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

C&o Canal Potomac River Cottage - Maryland
10 65 reviews

C&o Canal Potomac River Cottage

cottage, Mercersville
This family-friendly cottage is located in Sharpsburg, just a short walk from the Chesapeake and Ohio Canal National Historic Park and the Potomac River, offering a peaceful escape amidst beautiful scenery. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This charming property comfortably sleeps six guests in its three bedrooms, including a sofa bed. Guests can enjoy a private garden, barbecue grills, a fireplace, and modern conveniences like free Wi-Fi, a fully equipped kitchen, and a terrace, making it ideal for relaxing evenings or exploring the area.
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.
Private Beach Front Getaway At The Sunshine Beach Cottage. - Maryland
9.8 83 reviews

Private Beach Front Getaway At The Sunshine Beach Cottage.

cottage, Piney Point
This charming beach house is situated just 8 kilometres from Point Lookout State Park and within a 19 kilometre radius of several other attractions, offering easy access to the region's natural beauty and historical sites. It has received excellent user ratings, making it a popular choice for families and groups.
The two-bedroom property spans 91 square metres and comfortably accommodates up to 8 guests. The cottage features a range of amenities, including a fully equipped kitchen, a cosy fireplace, a terrace, and a garden, ensuring a relaxing and enjoyable stay.
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.

Best Maryland cottages with a garden

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.
Waterfront Cottage For Paddle Boarding, Kayaking, Crabbing, And Fishing - Maryland
9.8 164 reviews

Waterfront Cottage For Paddle Boarding, Kayaking, Crabbing, And Fishing

cottage, Cobb Island
This Cobb Island waterfront cottage, situated 12.7km from the Potomac River and 13.2km from Aqualand Marina, offers easy access to Chapel Point State Park and Saint Ignatius Church within a 26km radius.
This 62 square metre holiday home sleeps three, boasting a fully equipped kitchen, a terrace, garden, free Wi-Fi, and parking, ideal for exploring the area’s natural beauty and historical sites.
Sunrise Landing: Waterfront Cottage In Avenue! - Maryland
No reviews

Sunrise Landing: Waterfront Cottage In Avenue!

cottage, Cobb Island
This Cobb Island waterfront holiday home is situated a short drive (approximately 21km) from St Clement's Island State Park and 40km from the Port of Leonardtown Winery, offering convenient access to boating.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen with appliances including a fridge, microwave, stove, coffee maker and ice maker, in-unit laundry, air conditioning, a terrace, garden, internet access, and on-site 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.

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

Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown! - Maryland
10 157 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.
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.
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.
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.

Best pet friendly Maryland cottage rentals

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

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.
Waterfront Sunsets, Fishing, Boating, And Crabs! Paxs River, Budds Creek Mir. - Maryland
10 21 reviews

Waterfront Sunsets, Fishing, Boating, And Crabs! Paxs River, Budds Creek Mir.

cottage, Rock Point
This two-bedroom Rock Point cottage, located in Chaptico, Maryland, is within 15km of Country Lakes Community Park, Maryland International Raceway, and Budds Motorcross Speedway, and 20km from Port Sunlight Beach and The Shoppes at McIntosh.
Sleeping up to six guests, the self-catering property boasts a fully equipped kitchen, a patio, air conditioning, Wi-Fi, and concierge services, plus parking and barbecue facilities are available.
3 Bedroom, Waterfront Cottage On The Shores Of The Chesapeake Bay. - Maryland
9.0 2 reviews

3 Bedroom, Waterfront Cottage On The Shores Of The Chesapeake Bay.

cottage, North Beach
This North Beach holiday home enjoys a beachfront location directly on the boardwalk, offering unparalleled access to the Chesapeake Bay and is within walking distance of local restaurants, shops, and the farmers' market.
The three-bedroom, two-bathroom property sleeps eight guests and features an open-plan layout with high ceilings, a rear patio with fire pit, and internet access; nearby attractions include the Bayside History Museum and Chesapeake Beach Railway Museum.
Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch - Maryland
9.8 207 reviews

Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch

cottage, Easton
This charming cottage is situated in St. Michaels, a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it ideal for exploring the town's rich maritime history and vibrant culture. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The two-bedroom cottage spans 130 square metres and comfortably accommodates up to five guests. It offers a fully equipped kitchen, a private garden, a swimming pool, and a spa, providing everything you need for a relaxing and enjoyable stay.
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