Holiday rentals with outdoor seating in Maryland

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Maryland

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in North Beach

4.9 out of 5 average rating, 102 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 favourite

Yurt in Elkton

4.99 out of 5 average rating, 141 reviews

Creekside Forest Nature Retreat : Mongolian Yurt

Wake up to birds singing! Enjoy 55 private, peaceful acres with abundant forest wildlife. Hawks, owls, deer and more! Our Mongolian-style yurt is 200 sq. feet with a full bed, solar shower(summer), pop-up private flushing poddie, hammock, fan, lights, wood stove (winter), grill and fire pit. Optional packages include, Farm to table Cornish Hen dinner delivered ($44), S'mores $12, extra firewood ($10), one hour farm tour ($49) which includes feeding cows, holding chickens and visiting our apiary.

Guest favourite

Home in Ocean Pines

5 out of 5 average rating, 47 reviews

hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

Guest favourite

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 favourite

Campervan/RV in Sparrows Point

4.85 out of 5 average rating, 152 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.

Top Guest favourite

Cottage in Charlestown

4.98 out of 5 average rating, 102 reviews

Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

Top Guest favourite

Home in Annapolis

4.98 out of 5 average rating, 101 reviews

Hot Tub Haven: Annapolis Backyard Oasis!

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

Guest favourite

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.

Guest favourite

Campsite in Salisbury

4.88 out of 5 average rating, 16 reviews

Outside space - Urban Camping bring a tent or RV

Quiet backyard with beautiful holly and magnolia trees plus ornamental grasses, butterfly bushes, native plants, vegetable plants and a variety of blooming flowers. Bring your tent and camping supplies, sleeping bag, air mattress, etc. There is a large parking area for a camper or vehicle with pull camper. This is an outside area for camping. There is a picnic table, lounge chairs plus table and chairs for your use. Walking distance to the zoo, park, shopping center and restaurants.

Superhost

Chalet in Oakland

4.91 out of 5 average rating, 128 reviews

Spectacular Chalet, Timroc II, close to lake, Wisp

ENJOY every season!! Short walk to the lake and dock! ! 15 minute drive to Ski Wisp! Fire pit, decks and screened in porch! Relax in the hot tub, enjoy family and/ or friends time and just get away from it all! 5 comfortable sized bdrms, each with large windows letting in natural daylight. First floor master, hardwood flooring throughout, many sliders for easy access. Finished bsmt with pool table, separate bdrm, full bath and laundry! DON'T SEE YOUR DATE, PLEASE CALL!

Guest favourite

Townhouse in Ocean City

4.84 out of 5 average rating, 32 reviews

El Ancla

stunning bay sunsets and idyllic outdoor space at this peaceful waterfront home in prime 94th street location with amazing breeze. Recently rehabbed - new hardwood floors, bathroom, and brand new interior and exterior furniture. Bayfront deck with your own boat slip. Brand new casual comfort deck furniture. Remote work with a view! 10 min walk to beach, playground, community arts center, mini golf, bars. Beach chairs included. We can provide pack n play upon request

Guest favourite

Farm stay in Ijamsville

4.96 out of 5 average rating, 293 reviews

Best Farm Stay Ever. Beautiful, affordable, fun!

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.