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

Relaxing Waterfront Cottage Near St Michaels, Maryland - Maryland
9.8 254 reviews

Relaxing Waterfront Cottage Near St Michaels, Maryland

cottage, Tilghman Island
This charming cottage is located just seven miles from the town of St. Michaels on a peaceful creek off the Chesapeake Bay, making it an ideal spot for a relaxing getaway. Guests consistently rate this property as excellent, highlighting its peaceful setting and convenient location.
The two-bedroom home comfortably accommodates up to four guests and features a well-equipped kitchen, a private pool, a screened porch, and a dock with kayaks for exploring the surrounding waters. Enjoy the beautiful water views, relax in the spa, or take advantage of the nearby attractions, including charming shops and fine dining.
Luxury Farmette -Private & Secluded-1hr To Dc - Maryland
10 125 reviews

Luxury Farmette -Private & Secluded-1hr To Dc

gîte, Aquasco
This luxury farmhouse rental, located in Huntingtown, Maryland, is about an hour from Washington, D.C., offering a peaceful countryside escape near Aquasco.
The 4-bedroom, 3.5-bathroom house sleeps 8, features a private five-acre setting with a pool, playground, and fire pit, plus a fully equipped kitchen and laundry room with ample parking for various vehicles.
Maryland Vacation Rental W/ Private Pool & Dock - Maryland
9.4 16 reviews

Maryland Vacation Rental W/ Private Pool & Dock

cabin, Long Beach
This Long Beach waterfront home is situated near Vera's White Sands Marina (0.8 miles) and Flag Ponds Nature Park (2.8 miles), with BGE Field and Calvert Cliffs State Park within 6 miles.
This 2000-square-foot vacation rental boasts five bedrooms, two bathrooms, accommodates eleven guests, and features a private pool, fully equipped kitchen, and terrace—perfect for enjoying Long Beach's outdoor recreation.
Pleasant Hills Farm Guest Cottage + Stargazer - Maryland
9.4 24 reviews

Pleasant Hills Farm Guest Cottage + Stargazer

apartment, Darnestown
This Darnestown vacation home is located just a short drive from Seneca Creek State Park and Windridge Vineyards, offering a peaceful escape with easy access to outdoor recreation and local attractions. Guests consistently praise the home's excellent location, cleanliness, and overall experience.
The one-bedroom rental features a comfortable layout with 160 square feet of space, perfect for couples or solo travelers. Enjoy modern amenities including a private pool, spa tub, and outdoor space with a garden and balcony, along with a fully equipped kitchen and free Wi-Fi for added convenience.

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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

Spacious Federal Hill Home With Rooftop & 4 Parking Spots - Maryland
9.7 13 reviews

Spacious Federal Hill Home With Rooftop & 4 Parking Spots

house, Baltimore
This luxurious Federal Hill home is located 1.1 miles from Baltimore's Inner Harbor, providing easy access to attractions like the Historic Ships in Baltimore and Camden Yards.
The 2700-square-foot residence boasts four bedrooms, five bathrooms, and accommodates up to 25 guests, featuring a rooftop terrace, fitness center, tennis court, and four private parking spaces.
Harmony Lodge Nestled In Wooded Tranquility! - Maryland
9.8 422 reviews

Harmony Lodge Nestled In Wooded Tranquility!

B&B, Myersville
This Myersville chalet is located in the mountains, just a short drive from Musket Ridge Golf Course, Maryland National Golf Club, and Gambrill State Park. The property has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom, one-bathroom cabin can accommodate up to five guests. Enjoy amenities such as a private pool, garden, BBQ grills, and a terrace, as well as access to nearby wineries and state parks.
Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc. - Maryland
10 53 reviews

Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc.

cottage, Dunkirk
This charming cottage sits just a short walk from Fridays Creek Winery and a quick drive to the Patuxent River, offering a peaceful escape in a scenic location. It's rated excellent by previous guests, making it a popular choice for travelers seeking a relaxing stay.
The 900 square foot cottage comfortably accommodates up to 4 guests with 2 bedrooms and 1 bathroom. Enjoy the amenities like a private pool, barbecue grills, and a spacious patio, perfect for relaxing and enjoying the beautiful surroundings.
Cozy Cottage With Access To And Partially Obstructed Views Of The Bay. - Maryland
9.2 35 reviews

Cozy Cottage With Access To And Partially Obstructed Views Of The Bay.

cottage, Calvert Beach
This charming cottage is located in Port Republic, a peaceful rural area near the beach and a short drive from Calvert Cliffs. It has received excellent ratings from previous guests.
The cottage has three bedrooms and two bathrooms and can accommodate up to ten guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a garden, and parking. Guests can enjoy tranquil surroundings, unique views, beach access, and proximity to local attractions, making it an ideal choice for families and groups seeking a relaxing getaway.

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

Potomac Riverfront! Home Near St Clements Island - Maryland
8.0 2 reviews

Potomac Riverfront! Home Near St Clements Island

cottage, Cobb Island
This waterfront cottage on Cobb Island offers river views and is a 0.3-mile walk to the water taxi for St. Clements Island State Park, with Coltons Point Marina 2 miles away and Leonardtown 15 miles distant.
This 800 square foot, 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features a private pier for fishing and crabbing, a water-view balcony, step-free entry, and a kitchenette.
Historic Row Home In Downtown Annapolis - Maryland
10 3 reviews

Historic Row Home In Downtown Annapolis

house, Annapolis
This historic row house in Annapolis's Downtown district is 1.1 miles from Annapolis Harbor and 30 miles from Baltimore's Inner Harbor and Camden Yards.
The 1,100-square-foot property features two bedrooms, two bathrooms, accommodates up to 10 guests, and includes a fully equipped kitchen, private patio, garden, free Wi-Fi, and in-unit laundry.
Cool Spring Cove - Maryland
No reviews

Cool Spring Cove

house, Arnold
This waterfront house in Arnold, MD, is located in Cool Spring Cove on the Magothy River, offering 7.5 miles of access to Downtown Annapolis and the U.S. Naval Academy, and is less than 2 miles from The Point Crab House & Grill.
This family-friendly home accommodates 10 guests with 4 bedrooms, features a private pier, shared pool, and waterfront gazebo, and provides opportunities for stand-up paddleboarding and sailboat watching.
The Great Escape Lodge ~ Exquisite Mountain Views - Maryland
9.9 269 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

house, Pondsville
The Great Escape Lodge, a luxurious 3,000-square-foot chalet in Pondsville, boasts stunning Catoctin Mountain views reminiscent of Yellowstone National Park.
This three-bedroom, three-bathroom vacation home sleeps six, offering a gourmet kitchen, jacuzzi, wraparound deck with hot tub, high-speed internet, and numerous family-friendly amenities including a game room and fire pit.

Neighborhoods and points of interest in Maryland

Best Maryland villas and beach houses with jacuzzi

Hot Tub Fire Pit Gas Grill Wood Stove Roku - Maryland
9.8 203 reviews

Hot Tub Fire Pit Gas Grill Wood Stove Roku

cabin, Accident
This charming cabin is located in Accident, Maryland, just a short drive from Deep Creek Lake, Funland, Wisp Resort, and Sang Run State Park. The cabin consistently receives excellent ratings for location, cleanliness, and overall guest experience.
The 4-bedroom cabin comfortably sleeps 8 guests and features a modern kitchen, a spacious living area, and a relaxing outdoor space. Enjoy the lakefront location, the private balcony, the spa tub, the garden, and the barbecue grill while taking advantage of the free Wi-Fi and the pet-friendly environment.
Namaste On The Bay - Maryland
No reviews

Namaste On The Bay

house, Stevensville
Namaste on the Bay, a Stevensville house rental, is located 17 miles from Annapolis Harbor and 26 miles from Baltimore/Washington International Thurgood Marshall Airport.
This five-bedroom, five-bathroom home sleeps 19 guests and boasts a private pool, hot tub, fully equipped kitchen, free Wi-Fi, and free parking.
Bayfront Gem W/ Amazing Water Views + Pond! - Maryland
No reviews

Bayfront Gem W/ Amazing Water Views + Pond!

house, Madison
Vacation rental listing. This accommodation is based in Madison.
Facilities and services include a dish washer, a kitchen and a jacuzzi. Take advantage of the Free Parking with this accommodation in Madison!
River Haven With Hot Tub - Maryland
9.9 106 reviews

River Haven With Hot Tub

house, Darlington
River Haven with Hot Tub in Darlington offers a spacious 4,500-square-foot home perfect for families or groups, providing ample space and a convenient location.
This four-bedroom, three-bathroom dwelling boasts a fully equipped kitchen, in-house jacuzzi, and outdoor dining area, along with free Wi-Fi and air conditioning.
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