Skip to content
Sign up
Log in
Vacation rentals in Maryland

Vacation rentals in Maryland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Light and Airy Oceanfront Condo with Balcony
    SUPERHOSTEntire condominium · 4 guests · 2 beds · 1.5 baths
    Light and Airy Oceanfront Condo with Balcony

    Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center

    What guests are saying:

    “My stay was paradise!! The condo was equipped with everything I needed. The view and the sounds of the sea were lovely and peaceful!! The property was quiet. The bed and furnishings were comfortable. The fixtures and decorations were stylish and very appealing!! Wyatt could not have been more responsive and accommodating!! It was literally perfect in every way!! So much so that I extended my stay TWICE, which says a lot!!”

  • Romantic/Modern Chesapeake Waterfront Suite
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Romantic/Modern Chesapeake Waterfront Suite

    Gift yourself this private, secluded 2nd floor flat--the best hideaway to rest, bond, restore, create, or work. Deep discounts for longer stays; time & sanitizing between. Breezy, country-like setting provides space to escape city hustle. Nearby scenic drives & groceries, or venture to Annapolis TJ/WF or historic walks. Fully relax & recharge with pier, kayaks, swings, fire pit, starry nights, sun-drenched loungers or cozy up with books/movies & luxuriate in deep soaking tub or European shower.

    What guests are saying:

    “Shawn's Flat is a wonderful getaway for diving into creative projects while being surrounded by the beauty of Nature. Wake to the view of lovely sunrise and relax on the outdoor swing to listen to birds as the sun sets. The Flat is full of inspiring books and positive messaging to keep creative juices flowing. The tub is a wonderful source of relaxation as well! Even though there is not a full kitchen, there are enough kitchen amenities to keep yourself well fed. Shawn was available for support when needed and otherwise, the Flat felt nice and private.”

  • 3 bed/3 bath/ocean block/roof pool
    SUPERHOSTEntire condominium · 8 guests · 5 beds · 3 baths
    3 bed/3 bath/ocean block/roof pool

    PLEASE CHECK ABOUT SOCIAL DISTANCING/COVID POLICIES BEFORE BOOKING The Best Airbnb choice in Ocean City!!! Located on 76th street ocean block. Building has a roof top pool. Minutes from route 90. Full serviced apartment. Walking distance to mid town and dozens of nice restaurants. Large balcony with bay and ocean views. One of the nicest buildings in the city with breath taking views. High end living at its best!

    What guests are saying:

    “The place itself is great - awesome location & parking. Alex is super responsive and there are lots of endearing hospitality touches that reflect on his outstanding ability to ensure a wonderful stay. That said, I wish I had been advised in the listing or some sort of advance notification that the roof pool wasn’t open - because se that’s precisely why I booked this place. As it turned out, I didn’t learned it was closed because of COVID until I read a lengthy instructional email & text sent mere hours before arrival. (This was not the case with others airBNBs I had booked in previous weeks). In addition, the pool was actually under re-construction from the looks of it!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Maryland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Maryland

Clean, Cozy & Steps to the Beach!
SUPERHOSTEntire apartment
Clean, Cozy & Steps to the Beach!
Price:R1,512 ZAR / night
Chester Riverfront At Kent Narrows
SUPERHOSTEntire apartment
Chester Riverfront At Kent Narrows
Price:R2,293 ZAR / night
Getaway | Family | Entertain | Sunrise | Sunset
SUPERHOSTEntire cottage
Getaway | Family | Entertain | Sunrise | Sunset
Price:R2,718 ZAR / night
Bay Side Retreat
SUPERHOSTEntire townhouse
Bay Side Retreat
Price:R4,247 ZAR / night
*PROF. SANITIZED* FREE STREET PARK & Exposed Brick
Entire apartment
*PROF. SANITIZED* FREE STREET PARK & Exposed Brick
Price:R1,104 ZAR / night
INDOOR HOT TUB- MASSIVE LUXURY HOME- GATED PARKING
SUPERHOSTEntire house
INDOOR HOT TUB- MASSIVE LUXURY HOME- GATED PARKING
Price:R8,409 ZAR / night
Winter is Coming
SUPERHOSTEntire cabin
Winter is Coming
Price:R2,701 ZAR / night
Charming Cottage in Ellicott City
SUPERHOSTEntire cabin
Charming Cottage in Ellicott City
Price:R2,124 ZAR / night
Escape to a Sunny Apartment in a Quiet D.C. Suburb
SUPERHOSTEntire apartment
Escape to a Sunny Apartment in a Quiet D.C. Suburb
Price:R1,444 ZAR / night
Step Out to Main Street From a Chic Loft
SUPERHOSTEntire loft
Step Out to Main Street From a Chic Loft
Price:R1,852 ZAR / night
Mad Men Beach House*FashionablyFam&DogFriendly*7 Min Walk 2 Sea*Disney+*Private Dock
SUPERHOSTEntire house
Mad Men Beach House*FashionablyFam&DogFriendly*7 Min Walk 2 Sea*Disney+*Private Dock
Price:R5,181 ZAR / night
⭐️STUNNING RENOVATED DIRECT BEACHFRONT AMAZING VIEW
SUPERHOSTEntire condominium
⭐️STUNNING RENOVATED DIRECT BEACHFRONT AMAZING VIEW
Price:R2,871 ZAR / night
Show all