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

Blake House Historic Estate With Private Inn - Maryland
10 2 reviews

Blake House Historic Estate With Private Inn

house, Centreville
Blake House Historic Estate, a spacious 6-bedroom villa in Centreville, Maryland, is located 21 miles from the Academy of the Arts and 24 miles from Sandy Point State Park.
This 5,010-square-foot property boasts a private pool, fitness center, fully equipped kitchen, and accommodates up to 20 guests, offering convenient amenities like free Wi-Fi and on-site parking.
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.
Walk To Cambridge Waterfront: Townhome W/ Deck - Maryland
No reviews

Walk To Cambridge Waterfront: Townhome W/ Deck

house, Cambridge
This 1800 sq ft townhome in Cambridge offers a prime location within walking distance to the waterfront and is situated 16 miles from the Academy of the Arts and 21 miles from Federalsburg Marina.
Accommodating up to 15 guests, this three-bedroom, three-bathroom residence features air conditioning, a fully equipped kitchen with a dishwasher and microwave, a swimming pool, terrace, and garden, with parking available.
Relaxing Pool Area And Scenic Sunsets - Charming Farm Stay - Maryland
No reviews

Relaxing Pool Area And Scenic Sunsets - Charming Farm Stay

house, Darnestown
This exclusive farm estate in Darnestown, Maryland, offers a peaceful retreat 25-40 miles from Washington D.C. and Baltimore, with convenient access to Seneca Creek State Park, Sugarloaf Mountain, and the C&O Trail.
This family-friendly house features 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests, boasting a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, spa, fitness center, tennis court, terrace, garden, and parking, with optional farm experiences and produce available.

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

Perry St Upper Retreat | Cozy 3br - Maryland
No reviews

Perry St Upper Retreat | Cozy 3br

house, Mount Rainier
This Mount Rainier house offers a quiet residential setting at the corner of 32nd Street and Perry Street, providing a 14-minute drive to Washington, D.C. and a 15-minute commute to College Park and the University of Maryland.
This family-friendly rental accommodates up to 6 guests in 3 bedrooms and features a carpeted living area with theater-style seating and a smart TV, plus a kitchen equipped with a fridge, freezer, and dishwasher.
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.
Modern Cabin|5acres|playhouse|games|toys|firepit - Maryland
10 108 reviews

Modern Cabin|5acres|playhouse|games|toys|firepit

cabin, Dargan
The C&O Abode, a modern cabin rental in Jefferson County, West Virginia, is located minutes from Harpers Ferry and Shepherdstown, offering easy access to the C&O Canal Towpath and historical sites.
This three-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen, a fitness center, Starlink internet, a kids' playhouse, and access to outdoor activities like hiking and exploring nearby breweries and wineries.
Access Lake From Cozy Seclusion- 3 Acres, Private Trail, Canoe - Sleeps 6-8 - Maryland
9.6 38 reviews

Access Lake From Cozy Seclusion- 3 Acres, Private Trail, Canoe - Sleeps 6-8

cabin, Swanton
This Swanton lodge, situated in the North Glade Hills neighborhood, offers private wooded seclusion on 3 acres with a trail leading to Deep Creek Lake's shores, located less than 0.5 miles from shared private lake access and trails, 2.9 miles from Deep Creek Lake State Park, and 10.1 miles from WISP Resort.
This family-friendly and pet-friendly cabin accommodates up to 10 guests with 3 bedrooms, a sleeper sofa, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, parking, and provided amenities for outdoor enjoyment including a canoe, fishing gear, life vests, a grill, firewood, and backyard games, plus indoor entertainment options like satellite TV and WiFi.

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

House ∙ 3 Bedrooms ∙ 20 Guests - Maryland
9.3 6 reviews

House ∙ 3 Bedrooms ∙ 20 Guests

house, Thurmont
This spacious Thurmont cabin, near Catoctin Mountain Park in Maryland, offers ample parking for cars, boats, RVs, and trailers.
Sleeping up to 20 guests, this one-bedroom, two-bathroom lodge boasts a fully equipped kitchen, laundry facilities, a large deck with a barbecue grill, and game room amenities including a pool table, air hockey, foosball, and darts.
Captain’s Quarters - Unique Home On Corsica River! - Maryland
9.2 8 reviews

Captain’s Quarters - Unique Home On Corsica River!

house, Centreville
Captain's Quarters, a Centreville vacation home on the Corsica River, is 21 miles from the Academy of the Arts and 24 miles from Sandy Point State Park.
This 590-square-foot rental boasts one bedroom, one bathroom, sleeps seven guests, and features a fully equipped kitchen, private balcony with river views, an outdoor fireplace, on-site bar, and indoor play area.
Double Cabin With 2 Queen Beds, 1 King Bed, Common Porch And Each Unit Has A Private Entrance And Bath. - Maryland
10 2 reviews

Double Cabin With 2 Queen Beds, 1 King Bed, Common Porch And Each Unit Has A Private Entrance And Bath.

chalet, Little Orleans
This lakefront cabin is located just outside of Little Orleans, conveniently close to Buchanan State Forest and the Chesapeake and Ohio Canal, offering a peaceful escape from the hustle and bustle. Guests have consistently rated this property excellent, highlighting its serene setting and proximity to nature.
The cabin features a fully equipped kitchen with a fridge and microwave, air conditioning, a terrace or balcony, and is pet-friendly. Enjoy stunning lake views, relax on the terrace, and explore the nearby hiking trails, beaches, and golf courses.
Welcome To Our Newly Built House - Maryland
8.7 23 reviews

Welcome To Our Newly Built House

house, Glen Burnie
This Glen Burnie house is conveniently located within a 12-mile radius of popular Baltimore attractions like the University of Maryland – Baltimore, Pier Six Concert Pavilion, Inner Harbor, and Historic Ships in Baltimore. This 4-bedroom, 3-bathroom house offers a comfortable stay for up to 19 guests with modern amenities including a fully equipped kitchen, free Wi-Fi, and private parking.

Neighborhoods and points of interest in Maryland

Best Maryland villas and beach houses with jacuzzi

New Listing!  New 7 Person Hottub & Grill Firepit 2 Arcades 9 Minutes To Wisp! - Maryland
10 16 reviews

New Listing! New 7 Person Hottub & Grill Firepit 2 Arcades 9 Minutes To Wisp!

cabin, Oakland
This Oakland, Maryland cabin is located less than a mile from Deep Creek Lake and within six miles of Funland and Garrett County Dog Park, offering easy access to outdoor recreation and family-friendly attractions. This four-bedroom, three-bathroom vacation home sleeps fifteen guests and boasts a fully equipped kitchen, private patio, fitness center, swimming pool, hot tub, and game room.
The 3 Bedroom Waterfront Cottage At Chesapeake Paradise Near Annapolis Md - Maryland
No reviews

The 3 Bedroom Waterfront Cottage At Chesapeake Paradise Near Annapolis Md

house, Deale
This waterfront cottage in Deale, Maryland, offers a serene escape 19 miles from Annapolis Harbor and within 32 miles of Washington D.C. landmarks like the Supreme Court and Washington Union Station.
This 1250 square foot vacation home features 3 bedrooms, 2 bathrooms, and accommodates up to 12 guests with amenities including a full kitchen, air conditioning, Jacuzzi, and complimentary WiFi, plus on-site parking.
Miles Rest - Maryland
No reviews

Miles Rest

house, Easton
This Easton, Maryland vacation home, located in Royal Oak, is 6.8 miles from the Academy of the Arts and 30 miles from the Chesapeake Exploration Center.
This 3250-square-foot residence boasts five bedrooms, four bathrooms, a private pool, jacuzzi, and parking, comfortably accommodating up to 19 guests and offering free Wi-Fi.
Lured Away 3-bedroom Cabin In Delightful Oakland With Ac, Wifi - Maryland
10 7 reviews

Lured Away 3-bedroom Cabin In Delightful Oakland With Ac, Wifi

cabin, Deer Park
This Oakland, Maryland cabin is located near Deep Creek Lake and Deep Creek Lake State Park, approximately 3 miles from each, and within 6 miles of Funland and the Mount Nebo Wildlife Management Area.
This 1800-square-foot lodge boasts three bedrooms, three bathrooms, and sleeps eight, featuring a fully equipped kitchen, hot tub, and Wi-Fi, along with a terrace and barbecue grills for outdoor enjoyment.
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