Search All Cottages in Maryland

This charming cottage is located in St. Michaels, a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it ideal for exploring this historic town. The cottage has received excellent ratings for its location, cleanliness and overall experience.
The cottage has two bedrooms and can accommodate up to five guests, making it perfect for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, terrace, garden, and a fully equipped kitchen.

This waterfront property is situated in Bryans Road, Maryland, just 35 minutes from Washington D.C., offering a peaceful escape from the city. The cottage consistently receives excellent user ratings, highlighting its appeal to travellers. This charming two-bedroom dwelling provides comfortable accommodation for up to five guests, spanning 149 square metres. The property boasts a range of amenities, including a swimming pool, terrace, garden, and kayaks for exploring the Potomac River and Pomonkey Creek.

This charming cottage is situated in Knoxville, Maryland, just a short drive from Harpers Ferry, Antietam National Battlefield, and historic Sharpsburg. It boasts excellent user, location, and cleanliness ratings.
The cottage offers 98 square metres of space and can comfortably accommodate up to 8 guests. Amenities include a modern kitchen, a terrace, a garden, and parking, along with pet-friendly policies, making it an ideal choice for families and groups.

This charming cottage is located in the countryside near La Plata, Maryland, just a short drive from the UM Charles Regional Medical Center and National Harbor. Guests consistently rate the property excellent for its cleanliness, location, and overall experience.
The cosy self-catering property offers a private entrance, a fully equipped kitchen, and a comfortable living space for two guests. Amenities include high-speed internet, a TV with streaming services, and a private parking space.

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.

This charming cottage is situated on a tranquil farm just a short drive from Rock Hall, a charming town with waterfront restaurants and a beach. It is close to Eastern Neck National Wildlife Refuge, making it perfect for nature lovers and birdwatchers. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom dwelling provides ample space for up to four guests and is ideal for families or small groups. Guests will enjoy access to a private garden, terrace, and two docks, along with a rowboat for exploring the nearby waters, a fully equipped kitchen, and complimentary towels and linens.

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.

This waterfront cottage is situated just 2.5 miles from the Bayside History Museum and within 6 miles of Chesapeake Beach Water Park and Railway Museum, making it a great base for exploring North Beach's attractions. The property has received excellent guest reviews, highlighting its comfortable and family-friendly atmosphere.
This charming three-bedroom house spans 102 square metres and comfortably accommodates up to six guests. It boasts a fully equipped kitchen, a private garden, a terrace, and a swimming pool, ensuring a relaxing and enjoyable stay for all.

This charming cottage is located in Point Lookout, a peaceful rural neighbourhood in Scotland, Maryland, just a short distance from both Slack Winery and Dennis Point Marina. The property has received excellent reviews from previous guests, highlighting its tranquil setting and comfortable amenities.
The cottage offers 39 square metres of space, with one bedroom and one bathroom, suitable for up to two guests. Guests can enjoy a fully equipped kitchen, a private deck with an outdoor grill, access to kayaks, and a serene location overlooking the Chesapeake Bay.

This charming cottage is situated on Maryland's Eastern Shore in Cambridge, offering easy access to Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad National Historical Park. It has received excellent user ratings, making it a popular choice for travellers.
The property has three bedrooms and two bathrooms, accommodating up to nine guests. Guests can enjoy a range of amenities, including a private pool, hot tub, dock, kayaks, stand-up paddleboards, a sandy beach, a covered deck with a grill, a fireplace and a fire pit, as well as a selection of movies, Smart TVs and a DISH entertainment system.

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.

This family-friendly cottage is situated in Edgewater, Mayo, just a short drive from Triton Beach and other local attractions. It enjoys an excellent user rating, making it a popular choice for families seeking a relaxing getaway.
The three-bedroom property, spanning 172 square metres, comfortably accommodates up to 11 guests. Enjoy a fully equipped kitchen, a spacious garden, and a terrace, perfect for al fresco dining and taking in the scenic views.

This charming cottage is located in Pasadena, Maryland, a short drive from Riviera Beach and within easy reach of Baltimore Cruise Terminal and Baltimore Inner Harbor Marina. The property is highly rated by guests, with excellent reviews for its comfort and amenities.
The cottage is actually two separate dwellings on one property, providing privacy and space for large families or groups. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and super-fast Wi-Fi, while guests can enjoy a paddleboard, canoe, and fishing and crabbing opportunities.

This charming cottage is situated in St. Michaels, a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery, offering easy access to the town's historical attractions. It has received excellent reviews from previous guests, highlighting its family-friendly atmosphere and comfortable amenities.
The property spans 130 square metres and comfortably accommodates up to five guests in its two bedrooms and three bathrooms. Guests can enjoy a range of facilities including a private swimming pool, a tennis court, and a spa, as well as a fully equipped kitchen, a garden, and a terrace.

The Coastie Cottage is located in Arnold, a short 10-minute drive from downtown Annapolis, offering a peaceful retreat from the bustling city centre. This charming property has received excellent reviews from previous guests.
The cottage comfortably accommodates up to six guests across its four bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a private saltwater pool, a spacious outdoor lounge area, a modern kitchen with high-end appliances, and a comfortable living area with a gas fireplace and a 55-inch screen TV.

This charming cottage is located in St. Michaels, a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery. It boasts excellent user ratings, making it a popular choice for travellers.
The property offers 130 square metres of space, with two bedrooms and three bathrooms, comfortably accommodating up to five guests. The cottage comes equipped with a fully fitted kitchen, a private patio, a fireplace, and a garden, perfect for relaxing and enjoying the outdoors.

This charming cottage is situated just a short distance from the Patuxent River, offering a peaceful retreat close to Running Hare Vineyard and Battle Creek Cypress Swamp Sanctuary. The cottage boasts excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The cottage comprises one bedroom and one bathroom, providing a cosy space for two guests. It features a private garden, a fireplace for cosy evenings, and modern amenities such as a coffee maker and a TV, making it ideal for a relaxing getaway.

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.

This charming cottage is located in Rock Hall, a historic fishing village on the Chesapeake Bay, within easy reach of Eastern Neck National Wildlife Refuge, Ferry Park, and the Waterman's Museum. It has consistently received excellent reviews from previous guests.
This two-bedroom, two-bathroom property offers 111 square metres of space, comfortably accommodating up to four guests. The cottage features a modern kitchen, a relaxing garden, and a spa, as well as access to local amenities, entertainment options, and a summer trolley service.

This charming cottage is located in a peaceful rural setting, just 20 kilometres from attractions like the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom property, spanning 121 square metres, comfortably accommodates up to 4 guests. The cottage offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and a spa, perfect for relaxing and enjoying the surroundings.

This charming cottage is situated on Bayside Avenue in Rock Hall, Maryland, just a short stroll from the town beach and swimming pool. It has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The two-bedroom cottage, spanning 93 square metres, comfortably accommodates up to six guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a screened back deck, and a pet-friendly policy.

This charming waterfront cottage is located in West Annapolis, just a short walk from the US Naval Academy and a 1.5-mile stroll from the Annapolis City Dock. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This delightful cottage offers 65 square metres of space and can accommodate up to four guests. The property boasts a fully equipped kitchen, a screened-in porch, a private waterfront backyard with a fire pit, and a private dock with access to Weems Creek, making it ideal for relaxing and enjoying the beautiful surroundings.

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.

This charming cottage is situated in Calvert Beach, just a short walk from the community beach and a short drive from the famous Calvert Cliffs. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It features a fully equipped kitchen, air conditioning, a private garden, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

This charming cottage is located on Hoopers Island in Fishing Creek, a peaceful rural area on the Chesapeake Bay, within half a mile of a free county boat ramp. The property has received excellent ratings from previous guests.
This three-bedroom, two-bathroom holiday home offers ample space for families or groups. The cottage is fully equipped with a kitchen, fireplace, washer/dryer, and a terrace, and guests can enjoy access to fishing and crabbing charters, kayaks, and boat docking facilities at the nearby Riverside Lodge.

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.

This charming cottage is situated just a mile from the Chesapeake and Ohio Canal National Historic Park and the Potomac River in Sharpsburg, a peaceful town with a rich history. It has been consistently rated excellent by previous guests.
The property sleeps up to six guests in two bedrooms and one bathroom and offers a garden and barbecue grills for outdoor enjoyment. Amenities include a fully equipped kitchen, free Wi-Fi, and a patio, ensuring a comfortable and convenient stay.

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.

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.

This charming cottage is situated in the private gated community of Epping Forest in Annapolis, just minutes from downtown Annapolis and the Naval Academy. It has consistently received excellent user ratings, making it a popular choice for travellers.
The cottage offers three bedrooms and two bathrooms across 130 square metres, comfortably accommodating up to seven guests. Enjoy a range of amenities including a private beach, a hot tub with stunning water views, a screened-in porch, and a garden with parking.

This charming cottage is situated in Neavitt, a peaceful waterside community just ten minutes from the attractions of historic St. Michaels. It has received excellent guest reviews, making it a popular choice for those seeking a relaxing getaway.
The property comfortably sleeps six guests in three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private pool, a jacuzzi, a dock with a boat slip, and a spacious outdoor area with a fire pit and plenty of space for relaxing and enjoying the beautiful surroundings.

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.

Oyster Cottage is a charming holiday home situated just a short walk from the waterfront in Rock Hall, offering easy access to shops, restaurants, and entertainment. The cottage consistently receives excellent reviews from guests, highlighting its comfortable and convenient location.
The property features two bedrooms, accommodating up to seven guests, making it ideal for families or groups of friends. The cottage offers a range of amenities including a fully equipped kitchen, a private garden, and a patio for outdoor dining, ensuring a relaxing and enjoyable stay.

This charming cottage is located in Chaptico, a short drive from Rock Point, offering easy access to the scenic Wicomico River and historical landmarks like James Monroe Birthplace and Monrovia. It has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and relaxing stay.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to six guests. It comes equipped with a kitchen, air conditioning, a jacuzzi, and parking, making it perfect for families or groups looking for a self-catering holiday with a range of amenities and activities on offer.

This charming cottage is situated in a tranquil waterfront location in St. Leonard, Maryland, just a short drive from both Calvert Cliffs State Park and Cove Point Lighthouse. The surrounding area offers a peaceful escape from the hustle and bustle of city life, with plenty of opportunities for outdoor activities such as fishing, swimming, and exploring the natural beauty of the Chesapeake Bay.
The cottage offers two bedrooms and two bathrooms, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa, providing everything you need for a relaxing and enjoyable stay.

This charming beachside cottage in Stevensville is just a short drive from Sandy Point State Park and the Chesapeake Bay Bridge, offering easy access to both natural beauty and local attractions. The cottage is situated in a peaceful location, perfect for a relaxing getaway.
The four-bedroom, three-bathroom property comfortably accommodates up to ten guests. You'll find a fully equipped kitchen, a Jacuzzi, a terrace, and a garden, providing ample space for both indoor and outdoor enjoyment. Enjoy the on-site activities such as kayaking and bike rentals, or take advantage of the nearby opportunities for hiking, horseback riding, and water sports.