Cottages in Maryland at the best prices

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Maryland cottages
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1577 Best cottages in Maryland

Best family friendly Maryland cottage rentals

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

Cottage 3b/1bath Walk To River & Dining - Maryland
9.6 45 reviews

Cottage 3b/1bath Walk To River & Dining

cottage, Port Deposit
This charming cottage is located just nine miles from Hollywood Casino, Garrett Island Beach, and Perry Point VA Medical Center, offering a peaceful retreat in a scenic riverside location. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The three-bedroom property spans 177 square metres and is ideal for families or groups of friends. It comes equipped with a modern kitchen, a private fenced garden, a fitness centre, a spa tub, and a barbecue grill, providing everything you need for a comfortable and enjoyable stay.
Close To Everything Dcl, Fun For The Whole Family - Maryland
9.8 37 reviews

Close To Everything Dcl, Fun For The Whole Family

cottage, Deer Park
This three-bedroom, three-bathroom holiday home in the Paradise Heights area of Deep Creek Lake is a short drive (approximately 2-3km) from Wisp Resort and offers easy access to Silver Tree Marine for watercraft rentals and Maryland state parks.
Sleeping up to eight guests, the property boasts a spacious layout with a large deck, gas grill, fire pit, retro arcade games, and includes a Maryland State Park pass; it is also within walking distance of Dutch's.
Beautiful Waterfront 2-bedroom Cottage In Tranquil Piney Point With Wifi, Ac - Maryland
10 6 reviews

Beautiful Waterfront 2-bedroom Cottage In Tranquil Piney Point With Wifi, Ac

cottage, Piney Point
This Piney Point waterfront holiday home is situated near St Mary's River State Park and the Piney Point Lighthouse, offering tranquil river views.
Sleeping up to six guests, the two-bedroom property boasts a fully equipped kitchen, air conditioning, Wi-Fi, smart TVs, and on-site barbecue facilities, making it ideal for families exploring the local area's attractions including the Patuxent River Naval Air Museum.
Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc. - Maryland
10 52 reviews

Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc.

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.

Best Maryland cottages with a garden

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, On The Sands Of The 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘 - Maryland
10 133 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.
Charming Waterfront Cottage Retreat Near St. Michaels - Maryland
10 10 reviews

Charming Waterfront Cottage Retreat Near St. Michaels

cottage, Tilghman Island
This waterfront holiday home in Bozman, Maryland, is located minutes from the historic town of St. Michaels and offers easy access to Tilghman Island attractions.
The 74-square-metre (800 sq ft) property boasts one bedroom, two bathrooms, sleeps two guests, and includes a gourmet kitchen, private dock, and access to kayaking and fishing in the nearby nature preserve and back cove.
Family And Pet-friendly, Waterfront With Pier - Maryland
10 271 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.
10 Mi To Washington, Dc: Modern Riverdale Park Gem - Maryland
No reviews

10 Mi To Washington, Dc: Modern Riverdale Park Gem

cottage, Riverdale Park
This non-smoking cottage in the East Riverdale district is located 4.1 kilometres from the University of Maryland-College Park and 4.7 kilometres from Greenbelt Park.
This detached house offers air conditioning, a microwave oven, a dishwasher, free Wi-Fi in common areas, a fireplace, a washing machine, three bathrooms, a patio, and a flat-screen television, with SECU Stadium and Xfinity Center within 10 kilometres.

Frequently Asked Questions about cottages in Maryland

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

    Maryland offers a diverse range of attractions. For history buffs, the Inner Harbor in Baltimore, with the National Aquarium and the historic Fort McHenry, is a must-see. History lovers should also explore Annapolis, Maryland's charming state capital, with its historic district and the United States Naval Academy. Nature enthusiasts will enjoy Assateague Island National Seashore, known for its wild horses, and the Chesapeake Bay, offering opportunities for boating, fishing, and crabbing. The Catoctin Mountain Park provides hiking trails and scenic views.
  • What are the best cottage rentals in Maryland?

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

    A five-day trip could involve spending two days exploring Baltimore's Inner Harbor, visiting the National Aquarium and Fort McHenry. Dedicate a day to Annapolis, touring the historic district and the Naval Academy. Spend another day at Assateague Island National Seashore, enjoying the beach and wildlife. The remaining day could be used to explore a specific interest, such as hiking in Catoctin Mountain Park or visiting a local museum like the Walters Art Museum in Baltimore.
  • What are the best cottage rentals with a pool in Maryland?

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

    Yes, Maryland is excellent for cottage rentals. The Eastern Shore offers numerous charming cottages near the Chesapeake Bay, perfect for a relaxing getaway. Ocean City also has many rental cottages, ideal for beach vacations. The mountains of Western Maryland provide a different setting with rustic cottages available for rent.
  • What are the best cottage rentals with a jacuzzi in Maryland?

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

    Maryland's pedestrian and cyclist friendliness varies by location. Cities like Annapolis and Baltimore have areas that are walkable, but car use is often necessary. Dedicated bike paths exist in some areas, particularly near the Chesapeake Bay and in parks like the Patapsco Valley State Park. However, planning your routes carefully is essential, especially when cycling on roads with traffic.
  • What are the best cottage rentals for families and kids in Maryland?

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

    Yes, there are many. Explore the abandoned town of Boonsboro, Maryland, which has a fascinating history. Visit the unique rock formations at Cunningham Falls State Park. Discover the charming town of Ellicott City, with its historic Main Street and its unique shops and restaurants. Check out the intriguing Edgar Allan Poe House and Museum in Baltimore.
  • What are the best pet friendly cottage rentals in Maryland?

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

    Attending local festivals is a great way to meet people. The Maryland Renaissance Festival offers a unique experience, while smaller town festivals throughout the state offer a chance to interact with locals. Visiting local breweries or wineries provides opportunities for social interaction. Farmer's markets are another great place to meet Marylanders and sample local produce.
  • What are the best cottage rentals with parking in Maryland?

  • What are the best authentic dishes to taste in Maryland, United States?

    Maryland's cuisine is heavily influenced by the Chesapeake Bay. Crab cakes are a must-try, along with steamed blue crabs. Smith Island Cake, a unique layer cake, is another local specialty. Try the Chesapeake Bay oysters, known for their unique flavor. Many restaurants offer fresh seafood dishes prepared in various ways.
  • What are some recommended items to pack for a stay in Maryland, United States?

    Pack comfortable walking shoes, especially if you plan on exploring cities on foot. Bring sunscreen and insect repellent, particularly during the warmer months. Layers of clothing are recommended, as Maryland weather can be unpredictable. If visiting during the colder months, pack warm clothing and waterproof outerwear. Don't forget swimwear if you plan on visiting the beach or swimming in the Chesapeake Bay.

Nearby regions

Best Maryland cottage rentals with jacuzzi

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

Hays Beach House - Hot Tub - Private Beach - Maryland
9.8 16 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.
Firefly Cottage At The Cape, Hot Tub, Community Beach Enjoy Summer  Usna Visits. - Maryland
10 112 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.
Hot Tub Haven 2 Mi To Beach! Christy's Cottage - Maryland
10 19 reviews

Hot Tub Haven 2 Mi To Beach! Christy's Cottage

cottage, Snow Hill
This Snow Hill cottage, centrally located, is just 2 miles from the Public Landing Boat Ramp and pier, offering convenient access to the Atlantic Coast and day trips to Ocean City (43 kilometres) and Chincoteague Island (53 kilometres).
This family-friendly holiday home, covering 228 square meters, boasts three bedrooms and three bathrooms for up to seven guests, featuring a well-equipped kitchen, a dedicated games room with air hockey and foosball, and an outdoor deck with dining facilities and a fire pit.
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.

Best pet friendly Maryland cottage rentals

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

16 Mi To Baltimore: Spacious Home In Owings Mills! - Maryland
No reviews

16 Mi To Baltimore: Spacious Home In Owings Mills!

cottage, Garrison
This pet-friendly Garrison cottage, located in Owings Mills, Maryland, is 3.9 km from Foundry Row, and within 10 km of Stevenson University and Greenspring Station.
The self-catering property boasts 4.5 bathrooms, a patio, BBQ facilities, a fully equipped kitchen including a microwave and dishwasher, plus free Wi-Fi in communal areas and is conveniently close to Johns Hopkins Health Care & Surgery Centre and the Under Armour Performance Centre Baltimore Ravens (within 15km).
The Red Door Cottage In Eastport - Pet-friendly! - Maryland
No reviews

The Red Door Cottage In Eastport - Pet-friendly!

cottage, Annapolis
This detached house in Annapolis is located 880 metres from Spa Creek and a 5-minute drive from the Annapolis Maritime Museum, offering convenient access to local attractions.
This property accommodates up to six guests with two bedrooms and two bathrooms, featuring a full kitchen with a microwave and dishwasher, air conditioning, on-site parking, Wi-Fi, and a BBQ grill for outdoor dining.
Waterfront Fishing Creek Cottage With Guesthouse Pier-kayaks-fire Pit - Maryland
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.
Waterview Cottage With Amazing Sunsets Overlooking The Chesapeake Bay - Maryland
9.8 67 reviews

Waterview Cottage With Amazing Sunsets Overlooking The Chesapeake Bay

cottage, Cecilton
This charming cottage is located in Cecilton, Maryland, just 40 kilometres from Bohemia Vista Marina, Crow Farm and Vineyard, and the C and D Canal Museum. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has two bedrooms and one bathroom, offering comfortable accommodation for up to six guests. It features a well-equipped kitchen, a private garden, a balcony, and a jacuzzi, providing everything you need for a relaxing and enjoyable stay.
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