Maryland is nicknamed “America in Miniature,” and that’s because the state has a little bit of everything. Located on the coast, the sea is right at your fingertips, and there are mountains and nature-filled destinations just outside the cities. If you’re looking to explore an urban environment, Baltimore and Columbia are both great options. No matter what you’re looking for in a Maryland getaway, there are plenty of options for outdoor treks in the wild, romantic dinners in acclaimed restaurants, or afternoons at a museum. If you’re looking to explore the gorgeous state and you want to elevate your holiday experience, check out the top luxury Airbnbs in Maryland, USA
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Waterfront home with stunning views, Ridge (from USD 492)
Sleeping up to 12 people, this large home is a great summer vacation rental. Enjoy waking up in the morning to the sights of the beach and sleep to the sounds of the water hitting the shore. With unobstructed views of the Chesapeake Bay, the home also has a fully equipped kitchen, a living room overlooking the water, and four bedrooms.
You can lounge by the fire pit in the evening, take advantage of the barbecue facilities for al fresco dining, or watch a movie on one of the large-screen Smart TVs for entertainment. There is free parking on the premises for your convenience.
Top guest reviews
Amenities & Room:
there’s stunning views from every roomfrom the second floor rooms & balcony the view is almost like being at seathe beautiful views from almost every room was hard to leave behindbut great outdoor shower and tons of space to leave sandy things out of the housewow this place is spectacular - scenic comfortable sereneCleanliness:
very clean with lots of extras to keep the family entertainedthe house is new clean well-laid out and beautifully designedomg chesapeake shores is the place to book sparkling clean beautifully furnished and spaciousHost:
wonderful property and attentive hoststhe property owners were responsive and politebrenda and jeff are excellent hoststhis place is very beautiful the host are very kindthat was extremely helpfulRead more reviewsLocation:
amazing house and locationfantastic house in a fantastic locationdefinitely worth the money and beautiful locationeverything was amazing location privacy atmospherethe location is great and not far from stores sites to see and the sunrise
2. Beautiful and tranquil house for eight, Annapolis (from USD 375)
Located in Annapolis, this restored carriage house has two bedrooms and sleeps up to eight people. The open-concept space, large windows, and French doors allow for tons of light and air to pass through, while the high ceilings and bright accents provide a cooling and soothing feel.
Step out onto the balcony and enjoy a cup of coffee while you take in the views. During your stay, you can enjoy everything this accommodation has to offer, such as WiFi access, a TV, a full kitchen, bathrooms amenities, and free parking.
Top guest reviews
Amenities & Room:
we had hoped for a few extra amenities in the kitchen like a real coffee makerthe furniture was tasteful and we loved the open kitchen and the great coffee every morningwith that being said the carriage house was comfortable secure and cozythe house was brand new and quite comfortable as wellbeds were heavenly and very comfortableCleanliness:
updated clean and comfortablevery clean and welcomingsuper clean and comfortablekristin property was beautifully arranged and it was very cleanwonderful quiet space clean and thoughtfully laid outHost:
they were lovely hosts and they made us feel like homesome kind of speaker system would have also been niceRead more reviewsLocation:
great location close to downtown annapolisloved this spot good location with easy access to downtownthe location is also great tranquil but still very close to everything (grocery stores historic annapolis restaurants etc)easily accessible and quiet locationit was a very quiet and lovely neighborhood however especially given it's proximity to downtown
3. Lakefront estate surrounded by nature, McHenry
Sleeping up to 15 people, this massive Maryland estate house is truly a luxurious experience. The property is absolutely huge, sitting on over 12,000 square feet (1,115 square meters) of land. It has an elevator, two fireplaces, six bathrooms, and more.
Enjoy playing a few games of pool in the billiards rooms, have a drink at the bar, or take a dip in the hot tub. The outdoor terrace has a barbecue grilll and dining space, while the kitchen is fully equipped with modern appliances and a spacious dining room.
McHenry, Maryland, United States
254.48 km (158.2 mi) from Annapolis City DockAccommodates: 15
Top guest reviews
Amenities & Room:
-view so awesome from main room deck and hot tubincredible home outstanding amenities spacious rooms equipped kitchenthe sleeping arrangements were comfortable and the common areas were perfect for entertainingbedrooms are large with comfortable beds dressers and closetsmaster has office dressing room and huge bathroom with jetted soaking tub and amazing showerCleanliness:
was very clean and beautifully decoratedthe house was spotlessly clean and well furnishedthe rooms are huge and everything was very cleanthe place was phenomenal beautiful well furnished comfortable clean and generally perfectthe home was beautiful clean and comfortableHost:
the host teresa is always communicating so she make sure you feel like hometeresa was a great host and very responsivethis house is amazing and the hosts are wonderful the pictures of the home speak for themselvesteresa was an amazing host and responded quickly to every questionwe hosted 12 adults for a long weekend and the house was perfectRead more reviewsLocation:
perfect location with a private dock what more could you want?? we hope to return again :)the kitchen was well stocked with better than average cookware and place settings for a crowdsuper close to wisp ski resort and everyone was impressed with the slopes
4. Newly renovated waterfront home for six, Woolford (from USD 191)
Located on the eastern shore waterfront, this newly renovated home is a beautiful spot just 10 minutes away from downtown Cambridge. Offering the best of tranquility by the water while being close to the city’s hustle and bustle, the home itself is equipped with direct water access for swimming or boating.
The property boasts a full kitchen, Smart TVs for entertainment, and free WiFi. Relax on the Adirondack chairs by the water or the fire pit and take in the incredible views of the surroundings with a drink in hand.
Top guest reviews
Amenities & Room:
the bed was very comfortable and all the linens and furnishings seemed like newthe view of the river from the kitchen window was so lovely to wake up toi spilled some hot coffee on her beautiful dining table which left a heat stainbedrooms were of good size comfortable beds and plenty of lightgreat kitchen with all the cooking supplies you needCleanliness:
the house itself was spotless and even smelled clean when we arrivedbeautiful and extremely clean homefirst it was clean (and i'm particular about cleanliness)the house is sparkly clean and well maintainedso clean beautifully decorated and very relaxingHost:
they really are super hostsfinally georgina was a hospitable and generous hostcommunication with the owners was excellentspectacular alex and georgina are really friendly and are available as much as you need them to bethanks for hosting usRead more reviewsLocation:
the location is perfect and house of well maintainedwe really enjoyed the relaxing pace this country location providedvery well equipped and perfect location for to see the bike for the eagleman 70the house is in a beautiful waterfront location and is very spacious and privateemily’s produce is very close and a great place for their fresh produce snacks and prepared foods
5. Lovely home with a pool, Arnold (from USD 200)
Sleeping up to six guests, this spacious home is a perfect option for those looking to get out of the cities and relaxing somewhere amazing. The property is full of fantastic amenities such as a basketball and volleyball court, a gas grill, a pool table, and a rock wall, so you can have an enjoyable stay.
The accommodation is equipped with WiFi access, as well as a TV, and includes parking spaces, a private pool, and a full kitchen for whipping up delicious gourmet meals.
Top guest reviews
Amenities & Room:
the pool and poolside areas are beautiful with comfortable seating areas and lovely plantingsspotless well decorated and comfortable the “toddler bed” seemed to be an actual twin sized bedbrenda welcomed us with a tour to the apartmentCleanliness:
it’s clean and well furnishedclean & comfortable accommodations great communication & friendly host(s)the apartment was clean and comfortablethe space was clean quiet and comfortablebrenda was such a kind welcoming hostess and the place was so cute and clean and well decoratedHost:
love the hosts and how accommodating they werebrenda and frank were great hostsbrenda and frank are great hosts and very welcomingterrific place and brenda was an amazing hostbrenda and frank are great host and even check on you during your stay via textRead more reviewsLocation:
this is a fabulous place near annapolisgreat property in a great locationdonnelly's dockside is literally across the street from this property with delicious seafood & drinks within walking distanceand there is an excellent restaurant you can walk to directly across the streetfrank’s outdoor fireplace he built is a great place to wind down after the kids are asleep
6. Beachfront condo with a pool, Ocean City (from USD 103)
You can wake up with views of the sunrise over the ocean when you book this beachfront condo in Ocean City. Just two blocks away is Ocean City Boardwalk, which offers great restaurants and amusement parks. Guests here will have access to a parking spot, high-speed WiFi, laundry facilities, and an on-site pool. There is also a bathtub for a relaxing soak after a fun-filled day.
Top guest reviews
Amenities & Room:
the balcony has comfortable furniture for enjoying the viewthe view is breathtaking and the balcony was comfortable and spacioussuper comfortable beds amazing view of sunrise/sunsetamazing view and very comfortable king bedthree huge smart tvs made our relaxing nights-in even betterCleanliness:
exceptionally clean and comfortablesuper clean and beautiful spacevery clean updated condovery clean and comfortable placeit was clean and beautifulHost:
the host was very responsive to all of my questionskathryne was a great host - responsivethe host was very honest and helpfulshe is a super host in my eyeskathryne was a gracious host and we hope to return to her place soonRead more reviewsLocation:
great location close to the boardwalkbeautiful comfortable and great locationperfect location will be staying againgreat location on the beach and right by the boardwalk without being too crazybest location possible and a superhost
7. Waterfront mansion with sunset views, Earleville
This massive and luxurious villa is located facing the waterfront and offers tons of privacy, as well as enough space to sleep up to 16 people. Whether you’re looking to spend a few days with a group of friends or family, everything here will make you feel like you’re in your own private hotel. Swim in the private indoor pool or lounge in the hot tub that is open all year round.
The game room is available for a game of billiards, but if you’d rather head outside, kayaks and canoes are available for you to take out onto the water. The kitchen comes fully equipped with gourmet cookware, and the terrace offers an outdoor grill. The living room is equipped with a large screen TV, and WiFi access is available throughout the property.
Earleville, Maryland, United States
73.3 km (45.6 mi) from Annapolis City DockSuperhost
Accommodates: 16
Top guest reviews
Amenities & Room:
serene waterfront eagle spotting complete privacy wonderful indoor poolwe all enjoyed the beautiful setting and indoor pool the beautiful views were amazing toothe indoor pool was fantastic beautiful viewsloved the pool and hot tub a real treat in chilly januarythe pool room was especially nice to enjoy during the cold winterCleanliness:
it was very clean and we felt very safe staying here during covidit has so much unique charm to it and is incredibly spacious and well maintainedan excellent getaway the house is sparkling clean and mary has added such wonderful touchesHost:
stunning home hosted by gracious attentive ownershost was wonderfully responsive and helpful with whatever questions we hadthe hosts were extremely helpful when contacted either by email or phone and promptly respondedhosts were great and very accommodatingmary was very responsive to provide guidelines and rules of the propertyRead more reviewsLocation:
house and location was amazingthe location was perfectthe setting and location were spectacular with gorgeous vistas out of every windowspectacular home with a stunning location on the riverthis is a wonderful place to retreat with the family
8. Historic rowhouse with city views, Baltimore (from USD 410)
With a lot of colors and a touch of creative flair, this home in Baltimore is a great place to stay for someone looking for a luxury urban experience. The exposed brick walls and large windows add a touch of class and plenty of light, while the vintage pine wood floors bring the design of the home together.
The building was built in the 1840s, but that doesn’t mean modern amenities aren’t included. With a full kitchen with modern appliances, Smart TV, WiFi access, bathrooms essentials, and temperature control, you can enjoy this place no matter what time of the year it is.
Top guest reviews
Amenities & Room:
the amenities provided made our stay that much more comfortablesean’s place is charming and comfortable with a fantastic roof top patio with a view of the harborthe beds are very comfortable with an abundance of pillows and fluffy comfortersCleanliness:
house was very clean and decorated so coolthis place is fantastic clean stylish with great kitchenthe house is beautiful with more than enough room and everything was very cleansean’s home was very clean and conveniently located in fells pointHost:
an amazing home with an amazing hosthost was always in touch and incredibly helpfulour host was awesome - everything was as expected and he was incredibly kindamazing hosts the house was lovely and welcoming for our family weekendthe host were amazing and went above and beyond to make the trip a pleasant oneRead more reviewsLocation:
great place in a great locationand close to so many good restaurantsthe neighborhood is nice and close to anything you may needbeautiful place central to fells point and cantonawesome place; great location between canton and fells point
9. Massive home with entertainment options, Berlin
This massive 5,000-square-foot (464.5-square-meter) property sleeps up to 12 guests and is among the most ornate accommodations in the area. Fire up the large fireplace and warm up in the winter months. The bathrooms are designed with an apothecary-like vanity, a large jetted tub, and a spacious travertine shower. Windows in the bedrooms overlook the private pool and terrace area, which is a perfect place to spend summer afternoons cooling off, barbecuing, and hanging out.
In the evening, hop in the hot tub or roast marshmallows by the fire pit. If you’re looking for a workout, there is a basketball court on site. Enjoy a game or two of billiards by the sports memorabilia or whip up a drink at the wet bar.
West Ocean City, Maryland, United States
133.16 km (82.8 mi) from Annapolis City DockAccommodates: 12
Top guest reviews
Amenities & Room:
it is absolutely beautiful and so comfortable for groupsamazing pool hot tub and game roomCleanliness:
we also did have to clean our bathroom little bit betterRead more reviewsLocation:
there's literally nothing that you can say about this place it was perfect in every which wayihuge place awesome deal will definitely rent again
10. Lighthouse home overlooking Chesapeake Bay, North East
This unique home is a replica of a lighthouse and sits on a cliff overlooking the Chesapeake Bay. Guests staying here can have direct access to the beach below, where you can swim, canoe, and do a little fishing.
Basic amenities are included, as well as bathroom toiletries, and a bunch of fantastic amenities such as Smart TVs, WiFi, a full kitchen, and even a hot tub, so you can relax and soothe your muscles while you gaze out onto the water.
74.42 km (46.3 mi) from Annapolis City DockAccommodates: 8
Top guest reviews
Amenities & Room:
a serene sanctuary with excellent views spacious rooms and comfortable accommodationsthe beds were comfy and the number of bathrooms was amazing for a large groupCleanliness:
everything was spotless and cleanthe house was basically clean and it is a bonus that sheets & towels are includedthe house was super clean and there was plenty of room to spread outthe bay water was warm clean and shallow - easy for families with small children and/or dogswe will definitely be back the house was so warm and homey and very cleanHost:
alex ( the host) was very gracious answering any questions we hadhost was great to work with and very quick respondingshe left great check in instructions and was super quick and helpful in responding to our questionsalexis was an excellent hostalexis was super helpful and responsiveRead more reviewsLocation:
close to a number of lovely hikes and great seafood placesgreat house with an amazing location right on the wateralexis's lighthouse is beautiful and the location is unbeatablethe place is gorgeous and location serenethe park land next to the property was an added bonus for your pet and/or family games
Enjoy luxury living in Maryland
The amazing homes are not only some of the best, but they are the most luxurious spots in Maryland. If you’re looking for excellent accommodations that don’t compromise on quality and will make your time memorable, these top luxury Airbnbs in Maryland, USA, are perfect for you.
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