

Charming 1BR Apt. in Historic Otterbein

Condo rentals with outdoor seating

Condo in Annapolis

4.99 out of 5 average rating, 135 reviews

New Downtown Annapolis Condo With Free Parking

Condo in Northeast Washington

4.95 out of 5 average rating, 20 reviews

Modern Spacious Oasis: 2 King Beds - Easy Parking

Condo in Oxford

4.98 out of 5 average rating, 124 reviews

Cozy Oxford Getaway

Condo in Annapolis

5 out of 5 average rating, 51 reviews

Charming Annapolis Waterfront Condo

Condo in Fells Point

4.85 out of 5 average rating, 93 reviews

𝐂𝐨𝐳𝐲 𝐂𝐨𝐧𝐝𝐨 𝐛𝐲 𝐭𝐡𝐞 𝐇𝐚𝐫𝐛𝐨𝐫!

Condo in Columbia

5 out of 5 average rating, 62 reviews

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center

Condo in Annapolis

4.95 out of 5 average rating, 79 reviews

Funky Uptown Apt meets Downtown - Hist District

Condo in Capitol Heights

4.75 out of 5 average rating, 16 reviews

Cozy by The Capitol

Quick stats about vacation rentals with outdoor seating in Saint Michaels

Total rentals
20 properties
Nightly prices starting at
$220 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore