Maryland Short term rentals

68588 available short term rental offers

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Maryland short term rentals
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Best Short term and Weekly rentals in Maryland

Best family friendly Maryland Short term rentals

Among the 68588 accommodations in Maryland, here are the 4 best family friendly rentals

Private Chesapeake Bay Beach Communitylove To Feel The Sand Between Your Toes? - Maryland
9.8 26 reviews

Private Chesapeake Bay Beach Communitylove To Feel The Sand Between Your Toes?

apartment, Calvert Beach
This newly renovated 3-bedroom, 2-bathroom rental home in Port Republic offers a rural, waterfront setting, located a short drive from Solomon's Island and North and Chesapeake Beaches, and approximately 40 to 45 miles from Annapolis and Washington D.C.
This family-friendly vacation home accommodates up to 6 guests with a fully equipped kitchen featuring stainless steel appliances, air conditioning, and a private one-acre lot with landscaped outdoor spaces, perfect for enjoying the nearby Calvert Beach and attractions like Battle Creek Cypress Swamp Sanctuary and Calvert Cliffs State Park.
< 6mi To Dc, 3.5 Mi Downtown Silver Spring, Near Bus Stop, <1 Mi To 495 Beltway - Maryland
No reviews

< 6mi To Dc, 3.5 Mi Downtown Silver Spring, Near Bus Stop, <1 Mi To 495 Beltway

apartment, Hillandale
This Hillandale apartment rental is conveniently located within six miles of the University of Maryland, SECU Stadium, and the Xfinity Center, offering easy access to major attractions.
This three-bedroom, two-bathroom unit sleeps three guests and boasts a fully equipped kitchen, in-unit laundry, a private garden, a swimming pool, jacuzzi, sauna, and tennis court, plus free Wi-Fi.
3 Bedroom Home In Chevy Chase With Gym/ Ev Charger - Maryland
9.9 228 reviews

3 Bedroom Home In Chevy Chase With Gym/ Ev Charger

apartment, Chevy Chase
This 3-bedroom Cape Cod home is conveniently located in Chevy Chase, a short drive from Silver Spring, Bethesda, the Medical Center, and NIH. The home has consistently earned excellent ratings for its location, cleanliness, and overall user experience.
The house offers a spacious and comfortable living space, accommodating up to 8 guests. Enjoy the fully equipped kitchen, the private backyard with a fire pit, the Peloton bike, and the Level 2 EV charger.
Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium - Maryland
9.2 17 reviews

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium

apartment, Annapolis
This Annapolis Historic District home is less than a mile from Peters Cove and the U.S. Naval Academy, with the Stanton School & Community Center and First Baptist Church within a 10-minute walk.
This two-bedroom, two-bathroom vacation rental sleeps six, features a fully equipped kitchen, private balcony, free WiFi, and charcoal grills, offering easy access to Annapolis attractions.

Top cities

Best Maryland lodging with a balcony

Rooftop Deck Escape! Free Parking! - Maryland
8.6 60 reviews

Rooftop Deck Escape! Free Parking!

apartment, Baltimore
This South Baltimore vacation rental is located less than a mile from M&T Bank Stadium, the Baltimore Convention Center, and Oriole Park at Camden Yards, offering easy access to major attractions and public transportation.
This 1850-square-foot home features three bedrooms, three bathrooms, and can comfortably accommodate eight guests, boasting amenities such as a fully equipped kitchen, free Wi-Fi, and a private balcony.
Beach Without The Bustle - Maryland
10 39 reviews

Beach Without The Bustle

apartment, Betterton
This Betterton waterfront condo, steps from Betterton Beach, offers easy access to Washington College, Crow Farm and Vineyard, and Chestertown Dog Park, all within 12 miles.
The 1190-square-foot apartment features two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, free Wi-Fi, a terrace, and access to a swimming pool and tennis court.
Soul Oasis - Home On The Chesapeake Bay - Maryland
10 55 reviews

Soul Oasis - Home On The Chesapeake Bay

cottage, Chesapeake Ranch Estates
This charming cottage in Lusby is a short walk from the Chesapeake Bay beach and is close to Cove Point and Drum Point Lighthouses. The cottage has received excellent ratings from previous guests.
The cottage features a spiral staircase leading to a loft with a queen-size bed and a small balcony, and it can accommodate up to 5 guests. The cottage includes a terrace, garden, parking, air conditioning, a kitchen with a fridge and microwave, and a basement with beach chairs, a washer, and a dryer.
Private Queen Suite/walk To River & Dining - Maryland
9.9 111 reviews

Private Queen Suite/walk To River & Dining

B&B, Port Deposit
Overlooking the river in Port Deposit, this apartment offers stunning views from its terrace/balcony and provides easy access to Hollywood Casino, Garrett Island Beach, and Perry Point VA Medical Center, all within 9 miles. Highly rated for its cleanliness, location, and amenities, the apartment features a cozy layout with one bedroom, one bathroom, and a guest capacity of two. Guests can enjoy grilling on the barbecue grills, relax in the spa, or simply take in the riverfront ambiance from the comfort of their private outdoor space.

Frequently Asked Questions about short term rentals in Maryland

  • What attractions should one visit during a week-long stay in Maryland?

    A week in Maryland offers a taste of diverse attractions. In Baltimore, explore the Inner Harbor, visit the National Aquarium, and wander through historic Fells Point. Head east to Ocean City for some beach time. For history buffs, Annapolis, the state capital, with its maritime museum and the United States Naval Academy, is a must-see. Consider a day trip to Assateague Island National Seashore to see the wild horses. Depending on the season, you could also explore the wineries in the Chesapeake Bay region.
  • What are the best short term rentals in Maryland?

  • What attractions should one visit when spending a month in Maryland?

    A month gives you ample time to explore Maryland thoroughly. Beyond the highlights mentioned for a week-long trip, you could delve deeper into specific interests. History enthusiasts could explore the many historic sites and battlefields from the American Revolution and Civil War. Nature lovers could hike the Appalachian Trail, explore the Blackwater National Wildlife Refuge, or kayak the Chesapeake Bay. Foodies could embark on a culinary journey, sampling Maryland crab cakes and exploring the state's diverse restaurants. Art and culture lovers could visit the Walters Art Museum in Baltimore or explore the vibrant arts scene in various towns.
  • What are the best short term rentals with a pool in Maryland?

    Unit 9 Ocean Side 41 St 50 Steps To The Beach, Lovely 2b/2b Belmont Towers and Belmont Towers 801 are the best short term rentals with a pool in Maryland.

  • Can visitors to Maryland witness any unique natural cycles, like cherry blossom season or autumn colors?

    Absolutely! Maryland experiences stunning autumn foliage typically peaking in mid-October to early November, varying slightly by location. While not as famous as Washington, D.C.'s cherry blossoms, Maryland's own trees do bloom in spring, though not on the same scale. The best places to witness fall colors include Western Maryland's mountains and the forests surrounding the Chesapeake Bay.
  • What are the best short term rentals with a jacuzzi in Maryland?

  • What are the most meaningful ways to engage with locals and discover the culture in Maryland?

    Visiting local farmers' markets provides a great opportunity to interact with residents and sample regional produce. Exploring smaller towns and attending local events, like festivals or concerts, offers a chance to meet people and experience the community spirit. Many towns have historical societies or museums that provide insight into the local culture and history. Dining at family-owned restaurants, especially those specializing in Maryland cuisine, is another good way to experience the local culture firsthand.
  • What are the best short term rentals for families and kids in Maryland?

  • Are there any distinctive cultural activities or hands-on workshops in Maryland?

    Yes! Maryland offers various hands-on workshops, including those focused on Chesapeake Bay oystering, winemaking, and even blacksmithing. Many art centers and museums offer classes and workshops in various art forms. The state's rich maritime history is reflected in workshops on boat building and sailing. Check local event listings for specific offerings.
  • What are some secret spots or hidden treasures to visit in Maryland?

    Tucked away in Western Maryland is the charming town of Frostburg, offering stunning mountain views and a laid-back atmosphere. Assateague Island, while not entirely secret, often feels secluded, especially during the off-season. Exploring the backroads of the Eastern Shore can lead to unexpected discoveries, such as quaint villages and hidden beaches. The Catoctin National Recreation Area offers numerous hiking trails and scenic overlooks that are less crowded than some of the more popular state parks.
  • What should not be left out of your suitcase if you are going to Maryland?

    Comfortable walking shoes are essential, as many attractions involve walking. Layers of clothing are recommended, as Maryland's weather can be unpredictable. Sunscreen and insect repellent are crucial, especially during warmer months. If planning outdoor activities, pack appropriate gear, such as rain gear and hiking boots. Don't forget a camera to capture the beautiful scenery and unique experiences.
  • What are the most popular festivals in Maryland?

    Maryland hosts numerous festivals throughout the year. The Great Frederick Fair is a large agricultural fair, while Artscape in Baltimore is a major outdoor arts festival. The Maryland Renaissance Festival offers a unique experience with medieval-themed entertainment and activities. Many smaller towns host their own unique festivals celebrating local produce, arts, and culture. Check local listings for seasonal events.
  • Where should one try the best local food in Maryland?

    For the quintessential Maryland crab cakes, head to Faidley Seafood in Baltimore's Inner Harbor. On the Eastern Shore, numerous restaurants offer fresh seafood, often caught locally. In Baltimore, Lexington Market offers a wide variety of local cuisine. Exploring smaller towns will reveal hidden gems offering unique culinary experiences, showcasing Maryland's diverse food scene.

Nearby regions

Best Maryland lodging with a kitchen

Waterfront Cottage In Wittman Maryland - Maryland
9.9 17 reviews

Waterfront Cottage In Wittman Maryland

apartment, Tilghman Island
This waterfront cottage in Wittman, Maryland, offers direct shoreline access and is located near local marinas and seafood establishments.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features internet, air conditioning, a full kitchen with a dishwasher, and garden access, perfect for water activities like kayaking and fishing.
Cozy Retreat In Mount Rainier - Maryland
9.9 112 reviews

Cozy Retreat In Mount Rainier

apartment, Mount Rainier
This Mount Rainier Airbnb rental, a private rear apartment with separate entrance, is located one mile from the DC Metro and a short walk from DC bus lines, providing easy access to Washington, D.C., and Hyattsville, Maryland.
The one-bedroom, one-bathroom unit sleeps two guests and features a full kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and keyless entry; unexpected rural elements include visible chickens and a rooster.
5 Mi To Main St! Cozy Couple's Escape In Laurel - Maryland
No reviews

5 Mi To Main St! Cozy Couple's Escape In Laurel

apartment, South Laurel
This South Laurel apartment is located 18 miles from Arundel Mills Mall and 19 miles from Northwest Stadium, offering convenient access to local attractions like Greenbelt Museum and Belair Mansion.
This 720 sq ft one-bedroom, one-bathroom unit accommodates up to two guests and features air conditioning, free internet, and a fully equipped kitchen, with on-site parking available.
The 3 Bedroom Clifford House Historic Mount Vernon - Maryland
9.9 91 reviews

The 3 Bedroom Clifford House Historic Mount Vernon

apartment, Baltimore
This three-bedroom apartment is located in historic Mount Vernon, just a short walk from Baltimore's best restaurants, nightlife, and the Charm City Circulator, which provides easy access to the Inner Harbor, Convention Center, Waterfront, Camden Yards, and M&T Bank Stadium. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-story home can comfortably accommodate up to nine guests and features a unique bi-level design with a spiral staircase connecting the floors. The apartment offers modern amenities like a fully equipped kitchen, a sunroom, a bar/kitchenette, a laundry room, and designated parking.

Neighborhoods and points of interest in Maryland

Best Maryland lodging with laundry available

ÉClair: Cozy Basement Nest Near Ne Dc - Maryland
10 6 reviews

ÉClair: Cozy Basement Nest Near Ne Dc

apartment, Landover Hills
This basement suite in Landover Hills offers a secluded sanctuary in a quiet, residential area, providing easy access to local amenities.
This one-bedroom, one-bathroom apartment accommodates up to four guests and features a private kitchenette, in-suite laundry, and access to a deck and backyard.
Retreat At Fenwick - Maryland
9.7 28 reviews

Retreat At Fenwick

apartment, Leonardtown
Retreat at Fenwick, a Leonardtown apartment rental, is conveniently located 11 miles from the Calvert Marine Museum and 12 miles from Cape Saint Mary's Marina.
This 600-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen with a dishwasher, and accommodates up to seven guests, boasting amenities like air conditioning, a fireplace, free Wi-Fi, and on-site parking.
Luxury 2 Bedroom Basement - Maryland
9.7 20 reviews

Luxury 2 Bedroom Basement

apartment, Bowie
This private basement apartment in Bowie, Maryland, is conveniently located 18 miles from Washington, D.C.'s major attractions, including the U.S. Capitol and Union Station.
The one-bedroom, one-bathroom unit sleeps five guests and features a fully equipped kitchen, free Wi-Fi, a flat-screen TV, and proximity to Addison Road-Seat Pleasant and Baltimore-Washington International Thurgood Marshall Airport.
Barn Apt On Tranquil Historic Farm--amazing Views - Maryland
9.9 150 reviews

Barn Apt On Tranquil Historic Farm--amazing Views

apartment, Reisterstown
This loft-style apartment is located on a historic farm, just 25 miles northwest of Baltimore, offering a peaceful escape surrounded by farmland. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, with 1190 square feet and comfortably accommodates up to 4 guests. Enjoy a modern kitchen, a cozy fireplace, and a large balcony overlooking a beautiful flower garden, perfect for relaxing and enjoying the farm's peaceful atmosphere.
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