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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

The River House, A Wicomico Beach Retreat - Maryland
9.8 127 reviews

The River House, A Wicomico Beach Retreat

apartment, Rock Point
This 5-bedroom, 3-bathroom house in Rock Point offers direct waterfront access on the Wicomico River with a private sandy beach and an extra-long private dock, situated on over an acre of land with forest and water views.
This family-friendly rental accommodates up to 10 guests and features a fully stocked kitchen with crabbing tools, a sleeping loft, a sunroom, air conditioning, Wi-Fi, and outdoor amenities including a firepit, charcoal barbeque, and picnic area.
Cottage:walkable 2 Everything-super Clean-downtown - Maryland
9.9 300 reviews

Cottage:walkable 2 Everything-super Clean-downtown

cottage, Frederick
This charming cottage is located in Frederick, within easy walking distance of Baker Park, Frederick Memorial Hospital, and other attractions. The cottage has received excellent ratings for location, cleanliness, and overall experience.
This cozy cabin features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, a private patio, a jetted tub, and a fitness center, making it the perfect place to relax and explore Frederick.
Spacious Private Basement - Maryland
10 6 reviews

Spacious Private Basement

apartment, Severn
This Severn vacation rental is conveniently located within 6 miles of Fort George G. Meade, several dog parks (including Quail Run and Jacobs Forest), and the Chase Brexton Health Care – Glen Burnie Center.
This smoke-free, one-bedroom, one-bathroom house sleeps two guests and features a kitchenette with a refrigerator and microwave, a Jacuzzi, a smart TV, and free internet access; nearby attractions include multiple dog parks and Fort George G. Meade.
Beautiful, Historic, Hiking, Biking And C&o Canal - Maryland
9.9 288 reviews

Beautiful, Historic, Hiking, Biking And C&o Canal

apartment, Brunswick
This Brunswick, Maryland apartment, in a historic 200-year-old building, offers easy walking access to restaurants, shops, the C&O Canal, and is minutes from Harper's Ferry.
The one-bedroom, one-bathroom unit sleeps three, features a private entrance, shared porch, parking, air conditioning, a kitchen with fridge and microwave, and is near the Appalachian Trail and Brunswick's mountain bike trail.

Top cities

Best pet friendly Maryland vacation rentals

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

Beautiful 1br Walkout Fenced & Gated Villa, 5 Onsite Parking, 2+acres - Maryland
8.7 41 reviews

Beautiful 1br Walkout Fenced & Gated Villa, 5 Onsite Parking, 2+acres

house, Darnestown
This family-friendly villa is located in Germantown, just a mile from Seneca Creek State Park and Chesapeake and Ohio Canal National Historic Park, with the Chesapeake and Ohio Canal and Potomac River within a two-mile radius. The villa has received very good user ratings.
This spacious home offers a relaxing and enjoyable stay for families and groups. The villa features a fully equipped kitchen, a spa tub, barbecue grills, a water park, an arcade/game room, a patio, and a tennis court.
The Charm City, Modern Comfort - Maryland
No reviews

The Charm City, Modern Comfort

apartment, Baltimore
This Baltimore rental unit is located within 1 mile of the Sports Legends Museum at Camden Yards and The Walters Art Museum, placing you a short walk from the Inner Harbor and Baltimore Convention Center.
This 1-bedroom, 1-bathroom apartment accommodates up to 7 guests and features a full kitchen with a microwave and dishwasher, complimentary WiFi, and in-unit laundry.
Pet-friendly Beach Getaway, Relax By The Bay! - Maryland
10 6 reviews

Pet-friendly Beach Getaway, Relax By The Bay!

apartment, Arnold
This Arnold apartment rental is conveniently located 9.2 miles from Annapolis Harbor and 27 miles from Baltimore attractions like Camden Yards and the Inner Harbor.
This 2,020-square-foot unit boasts two bedrooms, three bathrooms, and accommodates up to 15 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a balcony.
The Crooked Cottage: A Cozy, Curated Escape - Maryland
10 313 reviews

The Crooked Cottage: A Cozy, Curated Escape

apartment, Myersville
This pet-friendly Myersville cottage, located eight minutes from I-70, exit 42, offers easy access to explore nearby attractions.
The two-bedroom, two-bathroom house sleeps four guests and features a fully equipped kitchen, Roku TVs, a wood-burning stove, fire pits, and access to the entire two-acre property.

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

Club Wyndham National Harbor - Maryland
9.3 1990 reviews

Club Wyndham National Harbor

resort, National Harbor
Club Wyndham National Harbor is located in National Harbor, a short drive from Washington, D.C., and less than 3 miles from the Washington Masonic National Memorial. This 3-star hotel offers spacious apartments and a range of amenities, making it a great choice for families and couples. Guests consistently rate the location, cleanliness, and overall experience as excellent.
Each apartment features a full kitchen, providing guests with the flexibility to prepare their own meals. The hotel also offers a variety of amenities, including indoor and outdoor swimming pools, a hot tub, a fitness center, a tennis court, a sauna, and a spa.
Downtown Silver Spring 2br Skyline Balcony Suite Walkable To Dc Metro Luxepad - Maryland
No reviews

Downtown Silver Spring 2br Skyline Balcony Suite Walkable To Dc Metro Luxepad

house, Silver Spring
This Silver Spring rental house is located 5.8 miles from the Phillips Collection and 6 miles from the Walter E. Washington Convention Center, offering easy access to downtown attractions and a Metro station for city travel.
This 760 sq ft accommodation features a rooftop pool, a fitness center, private parking, and an on-site water park, with capacity for 7 guests and facilities for disabled visitors.
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.
Lodge ∙ 1 Bedroom ∙ 3 Guests - Maryland
No reviews

Lodge ∙ 1 Bedroom ∙ 3 Guests

chalet, Rock Hall
This Rock Hall, Maryland chalet is located on the Eastern Shore, a short drive from Rock Hall town and Eastern Neck National Wildlife Refuge.
The one-bedroom cabin sleeps three guests with a king-size bed, optional twin air mattress, two bathrooms, a mini-fridge, complimentary Wi-Fi, plush robes, and access to a shared pool and daily breakfast featuring local ingredients.

Neighborhoods and points of interest in Maryland

Best Maryland vacation rentals with parking

Elegant Studio Suite - Near Dc & Top Attractions - Maryland
10 3 reviews

Elegant Studio Suite - Near Dc & Top Attractions

studio, Springdale
This studio in Lanham, Maryland is located 13 miles from Washington Union Station, the U.S. Capitol, the Supreme Court, and the Walter E. Washington Convention Center, with the Addison Road-Seat Pleasant metro station 7.7 miles away.
This accommodation offers a fully equipped kitchen, free WiFi, air conditioning, and parking for up to 2 guests, with a 19-mile distance to Ronald Reagan Washington National Airport.
Just Like Home - Private Entrance Apt In Dmv Area - Maryland
9.9 168 reviews

Just Like Home - Private Entrance Apt In Dmv Area

apartment, Bowie
This Bowie studio apartment boasts convenient access to Highways 50 and 301, placing it approximately 9 miles from the New Carrollton Metro Station and 8.8 miles from Six Flags America.
The private executive suite, sleeping up to four guests, features a fully equipped kitchenette, 55” Smart TV with cable and Netflix, complimentary coffee and tea, and a private entrance with self check-in after 4 pm.
Sunny 2br Home Near Metro, Parking - Maryland
9.9 28 reviews

Sunny 2br Home Near Metro, Parking

apartment, Rockville
This Rockville rental is located in a quiet residential area, a short walk to the Metro station and Rockville Town Center, and approximately 30 minutes by car to Washington, DC.
This cozy 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, and private driveway parking.
Retreat To Antietam/sharpsburg - Maryland
9.7 470 reviews

Retreat To Antietam/sharpsburg

apartment, Sharpsburg
This Sharpsburg vacation rental is located within walking distance of Tolson's Chapel and Antietam National Cemetery, and less than a mile from Antietam National Battlefield and Antietam Creek Vineyards, making it an ideal base for exploring the area's rich history and scenic beauty. The property has consistently received excellent ratings from guests for its location, cleanliness, and overall experience.
The two-bedroom home offers 1190 square feet of comfortable living space, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a cozy fireplace, a private garden, and a barbecue grill for outdoor dining, as well as modern amenities like free Wi-Fi and a DVD player.
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