Maryland Short term rentals

48540 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Maryland short term rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Hummingbird Inn - Maryland
10 121 reviews
Maryland
03/07 – 04/07
SG$559/nightfor 1 night

Hummingbird Inn

1 2
B&B , Easton
The Hummingbird Inn is located in Easton, just a short walk from the Academy of the Arts, making it a perfect base for exploring the town's cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The inn offers a range of rooms, some with private bathrooms, spa baths, and other amenities. Guests can enjoy free parking, Wi-Fi, and bicycles, as well as a terrace, garden, spa, and fitness centre.
Luxury 3-bed Townhome W/modern Finishes & Easy Access To Baltimore &Annapolis. - Maryland
10 3 reviews
Maryland
03/07 – 04/07
SG$545/nightfor 1 night

Luxury 3-bed Townhome W/modern Finishes & Easy Access To Baltimore &Annapolis.

3 2
apartment , Ferndale
This family-friendly townhouse in Ferndale, Glen Burnie's Primrose community, offers convenient access to BWI Airport (16 km), Baltimore Inner Harbour (32 km), Annapolis (40 km), and Washington D.C. (72 km), along with proximity to Arundel Mills Mall and entertainment venues like Oriole Park at Camden Yards.
This property boasts a 182 square metre floor area, accommodating up to six guests with three bedrooms and two bathrooms, and includes essential amenities such as a fridge, microwave, dishwasher, and air conditioning, making it suitable for families and business travellers.
Newly Restored Apartment In The Heart Of Chestertown - Maryland
9.8 29 reviews
Maryland
28/06 – 29/06
SG$495/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.
Tilghman | Fenced Yard | Pet Friendly | Charming - Maryland
9.3 6 reviews
Maryland
07/07 – 07/08
SG$462/nighttotal: SG$14322 (31 )

Tilghman | Fenced Yard | Pet Friendly | Charming

3 3
apartment , Tilghman Island
This Tilghman Island holiday home is peacefully situated a short walk (under 1km) from Kronsberg Park and within a 2.4km radius of Knapp's Narrows Marina & Inn, the Talbot County Library Tilghman Branch, and the Phillips Wharf Environmental Center.
This 137 square metre property sleeps six guests in three bedrooms and two bathrooms, and boasts a fully equipped kitchen, Wi-Fi, private garden, parking, and a terrace; enjoy nearby boat tours and waterfront dining.

Best Maryland short term rentals with a balcony

Artistic Abode Close To Mica & Johns Hopkins - Maryland
8.4 5 reviews
Maryland
26/06 – 28/06
SG$345/nighttotal: SG$690 (2 )

Artistic Abode Close To Mica & Johns Hopkins

1 2
apartment , Baltimore
This one-bedroom flat is located in Madison Park, a quiet residential neighbourhood in Baltimore, within 3km of Maryland Institute College of Art, Oriole Park at Camden Yards, and Johns Hopkins University. The property has received excellent guest reviews.
The flat can accommodate up to four guests and features a fully equipped kitchen, a balcony, and a washing machine. Guests can enjoy free Wi-Fi, parking, and air conditioning.
Prime Eastport Location - Waterfront Condo With Parking - Maryland
10 27 reviews
Maryland
26/06 – 28/06
SG$962/nighttotal: SG$1924 (2 )

Prime Eastport Location - Waterfront Condo With Parking

2 7
apartment , Annapolis
This Annapolis apartment, situated in Eastport, is less than 2km from Spa Creek and the United States Naval Academy, offering easy access to the Kunta Kinte-Alex Haley Memorial and Maynard-Burgess House within a 15-minute drive.
The three-bedroom, two-bathroom property sleeps seven guests and includes a full kitchen, terrace, free Wi-Fi, on-site parking, and swimming pool access; nearby attractions include the Naval Academy and the Chesapeake Bay.
Charming Bay View 2 Bedroom Condo, Close To Beach And The Convention Center - Maryland
8.8 28 reviews
Maryland
14/12 – 17/12
SG$387/nighttotal: SG$1161 (3 )

Charming Bay View 2 Bedroom Condo, Close To Beach And The Convention Center

2 5
apartment , Ocean City
This two-bedroom flat is situated in the Midtown district of Ocean City, offering convenient access to Isle of Wight Bay and a 6-minute walk to Ocean City Beach.
Guests can enjoy an indoor swimming pool, a balcony, on-site parking, and amenities including a dishwasher, microwave, washer, and dryer, accommodating up to six people.
National Harbor Suite 2 - Maryland
9.8 38 reviews
Maryland
27/06 – 04/07
SG$258/nighttotal: SG$1806 (7 )

National Harbor Suite 2

1 2
B&B , Ft. Washington
This charming bed and breakfast is situated in Fort Washington, just 6.6 kilometres from Alexandria's Christ Church and 6.5 kilometres from National Harbor, offering a peaceful escape from the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
The B&B has one bedroom and one bathroom, accommodating up to two guests, and spans 650 square metres. Guests can enjoy a private terrace with river views, a garden, free parking, and comfortable rooms with amenities such as a dressing room, flat-screen TV, and air conditioning.

Frequently asked questions about short term rentals in Maryland

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

    A week in Maryland offers a great introduction! You could explore Baltimore's Inner Harbour, visiting the National Aquarium and the historic Fort McHenry. Spend a day in Annapolis, Maryland's charming state capital, touring the United States Naval Academy. Head to the Eastern Shore for some beautiful beaches and maybe a Chesapeake Bay crab feast. Consider a visit to the American Visionary Art Museum in Baltimore for something a bit different. For nature, a trip to Assateague Island National Seashore to see the wild horses is a must.
  • What are the best short term rentals in Maryland?

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

    A month gives you time for a deeper dive! Beyond the highlights mentioned above, explore the state's diverse landscapes. Visit the Catoctin Mountain Park for hiking and stunning views. Explore the charming towns of the Eastern Shore, like St. Michaels and Easton. Delve into Baltimore's rich history with visits to the Walters Art Museum and the Edgar Allan Poe House and Museum. Consider a day trip to Washington, D.C., which is easily accessible from Maryland. Don't forget to explore some of Maryland's wineries in areas like Frederick.
  • What are the best short term rentals with a pool in Maryland?

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

    Absolutely! While Maryland doesn't have the same scale of cherry blossoms as Washington, D.C., you can still enjoy their beauty in various locations across the state, particularly in parks and gardens. Autumn in Maryland is spectacular, with vibrant foliage in the mountains and along the Eastern Shore. Peak foliage usually occurs in October, varying slightly depending on elevation and location.
  • 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, USA?

    Attend local farmers' markets – they're a great way to meet people and sample regional produce. Explore the many small towns and villages scattered throughout the state; they often have unique local shops and events. Consider visiting a Chesapeake Bay seafood restaurant and chatting with the staff – they're usually happy to share their knowledge of the local seafood industry. Visiting historical sites and museums can provide insights into the state's history and culture.
  • 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, USA?

    Yes! Maryland offers various options. You could take a Chesapeake Bay sailing lesson, learn about oyster farming, or participate in a wine-tasting experience at one of the state's many wineries. Several art centres and museums offer workshops and classes. The Baltimore area, in particular, has a vibrant arts scene with many opportunities for hands-on creative experiences.
  • What are some secret spots or hidden treasures to visit in Maryland, USA?

    The Great Falls of the Potomac are a stunning natural wonder that can be less crowded than other attractions. Assateague Island, while known for its horses, offers secluded beaches and opportunities for wildlife viewing away from the main areas. Explore the charming town of Ellicott City, with its historic Main Street and unique shops. For a unique experience, visit the National Cryptologic Museum in Fort Meade.
  • What should not be left out of one's suitcase if one is going to Maryland, USA?

    Comfortable walking shoes are essential, as you'll likely be doing a lot of exploring. Layers of clothing are recommended, as the weather can be unpredictable, especially near the coast. Sunscreen and insect repellent are also important, particularly during warmer months. Don't forget a reusable water bottle to stay hydrated while exploring.
  • What are the most popular festivals in Maryland, USA?

    Maryland has many festivals throughout the year. The Maryland Renaissance Festival is a popular autumn event with jousting, crafts and food. The Baltimore Book Festival celebrates literature. Numerous smaller, local festivals celebrate everything from crabs to music, often held in various towns and cities across the state during the summer and autumn months.
  • Where should one try the best local food in Maryland, USA?

    For the quintessential Maryland experience, try a Chesapeake Bay crab cake – many restaurants along the Bay offer their own unique versions. In Baltimore, Lexington Market is a historic public market with various food stalls offering local delicacies. Explore the diverse culinary scene in Baltimore's neighbourhoods, discovering everything from ethnic restaurants to upscale dining experiences. Don't forget to try some Smith Island Cake, a uniquely layered dessert.

Nearby regions

Best Maryland short term rentals with a kitchen

The Blue Crab Beach House - Free Beach Passes - Maryland
10 86 reviews
Maryland
15/10 – 18/10
SG$337/nighttotal: SG$1011 (3 )

The Blue Crab Beach House - Free Beach Passes

2 2
apartment , North Beach
This North Beach seaside property is situated within 3km of the Bayside History Museum, Chesapeake Beach Water Park, and Rod n’ Reel Charter Fishing, and 2.6km from the Chesapeake Beach Railway Museum.
This 74 square metre house, sleeping six guests, boasts two bedrooms, two bathrooms, a fully equipped kitchen, swimming pool, spa, private garden, and free Wi-Fi.
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland
10 1 review
Maryland
27/06 – 04/07
SG$1412/nighttotal: SG$9884 (7 )

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

3 2
cottage , Severn
This Severn holiday flat is situated 12.8 kilometres from Arundel Mills Mall and 33.8 kilometres from Oriole Park at Camden Yards, offering proximity to outdoor pursuits such as hiking and biking.
This spacious 118 square metre residence accommodates up to six guests with three bedrooms and three bathrooms, featuring a hot tub, private terrace, on-site parking, Wi-Fi, air conditioning, a fireplace, a dedicated workspace, a fully equipped kitchen, and an in-unit washer and dryer.
Expansive Bethesda View | Ftc Windows+outdoor Amenities| Dc Closeby - Maryland
8.0 3 reviews
Maryland
13/07 – 14/08
SG$445/nighttotal: SG$14240 (32 )

Expansive Bethesda View | Ftc Windows+outdoor Amenities| Dc Closeby

2 5
apartment , Bethesda
This apartment is located in the Woodmont Triangle district of Bethesda, just under 2 kilometres from Bethesda Row and Walter Reed National Military Medical Center, offering easy access to shopping, dining and healthcare facilities. It has received very good ratings from previous guests.
This two-bedroom flat is 95 square metres in size and can comfortably accommodate up to five guests. The apartment has a modern kitchen, a balcony, a swimming pool, a fitness centre, and free parking, offering a comfortable and convenient stay.
Farmhouse 1bd 1ba, Central Loc! - Maryland
9.0 2 reviews
Maryland
27/06 – 04/07
SG$189/nighttotal: SG$1323 (7 )

Farmhouse 1bd 1ba, Central Loc!

1 2
apartment , Severn
This Hanover apartment, conveniently located near Baltimore attractions such as Oriole Park at Camden Yards and the National Aquarium (exact distances unspecified), offers a comfortable base for exploring Severn.
The self-catering flat sleeps three, features one bedroom and bathroom, and includes WiFi, air conditioning, a washing machine, and other essential amenities.

Best Maryland short term rentals with laundry available

Butchershill- Clean, Fireplace, King Bed, Parking! - Maryland
10 515 reviews
Maryland
03/07 – 04/07
SG$302/nightfor 1 night

Butchershill- Clean, Fireplace, King Bed, Parking!

1 2
apartment , Baltimore
This Baltimore studio apartment, situated in the Butchers Hill neighbourhood, is a half-kilometre from Patterson Park and a short walk from Canton and Fells Point, with the Inner Harbour approximately 2.4 kilometres away.
The self-contained apartment, sleeping up to three guests, boasts a king-size bed, 50" 4K smart TV, modern bathroom with dual shower heads, a full-size washer/dryer, and a well-equipped kitchenette including a portable convection oven; high-speed Wi-Fi, Netflix and parking are also provided.
1878 Riverrun B&b - Waterfront, Self-serve Breakfast, Wifi, Trail And River Access - Maryland
9.7 29 reviews
Maryland
11/07 – 12/07
SG$1398/nightfor 1 night

1878 Riverrun B&b - Waterfront, Self-serve Breakfast, Wifi, Trail And River Access

4 8
B&B , Hancock
1878 Riverrun I, a family-friendly guesthouse in Hancock, Maryland, enjoys a historic canal-side location 53 kilometres from Hagerstown Regional Airport.
This 28-square-metre property offers guests a fitness centre, terrace, and well-equipped kitchenettes in select units, alongside on-site amenities including a snack bar, table tennis, and convenient ski storage.
Walk To Patterson Park! Pet-friendly Townhome - Maryland
10 2 reviews
Maryland
27/06 – 04/07
SG$276/nighttotal: SG$1932 (7 )

Walk To Patterson Park! Pet-friendly Townhome

2 2
apartment , Baltimore
This two-bedroom flat in Baltimore's Greektown district is located 3.2 kilometres from Canton Waterfront Park and 6.4 kilometres from the National Aquarium and Inner Harbour, with Camden Yards and M&T Bank Stadium 11.3 kilometres away.
This 102 square metre property accommodates up to six guests and features a private patio, balcony, electric fireplace, and is equipped with free WiFi for remote working.
Home Sweet Home! 3 Bds | Bath | Kitch | Laundry - Maryland
9.9 106 reviews
Maryland
19/07 – 30/07
SG$177/nighttotal: SG$1947 (11 )

Home Sweet Home! 3 Bds | Bath | Kitch | Laundry

2 2
B&B , Westphalia
This spacious Westphalia basement apartment, ideal for families, is situated in a quiet neighbourhood offering easy access to major Washington D.C., Maryland, and Virginia attractions, including proximity to the White House and Six Flags.
The 186-square-metre property features two bedrooms, one bathroom, and can comfortably accommodate six guests with queen beds, a sofa bed, and an air mattress, boasting a fully equipped kitchen, laundry facilities, multiple smart TVs, and free street parking.
©2026 cozycozy.com