Compare Vacation Rentals & Airbnb in Maryland

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Maryland vacation rentals
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57371 Rentals and Airbnb in Maryland

Best family friendly Maryland vacation rentals

Among the 57371 accommodations in Maryland, here are the 4 best family friendly rentals

Conductor's Rest:  Beautiful 2 Bedroom Loft In Historic Cambridge, Maryland - Maryland
10 11 reviews
Maryland
10/07 – 11/07
$883/nightfor 1 night

Conductor's Rest: Beautiful 2 Bedroom Loft In Historic Cambridge, Maryland

2 2
apartment , Cambridge
This fully renovated Cambridge city centre apartment, a short walk from shops, pubs, and galleries, and a short drive (approximately 10-15 km) from the Harriet Tubman Underground Railroad State Park and Blackwater National Wildlife Refuge, offers convenient access to local attractions.
The two-bedroom, one-bathroom condo sleeps six guests comfortably, featuring a king-size bed, twin beds, a queen-size sleeper sofa, a fully equipped kitchen with dishwasher, in-unit laundry, and a spa; all linens are provided.
Cozy Centrally Located Studio With Wifi And Ac In Peaceful Port Republic, Md - Maryland
9.6 7 reviews
Maryland
19/08 – 23/08
$172/nighttotal: $688 (4 )

Cozy Centrally Located Studio With Wifi And Ac In Peaceful Port Republic, Md

1 3
studio , Broomes Island
This Broomes Island apartment, situated within 10km of Biscoe Gray Farm, Gray's Road Dog Park, and Battle Creek Cypress Swamp Sanctuary, offers easy access to local attractions.
The self-contained flat sleeps four guests, includes a kitchen with microwave and fridge, in-unit laundry, a Smart TV, and on-site parking, ensuring a comfortable stay.
Check Out Our Rental Discounts! 3bd-2bath, Sleeps 6, 1st Floor Master & Bath - Maryland
10 8 reviews
Maryland
27/06 – 04/07
$306/nighttotal: $2142 (7 )

Check Out Our Rental Discounts! 3bd-2bath, Sleeps 6, 1st Floor Master & Bath

3 2
cottage , Williamsport
This Williamsport cottage, situated in the city centre, offers easy access to Whitetail Ski Resort (32km), Washington, D.C. (approx. 240km), and Shenandoah National Park, and is close to Hagerstown Suns Municipal Stadium and Antietam National Battlefield.
The 111-square-metre property sleeps six guests across three bedrooms and two bathrooms, boasting a fully equipped kitchen, garden, Wi-Fi, smart TVs, and parking, with opportunities for birdwatching nearby.
The River Cottage - Maryland
9.9 339 reviews
Maryland
30/07 – 31/07
$312/nightfor 1 night

The River Cottage

1 2
apartment , Port Deposit
This charming cottage is located on the Granite Cliffs of Port Deposit, Maryland, just a short distance from local shops, restaurants, wineries, breweries, and a marina. It consistently receives excellent ratings for location, cleanliness, and overall experience. This charming holiday home has one bathroom and can accommodate up to four guests. The cottage offers a garden, air conditioning, internet access, and a peaceful setting for a relaxing getaway, with opportunities for fishing, kayaking, and wildlife viewing.

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Best pet friendly Maryland vacation rentals

Among the 57371 accommodations in Maryland, here are the 4 best pet friendly rentals

Nice Quiet Family Home - Long Term - Maryland
9.3 182 reviews
Maryland
01/08 – 04/08
$1547/nighttotal: $4641 (3 )

Nice Quiet Family Home - Long Term

9 14
farm , Darnestown
This charming gîte is situated in Darnestown, Montgomery County, Maryland, just a short drive from Washington, D.C. and the Potomac River, offering a peaceful escape from the city. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious holiday home spans 929 square metres and features nine bedrooms, perfect for large families or groups of friends. Guests can enjoy a range of amenities, including a well-equipped kitchen, a terrace, a garden, a fitness centre, and a jacuzzi.
Stay A While Fenced & Stylish 2 Bed 1.5 Bath Family Home Near White Marsh Mall - Maryland
10 1 review
Maryland
29/06 – 07/08
$341/nighttotal: $13299 (39 )

Stay A While Fenced & Stylish 2 Bed 1.5 Bath Family Home Near White Marsh Mall

2 3
apartment , White Marsh
This White Marsh flat offers a convenient base, situated 11 kilometres from Baltimore's Inner Harbour Marina and Cruise Terminal, with easy access to the CFG Bank Arena and the National Aquarium in Baltimore, as well as Oriole Park at Camden Yards.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a king and a queen bed, air conditioning, heating, and WiFi, with check-out at 11:00 AM.
Kick Back And Enjoy The Chesapeake & This 3-bedroom, Relaxing, Stylish Space. - Maryland
9.0 7 reviews
Maryland
24/07 – 27/07
$743/nighttotal: $2229 (3 )

Kick Back And Enjoy The Chesapeake & This 3-bedroom, Relaxing, Stylish Space.

3 10
apartment , Prince Frederick
This three-bedroom, two-bathroom house in Prince Frederick offers Chesapeake Bay views and is conveniently located near R&J's PlayPark and Running Hare Vineyard, with Chesapeake Beach Railway Museum and Water Park also within driving distance.
Sleeping up to ten guests comfortably, this newly renovated, two-level property boasts a fully equipped kitchen, banquette dining area, two king beds, one queen bed, two sofa beds, and two rollaway beds, plus internet and air conditioning.
Entire House By The Fells Point, Jhu. - Maryland
9.6 431 reviews
Maryland
03/07 – 05/07
$547/nighttotal: $1094 (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.

Frequently Asked Questions about vacation rentals in Maryland

  • What are the must-see sights in Maryland?

    Maryland offers a diverse range of attractions. For history buffs, a visit to the Inner Harbor in Baltimore, featuring the National Aquarium and the historic Fort McHenry, is a must. Annapolis, the state capital, boasts the United States Naval Academy and its beautiful waterfront. History lovers should also explore the Chesapeake Bay Maritime Museum in St. Michaels.
  • What are the best Airbnb and vacation rentals in Maryland?

  • Are there unique natural phenomena in Maryland?

    Yes! Assateague Island National Seashore, known for its wild horses, offers stunning beaches and unique coastal ecology. The Great Falls of the Potomac River provide a dramatic display of natural power. The Blackwater National Wildlife Refuge is a haven for birdwatchers and nature enthusiasts, showcasing diverse wetland habitats.
  • What are the most popular Airbnbs in Maryland?

  • What essentials should you bring along for a trip to Maryland?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring. Depending on the time of year, layers of clothing are recommended, as Maryland's weather can be unpredictable. Sunscreen, insect repellent, and a reusable water bottle are also highly recommended. Don't forget your camera to capture the beautiful scenery.
  • What are the best vacation rentals with a pool in Maryland?

  • What famous events or festivals are happening in Maryland?

    Maryland hosts numerous events throughout the year. The Preakness Stakes, a renowned horse race held at Pimlico Race Course in Baltimore, is a major highlight. Numerous smaller festivals and events happen across the state, often related to local agriculture and seafood. Check local listings closer to your travel dates for specific events.
  • What are the best rentals for families and kids in Maryland?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Maryland?

    A daily budget of approximately 150-300 EUR (or equivalent in USD) per person should comfortably cover accommodation, food, transportation (including public transport or car rental), and entry fees to attractions. This is just an estimate, and costs can vary depending on your travel style and choices.
  • What are the best rentals or Airbnbs with a jacuzzi in Maryland?

  • Where can you find the best restaurants serving local dishes in Maryland, and what are the must-try specialties?

    Baltimore's Inner Harbor and Fells Point areas offer various restaurants featuring Maryland crab cakes, a local delicacy. In the Eastern Shore region, you'll find restaurants specializing in fresh seafood, such as oysters and rockfish. Look for restaurants with locally sourced ingredients for an authentic experience. Smith Island Cake is a must-try dessert.
  • What are some less-famous attractions in Maryland that are worth a visit?

    Consider exploring the Catoctin Mountain Park, offering hiking trails and scenic views. The Star-Spangled Banner Flag House in Baltimore tells the story of the flag's creation. For a unique experience, visit the Edgar Allan Poe House and Museum in Baltimore.
  • What are the best activities for engaging with locals and understanding their culture in Maryland?

    Visiting local farmers' markets provides opportunities to interact with residents and sample local produce. Attending community events or festivals allows for cultural immersion. Exploring smaller towns and engaging in conversations with shopkeepers and residents can offer insights into the local culture.
  • What unique natural landscapes and terrain features can travelers explore in Maryland?

    Maryland's geography is diverse. The Chesapeake Bay, the largest estuary in the United States, offers stunning waterfront views and opportunities for boating and fishing. The Appalachian Mountains extend into western Maryland, providing hiking and scenic overlooks. The coastal plains offer beaches and wetlands.
  • How many days are ideal for visiting Maryland, and what are some itinerary suggestions?

    A week allows for a good exploration of Maryland's highlights. A possible itinerary could include 2 days in Baltimore, 1 day in Annapolis, 2 days exploring the Eastern Shore, and 2 days in the western mountains. Adjust this based on your interests and available time.

Nearby regions

Best Maryland vacation rentals with a pool

Among the 57371 accommodations in Maryland, here are the 4 best rentals with a pool

Pool Access, Near Beach! Waterfront Ocean City Gem - Maryland
9.8 41 reviews
Maryland
14/12 – 17/12
$340/nighttotal: $1020 (3 )

Pool Access, Near Beach! Waterfront Ocean City Gem

2 5
apartment , Ocean City
This canal-front apartment is situated in Ocean City, Maryland, within walking distance of the Jolly Roger Amusement Park and Splash Mountain, offering easy access to both family-friendly attractions and the beach.
The 107-square-metre property features two bedrooms, a fully equipped kitchen with a Keurig coffee maker and Crockpot, a private balcony, and covered parking for two vehicles, comfortably accommodating up to eight guests.
Private Pool & Stunning Bay Views On Kent Island - Maryland
9.2 53 reviews
Maryland
10/09 – 13/09
$1767/nighttotal: $5301 (3 )

Private Pool & Stunning Bay Views On Kent Island

3 7
apartment , Stevensville
This Stevensville holiday home is ideally situated within 14.5km of Matapeake State Park, Romancoke Wharf County Park, and Paul Reed Smith Guitars.
This 185 square metre property boasts three bedrooms, a sofa bed, three bathrooms, a fully equipped kitchen, private pool, barbecue facilities, on-site laundry, and accommodates up to twelve guests.
Downbythebay_1200b Luxury Townhouse W/ Pool Near Boardwalk & Free Parking - Maryland
9.7 189 reviews
Maryland
14/12 – 17/12
$247/nighttotal: $741 (3 )

Downbythebay_1200b Luxury Townhouse W/ Pool Near Boardwalk & Free Parking

3 5
apartment , Ocean City
This Ocean City holiday home is ideally located near Isle of Wight Bay, a short 0.8km stroll from Ocean City Beach and the Ocean City Boardwalk, with Ocean Bowl Skate Park and Midway Shopping Centre a 15-minute drive (approx. 2.4km) away.
The 167 square metre property boasts three bedrooms, sleeping families comfortably, and features a private swimming pool, jacuzzi, and fully equipped kitchen alongside free WiFi; enjoy the terrace, garden, and parking.
< 1 Mi To Dtwn: Waterfront Townhome In Cambridge! - Maryland
Maryland
17/07 – 24/07
$901/nighttotal: $6307 (7 )

< 1 Mi To Dtwn: Waterfront Townhome In Cambridge!

3 5
house , Cambridge
This Cambridge townhome, less than 1.6km from the city centre waterfront and its attractions, offers convenient access to Cambridge's historic sites.
The 167 square metre property boasts three bedrooms, four bathrooms, a swimming pool, and parking, comfortably accommodating up to 11 guests and including a fully equipped kitchen and laundry facilities.

Best Maryland vacation rentals with parking

Serene 1-bedroom Basement In Welcoming Upper Marlboro Perfect For Getaway - Maryland
Maryland
29/06 – 07/08
$204/nighttotal: $7956 (39 )

Serene 1-bedroom Basement In Welcoming Upper Marlboro Perfect For Getaway

1 3
apartment , Clinton
This private, fully furnished basement flat in Upper Marlboro, Maryland (ZIP 20772) is situated approximately 8 kilometres from Joint Base Andrews and 16 kilometres from National Harbor and the MGM Casino, with downtown Washington D.C. a further 16 to 20 kilometres away.
This self-contained accommodation offers a king-size bed and sofa sleeping for up to four guests, featuring a fully equipped kitchen, high-speed Wi-Fi, Smart TV, and on-premises parking, all within a peaceful residential neighbourhood.
Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc. - Maryland
10 51 reviews
Maryland
01/09 – 30/11
$311/nighttotal: $27990 (90 )

Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc.

2 2
cottage , Dunkirk
This charming cottage is situated just a short distance from Fridays Creek Winery and the Patuxent River, offering a peaceful escape in the heart of Dunkirk, Maryland. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a relaxing getaway.
The cottage spans 84 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private outdoor pool, barbecue grills, and a spacious garden, as well as the convenience of a fully equipped kitchen, free Wi-Fi and a private patio.
Holly Hill Haven - Maryland
10 1 review
Maryland
11/07 – 12/07
$949/nightfor 1 night

Holly Hill Haven

3 8
house , Mayo
Holly Hill Haven, a three-bedroom house in Edgewater, Maryland, is situated 19 kilometres from Annapolis Harbour and 35 kilometres from Addison Road-Seat Pleasant.
This 138-square-metre property sleeps up to 14 guests, boasting a fully equipped kitchen, private parking, Wi-Fi, a garden, spa, and air conditioning.
Spacious 7-bedroom House In Tranquil Fallston With Fitness Room, Ac - Maryland
Maryland
24/07 – 26/07
$24061/nighttotal: $48122 (2 )

Spacious 7-bedroom House In Tranquil Fallston With Fitness Room, Ac

7 16
apartment , Fallston
This seven-bedroom, nine-bathroom detached house in Fallston is situated a mere 640 metres from Ladew Topiary Gardens and 1.1 kilometres from Gunpowder Falls State Park.
This spacious accommodation, which permits pets, offers Wi-Fi, air conditioning, a swimming pool, barbecue facilities, a fitness centre, on-site parking, and a fully equipped kitchen, catering for up to 30 guests.
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