Maryland Short term rentals

68588 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Maryland short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife - Maryland
9.8 53 reviews

Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife

apartment, Easton
This charming cottage is located in the heart of St. Michaels, just a short walk from restaurants, shops, and other attractions. It has received excellent user ratings, making it a popular choice for travelers. This 3-bedroom, 3-bathroom home offers 1280 square feet of living space. Enjoy the fully equipped kitchen, outdoor garden, spa, and parking, perfect for relaxing after a day of exploring the area.
New Lux Home Close To Dc+metro - Maryland
9.9 147 reviews

New Lux Home Close To Dc+metro

apartment, Lake Arbor
This luxurious three-story townhouse is located near Largo, Maryland, a short 5-minute drive from both the Largo Town Center Metro Station and FedEx Field.
The 3-bedroom, 2.5-bathroom home, sleeping up to 8 guests, boasts a fully equipped kitchen, fitness center, and private garden, plus a finished basement and two patio walk-outs.
Harmony Lodge Nestled In Wooded Tranquility! - Maryland
9.8 420 reviews

Harmony Lodge Nestled In Wooded Tranquility!

B&B, Myersville
This Myersville chalet is located in the mountains, just a short drive from Musket Ridge Golf Course, Maryland National Golf Club, and Gambrill State Park. The property has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom, one-bathroom cabin can accommodate up to five guests. Enjoy amenities such as a private pool, garden, BBQ grills, and a terrace, as well as access to nearby wineries and state parks.
Private Basement Suite - Maryland
9.9 513 reviews

Private Basement Suite

B&B, Wheaton
This basement apartment is located in Silver Spring, just a short walk or bus ride from the metro and a block from major bus lines and a bike rental station, making it easy to explore Wheaton and surrounding areas. The accommodation has received excellent ratings for cleanliness, location, and overall experience.
The basement suite can comfortably accommodate up to four guests and features a private dining area with a kitchenette, a large seating area with a sofa bed, and a dedicated laundry room. Enjoy a relaxing outdoor space with a screened-in porch and patio complete with a fire pit.

Top cities

Best Maryland lodging with a balcony

3-b Rooms 5 Beds & 2 Br Spacious House 1 Mile From Downtown With 2 Free Parking. - Maryland
9.8 80 reviews

3-b Rooms 5 Beds & 2 Br Spacious House 1 Mile From Downtown With 2 Free Parking.

apartment, Silver Spring
This Silver Spring vacation rental is conveniently located one mile from Rock Creek Park, three miles from Montgomery College and Holy Cross Hospital, and within a six-mile radius of Bethesda Row and Walter Reed National Military Medical Center.
The three-bedroom, two-bathroom home sleeps ten guests and features a fully equipped kitchen, in-house laundry, smart TV, free WiFi, and a terrace/balcony with a garden and parking.
Serene Waterfront Home With Kayaks, Paddle Board, Grill, Firepit, Wd, And Ac - Maryland
No reviews

Serene Waterfront Home With Kayaks, Paddle Board, Grill, Firepit, Wd, And Ac

B&B, Herald Harbor
This waterfront homestay in Crownsville, Maryland, is located 11 miles from Annapolis Harbor and 14 miles from Baltimore Washington International Airport.
This spacious 1390 square foot B&B features two bedrooms, two bathrooms, a full kitchen, air conditioning, a balcony, and offers kayaks, a paddleboard, a barbecue grill, and a firepit for guest enjoyment.
Luxury Condo In Downtown Frederick - Maryland
9.2 97 reviews

Luxury Condo In Downtown Frederick

apartment, Frederick
This vacation home is located in Downtown Frederick, within a 10-minute walk of Carroll Creek Linear Park, Baker Park, and the National Museum of Civil War Medicine, making it easy to explore the city's attractions. It boasts excellent ratings for location, cleanliness, and user experience.
This 3-bedroom, 2-bathroom vacation home comfortably accommodates up to 6 guests. The home features a fully equipped kitchen, a balcony, a dining area, and a washing machine for added convenience, ensuring a comfortable and enjoyable stay.
Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & W/d - Maryland
10 1 review

Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & W/d

apartment, Highland Beach
This Annapolis condo is located in the Bay Ridge community, offering direct access to a private beach and panoramic Chesapeake Bay views, with the Annapolis Maritime Museum and Quiet Waters Park nearby.
This family-friendly apartment features 3 bedrooms, 3 bathrooms, and can accommodate up to 10 guests, boasting a well-equipped kitchen, air conditioning, a terrace/balcony, and outdoor living space with a gas grill.

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

Oris - Maryland
9.8 34 reviews

Oris

apartment, Madison
This three-bedroom, two-bathroom condo is located on Chapel Creek, a tributary of the lower Choptank River, just outside Cambridge.
This family-friendly retreat accommodates up to eight guests and features air conditioning, a jacuzzi, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, offering a peaceful escape with waterfront access.
Secluded Riverfront Retreat On 100+ Acre Farm In Mechanicsville, Wifi, Ac, &More - Maryland
10 18 reviews

Secluded Riverfront Retreat On 100+ Acre Farm In Mechanicsville, Wifi, Ac, &More

apartment, Golden Beach
This Golden Beach farm stay, located in Mechanicsville, Maryland, is a 22-minute drive from both Maryland International Raceway and Budds Creek Motocross Track.
The two-bedroom, one-bathroom property sleeps six guests and features a fully equipped kitchen with appliances including a dishwasher, a garden, Wi-Fi, air conditioning, and on-site parking.
Waterfront - Renovated 3 Bedrooms 2 Full Baths Cottage - Maryland
9.8 53 reviews

Waterfront - Renovated 3 Bedrooms 2 Full Baths Cottage

apartment, Cobb Island
This family-friendly vacation home sits on the waterfront in Cobb Island, just a short distance from the Potomac River and within easy reach of local attractions like Chapel Point State Park and Saint Ignatius Church. The property consistently receives excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
The home features three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the convenience of a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, parking, and complimentary Wi-Fi access.
Cozy 2br1ba Apt In Silverspeing - Maryland
9.5 2 reviews

Cozy 2br1ba Apt In Silverspeing

apartment, Fairland
This Fairland apartment rental is conveniently located 15-16 miles from major Washington, D.C. attractions such as the Walter E. Washington Convention Center and the White House. This spacious two-bedroom, one-bathroom unit boasts 8610 square feet of living space, comfortably accommodating up to 11 guests and offering amenities like a fully equipped kitchen, in-unit fireplace, and free Wi-Fi.

Neighborhoods and points of interest in Maryland

Best Maryland lodging with laundry available

Metro To Dc |Rooftop Access & Wifi | Downtown Bethesda | By Gls - Maryland
No reviews

Metro To Dc |Rooftop Access & Wifi | Downtown Bethesda | By Gls

apartment, Bethesda
This Woodmont Triangle apartment in Bethesda, Maryland is less than a mile from Bethesda Row and Walter Reed National Military Medical Center, and under two miles from the National Institutes of Health.
The 730-square-foot unit features two bedrooms, one bathroom, accommodates three guests, and includes a fully equipped kitchen, in-unit laundry, free WiFi, a private balcony, and access to a fitness center, concierge services, swimming pool, and parking.
Watch Deer From A Farm Cottage - Maryland
10 13 reviews

Watch Deer From A Farm Cottage

apartment, Bel Air South
Watch Deer from a Farm Cottage is a pet-friendly, 3-bedroom apartment nestled amidst a tranquil farm in Bel Air South, 26 miles from the Korean War Memorial. The apartment boasts excellent user and location ratings and features a fully equipped kitchen, air conditioning, and a private garden.
With a guest capacity of six, the apartment offers a spacious and well-equipped living space for families or groups. Guests can enjoy complimentary Wi-Fi, free on-site parking, and access to the serene farm surroundings, making it an ideal choice for those seeking a peaceful and convenient retreat in Bel Air South.
High Point South 7a - Maryland
9.0 25 reviews

High Point South 7a

apartment, Ocean City
This seventh-floor oceanfront studio, offering Atlantic Ocean and bay views from its wide balcony, is situated in North Ocean City, directly across from the Gold Coast Mall and within a short distance of restaurants, bars, and attractions like Jolly Roger Amusement Park.
This 580-square-foot unit accommodates up to four guests and features a well-equipped kitchen with a dishwasher, air conditioning, internet, a swimming pool, and parking.
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland
10 1 review

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

cottage, Severn
This apartment in Severn is located 21 minutes from Oriole Park at Camden Yards and 8 minutes from Arundel Mills Mall.
This 1270 sq ft rental features 3 bedrooms, 3 bathrooms, a full kitchen with a dishwasher and microwave, air conditioning, a jacuzzi, a terrace, a garden, a tennis court, and on-site parking for up to 6 guests.
©2026 cozycozy.com