Villas and Beach houses in Maryland

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Maryland villas
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20050 Villa rentals in Maryland

Best Maryland villas and beach houses with a pool

Among the 20050 accommodations in Maryland, here are the 4 best villas and beach houses with a pool

Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch - Maryland
9.8 208 reviews

Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch

cottage, Easton
This charming cottage is located in the picturesque town of St. Michaels, just a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Guests have consistently rated this property excellent for its comfort and convenience.
The cottage offers 1,400 square feet of space, with two bedrooms and two bathrooms, accommodating up to five guests. Enjoy a fully equipped kitchen, a private patio, a garden, and a swimming pool, along with other amenities like air conditioning, a washer and dryer, and free parking.
Fabulous 4-bedroom Villa In Tranquil Caves Valley Area In Baltimore County Md - Maryland
No reviews

Fabulous 4-bedroom Villa In Tranquil Caves Valley Area In Baltimore County Md

house, Garrison
This five-bedroom villa is located in Owings Mills, Baltimore County, MD, offering proximity to Baltimore City, BWI Airport, Caves Valley Golf Club, Foundry Row, and major interstates I-795/695.
This estate features a private pool, generous outdoor space, and accommodates up to 7 guests, making it ideal for families, business trips, and small corporate meetings, with flexible event hosting available.
Downtown Silver Spring 2br Skyline Balcony Suite Walkable To Dc Metro Luxepad - Maryland
No reviews

Downtown Silver Spring 2br Skyline Balcony Suite Walkable To Dc Metro Luxepad

house, Silver Spring
This Silver Spring rental house is located 5.8 miles from the Phillips Collection and 6 miles from the Walter E. Washington Convention Center, offering easy access to downtown attractions and a Metro station for city travel.
This 760 sq ft accommodation features a rooftop pool, a fitness center, private parking, and an on-site water park, with capacity for 7 guests and facilities for disabled visitors.
Silver Spring Dc Metro 2br Rooftop Gym Luxepad - Maryland
8.5 13 reviews

Silver Spring Dc Metro 2br Rooftop Gym Luxepad

house, Silver Spring
This Silver Spring apartment rental is conveniently located approximately six miles from both the Phillips Collection and the Walter E. Washington Convention Center.
This luxurious 2-bedroom, 2-bathroom suite boasts 1,076 square feet of living space, comfortably accommodating up to eight guests and offering amenities such as a private balcony, swimming pool access, a fully equipped kitchen, and on-site parking, plus nearby opportunities for outdoor recreation like fishing and cycling.

Top cities

Best family friendly Maryland villas and beach houses

Among the 20050 accommodations in Maryland, here are the 4 best family friendly villas and beach houses

Luxury Family - 5br, Game Rm, Movie Rm, Fire Pit, Beach - Maryland
No reviews

Luxury Family - 5br, Game Rm, Movie Rm, Fire Pit, Beach

house, Long Beach
This vacation home in Saint Leonard offers a waterfront experience, located 14 miles from New Carrollton and 13 miles from Annmarie Garden.
This spacious 4000 square foot house features 5 bedrooms, 4 bathrooms, and accommodates up to 25 guests with amenities including a game room, theater, spa, and private parking, while being 30 miles from St. Mary's College of Maryland and Cape Saint Marys Marina.
Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc - Maryland
10 22 reviews

Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc

cottage, Long Beach
This Long Beach, St. Leonard's cottage offers easy beach access, a short walk from Flag Ponds Nature Park and Flag Harbor Marina, and less than 1.2 miles from Long Beach and Matoaka Beach.
This 800-square-foot vacation home sleeps five, boasting two bedrooms, two bathrooms, a full kitchen, a private patio, plus on-site amenities including a swimming pool, hot tub, and barbecue grills.
Huge Farmstay W/ Pool, Animals, Pond, & Game Room - Maryland
No reviews

Huge Farmstay W/ Pool, Animals, Pond, & Game Room

farm, La Plata
This farmstay in Port Tobacco offers a rural escape and is located 23 miles from National Harbor and 27 miles from Alexandria's Christ Church and Stabler-Leadbeater Apothecary Museum.
This 4500 square foot farm can accommodate up to 99 guests and features a private pool with a bar, a hot tub, a spa center, a game room, and animals on the property.
Retreat On The Creak! 3br 2ba 
2 Parking Spaces! - Maryland
9.5 443 reviews

Retreat On The Creak! 3br 2ba 2 Parking Spaces!

house, Frederick
This vacation rental is located in Downtown Frederick, just a short walk from Carroll Creek Linear Park and the National Museum of Civil War Medicine. It has earned excellent ratings for its location, cleanliness, and overall experience.
The home offers 1,500 square feet of space with 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fitness center, spa tub, terrace, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

Frequently Asked Questions about villa rentals in Maryland

  • What are the must-see attractions in Maryland, United States?

    Maryland offers a diverse range of attractions. For history buffs, the Inner Harbor in Baltimore, with the National Aquarium and the historic Fort McHenry, is a must. Annapolis, the state capital, boasts the United States Naval Academy and its beautiful waterfront. History lovers should also explore St. Mary's City, the first English settlement in Maryland. For a natural escape, Assateague Island National Seashore offers wild horses and stunning beaches.
  • What are the best villa rentals in Maryland?

  • Is Maryland known for mountains, beaches, forests, or other types of landscapes in the United States?

    Maryland has a surprisingly varied landscape. You'll find the sandy beaches of Ocean City on the Atlantic coast, the Chesapeake Bay's tidal marshes and rivers, and the rolling hills and forests of Western Maryland, including portions of the Appalachian Mountains. So it's a mix of everything!
  • What are the best villa rentals with a pool in Maryland?

  • What are some surprising and hidden attractions in Maryland, United States?

    Many people overlook the Eastern Neck National Wildlife Refuge, a beautiful spot for birdwatching and exploring nature trails. The Catoctin Mountain Park, home to Camp David, offers stunning hiking trails and scenic overlooks. For something different, consider visiting the Washington County Museum of Fine Arts in Hagerstown.
  • What are the best villa rentals with a jacuzzi in Maryland?

  • What are some unique ways to learn about the culture of Maryland, United States by engaging with its people?

    Attend a local festival like the Maryland Seafood Festival or the Great Frederick Fair. Visit a Chesapeake Bay crab house and chat with the watermen. Explore the many farmers' markets across the state and talk to the farmers about their produce. Consider taking a walking tour of a historic town like Annapolis or Ellicott City.
  • What are the best villa rentals for families and kids in Maryland?

  • How much time should you set aside to thoroughly explore Maryland, United States?

    A week allows for a good overview, but to truly appreciate the state's diversity, two weeks or more would be ideal. It depends on your interests; if you're focused on just one region, like the Eastern Shore, a long weekend might suffice.
  • What are the best pet friendly villa rentals in Maryland?

  • Is there anything you might not think to pack for a trip to Maryland, United States?

    Depending on the time of year, insect repellent is a must, especially near the water. Comfortable walking shoes are essential for exploring the many historic towns and hiking trails. If you plan on visiting the beaches, pack appropriate swimwear and sunscreen. And don't forget a camera to capture the stunning scenery.
  • What are the best villa rentals with parking in Maryland?

  • What cultural experiences or workshops in Maryland, United States offer something different?

    The Chesapeake Bay Maritime Museum in St. Michaels offers workshops on traditional boat building and other maritime skills. Many art centers and museums across the state offer various classes and workshops. Check local listings for specific offerings.
  • Are there any food festivals in Maryland, United States where you can try local food?

    The Maryland Seafood Festival is a popular choice, showcasing the state's renowned seafood. The Great Frederick Fair also offers a wide variety of local food. Many smaller towns and cities host their own festivals throughout the year, featuring local specialties.
  • What seasonal natural events, such as migrations or blooming periods, occur in Maryland, United States?

    The spring brings the blooming of dogwoods and other wildflowers. Fall showcases vibrant foliage in the western mountains. Bird migration is significant throughout the year, with different species passing through at various times. Check specific locations for peak times.
  • What exclusive experiences are available when visiting Maryland, United States?

    A private tour of the United States Naval Academy in Annapolis provides an exclusive look behind the scenes. A guided kayak tour of the Chesapeake Bay offers a unique perspective of the area's natural beauty. Consider a private tasting at a local winery in the state's burgeoning wine region.

Nearby regions

Best Maryland houses with a kitchen

Kent Island Comfort 4br Home Minutes From Waterfront, Wineries & Nature Trails - Maryland
9.5 4 reviews

Kent Island Comfort 4br Home Minutes From Waterfront, Wineries & Nature Trails

house, Chester
This Chester, Maryland house rental, minutes from Kent Island's waterfront, wineries, and nature trails, offers convenient access to local attractions.
The 10,760-square-foot home boasts three bedrooms, three bathrooms, sleeps seventeen guests, and includes amenities such as a fully equipped kitchen, free Wi-Fi, private parking, and a billiards table.
Holly Hill Haven - Maryland
10 1 review

Holly Hill Haven

house, Mayo
Holly Hill Haven, a three-bedroom vacation home in Edgewater, Maryland, is conveniently located 12 miles from Annapolis Harbor and 22 miles from Addison Road-Seat Pleasant Metro Station.
This 1490-square-foot property sleeps up to 14 guests and boasts a fully equipped kitchen, private parking, a spa, and free Wi-Fi; nearby attractions include Annapolis Harbor and Baltimore-Washington International Airport (BWI).
Spacious 5br Home 8 Beds Flexible Setup - Maryland
No reviews

Spacious 5br Home 8 Beds Flexible Setup

house, Baltimore
This Baltimore house is located 3 miles from the Baltimore Zoo and 3.7 miles from Johns Hopkins University and the Baltimore Museum of Art.
This 2000 square foot home offers 1 bedroom, 2 bathrooms, and accommodates up to 19 guests with amenities including a kitchen, air conditioning, internet, and parking.
Charming Baltimore Home With Deck And Fire Pit! - Maryland
9.8 87 reviews

Charming Baltimore Home With Deck And Fire Pit!

house, Baltimore
This 3-bedroom Baltimore apartment is located in a residential neighborhood, close to the Baltimore Museum of Art and the Maryland Science Center. It has excellent user, location, and cleanliness ratings.
The apartment is over 1,100 square feet and features a fully equipped kitchen, in-unit laundry, and a private backyard with a fire pit. Guests can enjoy four Smart TVs, free Wi-Fi, and optional concierge services for private chefs and masseuses.

Neighborhoods and points of interest in Maryland

Best Maryland villas and beach houses with jacuzzi

On The Waterfront - Maryland
No reviews

On The Waterfront

house, Mayo
This custom-built waterfront estate is located in Edgewater, Maryland, approximately 15 minutes from Downtown Annapolis and the U.S. Naval Academy.
This luxury house offers 6 bedrooms and 7 bathrooms to accommodate up to 15 guests, featuring a gourmet kitchen, a recreation room with game tables, a private pier, and beach access for waterfront enjoyment.
Lakefront Cabin Near Solomons Island W/ Hot Tub - Maryland
No reviews

Lakefront Cabin Near Solomons Island W/ Hot Tub

cabin, Chesapeake Ranch Estates
This lakefront vacation home in Lusby, Chesapeake Ranch Estates, offers direct beach access and lake views, located 5.5 miles from Annmarie Garden and 6.4 miles from Calvert Marine Museum.
This three-bedroom, two-bathroom residence spans 1860 square feet, accommodating up to 23 guests with a fully equipped kitchen, hot tub, private patio, and free Wi-Fi.
Luxury Bed And Breakfast For A Weekend Getaway Near Susquehanna State Park, Maryland - Maryland
10 4 reviews

Luxury Bed And Breakfast For A Weekend Getaway Near Susquehanna State Park, Maryland

house, Port Deposit
This luxury bed and breakfast suite is located 23 miles from the University of Delaware in Port Deposit, offering a weekend getaway near Susquehanna State Park, Maryland.
This 200 square feet suite accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a full kitchen with a dishwasher and microwave, a hot tub, and a private patio.
Saved By The Bay - Maryland
No reviews

Saved By The Bay

house, Stevensville
This Stevensville house, located in Paradise Island, offers convenient access to Annapolis Harbor (23 miles), Sandy Point State Park (14 miles), and the U.S. Naval Academy (21 miles).
The 1,370-square-foot property features one bedroom, accommodates up to 13 guests, includes a private pool, free Wi-Fi, and free parking, and provides a fully equipped kitchen.
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