Holiday Rentals in Maryland

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Maryland holiday rentals
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Maryland holiday rentals: compare the best deals

Best family friendly Maryland holiday rentals

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

Nice And Modern Decor, 4br 3ba, Remodeled - Maryland
9.8 28 reviews
Maryland
07/17 – 07/24
HK$2671/nightTotal: HK$18697 (7 )

Nice And Modern Decor, 4br 3ba, Remodeled

4 5
apartment , Hagerstown
This property is located in Hagerstown, within 3km of the Washington County Museum of Fine Arts, Hagerstown Roundhouse Museum, and Maryland Theater, offering easy access to the city's cultural offerings. It has consistently received excellent guest ratings.
The house has 4 bedrooms and 3 bathrooms, accommodating up to 10 guests, and provides a spacious 166 square meters of living space. Guests can enjoy a fully equipped kitchen, a private garden, free WiFi, and convenient parking.
241 M² House ∙ 4 Bedrooms ∙ 10 Guests - Maryland
9.4 27 reviews
Maryland
12/14 – 12/17
HK$2218/nightTotal: HK$6654 (3 )

241 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 5
house , Swanton
Almost Bearadise, a holiday home in Swanton, offers a secluded retreat in Deep Creek Lake, Maryland, surrounded by woodland and close to local shops and restaurants.
This spacious 240 square meter holiday home sleeps 10 guests across four bedrooms and three bathrooms, featuring a private swimming pool, jacuzzi, a well-equipped kitchen, a family room with a pool table, and a deck with a fire pit and gas grill, with hiking, boating, fishing, and skiing opportunities nearby.
Roomy 2 Bedroom Apt. W/en Suite Ba, Private Entry & Parking, Tennis Court - Maryland
10 205 reviews
Maryland
09/04 – 09/07
HK$1680/nightTotal: HK$5040 (3 )

Roomy 2 Bedroom Apt. W/en Suite Ba, Private Entry & Parking, Tennis Court

2 2
apartment , Bethesda
This comfortable home is situated in Bannockburn, a quiet residential neighbourhood in Bethesda, within a 5km radius of the Potomac River, Bethesda Row, and the National Institute of Health Campus. The accommodation has received excellent ratings for its location, cleanliness, and overall user experience.
The house features 2 bedrooms and 1 bathroom, comfortably accommodating up to 6 guests. Enjoy a range of amenities including a swimming pool, tennis court, fitness centre, a private garden, and a terrace, providing plenty of space for relaxation and entertainment.
Peaceful Location, Artsy Garden Retreat, Sleeps 7 W/osp, Small Dog Ok - Maryland
10 15 reviews
Maryland
07/19 – 07/30
HK$1589/nightTotal: HK$17479 (11 )

Peaceful Location, Artsy Garden Retreat, Sleeps 7 W/osp, Small Dog Ok

3 2
apartment , Frederick
This Frederick holiday home is conveniently located less than 1 km from Mount Olivet Cemetery and Carroll Creek Linear Park, and within 1.6 km of the National Museum of the Civil War Medicine and the Historical Society of Frederick County.
This 121 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private garden, fitness centre, tennis court and parking; enjoy nearby walking trails and the convenience of Frederick Station just an 8-minute walk away.

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Best pet friendly Maryland holiday rentals

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

Historic 70-acre Farm With Porches, Animals & Ponds - Maryland
10 127 reviews
Maryland
08/01 – 08/04
HK$7994/nightTotal: HK$23982 (3 )

Historic 70-acre Farm With Porches, Animals & Ponds

4 14
farm , Urbana
This family-friendly farmhouse is situated in a tranquil rural area near Urbana, just a short drive from three popular golf courses. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property offers ample space with four bedrooms and a capacity of fourteen guests, spanning across 362 square metres. Enjoy a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, a fitness centre, and parking, perfect for a relaxing and enjoyable stay.
House On The Hills - Maryland
Maryland
07/11 – 07/12
HK$9994/nightfor 1 night

House On The Hills

1 8
house , Pylesville
This one-bedroom villa near Pylesville, Maryland, offers convenient access to Towson University, approximately 47 kilometres away.
The 372-square-metre property boasts three bathrooms, sleeps up to 19 guests, and includes a fully equipped kitchen, free Wi-Fi, and a fireplace.
* Private Suite Full Of Style & Comfort * - Maryland
9.0 47 reviews
Maryland
07/20 – 07/23
HK$999/nightTotal: HK$2997 (3 )

* Private Suite Full Of Style & Comfort *

1 2
apartment , Lutherville
This one-bedroom apartment is situated in Lutherville Timonium, just 5km from Goucher College, Loch Raven Reservoir, and Towson Town Center, offering easy access to a range of attractions and amenities. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a washing machine, a terrace, a garden, and parking. Enjoy a relaxing stay with access to a range of amenities, including a Smart TV, DVD player, and air conditioning.
Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly) - Maryland
9.9 283 reviews
Maryland
06/28 – 06/29
HK$2733/nightfor 1 night

Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly)

3 2
cottage , Frederick
This charming cottage is located in Frederick, just a short walk from Baker Park and Frederick Memorial Hospital, and within 1 kilometer of Carroll Creek Linear Park and Hood College, offering easy access to both nature and cultural attractions. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private patio, a garden, a jetted tub, and a fitness centre, providing everything you need for a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Maryland

  • What are the must-see sights in Maryland, United States?

    For iconic Maryland sights, one must visit Baltimore's Inner Harbour, with its historic ships and National Aquarium. The United States Naval Academy in Annapolis is another must-see, showcasing impressive architecture and maritime history. For a taste of nature, the Chesapeake Bay offers stunning views and opportunities for water activities. Historic Annapolis itself, with its charming colonial architecture and shops, is a delightful place to explore. Finally, the state boasts numerous beautiful state parks, like Assateague Island National Seashore, known for its wild horses.
  • What are the best Airbnb and vacation rentals in Maryland?

  • Are there any unique natural phenomena in Maryland, United States?

    Yes, Assateague Island National Seashore is famed for its wild horses, a truly unique sight. The Chesapeake Bay, the largest estuary in the United States, is another significant natural phenomenon, supporting a rich ecosystem and offering opportunities for birdwatching and other nature-based activities. The Blackwater National Wildlife Refuge provides excellent opportunities for observing diverse bird species, particularly during migratory seasons.
  • What are the most popular Airbnbs in Maryland?

  • What essentials should you bring to Maryland, United States?

    Depending on the time of year, comfortable walking shoes are a must, as are layers of clothing to adapt to changing weather conditions. Sunscreen and insect repellent are advisable, especially during warmer months. A reusable water bottle is helpful, and an umbrella or raincoat could be useful as rain showers are possible throughout the year. Finally, a camera is essential to capture the beautiful scenery and historical sites.
  • What are the best vacation rentals with a pool in Maryland?

  • What famous events or festivals are happening in Maryland, United States?

    Maryland hosts numerous events. The Preakness Stakes, a renowned horse race, is a major event held annually in Baltimore. Artscape, a large-scale outdoor arts festival, takes place in Baltimore, showcasing local and regional artists. Numerous smaller town festivals celebrate local produce and culture throughout the year; checking local event listings closer to your travel dates is recommended.
  • What are the best rentals for families and kids in Maryland?

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

    Baltimore's Inner Harbour area has many restaurants offering fresh seafood. Crab cakes are a Maryland staple, found at numerous establishments. For a taste of regional cuisine, try restaurants in smaller towns across the state; they often feature locally sourced ingredients. Smith Island Cake is a unique dessert, a layered cake found on Smith Island in the Chesapeake Bay. Looking for specific restaurant recommendations requires more detailed location preferences.
  • What are the best rentals or Airbnbs with a jacuzzi in Maryland?

  • What are some less-famous attractions in Maryland, United States that are worth a visit?

    The Catoctin Mountain Park offers hiking trails and stunning views, less crowded than some of the more popular state parks. The Star-Spangled Banner Flag House in Baltimore, where the flag was sewn during the War of 1812, is a lesser-known but historically significant site. Exploring the charming towns along the Chesapeake Bay, like St Michaels, offers a quieter, more authentic experience of Maryland life.
  • What are the best activities for engaging with locals and understanding their culture in Maryland, United States?

    Visiting local farmers' markets allows interaction with producers and offers a taste of regional produce. Attending smaller town festivals and events provides opportunities to mingle with locals. Exploring the historic districts of Annapolis and other towns gives a feel for Maryland's history and architecture. Conversations with shopkeepers and restaurant staff can also offer insights into local life.
  • What unique natural landscapes and terrain features can travellers explore in Maryland, United States?

    Maryland's diverse geography includes the Chesapeake Bay, a vast estuary, offering opportunities for boating and fishing. The Appalachian Mountains extend into western Maryland, providing hiking and scenic vistas. The coastal plain stretches along the eastern shore, featuring beaches and wetlands. Assateague Island's unique ecosystem, with its wild horses and diverse birdlife, is another highlight.
  • How many days are ideal for a trip to Maryland, United States, and what are some itinerary suggestions?

    A long weekend (3-4 days) allows for a taste of Maryland, focusing on a particular region like Baltimore or Annapolis. A week-long trip allows for exploration of multiple regions, combining city exploration with visits to state parks and the Chesapeake Bay. A longer trip (10+ days) provides ample time to explore the state's diverse landscapes and smaller towns at a more relaxed pace. Specific itineraries depend on interests, but a combination of city and nature-based activities is recommended.

Nearby regions

Best Maryland holiday rentals with a pool

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

"Endless Summer" Waterfront On The Chesapeake Bay! - Maryland
10 9 reviews
Maryland
09/10 – 09/13
HK$7432/nightTotal: HK$22296 (3 )

"Endless Summer" Waterfront On The Chesapeake Bay!

4 7
apartment , Madison
This Woolford holiday home is situated within 19 kilometres of Blackwater National Wildlife Refuge, the Harriet Tubman State Park Visitor Centre, and the Harriet Tubman Underground Railroad National Historical Park.
This four-bedroom, three-bathroom property sleeps twelve guests and boasts a private indoor pool, fully equipped kitchen, barbecue grills, smart TV, laundry facilities, and a patio area; enjoy easy self-catering and proximity to local attractions.
Global Luxury Suites Bethesda Chevy Chase - Maryland
8.2 666 reviews
Maryland
07/17 – 07/20
HK$2259/nightTotal: HK$6777 (3 )

Global Luxury Suites Bethesda Chevy Chase

1 2
apartment , Bethesda
This apartment is located in Bethesda's Woodmont Triangle South, a short walk from the Bethesda Metro Station and within easy reach of Walter Reed National Military Medical Center and Washington National Cathedral. It has received very good ratings for location, cleanliness, and overall user experience.
The apartment features a spacious living area with a sofa and a desk, perfect for both relaxation and work. It offers a range of amenities, including a fully equipped kitchen, a terrace for barbecuing, a swimming pool, a fitness centre, and a concierge service.
Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown! - Maryland
10 152 reviews
Maryland
09/10 – 09/13
HK$3733/nightTotal: HK$11199 (3 )

Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown!

4 7
cottage , Ballenger Creek
This charming cottage is located in Ballenger Creek, just 10 kilometres from the historic centre of Frederick, offering a peaceful retreat in a quiet, secluded area. It has received excellent user ratings, reflecting its high standard of comfort and service.
The cottage spans 186 square metres and comfortably accommodates up to eight guests, with four bedrooms and a bathroom. It offers a range of amenities, including a swimming pool, a spa, a terrace, a garden, and a gourmet kitchen, providing everything you need for a relaxing and enjoyable stay.
Historic Waterfront Estate With Pool & Pet-friendly   Perfect For Fall Getaways - Maryland
9.9 40 reviews
Maryland
09/10 – 09/13
HK$9527/nightTotal: HK$28581 (3 )

Historic Waterfront Estate With Pool & Pet-friendly Perfect For Fall Getaways

5 7
apartment , Oxford
Combsberry, a beautifully restored 1730s historic estate in Talbot County, Maryland (note: this listing incorrectly states Oxford as the destination), is situated on a 30-acre waterfront property on Island Creek, offering proximity to acclaimed restaurants.
This five-bedroom, six-bathroom property, sleeping up to ten guests, boasts a gourmet kitchen, waterfront pool, terrace, and extensive gardens, along with on-site caretakers and access to local insider tips.

Best Maryland holiday rentals with parking

Private 3 Room Queen Suite W/kitchenette - Maryland
9.9 109 reviews
Maryland
06/28 – 06/29
HK$2251/nightfor 1 night

Private 3 Room Queen Suite W/kitchenette

1 2
apartment , Port Deposit
This apartment is situated in Port Deposit, conveniently located within 14 kilometres of Hollywood Casino, Garrett Island Beach, and Perry Point VA Medical Center. Guests have praised the apartment for its excellent location, cleanliness, and overall experience.
The self-catering flat has one bedroom and one bathroom, comfortably sleeping up to two guests. Amenities include free Wi-Fi, a Smart TV, a fully equipped kitchen, a balcony, a fireplace, and barbecue grills, offering everything needed for a relaxing stay.
Pizza Friday - Maryland
9.8 92 reviews
Maryland
07/13 – 07/18
HK$3893/nightTotal: HK$19465 (5 )

Pizza Friday

1 8
cabin , Piney Point
This Piney Point waterfront lodge is situated on a 26-acre property offering exceptional privacy and stunning Potomac River views, close to local attractions.
Sleeping up to ten guests, this four-bedroom, two-bathroom retreat boasts a large updated kitchen with stainless steel appliances, a private dock with kayaks and canoe, a new pizza oven, and a fire pit; enjoy panoramic river views from large picture windows.
Elegant Studio Suite - Near Dc & Top Attractions - Maryland
10 3 reviews
Maryland
07/03 – 07/05
HK$1086/nightTotal: HK$2172 (2 )

Elegant Studio Suite - Near Dc & Top Attractions

1 2
studio , Springdale
This Lanham flat is situated 20.9 kilometres from Washington Union Station, the U.S. Capitol, and the Supreme Court, with the Addison Road-Seat Pleasant Metro station 12.4 kilometres away.
This studio offers air conditioning, Wi-Fi, a kitchen, and parking for two guests, with a flat-screen television for entertainment.
Owings Mills Townhouse 8 Mi To Liberty Reservoir! - Maryland
9.0 2 reviews
Maryland
07/17 – 07/24
HK$2765/nightTotal: HK$19355 (7 )

Owings Mills Townhouse 8 Mi To Liberty Reservoir!

3 5
house , Owings Mills
This Owings Mills townhouse, situated 13 kilometres from Liberty Reservoir and within a 24-32 kilometre radius of Baltimore attractions including the Baltimore Zoo and Johns Hopkins University, offers convenient access to recreational opportunities and cultural experiences.
The 138-square-metre property boasts a spacious layout with three bedrooms, two living rooms, and three bathrooms, comfortably accommodating up to eleven guests and featuring a fully equipped kitchen, swimming pool, and garden.
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