Find short term rentals in Maryland at the best prices

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 28 reviews

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

apartment, Calvert Beach
This Port Republic holiday home provides a secluded, rural waterfront setting, a short drive from Solomon's Island, North Beach, Chesapeake Beach, historic Annapolis (64 kilometres), and Washington D.C. (72 kilometres), offering a full acre of privacy with abundant wildlife.
This family-friendly apartment, boasting 3 bedrooms and 2 bathrooms for up to 6 guests, features a newly renovated interior with all new stainless steel appliances, a granite island with a cooktop, and a landscaped patio with outdoor dining, plus access to the Western Shores community's sandy beach for shark tooth hunting and nearby attractions like Battle Creek Cypress Swamp Sanctuary and Calvert Cliffs State Park.
*Scenic Waterfront Hideaway* - Maryland
9.9 98 reviews

*Scenic Waterfront Hideaway*

apartment, Cobb Island
This charming cottage is situated on Cobb Island, a tranquil escape just 45 miles from Washington D.C., offering a peaceful retreat from the city. The property consistently receives excellent ratings for location, cleanliness, and overall guest experience.
The two-bedroom, two-bathroom dwelling comfortably accommodates up to four guests. The cottage features a fully equipped kitchen, air conditioning, a private garden, and breathtaking views of the Potomac River, making it ideal for families, couples, or friends seeking a relaxing getaway.
Cozy Home W/fenced In Yard-dog Friendly With Pet Fee. 2 Block Walk To Downtown! - Maryland
9.6 74 reviews

Cozy Home W/fenced In Yard-dog Friendly With Pet Fee. 2 Block Walk To Downtown!

apartment, Havre de Grace
This comfortable house is located in Havre de Grace, within a 15-minute walk of the Susquehanna River, Susquehanna Museum at the Lock House, and Harford Memorial Hospital. This property has received excellent ratings from previous guests.
The house has two bedrooms, a bathroom, and a living area, offering 102 square metres of space for up to three guests. The house has a kitchen with a fridge, microwave oven, and dishwasher, as well as a swimming pool, a terrace, a garden, a spa, and parking.
Secluded Tiny Pool House -Private Pool -Self Check In - Maryland
8.4 13 reviews

Secluded Tiny Pool House -Private Pool -Self Check In

apartment, Glen Burnie
This Glen Burnie holiday home is situated within 14.5 kilometres of the Patapsco River, Fort Smallwood Park, and Bingo World, offering easy access to local attractions.
This self-catering property boasts a 30-square-metre floor area with one bedroom, one bathroom, and sleeps two guests, featuring a private pool, fully equipped kitchen, free Wi-Fi, and proximity to an on-site water park.

Top cities

Best Maryland lodging with a balcony

⭐️Spacious Bay&ocean Views, In&outdoor Pool Tennis⭐️ - Maryland
9.2 110 reviews

⭐️Spacious Bay&ocean Views, In&outdoor Pool Tennis⭐️

apartment, Ocean City
This holiday home is located in North Ocean City, a short 1.6km walk from the beach and the Ocean City County Library. It has received excellent ratings for user experience, location, and cleanliness.
The property offers 103 square metres of space, accommodating up to 8 guests in two bedrooms and two bathrooms. It features a fully equipped kitchen, a swimming pool, a terrace, a garden, and free Wi-Fi.
This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape. - Maryland
No reviews

This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape.

apartment, Annapolis
This waterfront property in Annapolis offers direct access to the historic downtown waterfront, sailing, marinas, and Chesapeake Bay views, situated a mere 500 meters from local seafood restaurants, boutiques, and the Naval Academy.
This spacious 550 square meter flat provides accommodation for up to 14 guests across five bedrooms and five bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and parking.
Walk To Cambridge Waterfront: Townhome W/ Deck - Maryland
No reviews

Walk To Cambridge Waterfront: Townhome W/ Deck

apartment, Cambridge
This Cambridge holiday let is located in the waterfront Deep Harbour community, offering a 1.6 kilometre walk to local amenities and the Choptank River, with Long Wharf Park and the Choptank River Lighthouse 1.6 kilometres away.
This 167 square metre apartment accommodates 8 guests across 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, a furnished deck with water views, and access to a communal outdoor swimming pool.
Inn On Fox Meadow - Spacious Victorian Inn - Maryland
8.8 1 review

Inn On Fox Meadow - Spacious Victorian Inn

B&B, Gaithersburg
B&B listing with an excellent rating of 88% based on 1 reviews. Your accommodation will be located in Gaithersburg.
Facilities and services include an iron, air conditioning and free parking.

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 lot! In Baltimore, explore the Inner Harbor, visit the National Aquarium, and maybe catch an Orioles game at Camden Yards. Head to Annapolis, the state capital, for its historic charm and the United States Naval Academy. For nature, consider Assateague Island National Seashore to see wild horses, or explore the Chesapeake Bay by boat. Depending on the time of year, a day trip to Ocean City for the beach might be perfect.
  • What are the best short term rentals in Maryland?

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

    A month gives you time for a deeper dive! Besides Baltimore and Annapolis, explore the Eastern Shore's charming towns like St. Michaels and Easton. Visit the Chesapeake Bay Maritime Museum in St. Michaels. Spend time hiking or biking on the many trails throughout the state, like those in Patapsco Valley State Park. Consider a visit to the Antietam National Battlefield for a significant piece of American history. And don't forget the wineries in the Frederick area.
  • What are the best short term rentals with a pool in Maryland?

    Unit 9 Ocean Side 41 St 50 Steps To The Beach, Newly Renovated Extended Balcony 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's autumn foliage is quite spectacular, typically peaking in mid-to-late October, depending on elevation and weather. While not as famous as Washington, D.C.'s cherry blossoms, Maryland also has some beautiful cherry blossom displays in various locations around the state, usually blooming in late March or early April.
  • 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?

    Visit local farmers' markets, like the ones in Baltimore's neighborhoods or in smaller towns across the state. Attend a performance at the Strathmore Music Center in North Bethesda or other local theaters. Explore the different neighborhoods in Baltimore, each with its own unique character. Consider taking a food tour focusing on Maryland's regional cuisine. Talking to people at local businesses, especially smaller, family-owned ones, provides a great opportunity to learn about the 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?

    Yes! The Creative Alliance in Baltimore offers various art classes and workshops. Many locations across the state offer hands-on workshops related to Chesapeake Bay activities, like oyster shucking or crabbing. Several museums offer interactive exhibits, and various historical sites provide guided tours that immerse visitors in Maryland's past. Check local listings for specific offerings during your visit.
  • What are some secret spots or hidden treasures to visit in Maryland?

    Assateague Island's less-visited areas offer solitude and stunning natural beauty. The trails in Patapsco Valley State Park provide opportunities for peaceful escapes. Charming small towns like Berlin on the Eastern Shore offer a relaxed atmosphere and unique shops. Exploring the backroads and discovering small, family-run restaurants can also be rewarding.
  • What should not be left out of your suitcase if you are going to Maryland?

    Comfortable walking shoes are essential, as is layered clothing, as the weather can be unpredictable. Sunscreen and insect repellent are also recommended, especially during warmer months. A reusable water bottle is a good idea, and if you plan on hiking, appropriate outdoor gear is a must.
  • What are the most popular festivals in Maryland?

    Maryland's state fair is a huge event, usually taking place in late August. The Artscape festival in Baltimore is a major arts event. Numerous smaller festivals and events occur throughout the year in different towns and cities across the state, celebrating everything from seafood to local crafts. Check local event calendars for specific dates and locations.
  • Where should one try the best local food in Maryland?

    Baltimore's Inner Harbor area has many restaurants offering seafood and regional specialties. In Annapolis, try the restaurants along the waterfront. On the Eastern Shore, look for restaurants specializing in Chesapeake Bay seafood. Exploring the diverse neighborhoods of Baltimore will also reveal many hidden gems offering authentic Maryland cuisine.

Nearby regions

Best Maryland lodging with a kitchen

Cozy Waterfront Cabin Escape - Maryland
10 55 reviews

Cozy Waterfront Cabin Escape

cabin, Middle River
This charming cabin sits on Seneca Creek in Middle River, just 20 kilometres from Baltimore City, offering a peaceful escape from the hustle and bustle. The cabin is located in a tranquil setting, perfect for those seeking a relaxing getaway.
This cosy retreat has two bedrooms and can accommodate up to four guests. The cabin comes equipped with a range of modern amenities, including high-speed internet, a hot tub, and a floating dock for kayaking, making it ideal for both work and leisure.
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres. - Maryland
10 21 reviews

Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres.

apartment, Stevensville
This Stevensville holiday home, less than 8 kilometres from the Chesapeake Bay Bridge, offers easy access to Annapolis and other Maryland attractions.
The four-bedroom, three-bathroom property sleeps ten guests and boasts a private 2-hectare wooded lot, a spacious deck, patios, a propane gas grill, and proximity to water activities including crabbing and fishing.
Downtown Annapolis King George 3rd Floor Hideaway - Maryland
9.8 153 reviews

Downtown Annapolis King George 3rd Floor Hideaway

apartment, Annapolis
This one-bedroom flat is situated in the heart of Downtown Annapolis, just 2.3 kilometres from the Annapolis Harbour and a 48-kilometre drive from Carroll Park. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The 65 square metre flat offers a separate bedroom, living room, and bathroom, providing ample space for relaxation. Guests can enjoy a private garden, a terrace, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave.
Downtown Silver Spring Ranch Home! - Maryland
9.4 62 reviews

Downtown Silver Spring Ranch Home!

apartment, Silver Spring
This comfortable house is located in Silver Spring, just over 5km from Holy Cross Hospital, Rock Creek Park, and Walter Reed Army Medical Center, offering easy access to attractions and amenities. The property has received excellent ratings for location, cleanliness and user satisfaction.
The house has three bedrooms and can accommodate up to eight guests. It features a fully equipped kitchen, a fireplace, a garden, and parking, making it a perfect choice for families or groups of friends visiting Silver Spring.

Best Maryland lodging with laundry available

The Liberty House - Pristine Reno With Parking - Maryland
9.8 13 reviews

The Liberty House - Pristine Reno With Parking

apartment, Annapolis
This Murray Hill home in Annapolis is situated 1.6km from the US Naval Academy, City Dock, and Annapolis city centre, and 1.6km from the stadium.
This four-bedroom, three-bathroom property sleeps eight guests and boasts a fully equipped kitchen, air conditioning, a garden, parking for two cars plus street parking, and a covered patio – perfect for families seeking a relaxing stay near the city's attractions.
Inn On Fox Meadow - Spacious Victorian Inn - Maryland
8.8 85 reviews

Inn On Fox Meadow - Spacious Victorian Inn

B&B, Gaithersburg
Inn on Fox Meadow is a charming Victorian guesthouse in Gaithersburg, Maryland, located just 34 kilometres from Washington D.C. and its famous landmarks, offering a tranquil escape from the city bustle. The guesthouse consistently receives excellent ratings for its location, cleanliness, and overall experience.
The guesthouse features a single bedroom and bathroom, perfect for couples or solo travellers. Guests can enjoy garden views, relax on the terrace, and take advantage of the free Wi-Fi, private parking, and continental breakfast.
Londontowne Rancher | 3br | Near Waterfront - Maryland
9.8 9 reviews

Londontowne Rancher | 3br | Near Waterfront

apartment, Mayo
This three-bedroom, two-bathroom house in Mayo offers easy one-level living, perfect for families or groups of up to eight, and is conveniently located near local restaurants and shops, although precise distances aren't specified.
The property features a private yard, laundry facilities, keypad entry, parking for two cars, and offers optional early check-in/late check-out (fees apply); further details regarding the property's size and specific location within Mayo are unavailable.
Quiet Apt W/ Private Deck, Near Dc & Baltimore - Maryland
9.0 2 reviews

Quiet Apt W/ Private Deck, Near Dc & Baltimore

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.
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