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Maryland cottages
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1577 Cottages at the best price in Maryland

Best family friendly Maryland cottages

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

Be Persuaded To Experience This Vintage Cottage By The Sassa - Maryland
9.4 13 reviews

Be Persuaded To Experience This Vintage Cottage By The Sassa

cottage, Galena
This charming cottage is located on the banks of a river, just 20 kilometres from attractions like Dutch Country Farmers Market, Betterton Beach, and Washington College. It has received excellent reviews from previous guests.
This four-bedroom property comfortably sleeps eight guests and includes two bathrooms. The cottage offers a fully-equipped kitchen, a garden, barbecue facilities, a terrace, free Wi-Fi, and parking.
Family And Pet-friendly, Waterfront With Pier - Maryland
10 273 reviews

Family And Pet-friendly, Waterfront With Pier

cottage, Madison
This waterfront property is situated just a short drive from Cambridge, Maryland, offering easy access to nearby towns like Easton, St. Michaels, Salisbury, and Ocean City. The cottage enjoys an excellent user rating, reflecting its high standards and appeal to travellers.
This four-bedroom, two-bathroom home spans 174 square metres and comfortably accommodates up to eight guests. The property offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, perfect for families and groups seeking a relaxing and enjoyable stay.
Firefly Cottage At The Cape, Hot Tub, Community Beach Enjoy Summer  Usna Visits. - Maryland
10 115 reviews

Firefly Cottage At The Cape, Hot Tub, Community Beach Enjoy Summer Usna Visits.

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.
Cottage:walkable 2 Everything-super Clean-downtown - Maryland
9.9 290 reviews

Cottage:walkable 2 Everything-super Clean-downtown

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.

Best Maryland cottages with a garden

Cozy, Unique, Historic Registered Cottage On The Corsica River! - Maryland
8.8 10 reviews

Cozy, Unique, Historic Registered Cottage On The Corsica River!

cottage, Centreville
This Centreville cottage is situated 1.5 km from the Hazel Miner Monument and within 15 km of Cassinelli Winery and Vineyards, Wye Oak State Park, and Queenstown Premium Outlets.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and a garden with barbecue facilities.
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, On The Sands Of The 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘 - Maryland
10 135 reviews

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, On The Sands Of The 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

cottage, Piney Point
This charming cottage is situated in Point Lookout, a peaceful neighbourhood in Scotland, Maryland, just 13km from St. Mary’s College and less than 3 hours from Washington D.C. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a relaxing getaway.
The cottage offers three bedrooms and sleeps up to eight guests comfortably. It features modern amenities such as a fully equipped kitchen, a private beach, a screened-in porch, kayaks, fishing poles, and a Jacuzzi, ensuring a memorable stay.
The Heron's Nest At Atlantic Marina - Maryland
9.8 316 reviews

The Heron's Nest At Atlantic Marina

cottage, Lake Shore
This charming lakeside retreat is located in Pasadena, Maryland, just a short drive from historical landmarks and art galleries. It has received excellent reviews from previous guests.
The cottage offers 54 square metres of living space, accommodating up to four guests in a comfortable layout with one bedroom and one bathroom. You can enjoy a range of amenities including a swimming pool, a terrace, and a garden, and the property is perfect for enjoying water activities like fishing and boating.
Waterfront Getaway- Charming Waterfront Cottage On St Clements Bay - Maryland
10 79 reviews

Waterfront Getaway- Charming Waterfront Cottage On St Clements Bay

cottage, Leonardtown
The Little Red Oyster House is situated in Abell, a peaceful waterfront location just a short drive from the historic town of Leonardtown. This charming cottage consistently receives excellent reviews from guests, highlighting its tranquil atmosphere and idyllic setting.
The property offers three bedrooms and two bathrooms, accommodating up to six guests comfortably. Guests can enjoy a fully equipped kitchen, a spacious living area, a private garden, a relaxing spa, and a terrace with stunning views of St. Clements Bay.

Frequently asked questions about cottages in Maryland

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

    Maryland offers a fantastic mix of attractions. For history buffs, the Inner Harbour in Baltimore, with its maritime museums and the USS Constellation, is a must. Historic Annapolis, the state capital, boasts beautiful architecture and the United States Naval Academy. Nature lovers should explore Assateague Island National Seashore, famous for its wild horses, or the scenic Chesapeake Bay, perhaps taking a boat tour. The National Aquarium in Baltimore is another popular choice, especially for families.
  • What are the best cottages in Maryland?

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

  • How to spend a 5-day holiday in Maryland, United States?

    A five-day trip allows for a good exploration. Spend a day in Baltimore, visiting the Inner Harbour and the American Visionary Art Museum. Dedicate a day to Annapolis, exploring its historic district and maybe taking a sailing trip on the Chesapeake Bay. A day trip to Assateague Island National Seashore to see the wild horses is highly recommended. Another day could be spent exploring the Eastern Shore, perhaps visiting charming towns like St Michaels. The final day could be used for relaxation, maybe exploring a local winery in the Frederick area or revisiting a favourite spot.
  • What are the best cottages with a pool in Maryland?

  • Is Maryland, United States a good destination to rent a cottage?

    Absolutely! Maryland's Eastern Shore and areas around the Chesapeake Bay are dotted with charming cottages perfect for a relaxing getaway. Ocean City also offers many rental cottages, though these tend to be more geared towards beach holidays. You'll find a variety of options, from rustic cabins to more modern cottages, depending on your preference and budget. Booking in advance, especially during peak season, is advisable.
  • What are the best cottages with a jacuzzi in Maryland?

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

    Maryland experiences all four seasons. Summers are hot and humid, while winters can be cold, especially in the western parts of the state. Be prepared for rain showers throughout the year. Regarding wildlife, you might encounter deer, foxes, and various bird species. Natural hazards include occasional severe thunderstorms and, along the coast, the risk of hurricanes, particularly during late summer and autumn. Checking weather forecasts before and during your trip is essential.
  • What are the best cottages for families and kids in Maryland?

  • Is Maryland, United States pedestrian and cyclist-friendly?

    It depends on the location. Cities like Annapolis and Baltimore have areas that are pedestrian-friendly, with walkable historic districts. However, other areas may require a car for convenient travel. Dedicated cycling paths are becoming more common, but aren't ubiquitous. In more rural areas, cycling may be more challenging due to traffic and road conditions. It's advisable to research specific locations and plan routes accordingly.
  • What are the best pet friendly cottages in Maryland?

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

    Yes, definitely! Explore the Catoctin Mountains for hiking and scenic views. The town of Ellicott City, with its historic mill and charming shops, is a hidden gem. For something unique, visit the National Cryptologic Museum in Fort Meade, which showcases the history of codebreaking. Also, consider exploring Assateague Island's less-visited areas beyond the main beaches.
  • What are the best cottages with parking in Maryland?

  • What are some of the best cultural experiences that allow you to meet locals in Maryland, United States?

    Attending local festivals is a great way to interact with Marylanders. Check out events like the Maryland Renaissance Festival for a unique experience, or explore smaller, town-specific festivals throughout the year. Visiting farmers' markets, especially in the summer months, allows you to interact with local producers and learn about regional produce. Many local breweries and wineries also offer opportunities to meet people and learn about their craft.
  • What are the best authentic dishes to taste in Maryland, United States?

    Maryland is known for its Chesapeake Bay seafood. Crab cakes are a must-try, as is steamed blue crabs. Smith Island cake, a layer cake with many thin layers, is another local specialty. For something different, try Berger cookies, a local favourite. Many restaurants throughout the state offer these and other regional dishes.
  • Are there any recommended items to pack for a stay in Maryland, United States?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring. Depending on the time of year, pack layers of clothing to adjust to changing temperatures. Sunscreen, insect repellent, and a hat are essential, especially during summer. A reusable water bottle is also recommended, as staying hydrated is important, particularly during warmer months. If you plan on hiking, bring appropriate footwear and gear.

Nearby regions

Best Maryland cottages with a jacuzzi

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

Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc - Maryland
10 21 reviews

Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc

cottage, Long Beach
This St. Leonard's cottage, near Long Beach, offers easy access to Flag Ponds Nature Park and Flag Harbour Marina, both within 1.6km, and is less than 1.6km from Long Beach and Matoaka Beach.
This 74 square metre holiday home sleeps five, boasting two bedrooms, two bathrooms, a fully equipped kitchen, swimming pool, jacuzzi, and terrace, plus free Wi-Fi and on-site parking.
Cottage On The Bay - Maryland
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.
Private Beach And Inviting Hot Tub - Charming Coastal Oasis - Maryland
No 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.
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland
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.

Best pet friendly Maryland cottages

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

Cozy Cottage With Access To And Partially Obstructed Views Of The Bay. - Maryland
9.2 34 reviews

Cozy Cottage With Access To And Partially Obstructed Views Of The Bay.

cottage, Calvert Beach
This charming cottage is located in Port Republic, a tranquil rural area near the beach in Calvert Beach, Maryland, within easy reach of Calvert Cliffs and the Chesapeake Beach Railway Museum. It has received excellent reviews from previous guests, highlighting its peaceful setting and convenient location.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to ten guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a jacuzzi, a garden, and parking, as well as access to a beautiful community beach for enjoying the outdoors.
Pet Friendly Delightful Waterfront Cottage On Hoopers Island, Md. - Maryland
10 52 reviews

Pet Friendly Delightful Waterfront Cottage On Hoopers Island, Md.

cottage, Chesapeake Ranch Estates
This waterfront cottage is located in Fishing Creek, Chesapeake Ranch Estates, just 9 kilometres from Middle Hooper Island and within a 32-kilometre radius of Lower Hooper Island and Blackwater National Wildlife Refuge.
The 65 square metre property offers one bedroom, one bathroom and can accommodate up to four guests, with amenities including a fully equipped kitchen, a terrace, a garden and parking.
Hays Beach House - Hot Tub - Private Beach - Maryland
9.6 17 reviews

Hays Beach House - Hot Tub - Private Beach

cottage, Piney Point
This five-bedroom cottage is located in Point Lookout, a rural beachside neighbourhood in Scotland, MD, approximately 24 kilometres from Piney Point. The property has consistently received excellent reviews from guests.
The cottage can accommodate up to 12 guests and features a fully equipped gourmet kitchen, a private hot tub with bay views, and a screened porch. Guests can enjoy direct access to a private beach for crabbing, fishing, kayaking, and stand-up paddle boarding, as well as a Tesla charger and contactless check-in.
Entire Mountain Cottage Near Scenic Hiking Trails, Your Getaway Retreat! - Maryland
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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