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Maryland (State) cottages
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1577 Cottages at the best price in Maryland (State)

Best family friendly Maryland (State) cottages

Among the 1577 accommodations in Maryland (State), here are the 4 best family friendly cottages

Oh Happy Bay - Maryland (State)
9.6 18 reviews

Oh Happy Bay

cottage, Annapolis
This Eastport holiday home offers direct access to Bembe Beach, a short 0.8 kilometre drive or water taxi ride from downtown Annapolis attractions, boasting a private stretch of historic beach with shallow waters perfect for swimming and paddleboarding and a prime location for viewing the Blue Angels air show.
Accommodating up to eight guests across three bedrooms and three bathrooms, this property features a screened-in gazebo, a gourmet kitchen, a waterfront balcony, and includes complimentary stand-up paddleboards, life jackets, and beach toys during summer months for an enjoyable stay.
Tiny House At St. George Island - Maryland (State)
8.4 5 reviews

Tiny House At St. George Island

cottage, Piney Point
This cottage, a cosy tiny house, is located in Piney Point, a short distance from the historic Piney Point Lighthouse and Cecil's Old Mill, and close to St. Mary's River State Park.
This accommodation sleeps up to five guests across two bedrooms and offers internet, air conditioning, a kitchen with a fridge and microwave, and exclusive access to a private sandy beach for fishing, crabbing, and picnicking.
Waterfront River Cottage For 2, Dog-friendly - Maryland (State)
9.5 30 reviews

Waterfront River Cottage For 2, Dog-friendly

cottage, Severna Park
This charming beachside cottage is located near Severna Park, just nine miles from the B&A Trail, Severna Park Golf Center, and Bay Hills Golf Club. It has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage has one bedroom and one bathroom, offering comfortable accommodation for up to two guests, and it comes equipped with a fully equipped kitchen, a terrace, a garden, a spa, and parking. Enjoy the fresh air and sunshine with the relaxing outdoor space, cook up a meal on the charcoal grill, and take advantage of the arcade/game room for entertainment.
Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown! - Maryland (State)
10 159 reviews

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

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.

Top cities

Best Maryland (State) cottages with a garden

Secluded Cozy Cottage In Historic Downtown - Maryland (State)
9.6 22 reviews

Secluded Cozy Cottage In Historic Downtown

cottage, Annapolis
This charming cottage is located in Annapolis' Historic District, just a short walk from the City Dock and within easy reach of the State House and other key landmarks. The cottage is situated in a quiet neighbourhood, offering a peaceful retreat from the bustling city centre.
The cottage is a spacious two-bedroom property that can comfortably accommodate up to eight guests. It features a modern kitchen, a private patio with a BBQ, and a comfortable living area with an electric fireplace, a 55" Roku TV, and a full daybed.
Eastern Shore Beach Cottage Get-away - Maryland (State)
10 143 reviews

Eastern Shore Beach Cottage Get-away

cottage, Rock Hall
This charming cottage is situated just a short drive from the Eastern Neck Island Wildlife Refuge and 10km from Chestertown, home to Washington College, offering a peaceful escape from the hustle and bustle. It has received excellent reviews from previous guests, making it a popular choice for those looking for a relaxing getaway.
The cottage is spacious, spanning 93 square meters and comfortably accommodating up to five guests. It boasts a fully equipped kitchen, a private garden, a swimming pool, and a spa, as well as direct access to a sandy beach, perfect for families and water sports enthusiasts.
Charming Cottage With Pool Access And Wifi In Lovely Rock Hall - Maryland (State)
10 6 reviews

Charming Cottage With Pool Access And Wifi In Lovely Rock Hall

cottage, Rock Hall
This Rock Hall cottage, ideally situated near the Waterman's Museum and The Mainstay, offers convenient access to Rock Hall Harbour and Rolph's Wharf Marina, all within walking distance (exact distances unspecified).
The 56-square-metre (approximately 600 square feet) self-catering property features a two-story layout with a king-size bedroom upstairs, a downstairs living area, and accommodates two guests; amenities include air conditioning, Wi-Fi, a mini-refrigerator, and a private pool (accessible May 1st to September 21st, 11 am to 5 pm).
Enjoy Fall On Our Big Porch! Check Out Discounts, Bike Storage And Amenities! - Maryland (State)
10 9 reviews

Enjoy Fall On Our Big Porch! Check Out Discounts, Bike Storage And Amenities!

cottage, Williamsport
This Williamsport cottage, situated in the city centre, offers easy access to Whitetail Ski Resort (32km), Washington, D.C. (approx. 240km), and Shenandoah National Park, and is close to Hagerstown Suns Municipal Stadium and Antietam National Battlefield.
The 111-square-metre property sleeps six guests across three bedrooms and two bathrooms, boasting a fully equipped kitchen, garden, Wi-Fi, smart TVs, and parking, with opportunities for birdwatching nearby.

Frequently asked questions about cottages in Maryland (State)

  • What are the top must-see attractions in Maryland, USA?

    Maryland boasts a fantastic range of attractions. For history buffs, a visit to the Inner Harbour in Baltimore, with its historic ships and the National Aquarium, is a must. History comes alive at Fort McHenry, where the Star-Spangled Banner was inspired. Annapolis, the state capital, offers beautiful architecture and the United States Naval Academy. Nature lovers should explore Assateague Island National Seashore, known for its wild horses, or the scenic Chesapeake Bay, perhaps taking a boat tour. The Catoctin Mountain Park provides stunning hiking trails.
  • What are the best cottages in Maryland (State)?

    Among the cottages in Maryland (State), The Heron's Nest At Atlantic Marina, Persimmon Pastures and Family And Pet-friendly - Waterfront With Pier are the most popular ones.

  • How can one spend a 5-day holiday in Maryland, USA?

    A five-day trip allows for a good exploration of Maryland's diversity. Day 1 and 2 could be spent in Baltimore, exploring the Inner Harbour, Fort McHenry, and the American Visionary Art Museum. Day 3 would be perfect for a trip to Annapolis, visiting the United States Naval Academy and exploring the historic city. Day 4 could involve a scenic drive along the Chesapeake Bay, perhaps visiting a charming waterfront town like St Michaels. Day 5 offers the chance to hike in Catoctin Mountain Park or relax on Assateague Island.
  • What are the best cottages with a pool in Maryland (State)?

  • Is Maryland, USA, a good destination to rent a cottage?

    Absolutely! Maryland offers many charming cottage rentals, particularly on the Eastern Shore near the Chesapeake Bay and in the Ocean City area. These provide a fantastic base for exploring the region's beaches, waterways, and charming towns. Many rentals offer water access or are located near state parks.
  • What are the best cottages with a jacuzzi in Maryland (State)?

  • What weather, wildlife, or natural hazards might affect travellers in Maryland, USA?

    Maryland experiences hot, humid summers and mild winters. Summer can bring thunderstorms, while winter may see snow, particularly in the western mountains. Be aware of mosquitos, especially near the Chesapeake Bay. The coast is prone to hurricanes during the Atlantic hurricane season (June to November), though not every year experiences a direct hit. Check weather forecasts before and during your trip.
  • What are the best cottages for families and kids in Maryland (State)?

    The best cottages for families and kids in Maryland (State) are The Heron's Nest At Atlantic Marina, Persimmon Pastures and Family And Pet-friendly - Waterfront With Pier.

  • Is Maryland, USA, pedestrian and cyclist-friendly?

    Maryland's pedestrian and cycling infrastructure varies. Cities like Baltimore and Annapolis have areas that are quite walkable, with designated bike lanes in some places. However, other areas may be less accommodating, especially outside of urban centres. Always check local maps and be aware of traffic conditions.
  • What are the best pet friendly cottages in Maryland (State)?

  • Are there any unusual or hidden places to explore in Maryland, USA?

    Yes! Consider exploring the abandoned town of St. Mary's City, the first capital of Maryland, offering a glimpse into the past. The Eastern Neck National Wildlife Refuge provides a tranquil escape with abundant birdlife. For something different, visit the National Cryptologic Museum in Fort Meade, showcasing the history of code-breaking.
  • What are the best cottages with parking in Maryland (State)?

  • What are some of the best cultural experiences that allow one to meet locals in Maryland, USA?

    Attending local festivals is a great way to meet people. Many towns hold summer festivals, offering a chance to sample local cuisine and crafts. Visiting farmers' markets, particularly in the Baltimore area, is another good option. Participating in a Chesapeake Bay boat tour can offer interactions with local guides and fellow travellers. Exploring smaller towns and engaging with local businesses can also offer opportunities for interaction.
  • What are the best authentic dishes to taste in Maryland, USA?

    Maryland cuisine is heavily influenced by the Chesapeake Bay. Crab cakes are a must-try, though quality varies greatly. Chesapeake Bay blue crabs are also delicious, prepared in various ways. Smith Island cake, a layered dessert, is a regional specialty. Try also the local oysters, known for their unique flavours.

Nearby regions

Best Maryland (State) cottages with a jacuzzi

Among the 1577 accommodations in Maryland (State), here are the 4 best cottages with a jacuzzi

New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland (State)
10 1 review

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

cottage, Severn
This Severn holiday flat is situated 12.8 kilometres from Arundel Mills Mall and 33.8 kilometres from Oriole Park at Camden Yards, offering proximity to outdoor pursuits such as hiking and biking.
This spacious 118 square metre residence accommodates up to six guests with three bedrooms and three bathrooms, featuring a hot tub, private terrace, on-site parking, Wi-Fi, air conditioning, a fireplace, a dedicated workspace, a fully equipped kitchen, and an in-unit washer and dryer.
Private Beach And Inviting Hot Tub - Charming Coastal Oasis - Maryland (State)
9.6 29 reviews

Private Beach And Inviting Hot Tub - Charming Coastal Oasis

cottage, Piney Point
This spacious five-bedroom, three-bathroom holiday home in Piney Point offers direct access to a private beach on the Chesapeake Bay and features a gourmet kitchen, air conditioning, and a hot tub with bay views.
Guests can enjoy provided kayaks and paddleboards, a private deck, a top-floor balcony with expansive bay vistas, and a Tesla charging station, with accommodation for up to twelve people and pet-friendly options available.
Cottage On The Bay - Maryland (State)
8.8 3 reviews

Cottage On The Bay

cottage, Long Beach
This family-friendly beach lodge in St. Leonard, Maryland, offers access to three private community beaches and is situated within 160 kilometres of Washington D.C. and Joint Base Andrews, 72 kilometres from Waldorf, and 24 kilometres from Solomons Island.
This two-bedroom holiday home accommodates up to four guests, featuring two smart TVs, a bathroom with a tub, a living area with a pellet stove, a fully equipped kitchen, and on-site laundry facilities, with shared amenities including a fire pit and kayaks for exploring the bay.
Firefly Cottage At The Cape, Hot Tub, Community Beach, Boat Show, Usna Football. - Maryland (State)
10 121 reviews

Firefly Cottage At The Cape, Hot Tub, Community Beach, Boat Show, Usna Football.

cottage, Arnold
This charming cottage is located in Cape Saint Claire, just a short drive from Arnold's attractions, including Sandy Point State Park and Sandy Point Beach. The cottage has received excellent user ratings, making it a popular choice for travellers.
This holiday home offers 61 square metres of space, comfortably accommodating up to 5 guests in its one bedroom and one bathroom. The cottage is equipped with a range of amenities, including a fully fitted kitchen, a spa, a terrace, a garden, parking and Wi-Fi, ensuring a comfortable and enjoyable stay.

Best pet friendly Maryland (State) cottages

Among the 1577 accommodations in Maryland (State), here are the 4 best pet friendly cottages

Cozy Cottage With Private Dock- Chesapeake Bay/ Cambridge (Pet-friendly) - Maryland (State)
10 19 reviews

Cozy Cottage With Private Dock- Chesapeake Bay/ Cambridge (Pet-friendly)

cottage, Madison
This charming waterfront cottage is located just a short drive from the historic town of Cambridge, Maryland, offering a peaceful escape from the bustle of Madison. The nearby Blackwater National Wildlife Refuge provides ample opportunities for nature lovers to explore.
The cottage features two bedrooms, comfortably accommodating up to six guests, and a fully equipped kitchen with modern appliances. Guests can enjoy the private dock, kayaks, and scenic views, or relax by the fire pit, unwind on the porch or deck, and take advantage of the spa and other amenities.
Waterfront Fishing Creek Cottage With Guesthouse Pier-kayaks-fire Pit - Maryland (State)
No reviews

Waterfront Fishing Creek Cottage With Guesthouse Pier-kayaks-fire Pit

cottage, Madison
This waterfront holiday home in Woolford, near Cambridge and the Blackwater National Wildlife Refuge, offers proximity to the Harriet Tubman Underground Railroad National Historical Park.
This 149 square meter holiday home accommodates up to 8 guests across a 2-bedroom main house and a 1-bedroom guesthouse, featuring direct access to crabbing and fishing with a pier, provided kayaks, a hot tub, and a fire pit for year-round comfort.
Charming 1-bedroom Cottage With Ac In Cozy Harwood - Maryland (State)
10 3 reviews

Charming 1-bedroom Cottage With Ac In Cozy Harwood

cottage, Riva
This Anne Arundel County holiday let is situated approximately 18 kilometres from the Patuxent River and 24 kilometres from the Chesapeake Bay, with London Town and Annapolis Harbour Centre a short 13 to 14 kilometre drive away.
This one-bedroom annex accommodates up to four guests and offers amenities including Wi-Fi, air conditioning, a dryer, and ironing board, with toiletries provided, and is conveniently located for South River Golf Links and Thanksgiving Farm Wines.
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat! - Maryland (State)
10 7 reviews

Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat!

cottage, Smithsburg
This five-bedroom, four-bathroom Smithsburg cottage, ideal for large groups, is conveniently located near the Pall Mall and Pennsylvania Dutch Market, offering easy access to Hagerstown's Hagerstown Edgemont Reservoir and Hagerstown Suns Municipal Stadium, all within a short driving distance.
Sleeping up to sixteen guests, this self-catering holiday home boasts modern interiors, air conditioning, Wi-Fi, and pet-friendly accommodation, perfect for families or friends seeking a tranquil escape amidst the surrounding trees and wildlife, with stunning mountain views.
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