Maryland Short term rentals

48540 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 48540 accommodations in Maryland, here are the 4 best family friendly rentals

Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly) - Maryland
9.9 283 reviews
Maryland
28/06 – 29/06
A$496/nightfor 1 night

Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly)

3 2
cottage , Frederick
This charming cottage is located in Frederick, just a short walk from Baker Park and Frederick Memorial Hospital, and within 1 kilometer of Carroll Creek Linear Park and Hood College, offering easy access to both nature and cultural attractions. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private patio, a garden, a jetted tub, and a fitness centre, providing everything you need for a relaxing and enjoyable stay.
Chesapeake Bay View 3br/2ba Duplex*hot Tub* - Maryland
9.9 126 reviews
Maryland
04/07 – 05/07
A$1341/nightfor 1 night

Chesapeake Bay View 3br/2ba Duplex*hot Tub*

1 6
apartment , Highland Beach
This penthouse apartment is situated in a waterfront beach community in Annapolis, Maryland, just a short distance from the Chesapeake Bay and a sandy beach. The property has received excellent ratings for its location, cleanliness and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Amenities include a gourmet kitchen, spa-inspired bathrooms, a seasonal hot tub, direct beach access, and a waterfront community pier ideal for boating, fishing, and kayaking.
Ocean City Snug Harbor Sunrise Entire Home - Maryland
Maryland
25/06 – 08/08
A$1742/nighttotal: A$76648 (44 )

Ocean City Snug Harbor Sunrise Entire Home

4 3
apartment , West Ocean City
This four-bedroom, two-bathroom holiday flat in West Ocean City, Maryland, offers direct bayfront views and is situated in Berlin, just a short drive from Assateague Island, Frontier Town, and multiple championship golf courses.
This family-friendly accommodation for up to 14 guests boasts a microwave oven, dishwasher, and air conditioning, with a boat dock available for use, and is conveniently located near Jolly Roger Amusement Park and Manklin Meadows Racquet Centre.
Newly Restored Apartment In The Heart Of Chestertown - Maryland
9.8 28 reviews
Maryland
28/06 – 29/06
A$548/nightfor 1 night

Newly Restored Apartment In The Heart Of Chestertown

2 2
apartment , Chestertown
This charming apartment is situated in the heart of Chestertown, directly across the street from Evergrain Bakery and within easy walking distance of the town's attractions. It has received excellent reviews from previous guests.
The apartment is spacious and comfortable, with enough room for up to four guests. It is fully equipped with modern amenities, including a dishwasher, washer/dryer, TV with AppleTV, and high-speed Wi-Fi, and offers off-street parking for one car.

Top cities

Best Maryland short term rentals with a balcony

Slope Side | Ski In/out, Hot Tub! - Maryland
9.6 22 reviews
Maryland
14/12 – 17/12
A$478/nighttotal: A$1434 (3 )

Slope Side | Ski In/out, Hot Tub!

3 5
apartment , Accident
This three-bedroom apartment is situated in McHenry, Maryland, just a short distance from Deep Creek Lake and Wisp Resort, providing easy access to local state parks and the Garrett College CARC.
The 182 square metre property features a spacious living area, a fully equipped kitchen, a private deck with a hot tub, and a lower-level family theatre room, accommodating up to 10 guests.
Private Patio At Charming Hanover House Across From Usna Gate 3 - Maryland
9.9 72 reviews
Maryland
17/07 – 24/07
A$762/nighttotal: A$5334 (7 )

Private Patio At Charming Hanover House Across From Usna Gate 3

3 5
apartment , Annapolis
This charming house is located in Annapolis' Historic District, just a short walk from St John's College, Chase Lloyd House, and Hammond-Harwood House, offering a prime spot to explore the city's rich history. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 181 square metre home comfortably sleeps eight guests in four bedrooms, perfect for families or groups. Enjoy amenities like a fully equipped kitchen, a private garden with gas grills, a terrace or balcony, and free Wi-Fi throughout.
Single Home, 4 Beds, 2 Baths - Maryland
9.1 23 reviews
Maryland
10/07 – 11/07
A$396/nightfor 1 night

Single Home, 4 Beds, 2 Baths

4 2
apartment , Four Corners
This Silver Spring house, approximately 13-16 kilometres from Washington, D.C. landmarks including the Phillips Collection and the White House, offers a spacious four-bedroom, two-bathroom property perfect for large groups visiting Four Corners.
The self-catering residence sleeps 15 guests, boasting a fully equipped kitchen, private terrace, free Wi-Fi, private parking, and air conditioning, all within easy reach of major attractions.
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park - Maryland
9.5 11 reviews
Maryland
03/09 – 07/09
A$430/nighttotal: A$1720 (4 )

Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park

2 4
apartment , Annapolis
This Bay Ridge flat is situated near Annapolis city centre and Quiet Waters Park, approximately 5.5 kilometres from Annapolis Harbour.
The 111-square-metre property, sleeping up to 11 guests, offers two bedrooms, one bathroom, free parking, a fully equipped kitchen, and a private patio; nearby attractions include Downtown Annapolis and Quiet Waters Park.

Frequently asked questions about short term rentals in Maryland

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

    A week in Maryland offers a good taste of its diversity. Start in Baltimore, exploring the Inner Harbor, the National Aquarium, and Fort McHenry. Then, head east to the Chesapeake Bay, perhaps visiting Annapolis, the state capital, with its charming waterfront and the United States Naval Academy. For a change of pace, explore the mountains in Western Maryland, visiting Deep Creek Lake for outdoor activities or exploring the historic towns of Cumberland and Frostburg. Don't forget to allocate time for Washington, D.C., which is easily accessible from Maryland and offers countless attractions, including the Smithsonian museums and the National Mall.
  • What are the best short term rentals in Maryland?

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

    A month allows for a more in-depth exploration. Besides the locations mentioned above, consider visiting Assateague Island National Seashore for its wild horses, exploring the Eastern Shore's charming towns like St Michaels and Easton, and delving into Maryland's history at places like the Antietam National Battlefield or the Star-Spangled Banner Flag House in Baltimore. Spend time hiking or biking on the many trails throughout the state's varied landscapes, from the Appalachian Trail in Western Maryland to the coastal trails of the Eastern Shore. You could also dedicate time to exploring smaller towns and museums across the state, discovering hidden gems along the way.
  • What are the best short term rentals with a pool in Maryland?

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

    Absolutely! Maryland experiences stunning autumn colours, typically peaking in October, throughout the state's forests and mountains. While not as famous as Washington, D.C.'s cherry blossoms, Maryland also has various locations with cherry trees, offering beautiful displays in spring. The peak blooming period usually falls in late March or early April, but it can vary depending on the weather.
  • 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, United States?

    To connect with Maryland's culture, explore local farmers' markets, like those found in Baltimore, Annapolis, and Frederick. Visiting smaller towns and engaging with local businesses provides opportunities to chat with residents. Attending events at local theatres or music venues offers a chance to experience the creative side of the community. Exploring historical sites and museums, like the B&O Railroad Museum in Baltimore or the Chesapeake Bay Maritime Museum in St Michaels, provides insight into the state's history and traditions.
  • 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, United States?

    Yes, Maryland offers various cultural activities and workshops. Consider attending a crab picking demonstration to learn about a local delicacy. Many locations offer workshops on Chesapeake Bay oyster farming or wine tasting at the numerous vineyards in the state. Pottery classes or other art workshops are also frequently available in many towns and cities across the state. Check local listings for current offerings.
  • What are some secret spots or hidden treasures to visit in Maryland, United States?

    Tucked away in Western Maryland are the charming towns of Oakland and Grantsville, offering stunning mountain views and a peaceful escape. Explore the trails and waterfalls of Swallow Falls State Park. On the Eastern Shore, the Blackwater National Wildlife Refuge provides a tranquil escape with abundant wildlife viewing opportunities. For a unique experience, visit the Harriet Tubman Underground Railroad State Park.
  • What should not be left out of one's suitcase if one is going to Maryland, United States?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Layers of clothing are essential, as the weather can be unpredictable. In the warmer months, pack sunscreen, insect repellent, and a hat. Don't forget a raincoat, especially if travelling during the autumn or spring months. Depending on the time of year, you may also want to pack swimwear if planning on visiting the Chesapeake Bay or other water bodies.
  • What are the most popular festivals in Maryland, United States?

    Maryland hosts numerous festivals throughout the year. The Maryland Renaissance Festival is a popular autumn event, offering a unique experience. The Artscape festival in Baltimore is a major summer event showcasing local artists. Smaller, regional festivals celebrate local produce and cultural traditions throughout the state, often tied to specific towns or communities. Check local event listings for specific dates and locations.
  • Where should one try the best local food in Maryland, United States?

    For the best crab cakes, head to Faidley Seafood in Baltimore's Inner Harbor. Explore the diverse culinary scene in Baltimore's Hampden neighbourhood. In Annapolis, try local seafood restaurants along the waterfront. For a taste of the Eastern Shore, visit restaurants in St Michaels or Easton, specialising in fresh seafood and Chesapeake Bay-inspired dishes. Don't forget to try Smith Island Cake, a unique Maryland dessert.

Nearby regions

Best Maryland short term rentals with a kitchen

Waterfront Relaxing Getaway - Maryland
10 26 reviews
Maryland
10/09 – 13/09
A$463/nighttotal: A$1389 (3 )

Waterfront Relaxing Getaway

4 7
apartment , Cobb Island
This Cobb Island waterfront property offers stunning views and direct water access, situated 0.5km from St Clement's Island State Park and 2.7km from the Potomac River.
This four-bedroom, two-bathroom holiday home sleeps eight guests and boasts a fully equipped kitchen, barbecue facilities, ample parking (including for RVs), and amenities such as a Smart TV and washing machine.
Stunning 1br Apt. In Historic Row Home W/ Parking - Maryland
9.2 18 reviews
Maryland
11/07 – 16/07
A$213/nighttotal: A$1065 (5 )

Stunning 1br Apt. In Historic Row Home W/ Parking

1 4
apartment , Baltimore
This Baltimore city centre apartment, situated in a historic 1850s row house, is within walking distance of the Inner Harbour, Fells Point, Little Italy, and Johns Hopkins Hospital.
The 79 square metre flat offers one bedroom, one bathroom, sleeps four, and includes a full kitchen, in-unit laundry, and a complimentary bicycle for exploring the city's attractions, including Oriole Park at Camden Yards and the National Aquarium.
Entire House By The Fells Point, Jhu. - Maryland
9.6 431 reviews
Maryland
03/07 – 05/07
A$557/nighttotal: A$1114 (2 )

Entire House By The Fells Point, Jhu.

3 4
apartment , Baltimore
This charming Baltimore townhouse is located in Upper Fells Point, just a short walk from Patterson Park and the lively Fells Point district, offering easy access to Johns Hopkins University, the Inner Harbor, and the stadium. It has consistently received excellent user ratings for its location, cleanliness, and overall experience.
This three-bedroom property comfortably accommodates up to eight guests, providing ample space for families or groups. Guests can enjoy a fully equipped kitchen, a private patio, a washer and dryer, and free street parking, along with the convenience of being in a walkable neighbourhood with plenty of restaurants, bars, and attractions nearby.
Apt Near The Metro W/ Easy Baltimore Access - Maryland
Maryland
27/06 – 13/07
A$317/nighttotal: A$5072 (16 )

Apt Near The Metro W/ Easy Baltimore Access

2 5
apartment , Reisterstown
This Reisterstown flat is situated 22-27 kilometres from Johns Hopkins University, the Baltimore Museum of Art, the Edgar Allan Poe Museum, the Walters Art Museum, and the University of Maryland – Baltimore, with Towson University 22 kilometres away and the Baltimore Zoo 24 kilometres away, offering convenient access to Baltimore landmarks and Baltimore – Penn Station, MD at 27 kilometres.
This accommodation provides 80 square metres of living space with two bedrooms, one bathroom, and capacity for nine guests, featuring complimentary private parking, a fully equipped kitchen for self-catering, air conditioning, and essential bathroom amenities including a hair dryer and free toiletries, with towels and bed linen provided.

Best Maryland short term rentals with laundry available

The One (Hagerstown, Md) - Maryland
10 4 reviews
Maryland
27/06 – 04/07
A$161/nighttotal: A$1127 (7 )

The One (Hagerstown, Md)

1 2
apartment , Fountainhead-Orchard Hills
This one-bedroom flat in Hagerstown's North End is conveniently located just 1.5 kilometres from the city centre and 250 metres from Interstate 81, offering easy access to local attractions such as Discovery Station at Hagerstown Inc. and the Hagerstown Roundhouse Museum.
This pet-friendly apartment offers high-speed WiFi, a kitchen with a fridge and microwave, air conditioning, and parking, with backyard access and an onsite restaurant serving Maryland style cuisine, comfortably sleeping up to three guests.
Cozy Home Near Downtown Frederick - Maryland
10 2 reviews
Maryland
07/07 – 07/08
A$307/nighttotal: A$9517 (31 )

Cozy Home Near Downtown Frederick

2 3
apartment , Frederick
This two-bedroom flat in Frederick is situated a 2-minute drive from Baker Park and a 4-minute drive from Carroll Creek Linear Park, offering convenient on-site parking for exploring local attractions.
This family-friendly property provides Wi-Fi, a fully equipped kitchen, and a private garden and terrace, with amenities such as children's dishes and a high chair available, and is a short drive from Westview Promenade and Gambrill State Park.
Chic Top Floor Studio Apt Near Baltimore Harbor - Maryland
9.7 142 reviews
Maryland
27/06 – 04/07
A$143/nighttotal: A$1001 (7 )

Chic Top Floor Studio Apt Near Baltimore Harbor

1 2
apartment , Baltimore
This studio apartment is located in Charles Village, just 5km from the Baltimore Harbor area, with a grocery store directly across the street and a CVS pharmacy just a block away. The studio has received excellent ratings for its cleanliness, location, and overall experience.
The studio apartment is a spacious loft with a comfortable queen-sized bed and a den area with a futon that can be converted into a bed, accommodating up to 3 guests. The studio offers a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, internet access, and a private bathroom.
Fabulous 5-bedroom House With Ac In Charming Port Republic. Walk To Water/trail - Maryland
Maryland
01/08 – 04/08
A$952/nighttotal: A$2856 (3 )

Fabulous 5-bedroom House With Ac In Charming Port Republic. Walk To Water/trail

5 14
apartment , Calvert Beach
This five-bedroom holiday home in Port Republic offers proximity to Cove Point Lighthouse and Drum Point Lighthouse, situated approximately 5 kilometres from Flag Harbor Marina.
The accommodation sleeps up to 16 guests, featuring two bathrooms, air conditioning, and is ideal for exploring nearby attractions such as the Annmarie Sculpture Garden and Arts Center.
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