
Maryland villas
We found 33 villas — enter your dates for availability
Popular cities in Maryland

Ocean City
Ocean City

Washington (and vicinity)
Washington (and vicinity)

Annapolis
Annapolis

Baltimore (and vicinity)
Baltimore (and vicinity)

Oakland
Oakland

St. Michaels
St. Michaels
Explore Maryland villa rentals
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Sleeps 25 · 9 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres
Sleeps 3 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
14 reviews(14 reviews)
A Villa Steps from Harbor East with Indoor Pool and 6-Car Parking Sleeps 12
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Blake House Historic Estate with Private Inn
Sleeps 12 · 6 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Amazing Lagoon, Beach, Cross Fit Gym, Fishing
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Beautiful Mansion in the Country & Wedding Venue
Sleeps 32 · 6 bedrooms · 5+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Top rated villa rentals - Maryland
Fabulous, fabulous, fabulous!
1010 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Truly incredible. So pleased we got to be one of the first to experience this place!
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday villa rentals in Maryland?
Choose from 33 villa rentals in Maryland. Take the family on an adventure to Garrett County or visit other popular cities like McHenry and Oakland. Wherever your travels take you, Vrbo has character-filled properties in exclusive and picturesque locations.
How much does it cost to stay in a villa rental in Maryland?
Bigger villa rentals or those with more bedrooms and luxury amenities typically cost more, so look for something a little more modest if you want to keep expenses down. Being close to popular attractions or in a breathtaking location can also impact what you’ll pay. You can search for a villa in Maryland that works with your budget by entering your maximum nightly or total price.
When is the best time to rent a villa in Maryland?
The most popular month to book a villa rental in Maryland is July. Do some research to find a time that suits you. Aside from the weather, consider the high and low seasons of your destination, as this will affect crowds, availability and prices.
Where can I rent a Maryland villa with great views?
When looking for your villa rental in Maryland, make use of our “Location” filter. This lets you narrow down the sorts of areas you want to stay in, whether that’s around nature or somewhere central.
Can I book a luxury villa in Maryland?
You’ll discover some of the best Maryland villa rentals in Selbyville and Bayside. Pick one and you’ll be enjoying the finer things in life — think private swimming pools, plush interiors, fully equipped kitchens and leading-edge technology features. Often in picturesque locations and with lots of space to kick back, our awesome properties promise a holiday you’ll always remember.
What are the top things to do in Maryland?
While you’ll find lots of fun things to do in Maryland, it depends on the type of adventure you’re seeking. Once you’ve locked in your villa rental, make a list of activities or attractions you’re interested in and prioritise them based on your preferences, travel companions and available time.
Why should I book my villa holiday with Vrbo?
Book your villa rental with Vrbo and enjoy more privacy and space compared to typical hotel accommodation. These types of stays offer that home-away-from-home ambience. One of the best things? You’ll never have to share your space, whether you spend your trip in a villa or something a little fancier, like an estate or a castle. And if you sign up to our One Key™ rewards programme, you can collect and redeem OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.