Maryland Short term rentals

68588 available short term rental offers

-
7
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

Spacious 2 Bedroom Duplex Located Conveniently Near Route 50 East And West. - Maryland
9.6 15 reviews

Spacious 2 Bedroom Duplex Located Conveniently Near Route 50 East And West.

apartment, Grasonville
This Grasonville apartment is located in Queen Anne's County, a short drive from Kent Narrows, the Outlets, and Queenstown Harbor Golf Links. The surrounding area offers a mix of charming small towns, waterfront activities, and shopping opportunities.
This two-bedroom rental can comfortably accommodate up to five guests. The apartment is equipped with amenities like air conditioning, a Jacuzzi, and a kitchen with a refrigerator and microwave oven, making it a convenient and relaxing home base for your Grasonville adventure.
Cozy Farmhouse Guest Suite W/ Private Deck - Maryland
9.9 38 reviews

Cozy Farmhouse Guest Suite W/ Private Deck

B&B, Middletown
This B&B is located on a 25-acre farm in Middletown, just 20 miles from Frederick and Harpers Ferry, offering a peaceful country setting near regional attractions.
This private guest suite accommodates up to four guests with a bedroom, bath, kitchenette, and living area, featuring a private deck overlooking an open field and access to two creeks, with proximity to hiking trails on the Appalachian Trail and Catoctin Mountain Park, as well as local wineries and historical sites.
Steps To Winery And Battlefield  1 Acre Retreat - Maryland
9.9 285 reviews

Steps To Winery And Battlefield 1 Acre Retreat

apartment, Sharpsburg
This apartment is located on a hilltop in the Antietam district of Sharpsburg, just a short walk from Antietam Creek Vineyards and a short drive to the Antietam Battlefield. The apartment has excellent user, location, and cleanliness ratings.
This comfortable 3-bedroom, 1-bathroom rental can accommodate up to 6 guests in its 1040 square feet of space. The apartment features a fully equipped kitchen, a spacious living room, a private garden, and a hot tub with stunning views of the surrounding mountains and battlefield.
Cozy Private Apartment In Columbia -King Bed - Maryland
9.5 2 reviews

Cozy Private Apartment In Columbia -King Bed

apartment, Scaggsville
The Suite at Columbia - Maryland is located in Columbia, 16 miles from Carroll Park and 17 miles from the University of Maryland – Baltimore, with Baltimore - Washington International Airport 12 miles away.
This recently renovated 600 square feet apartment sleeps up to 5 guests and features one bedroom, one bathroom, a fully equipped kitchen with a fridge and coffee machine, air conditioning, a terrace, garden, private parking, and complimentary Wi-Fi, with opportunities for cycling and fishing nearby.

Top cities

Best Maryland lodging with a balcony

The Manor Cottage At Harford Hill - Maryland
No reviews

The Manor Cottage At Harford Hill

apartment, Fallston
This Fallston cottage provides convenient access to local attractions, with Ladew Topiary Gardens a 4-minute drive away and Gunpowder Falls State Park just 7 minutes by car.
This rental offers a swimming pool, garden, private balcony, and a fully equipped kitchen, along with complimentary Wi-Fi and on-site parking for your convenience.
Two Bedroom Apartment In Single Family Home - Maryland
9.8 2 reviews

Two Bedroom Apartment In Single Family Home

apartment, Ft. Washington
Vacation rental listing with an excellent rating of 98% based on 2 reviews. This accommodation is based in Ft. Washington.
Facilities and services: air conditioning, a kitchen and a fridge. Take advantage of the Free Parking with this accommodation in Ft. Washington!
Two Bedroom And Den Direct Oceanfront With Indoor And Outdoor Pool! - Maryland
9.6 38 reviews

Two Bedroom And Den Direct Oceanfront With Indoor And Outdoor Pool!

apartment, Ocean City
This Ocean City condo rental is located in North Ocean City, steps from Ocean City Beach and adjacent to the Ocean Plaza Mall, with the Ocean City County Library and Art League of Ocean City a short 10-minute drive away.
This two-bedroom, two-bathroom unit sleeps eight guests comfortably, offering a private balcony, in-unit laundry, an indoor pool, and beach access.
Beach & Pool Views! Family Condo In Golden Sands - Maryland
9.2 31 reviews

Beach & Pool Views! Family Condo In Golden Sands

apartment, Ocean City
This North Ocean City condo rental is less than a mile from Ocean City Beach and within 10 minutes of the Gold Coast Mall and Ocean Plaza Mall Shopping Center.
The 1100-square-foot unit features three bedrooms, two bathrooms, a private balcony, and sleeps eight guests, boasting amenities including a swimming pool, tennis court, sauna, and concierge service.

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

Glen Burnie Escape - Pet Friendly With Easy Access To Multiple Attractions. - Maryland
10 30 reviews

Glen Burnie Escape - Pet Friendly With Easy Access To Multiple Attractions.

apartment, Glen Burnie
This Glen Burnie vacation home, located within 9 miles of Patapsco Valley State Park, the Baltimore Cruise Terminal, and Maryland Live! Casino, offers easy access to major attractions.
This three-bedroom, two-bathroom house sleeps nine guests and features a fully equipped kitchen, free WiFi, a fireplace, a DVD player, a private garden, and parking.
Idle Hour 3 Br 1 1/2 B W/ Golf Cart Rental - Maryland
10 84 reviews

Idle Hour 3 Br 1 1/2 B W/ Golf Cart Rental

apartment, Smith Island
This waterfront cottage on Terrapin Sand Point is only 0.1 miles from the point and 2.5 miles from Smith Island. It is highly rated for its location, cleanliness, and user experience.
The cottage has 3 bedrooms and can accommodate up to 6 guests. It features a kitchen with a refrigerator, oven, stovetop, and microwave, as well as free WiFi, air conditioning, and a terrace or balcony. Guests can also enjoy the barbecue grills and garden.
The Lighthouse: Walk To Stadium, Downtown, West St - Maryland
9.9 43 reviews

The Lighthouse: Walk To Stadium, Downtown, West St

apartment, Annapolis
This fully renovated Homewood-style house, minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, offers a convenient location for exploring Annapolis attractions.
The four-bedroom, three-bathroom home sleeps eight guests and features a finished basement, a private deck, hardwood floors, and a sunny master suite with a walk-in closet—perfect for families or groups attending events like Commissioning Week or the Annapolis Boat Show.
Heaven On Baltimore Downtown Fully Furnished Apartments - Maryland
8.9 237 reviews

Heaven On Baltimore Downtown Fully Furnished Apartments

apartment, Baltimore
This apartment is located in downtown Baltimore, just a short walk from the Sports Legends Museum and the Convention Center, putting you right in the heart of the city's action. Guests consistently rate this apartment highly for its cleanliness, location, and overall experience.
This comfortable apartment offers a fully equipped kitchen with modern appliances, allowing you to prepare meals at your leisure. You can enjoy the convenience of a private terrace, a fitness center, and a swimming pool, as well as on-site parking and complimentary Wi-Fi.

Neighborhoods and points of interest in Maryland

Best Maryland lodging with laundry available

Relax On Kent Island In 4 Bedroom Home W/waterview - Maryland
9.8 334 reviews

Relax On Kent Island In 4 Bedroom Home W/waterview

apartment, Stevensville
This Stevensville vacation home is conveniently located just 5.5 miles from Matapeake State Park and within 12 miles of both Paul Reed Smith Guitars and Love Point State Park, offering easy access to the Chesapeake Bay and surrounding attractions. The house has earned excellent user, location, and cleanliness ratings, making it a top choice for your Stevensville getaway.
This 3-bedroom home comfortably accommodates up to 11 guests with its 1600 square feet of space. Enjoy a fully equipped kitchen, a relaxing garden, free Wi-Fi, and a smoke-free environment, making it perfect for family vacations or group getaways.
Paradise Found, Private Basement Suite With Keyless Door Pad Entry. - Maryland
No reviews

Paradise Found, Private Basement Suite With Keyless Door Pad Entry.

apartment, Four Corners
This studio apartment is located in Silver Spring, offering proximity to the White House, Lincoln Memorial, Smithsonian Institution, National Zoo, National Air and Space Museum, and National Museum of Natural History.
This 1-bedroom, 1-bathroom unit accommodates up to 2 guests and features a kitchenette with a microwave and refrigerator, air conditioning, a swimming pool, garden, parking, and unique recreational amenities including a gym, mini golf course, and an indoor driving range.
Private, Pet-friendly, W/game Room & New Kitchen - Maryland
9.9 95 reviews

Private, Pet-friendly, W/game Room & New Kitchen

apartment, Ocean Pines
This Ocean Pines vacation rental is conveniently located within 3 miles of Ocean Pines Golf and Country Club, River Run Golf Club, and Isle of Wight Bay.
The 1,700-square-foot home features three bedrooms, two bathrooms, and can accommodate up to eight guests, and includes a game room, a patio, a garden, and a barbecue grill.
Welcome To Bayside Breeze! One Block From Town Beach, Walk To Waterfront Dining - Maryland
10 54 reviews

Welcome To Bayside Breeze! One Block From Town Beach, Walk To Waterfront Dining

apartment, Rock Hall
This Rock Hall vacation rental is conveniently located near the beach, within a 15-minute walk of Ferry Park and Rock Hall Harbor, and within 2 miles of Waterman’s Museum and The Mainstay. Guests have consistently rated this property excellent, making it a popular choice for travelers visiting Rock Hall.
This 2-bedroom, 2-bathroom house offers 1100 square feet of living space and can comfortably accommodate up to 5 guests. The property includes amenities such as a swimming pool, a private patio, a fully equipped kitchen, free Wi-Fi, and a fitness center, providing everything you need for a comfortable and enjoyable stay.