Villas and Holiday homes in Maryland

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Maryland villas
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20050 Villa rentals in Maryland

Best Maryland villas and holiday homes with a pool

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

Eastern Shore Beach Cottage Get-away - Maryland
10 141 reviews

Eastern Shore Beach Cottage Get-away

cottage, Rock Hall
This charming cottage is situated just a short drive from the Eastern Neck Island Wildlife Refuge and 10km from Chestertown, home to Washington College, offering a peaceful escape from the hustle and bustle. It has received excellent reviews from previous guests, making it a popular choice for those looking for a relaxing getaway.
The cottage is spacious, spanning 93 square meters and comfortably accommodating up to five guests. It boasts a fully equipped kitchen, a private garden, a swimming pool, and a spa, as well as direct access to a sandy beach, perfect for families and water sports enthusiasts.
Parkside Charm & Spaciousness-family Friendly - Maryland
9.8 439 reviews

Parkside Charm & Spaciousness-family Friendly

house, Baltimore
This charming Baltimore row house is located just 10 kilometres from the Inner Harbour, Penn Station and major highways, in a quiet tree-lined neighbourhood bordering Patterson Park. The property has consistently received excellent ratings for location, cleanliness and user experience.
The three-bedroom house offers 130 square metres of living space, comfortably accommodating up to seven guests. Amenities include a fully equipped kitchen, a family room with a big screen TV, a private terrace, a garden, a swimming pool, a jacuzzi, parking and a level 2 EV charger.
Beachfront 2-bedroom Condo At Atlantis Building, Ocean City Ocean Views & Pool Access - Maryland
9.0 4 reviews

Beachfront 2-bedroom Condo At Atlantis Building, Ocean City Ocean Views & Pool Access

house, Ocean City
This Ocean City beachfront apartment, a three-minute walk from Ocean City Beach and 2.1 kilometres from Northside Park, offers stunning ocean views.
The 95-square-metre condo boasts two bedrooms, two bathrooms, a fully equipped kitchen, a balcony, free Wi-Fi, and private parking, comfortably accommodating up to nine guests and providing easy access to attractions like Thunder Lagoon Waterpark.
Comfortable Villa - Maryland
No reviews

Comfortable Villa

house, New Carrollton
This five-bedroom Hyattsville villa, near New Carrollton, offers convenient access to Washington, D.C. and the University of Maryland, both within a few kilometres.
Sleeping up to 14 guests, the property boasts a full kitchen with dishwasher, a jacuzzi, and parking for four cars; nearby attractions include the National Mall and Six Flags America.

Best family friendly Maryland villas and holiday home

Among the 20050 accommodations in Maryland, here are the 4 best family friendly villas and holiday homes

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 three-bedroom, one-bathroom lodge, accommodating up to ten guests, is situated in Swanton's North Glade Hills, offering private wooded seclusion with lake access less than 500 meters away, and is a 10-15 minute drive from Deep Creek Lake activities.
This family and pet-friendly retreat boasts a complimentary canoe, fishing gear, and a backyard firepit, alongside extensive outdoor games and indoor entertainment including satellite TV and a PlayStation2, all set on 1.2 hectares of land with a trail leading to Deep Creek Lake shores.
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 waterfront property, boasts stunning Corsica River views and is located 34km from the Academy of the Arts and 39km from Sandy Point State Park.
This one-bedroom house, offering 55 square metres of space, sleeps seven guests and features a fully equipped kitchen, private balcony, outdoor fireplace, on-site bar, and an indoor play area, ideal for families seeking Centreville accommodation with river access.
Seven Oaks - Maryland
9.9 52 reviews

Seven Oaks

gîte, Poolesville
This seven-bedroom Poolesville holiday home, boasting 604 square metres of space, offers luxurious accommodation for up to 16 guests.
The property features eight bathrooms, a gourmet kitchen, a recreation room with a pool table and big-screen TV, two cabana bars, and an expansive patio with an outdoor fireplace; its location on a working horse farm provides a tranquil setting.
Patty's Place - Private And Convenient Ev-friendly Apartment Near Downtown - Maryland
9.1 57 reviews

Patty's Place - Private And Convenient Ev-friendly Apartment Near Downtown

house, Frederick
Logan's House is located in Frederick, just 50 kilometres from Hagerstown Regional Airport, offering a peaceful and convenient base for exploring the area. It consistently receives excellent ratings for cleanliness, location, and user experience.
This one-bedroom property can accommodate up to three guests and features a comfortable kitchen with a fridge and microwave, as well as free Wi-Fi and private parking. You'll also find a flat-screen TV, towels, and bed linen provided for a relaxing 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, a visit to Annapolis, the state capital, with its historic district and the United States Naval Academy is a must. Baltimore boasts the Inner Harbour, Fort McHenry (where the Star-Spangled Banner was written), and the American Visionary Art Museum. Nature lovers should explore Assateague Island National Seashore, known for its wild horses, or the Chesapeake Bay, offering opportunities for boating, fishing, and birdwatching. The charming town of St. Michaels on the Eastern Shore is also a popular destination.
  • What are the best villa rentals in Maryland?

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

    Maryland's landscape is surprisingly varied. While not known for towering mountains, it does have rolling hills in western Maryland, particularly in the Appalachian Mountains region. The Chesapeake Bay dominates the eastern portion of the state, providing extensive shoreline and numerous waterways. There are also beautiful beaches on the Atlantic coast, and extensive forests throughout the state, particularly in the western counties.
  • What are the best villa rentals with a pool in Maryland?

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

    Many people overlook the Eastern Neck National Wildlife Refuge, a beautiful area for birdwatching and nature walks. The Catoctin Mountain Park, with its hiking trails and Cunningham Falls, offers stunning scenery. For a unique experience, visit the Havre de Grace Decoy Museum, showcasing the artistry of duck decoys. The Washington County Museum of Fine Arts also frequently hosts lesser-known but impressive exhibitions.
  • 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 Renaissance Festival for a taste of history and community spirit. Visit a Chesapeake Bay crab house and chat with the locals about their way of life. Explore the many farmers' markets across the state, talking to the producers about their produce and methods. Consider taking a guided walking tour of a historic district in a city like Annapolis or Baltimore, interacting with the guides and other participants.
  • 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 would allow for a good overview of Maryland's highlights, but to truly explore its diverse regions and attractions, two weeks or even more would be ideal. It depends on your interests; someone focused solely on the Chesapeake Bay might need less time than someone who wants to explore both the mountains and the coast.
  • What are the best pet friendly villa rentals in Maryland?

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

    Depending on the time of year, insect repellent is a good idea, especially if you plan on spending time outdoors, particularly near the Chesapeake Bay. Comfortable walking shoes are essential for exploring the many historic towns and natural areas. If visiting during the summer months, pack light clothing and sunscreen, while layers are recommended for spring and autumn.
  • What are the best villa rentals with parking in Maryland?

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

    The Maryland Historical Society in Baltimore offers various workshops and events related to Maryland history. Many art museums across the state offer classes and workshops. Several locations in the Chesapeake Bay area offer oyster shucking workshops or crabbing lessons, providing a unique hands-on cultural experience.
  • Are there any food festivals in Maryland, United States where you can try local food?

    The Maryland Seafood Festival is a large event celebrating the state's seafood. Many smaller towns and cities hold their own festivals throughout the year, often featuring local produce and dishes. The Great Frederick Fair includes a wide variety of food options.
  • What seasonal natural events, such as migrations or blooming periods, occur in Maryland, United States?

    Spring brings the blooming of wildflowers, particularly in the western mountains and along the Chesapeake Bay. Autumn showcases vibrant fall foliage in the western counties. Bird migration is significant throughout the year, with peak seasons in spring and autumn, particularly visible in areas like the Eastern Neck National Wildlife Refuge and Assateague Island.
  • What exclusive experiences are available when visiting Maryland, United States?

    Private boat tours of the Chesapeake Bay offer a unique perspective. Guided kayaking or canoeing trips through the waterways provide a closer look at the natural environment. A private tour of the United States Naval Academy in Annapolis or a behind-the-scenes tour of a historic home can also be arranged.

Nearby regions

Best Maryland villas and holiday homes with a kitchen

Spacious Accokeek Home Near Mgm, Alexandria & Dc! - Maryland
9.0 3 reviews

Spacious Accokeek Home Near Mgm, Alexandria & Dc!

house, Accokeek
This spacious five-bedroom house in Accokeek, Maryland offers easy access to National Harbor (21km) and historic sites in Alexandria and Washington D.C. (24km), including museums and landmarks.
The 304-square-metre property sleeps 15 guests, features three bathrooms, a fully equipped kitchen, free Wi-Fi, and parking, ensuring a comfortable stay near Ronald Reagan Washington National Airport (31km).
House On The Hills - Maryland
No reviews

House On The Hills

house, Pylesville
This one-bedroom villa near Pylesville, Maryland, offers convenient access to Towson University, approximately 47 kilometres away.
The 372-square-metre property boasts three bathrooms, sleeps up to 19 guests, and includes a fully equipped kitchen, free Wi-Fi, and a fireplace.
Piney Grove Farm - Maryland
9.9 110 reviews

Piney Grove Farm

gîte, Kingstown
This 1700s farmhouse, located on a 65-acre farm on the Chester River, is just 5 kilometres from the centre of Chestertown. The property has received excellent ratings for its location, cleanliness and overall experience.
The farmhouse has 5 bedrooms and 3 bathrooms, sleeping up to 12 guests. Amenities include a swimming pool, a garden, parking, air conditioning, internet and a fully equipped kitchen with a fridge, microwave oven and dishwasher.
Tiny House At St. George Island - Maryland
8.4 5 reviews

Tiny House At St. George Island

cottage, Piney Point
This cottage, a cosy tiny house, is located in Piney Point, a short distance from the historic Piney Point Lighthouse and Cecil's Old Mill, and close to St. Mary's River State Park.
This accommodation sleeps up to five guests across two bedrooms and offers internet, air conditioning, a kitchen with a fridge and microwave, and exclusive access to a private sandy beach for fishing, crabbing, and picnicking.

Best Maryland villas and holiday homes with jacuzzi

The Historic Colombia Manor, Near Washington Dc, - Maryland
No reviews

The Historic Colombia Manor, Near Washington Dc,

house, Fairland
The Historic Colombia Manor is a spacious villa located in Silver Spring, 19 kilometres from Dulles Airport and close to Washington DC.
This two-bedroom villa offers accommodation for 25 guests, featuring four bathrooms, air conditioning, free WiFi, a fully equipped kitchen, a mini-bar, and private on-site parking.
Rustic Luxury W/ Hot Tub, Dock & Views - Maryland
9.6 68 reviews

Rustic Luxury W/ Hot Tub, Dock & Views

cabin, Deer Park
This waterfront lodge is located just 1.3 kilometres from Deep Creek Lake and within 14.5 kilometres of Deep Creek Lake State Park, Youghiogheny River, Swallow Falls State Park, and Garrett Regional Medical Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom lodge spans 166 square metres and comfortably accommodates up to eight guests. Enjoy amenities like a fully equipped kitchen, a spa tub, a fireplace, barbecue grills, free Wi-Fi, a DVD player, and limited housekeeping services.
Hot Tub-petfriendly-firepit-pool Table-bar-3+acres - Maryland
10 4 reviews

Hot Tub-petfriendly-firepit-pool Table-bar-3+acres

cabin, Accident
This McHenry lodge is situated on a secluded 3+ acre wooded lot on Pysell Road, approximately 3.2 kilometres from Deep Creek Lake and Wisp Resort.
The three-bedroom, three-bathroom property sleeps twelve guests and boasts a hot tub, games room, basement bar, and sunset deck, alongside a fully equipped kitchen including a dishwasher, plus Wi-Fi and parking.
Solomons Island 6br Family Getaway - Maryland
9.0 1 review

Solomons Island 6br Family Getaway

house, Solomons
This spacious six-bedroom, four-bathroom family holiday home on Solomons Island is located less than 1 kilometre from the Calvert Marine Museum and 4 kilometres from Annmarie Garden.
This detached house offers ample space for up to 20 guests, featuring a fully equipped kitchen, air conditioning, a hot tub, and a garden, with free WiFi available in public areas.
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