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

122 M² House ∙ 2 Bedrooms ∙ 8 Guests - Maryland
8.9 8 reviews
Maryland
14/12 – 17/12
$328/nighttotal: $984 (3 )

122 M² House ∙ 2 Bedrooms ∙ 8 Guests

2 5
house , Accident
Deep Creek Village #33, situated in Accident, Maryland, directly across from Wisp Ski Resort and on the shores of Deep Creek Lake, offers unparalleled access to water sports and year-round mountain recreation.
This 122 square metre (1313 square feet) lakeside property boasts two bedrooms, three bathrooms, sleeping arrangements for eight guests, a fully equipped kitchen, private hot tub, balcony, and access to community amenities including a fire pit and children's playground.
Pristine Townhouse With Rooftop Deck Near Canton! - Maryland
9.8 16 reviews
Maryland
19/08 – 23/08
$318/nighttotal: $1272 (4 )

Pristine Townhouse With Rooftop Deck Near Canton!

2 3
apartment , Baltimore
This Patterson Park holiday home in Baltimore is less than 2 kilometres from Patterson Park and within 5 kilometres of the National Aquarium and Baltimore's Inner Harbour.
The 139 square metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, patio, garden, parking, and free Wi-Fi.
Modern Log Cabin, Great For Families -- Close To Many Attractions! Game Room! - Maryland
10 69 reviews
Maryland
27/06 – 04/07
$385/nighttotal: $2695 (7 )

Modern Log Cabin, Great For Families -- Close To Many Attractions! Game Room!

3 2
cabin , Hancock
This charming three-bedroom lodge is situated just 1.5 kilometres from the interstate and a short drive from Berkeley Springs, West Virginia, offering a peaceful escape into the surrounding forest. It boasts excellent guest reviews, making it a popular choice for families and groups.
The property can accommodate up to eight guests and features a well-equipped kitchen, a spacious living area, and a recently renovated basement with a game room. Enjoy the numerous amenities, including a spa, tennis court, and a garden, all within the private 20-acre woodland setting.
Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc. - Maryland
10 51 reviews
Maryland
08/08 – 15/08
$346/nighttotal: $2422 (7 )

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.

Top cities

Best pet friendly Maryland vacation rentals

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

Tranquil Comfort Near Everything - Maryland
10 3 reviews
Maryland
13/07 – 14/08
$351/nighttotal: $11232 (32 )

Tranquil Comfort Near Everything

1 5
house , Jessup
This Lennar townhome in The Groves at Shannon, Maryland, is conveniently located 3.2 kilometres from BWI Airport, 6.4 kilometres from Fort Meade, and a short drive to Arundel Mills for shopping and entertainment.
This family-friendly residence offers three bedrooms, sleeping up to six guests, with a fully equipped kitchen, air conditioning, a garden, parking for two cars, and a playground nearby.
Holiday Inn Express Annapolis East-kent Island By Ihg - Maryland
9.1 1605 reviews
Maryland
27/06 – 04/07
$364/nighttotal: $2548 (7 )

Holiday Inn Express Annapolis East-kent Island By Ihg

1 2
resort , Kent Narrows
The Holiday Inn Express Annapolis East-Kent Island is situated in Grasonville, just 20 miles from Annapolis Harbor and 30 miles from Baltimore-Washington International Airport, offering easy access to both bustling city life and the tranquil beauty of Kent Narrows. The hotel has received very good user ratings for cleanliness and an excellent rating for its location.
The hotel features 25 square metre rooms with one bedroom and one bathroom, each with a range of modern amenities. Guests can enjoy a variety of activities, including swimming in the seasonal outdoor pool, relaxing in the garden, and dining at the on-site restaurant and bar, as well as taking advantage of the fitness centre and tennis court.
Historic St.mary's City At The Lazy Bear Cottage - Maryland
10 387 reviews
Maryland
15/08 – 17/08
$128/nighttotal: $256 (2 )

Historic St.mary's City At The Lazy Bear Cottage

1 2
cabin , Piney Point
This charming house is located in Piney Point, Maryland, just 32 kilometres from Solomons Island and close to historical sites like St. Mary's City and Pt. Lookout State Park. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The self-contained cottage can comfortably accommodate up to two guests and provides a peaceful retreat for those seeking a relaxing getaway. Guests can enjoy kayaking on the river, exploring the surrounding area, and making use of the amenities provided, including a side pier, a main pier, and a portable heater for chilly evenings.
Auth Townhome - Maryland
Maryland
25/06 – 08/08
$320/nighttotal: $14080 (44 )

Auth Townhome

1 2
house , Camp Springs
This Auth Townhome in Camp Springs is located 12.07 kilometres from Addison Road-Seat Pleasant and 12.87 kilometres from National Harbour, providing convenient access to several key attractions.
This 1000 square metre residence offers a fully equipped kitchen, air conditioning, and complimentary private parking and free WiFi for up to 11 guests, with a strict no-bachelor(ette) policy, and is situated 13.04 kilometres from the U.S. Capitol, Nationals Park and the Supreme Court.

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

Skipjack House | An Esvr Property - Maryland
Maryland
10/07 – 18/07
$1028/nighttotal: $8224 (8 )

Skipjack House | An Esvr Property

3 3
apartment , Tilghman Island
This 3-bedroom, 2-bathroom holiday home in McDaniel, 1.8 kilometres from St. Michaels Museum and Avalon Theatre, offers a family-friendly stay on Tilghman Island with convenient access to local shops and galleries.
This property accommodates up to six guests and features a private deck with a propane grill, a fenced swimming pool open from May 15 to October 15, complimentary Wi-Fi, air conditioning, and bikes for exploring the area.
First Floor Studio Apartment In Historic Chestertown - Maryland
9.7 290 reviews
Maryland
03/07 – 04/07
$286/nightfor 1 night

First Floor Studio Apartment In Historic Chestertown

1 2
studio , Kingstown
This apartment is located in Chestertown, a short distance from Washington College and Rolphs Wharf Marina, offering easy access to cultural attractions and scenic waterfront views. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
This self-catering home can accommodate up to three guests and offers a comfortable living space with a bedroom, a bathroom, and a fully equipped kitchen. The apartment comes with a range of amenities, including a private pool, a fitness centre, a spa, and a terrace, perfect for relaxing and enjoying the surrounding area.
Private Pool & Stunning Bay Views On Kent Island - Maryland
9.2 53 reviews
Maryland
03/07 – 06/07
$1565/nighttotal: $4695 (3 )

Private Pool & Stunning Bay Views On Kent Island

3 2
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.
4br, 4ba, Amazing Indoor Pool, Ev Charger, ~10 Acres Retreat, Next To Park - Maryland
9.8 147 reviews
Maryland
03/07 – 06/07
$1747/nighttotal: $5241 (3 )

4br, 4ba, Amazing Indoor Pool, Ev Charger, ~10 Acres Retreat, Next To Park

4 2
apartment , Pecktonville
This Princeton-style property is situated on almost 4 hectares near Camp Harding Park and Licking Creek, offering easy access to Washington D.C., Virginia, and Maryland.
This five-bedroom, ten-guest executive residence boasts 525 square metres of floor space, including a home cinema, indoor heated saltwater pool, tennis court, and EV charger, plus ample parking; trout fishing is available at Licking Creek.

Best Maryland vacation rentals with parking

Sweet Bamboo Beach Cottage - Maryland
9.9 128 reviews
Maryland
20/07 – 23/07
$377/nighttotal: $1131 (3 )

Sweet Bamboo Beach Cottage

3 4
apartment , North Beach
This North Beach apartment is a short walk from the beach, boardwalk, and restaurants, and just five minutes from Chesapeake Beach. It has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom property is spacious, with 89 square metres of floor area, and can comfortably accommodate up to six guests. The apartment is fully renovated and offers a range of amenities, including a well-equipped kitchen, air conditioning, a garden, a spa, parking, and internet access.
Citystay - Maryland
9.5 2 reviews
Maryland
03/07 – 05/07
$360/nighttotal: $720 (2 )

Citystay

1 4
house , Baltimore
CityStay, a detached house in Baltimore, is located between 2.1 and 2.7 kilometres from Fell's Point, the Power Plant, and the Historic Ships.
This non-smoking dwelling offers air conditioning, complimentary WiFi, a fully equipped kitchen, and private balcony, accommodating up to eleven guests across two bedrooms and four bathrooms.
Premium Modern Luxe Retreat Near Bwi & Arundel Mills - Maryland
Maryland
27/06 – 13/07
$608/nighttotal: $9728 (16 )

Premium Modern Luxe Retreat Near Bwi & Arundel Mills

3 5
apartment , Severn
This apartment in Hanover offers excellent proximity to BWI Airport, Arundel Mills, Live! Casino, and Fort Meade, as well as local sites such as the William P. Didusch Urological Museum and Thomas Viaduct Obelisk.
This three-bedroom, three-bathroom flat accommodates six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, a communal swimming pool, and parking.
Guest Studio With Kitchenette - Private Entrance - Maryland
9.3 37 reviews
Maryland
25/06 – 08/08
$123/nighttotal: $5412 (44 )

Guest Studio With Kitchenette - Private Entrance

1 2
house , Beltsville
This studio apartment in Beltsville offers a distinctive style and is conveniently located within 500 meters of the historic Beltsville Agricultural Research Center, providing a unique atmosphere for travellers.
This well-appointed studio accommodates two guests and features air conditioning, internet access, and a kitchen equipped with a fridge and microwave oven, alongside on-site parking.
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