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Vacation rentals with outdoor seating in Annapolis

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Annapolis

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.

Townhouse in Capitol Hill

4.92 out of 5 average rating, 467 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!

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 Navy Yard

4.96 out of 5 average rating, 131 reviews

Late summer escape; 3BD/3BA, roof deck, walkable

Ultimate spot for a vacation or work trip. Unwind after long days on our rooftop deck, enjoy the fully stocked kitchen, and outdoor grilling area. Three spacious floors, you'll have plenty of room to recharge. Workspaces for getting things done. 3 beds with full baths means privacy and no waiting to get ready. National’s and Audi Field within minutes. Spend evenings at a game or one of the many restaurants close by. Walkable, just minutes away from 2 metro stations and everything you need.

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.

Townhouse in Odenton

4.98 out of 5 average rating, 171 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

Home in Annapolis

4.73 out of 5 average rating, 121 reviews

Thanksgiving 2024 in Annapolis!

Welcome! We are eager to continue providing our quests with an upgraded experience. This is a one story house! Best of AirBnb! Perfect location close to art and culture, the city center, and parks. Great house for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). One block from Navy Marine Corps Stadium!

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Popular amenities for Annapolis outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home in Edgewater

4.92 out of 5 average rating, 138 reviews

House in Edgewater Maryland

Home in Wheaton

4.94 out of 5 average rating, 135 reviews

Beautiful family home just 25mins away from WashDC

Home in Rock Hall

4.94 out of 5 average rating, 35 reviews

Rockfish Keeper

Home in NoMa

4.94 out of 5 average rating, 151 reviews

Modern DC Row Home | NOMA / Capitol Hill

Home in Northwest Washington

4.87 out of 5 average rating, 202 reviews

DC Row home w/private apt by Rock Creek Park

Home in Rock Hall

4.84 out of 5 average rating, 127 reviews

Pirates Perch

Home in Alexandria

4.88 out of 5 average rating, 65 reviews

New! Home away from home 1700sq next to Old Town

Home in Alexandria

4.91 out of 5 average rating, 103 reviews

Lovely 3-BR Old Town Townhouse

Apartment rentals with outdoor seating

Rental unit in Fells Point

4.94 out of 5 average rating, 131 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 Hyattsville

4.94 out of 5 average rating, 293 reviews

Modern DC Area Arts District Apartment

Rental unit in Capitol Hill

4.92 out of 5 average rating, 239 reviews

Capitol Hill/Eastern Market 2 bedroom apartment

Rental unit in Capitol Hill

4.89 out of 5 average rating, 427 reviews

Bright 1bd, 2nd floor apt at H St NE-Capitol Hill

Rental unit in Logan Circle

4.94 out of 5 average rating, 233 reviews

Logan Circle

Rental unit in Capitol Hill

4.96 out of 5 average rating, 296 reviews

Historic Capitol Hill rowhouse apartment

Rental unit in Takoma Park

4.88 out of 5 average rating, 148 reviews

Above the Tree Tops Apartment

Condo rentals with outdoor seating

Condo in Annapolis

4.99 out of 5 average rating, 136 reviews

New Downtown Annapolis Condo With Free Parking

Condo in Fort Washington

4.85 out of 5 average rating, 108 reviews

Newly Renovated, Cozy, Centrally Located 2BR/2BA

Condo in Northeast Washington

4.85 out of 5 average rating, 122 reviews

Modern Penthouse, Free Parking + Close to sights

Condo in Logan Circle

4.88 out of 5 average rating, 429 reviews

Bright, large zen studio on historic Logan Circle

Condo in Ballston - Virginia Square

4.93 out of 5 average rating, 112 reviews

Lovely 1-Bedroom Condo with Pool and City View

Condo in Chevy Chase

4.97 out of 5 average rating, 107 reviews

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Condo in Northwest Washington

4.94 out of 5 average rating, 191 reviews

Unique, charming garden apartment

Condo in Navy Yard

4.94 out of 5 average rating, 112 reviews

DC’s Southwest and Navy Yard Welcomes You!

Quick stats about vacation rentals with outdoor seating in Annapolis

Total rentals
260 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
10 properties have a pool

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