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Maryland vacation rentals
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Best Vacation rentals and Airbnb offers in Maryland

Best family friendly Maryland vacation rentals

Among the 81234 accommodations in Maryland, here are the 4 best family friendly rentals

Tranquil Modern Farmhouse - Maryland
9.2 10 reviews

Tranquil Modern Farmhouse

apartment, Waldorf
This Waldorf farmhouse is located just a short drive from Washington Navy Yard and The Theater at MGM National Harbor, offering easy access to various attractions and entertainment options. The property has received excellent user ratings, ensuring a comfortable and enjoyable stay for travelers.
The farmhouse sits on a spacious 2-acre lot, providing ample space for relaxation and outdoor activities. The property features modern farmhouse style, a master suite with a double shower and a deep freestanding soaker tub, queen-sized bunk beds for kids, and a home office with a docking station and large monitors.
Bright And Airy Waterfront Getaway - Maryland
9.8 23 reviews

Bright And Airy Waterfront Getaway

apartment, Benedict
This beach home in Benedict is located just 0.2 miles from the Patuxent River and 4.3 miles from Running Hare Vineyard, offering easy access to both natural beauty and local attractions. This property has received excellent user ratings, making it a popular choice for travelers.
The home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a terrace, a garden, and a spa, perfect for relaxing and enjoying your stay.
Single Family Home With Screened Porch. - Maryland
10 23 reviews

Single Family Home With Screened Porch.

apartment, Chesapeake Ranch Estates
This Chesapeake Ranch Estates vacation home is situated in Fishing Creek, conveniently located 3.9 miles from Middle Hooper Island and 5.8 miles from Lower Hooper Island, and within 16 miles of Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad National Historical Park.
This 4-bedroom, 3-bathroom house sleeps 8, offering a private patio, fully equipped kitchen, free WiFi, and a smoke-free environment perfect for families; enjoy outdoor grilling and proximity to water activities.
Luxury 3-bed Townhome W/modern Finishes & Easy Access To Baltimore &Annapolis. - Maryland
10 5 reviews

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

apartment, Ferndale
This luxury townhouse in Ferndale, Glen Burnie, offers prime access to major travel hubs, with BWI Airport 10 minutes away, Baltimore Inner Harbor 20 minutes away, Annapolis 25 minutes away, and Washington, D.C. 45 minutes away, placing it near Arundel Mills Mall and attractions like the National Aquarium and Oriole Park at Camden Yards. This family-friendly residence spans 1960 square feet, accommodating up to 6 guests with 3 bedrooms and 2 bathrooms, featuring essential amenities like a fridge, microwave, dishwasher, and air conditioning, alongside a terrace and parking.

Top cities

Best pet friendly Maryland vacation rentals

Among the 81234 accommodations in Maryland, here are the 4 best pet friendly rentals

Beautiful Oceanside Condo-everything Needed For The Perfect Beach Stay! North Oc - Maryland
10 78 reviews

Beautiful Oceanside Condo-everything Needed For The Perfect Beach Stay! North Oc

apartment, Ocean City
This North Ocean City condo, a 5-minute walk from Ocean City Beach and Maryland Beach, offers convenient access to Ocean City Square Shopping Center and Northside Park within a 10-minute radius.
This 650-square-foot unit features one bedroom, one bathroom, sleeps six, and includes a fully equipped kitchen, in-unit laundry, a terrace, and access to a swimming pool, spa, and on-site water park.
Gaia House - Maryland
9.1 58 reviews

Gaia House

house, Annapolis
Gaia House is located in Annapolis, a short drive from the Annapolis Harbor and within easy reach of major attractions like Historic Ships in Baltimore and Inner Harbor. This 100-square-foot house features two bedrooms, one bathroom, and a private patio overlooking a quiet street, making it ideal for families and groups of up to seven guests.
Cozy Basement Studio Retreat Dundalk - Maryland
No reviews

Cozy Basement Studio Retreat Dundalk

studio, Dundalk
This Dundalk basement studio apartment is conveniently located about 5-6 miles from Baltimore's Inner Harbor, offering easy access to attractions like Fell's Point and Harbor East.
The 5,380-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen with a fridge and microwave, in-unit laundry, air conditioning, free Wi-Fi, and accommodates two guests.
The Carriage House Of Mount Vernon - Maryland
10 19 reviews

The Carriage House Of Mount Vernon

apartment, Baltimore
This Baltimore house in Midtown is an 8-minute walk to the George Peabody Library and a 9-minute walk to the Washington Monument, with State Center-Cultural Center metro and University of Baltimore - Mount Royal light rail stops a 12-minute walk away.
This 2-bedroom, 2-bathroom rental accommodates up to 6 guests and features a full kitchen with a microwave and dishwasher, air conditioning, a fireplace, free Wi-Fi, and an in-unit washer and dryer.

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, with its maritime museums and the National Aquarium, is a must. Historic Annapolis, the state capital, boasts charming architecture and the United States Naval Academy. For a glimpse into colonial life, explore the St. Mary's City historic site. Don't forget the charming Eastern Shore towns like 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 wildlife viewing opportunities. The Chesapeake Bay, the largest estuary in the United States, provides incredible opportunities for boating, fishing, and birdwatching. Deep Creek Lake in Western Maryland is a popular destination for outdoor recreation.
  • 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 essential, especially during warmer months. Don't forget your camera to capture the beautiful scenery!
  • What are the best vacation 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 vacation rentals with a pool in Maryland.

  • What famous events or festivals are happening in Maryland?

    Maryland hosts many events throughout the year. The Preakness Stakes, a renowned thoroughbred horse race, takes place in Baltimore. The Maryland Renaissance Festival offers a unique experience with medieval-themed activities. Numerous smaller festivals and events happen throughout the state, celebrating local culture and produce.
  • 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 will vary greatly depending on your travel style. For a budget-conscious trip, you could plan for around $100-$150 per day, covering budget-friendly accommodations, meals, and some activities. A mid-range budget might be $200-$300 per day, allowing for more comfortable lodging and dining options. Luxury travel could easily exceed $500 per day.
  • 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 offers many seafood restaurants. Crab cakes are a Maryland staple, and you'll find countless variations throughout the state. Smith Island Cake, a unique layered dessert, is another must-try. Exploring smaller towns along the Eastern Shore will reveal charming restaurants serving fresh, local seafood and produce.
  • What are some less-famous attractions in Maryland that are worth a visit?

    Consider visiting the Catoctin Mountain Park, offering hiking trails and scenic views. The Chesapeake & Ohio Canal National Historical Park provides a peaceful escape with opportunities for biking and walking along the canal towpath. The Harriet Tubman Underground Railroad State Park offers a powerful and moving historical experience.
  • What are the best activities for engaging with locals and understanding their culture in Maryland?

    Visiting local farmers' markets provides a chance to interact with local producers and sample regional specialties. Attending smaller, community-based festivals and events offers opportunities to meet residents and experience local traditions. Exploring the state's many historical sites can provide insight into Maryland's rich history and culture.
  • What unique natural landscapes and terrain features can travelers explore in Maryland?

    Maryland boasts diverse landscapes. The Chesapeake Bay offers a unique estuary environment. The mountains of Western Maryland provide opportunities for hiking and scenic drives. The coastal plains of the Eastern Shore offer beautiful beaches and farmland. The Piedmont region offers rolling hills and forests.
  • How many days are ideal for visiting Maryland, and what are some itinerary suggestions?

    A long weekend (3-4 days) allows for exploring a specific region, such as Baltimore and Annapolis. A week-long trip allows for a more comprehensive experience, including both city and nature destinations. Two weeks would allow for a thorough exploration of the entire state. Itinerary suggestions would depend on your interests and the length of your stay.

Nearby regions

Best Maryland vacation rentals with a pool

Among the 81234 accommodations in Maryland, here are the 4 best rentals with a pool

Modern Fells Point Retreat Prime Location - Maryland
10 1 review

Modern Fells Point Retreat Prime Location

apartment, Baltimore
This Federal Hill apartment offers a prime Baltimore location, situated within an 11-minute walk to historic Fell's Point and a short distance to Inner Harbor attractions like Power Plant and Historic Ships in Baltimore.
This 5600 sq ft rental accommodates up to 3 guests with 1 bathroom, featuring air conditioning, free WiFi, a full kitchen, and a private balcony, ideal for exploring Baltimore.
Top Rated Cozy Mid-town Efficiency W/ Pool- 1 1/2 Blocks To Beach! - Maryland
9.6 97 reviews

Top Rated Cozy Mid-town Efficiency W/ Pool- 1 1/2 Blocks To Beach!

apartment, Ocean City
This Ocean City apartment is just two blocks from the boardwalk and across the street from Jolly Rogers Amusement Park, putting you in the heart of the action. Guests rave about the apartment's excellent location and value.
The apartment is a comfortable efficiency unit that comfortably sleeps four guests. Amenities include a swimming pool, spa, parking, and internet access, plus you can enjoy nearby activities like jet skiing, kayaking, and hiking.
Luxury Condo 2br Close To Metro & Nih Walter Rees/sightseeing/museums/zoo/shops - Maryland
9.4 52 reviews

Luxury Condo 2br Close To Metro & Nih Walter Rees/sightseeing/museums/zoo/shops

apartment, Chevy Chase Village
This family-friendly condo is located in Chevy Chase, just a short distance from Bethesda Row, Walter Reed National Military Medical Center, and American University. It has received excellent user ratings, making it a popular choice for travelers. This 1,500 square foot apartment has 2 bedrooms, 2 bathrooms and can comfortably accommodate up to 6 guests. The condo offers a range of amenities including a swimming pool, a sauna, a spa, a terrace, a garden, and parking, making it an ideal choice for families or groups looking for a relaxing and enjoyable stay.
Waterfront Oasis With Private Pool, Hot Tub, Piers - Maryland
9.9 69 reviews

Waterfront Oasis With Private Pool, Hot Tub, Piers

apartment, Mayo
This seven-bedroom Annapolis, Maryland waterfront home boasts a prime location, just three miles from the Bay Bridge Market Place Shopping Center and six miles from the Wild Bird Center and Annapolis Maritime Museum.
This luxurious 4,000-square-foot vacation rental comfortably sleeps fourteen guests and features a private pool, jacuzzi, fully equipped kitchen, four bathrooms, and a balcony with scenic views, along with free WiFi and barbecue grills.

Neighborhoods and points of interest in Maryland

Best Maryland vacation rentals with parking

Harbour Bay 23 Ocean City - Maryland
9.5 61 reviews

Harbour Bay 23 Ocean City

house, Ocean City
Villa Posidonas Three is located in Protaras, a short distance from popular beaches like Kalamies, Pernera, and Sirena Bay, and within easy reach of attractions like Kavo Gkreko National Forest Park and Agia Napa Monastery. The villa has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom house offers a spacious and comfortable layout with a fully equipped kitchen and three bathrooms. Guests can enjoy free Wi-Fi, on-site parking, air conditioning, a swimming pool, and a terrace or balcony.
Kent Island Beach House - "Pink" House In Kentmorr - Maryland
10 129 reviews

Kent Island Beach House - "Pink" House In Kentmorr

apartment, Stevensville
This Stevensville beach house is located just 9 miles from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to local attractions. The property has excellent ratings for user experience, location, and cleanliness.
This 1800 square foot vacation rental comfortably sleeps 14 guests in its four bedrooms. The house features a fully equipped kitchen, a fireplace, a jetted tub, a private terrace, a garden, a spa, a tennis court, and a playground, perfect for relaxing and entertaining.
Majestic Lodge By Railey Vacations - Maryland
No reviews

Majestic Lodge By Railey Vacations

house, Oakland
This spacious vacation home in Oakland is situated 43 miles from Morgantown Municipal Airport.
This 4490 square foot residence offers 7 bedrooms, 6 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a fireplace, complimentary private parking, and free high-speed WiFi, with a strict policy against parties.
Studio 6 Gaithersburg Cozy King Nsmk Kitchen - Maryland
9.8 25 reviews

Studio 6 Gaithersburg Cozy King Nsmk Kitchen

apartment, Gaithersburg
This Gaithersburg apartment is located approximately 28 miles from Ronald Reagan Washington National Airport and within 24 miles of the US Marine Corps War Memorial and the White House.
This 300 sq ft, 1-bedroom, 1-bathroom condo accommodates up to 2 guests and features a fully equipped kitchen, air conditioning, complimentary WiFi, and on-site parking, with a fitness center and picnic area available.