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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

Charming Historic 2 Bedrooms On The Chesapeake Bay - Maryland
9.8 110 reviews

Charming Historic 2 Bedrooms On The Chesapeake Bay

apartment, North Beach
This North Beach apartment is a waterfront property with panoramic Bay views from a wall of windows. The apartment is steps away from shops, restaurants, and North Beach. It is also within walking distance of the beach.
The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. It is well-maintained, non-smoking, and pet-free. The apartment has a kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning, a garden, and parking. The apartment has excellent user, location, and cleanliness ratings.
Spacious Charles Village Unit - Maryland
8.6 22 reviews

Spacious Charles Village Unit

apartment, Baltimore
This Baltimore home is located in Charles Village, a short walk from Johns Hopkins University and MedStar Union Memorial Hospital, and within 5km of the Baltimore Convention Center and National Aquarium. It's rated very good by previous guests. This 2-bedroom, 1-bathroom house can comfortably accommodate 6 guests. The home includes modern amenities like Wi-Fi, a fully equipped kitchen with a microwave and dishwasher, and a washing machine.
Charming Baltimore Home With Deck And Fire Pit! - Maryland
9.8 87 reviews

Charming Baltimore Home With Deck And Fire Pit!

house, Baltimore
This 3-bedroom Baltimore apartment is located in a residential neighborhood, close to the Baltimore Museum of Art and the Maryland Science Center. It has excellent user, location, and cleanliness ratings.
The apartment is over 1,100 square feet and features a fully equipped kitchen, in-unit laundry, and a private backyard with a fire pit. Guests can enjoy four Smart TVs, free Wi-Fi, and optional concierge services for private chefs and masseuses.
Gunpowder Retreat - Maryland
10 146 reviews

Gunpowder Retreat

apartment, Kingsville
This Kingsville home, backing onto Gunpowder Falls State Park and a five-minute drive from Honeygo Village Center, offers convenient access to both nature and shopping.
The mid-century modern house features 4 bedrooms, 3 bathrooms, sleeps up to 8 guests comfortably, includes a private in-ground pool and hot tub (seasonal), a fully equipped chef's kitchen, and a fitness center.

Top cities

Best pet friendly Maryland vacation rentals

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

4br/4.5ba Retreat - 25 Min To Dc/game Room/pets Ok - Maryland
9.6 9 reviews

4br/4.5ba Retreat - 25 Min To Dc/game Room/pets Ok

house, Greenbelt
This pet-friendly townhome is situated in Greenbelt, offering convenient access to the Greenbelt Metro, just a 5-minute walk away, for direct travel to Washington D.C. and the University of Maryland.
This accommodation features four bedrooms and four bathrooms, accommodating up to eight guests with king and queen beds, and includes amenities such as a game room, three parking spots, and an e-bike dock.
Cozy Off-street Cottage Maryland - Maryland
9.9 56 reviews

Cozy Off-street Cottage Maryland

apartment, Woodmore
This Woodmore cottage, a 15-minute drive from Washington, D.C., is conveniently located 7 minutes from the Metro, FedEx Field, and Six Flags America.
The pet-friendly 1-bedroom, 1-bathroom cabin sleeps 2 guests and offers amenities including Wi-Fi, air conditioning, parking, and a full kitchen; additional dog-sitting is available next door.
Heaven On Baltimore At Harborfront - Maryland
9.0 162 reviews

Heaven On Baltimore At Harborfront

apartment, Baltimore
This Baltimore apartment is located in the waterfront district, a short walk from Harbor East Marina, Pier Six Concert Pavilion, and Fell's Point, offering easy access to dining, nightlife, and cultural experiences. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for location.
The apartment features a fully equipped kitchen, a private balcony, and access to a swimming pool, Jacuzzi, fitness center, and parking. Guests can enjoy a variety of amenities, including streaming services, free Wi-Fi, and a concierge service.
Cozy 2 Bedroom, 2.5 Bath Across From Cambridge City Marina - Maryland
9.4 25 reviews

Cozy 2 Bedroom, 2.5 Bath Across From Cambridge City Marina

apartment, Cambridge
This Cambridge townhouse, located directly across from the Cambridge City Marina and within walking distance of downtown's restaurants and the Harriet Tubman Underground Railroad National Historical Park, offers convenient access to major attractions. This two-bedroom, two-and-a-half-bathroom rental sleeps five, boasts a terrace, garden, spa, parking, and includes amenities such as a dishwasher, microwave, and air conditioning.

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

121 M² House ∙ 2 Bedrooms ∙ 4 Guests - Maryland
No reviews

121 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Germantown
Accommodation for 4 people. This accommodation is based in Germantown.
Services and facilities include a kitchen, a dish washer and a washing machine. This house in Germantown also has a terrace!
5-star Bwi Hanover 3-level With Bonus Living Space - Maryland
10 4 reviews

5-star Bwi Hanover 3-level With Bonus Living Space

apartment, Severn
This modern four-bedroom, four-bathroom townhome in Hanover, Maryland, offers easy access to BWI Airport (12 minutes), Merriweather Post Pavilion, and CFG Bank Arena, plus numerous shopping and dining options within a 5-minute radius.
The 8-guest property boasts a spacious layout with a well-equipped kitchen including a fridge, microwave, and dishwasher, a swimming pool, and a private terrace; nearby amenities include a neighborhood gym, outdoor pool, and clubhouse.
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F - Maryland
9.2 5 reviews

Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F

apartment, Easton
Quailsar Farm is a beautiful vacation rental located in Easton, Maryland, within easy reach of local landmarks like the Avalon Theatre and The Third Haven Friends Meeting House. The farm offers a peaceful escape from the city, with a relaxing rural setting. This highly-rated property has received excellent reviews from previous guests.
The 5-bedroom, 4-bathroom home spans 5070 square feet and can comfortably accommodate up to 10 guests. The farm offers a range of amenities, including a gourmet kitchen, a swimming pool, and a spacious backyard perfect for outdoor activities.
Hyatt Regency Chesapeake Bay - Maryland
No reviews

Hyatt Regency Chesapeake Bay

resort, Cambridge
The Hyatt Regency Chesapeake Bay is located in Cambridge, about 3 kilometers from the city center, making it a convenient base for exploring the town’s shops, restaurants, and historic attractions. The resort is designed with families in mind, offering a dedicated playroom for children and a range of activities suitable for all ages.
The Hyatt Regency Chesapeake Bay features a variety of amenities including a spa, fitness center, multiple pools, and a library, as well as a conference hall for business meetings and events. Guests can enjoy on-site dining options like a bar, restaurant, and cafe, and benefit from the resort’s personalized service including a concierge and multilingual staff.

Neighborhoods and points of interest in Maryland

Best Maryland vacation rentals with parking

Boonsboro Studio W/ Wood-burning Fire Pit! - Maryland
9.7 53 reviews

Boonsboro Studio W/ Wood-burning Fire Pit!

apartment, Mount Lena
Boonsboro Studio, a pet-friendly apartment near Mount Lena, offers a peaceful retreat in Boonsboro, its proximity to local amenities requiring further specification regarding distance to Mount Lena landmarks.
This 500-square-foot studio comfortably sleeps two, boasting a fully equipped kitchen (microwave, fridge), free WiFi, cable TV, air conditioning, a garden, parking, and a wood-burning fire pit.
Cozy Little Cottage - Maryland
9.9 275 reviews

Cozy Little Cottage

apartment, California
This charming cottage is conveniently located near Solomons Island, Maryland, offering easy access to the boardwalk and nearby historical attractions. The cottage consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a kitchen featuring a fridge, freezer, and microwave, along with air conditioning, a garden, and parking. Enjoy a relaxing escape with amenities like a cozy, remodeled interior and the opportunity to explore nearby attractions, go fishing, and even attend local concerts.
Stay In A Former Fells Point Bar! - Private Studio - Maryland
9.7 977 reviews

Stay In A Former Fells Point Bar! - Private Studio

apartment, Baltimore
This studio apartment is located in Fells Point, a historic waterfront neighborhood in Baltimore, within walking distance of Fells Point bars and restaurants, Canton, Hopkins, the harbor, Patterson Park, and downtown. It's also just two miles from the stadiums. The studio has excellent user, location, and cleanliness ratings.
The studio has a private entrance and can accommodate up to four guests. The apartment features modern amenities like new flooring, a renovated bathroom, wireless internet, a smart TV, and a well-equipped kitchenette with a refrigerator, toaster oven, microwave, electric cooktop, Keurig machine, and coffee pot.
Eagles Nest: Studio Apartment, Maryland - Maryland
9.9 77 reviews

Eagles Nest: Studio Apartment, Maryland

apartment, Bryantown
This Bryantown studio apartment offers a serene escape near Washington, D.C., conveniently located close to Andrews Air Force Base, Joint Base Anacostia-Bolling, and Dr. Mudd's historic house.
The pet-friendly guesthouse features a fully equipped kitchenette with a Keurig, fridge, microwave, and in-unit washer/dryer, accommodating up to four guests with a full bath, dining table, and work desk.
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