Compare best cottages in Maryland from 100+ sites!

This charming cottage is located in Port Republic, a peaceful rural area near the beach and a short drive from Calvert Cliffs. It has received excellent ratings from previous guests.
The cottage has three bedrooms and two bathrooms and can accommodate up to ten guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a garden, and parking. Guests can enjoy tranquil surroundings, unique views, beach access, and proximity to local attractions, making it an ideal choice for families and groups seeking a relaxing getaway.

This Rock Point cottage rental, located in Chaptico, Maryland, is conveniently situated within a 9-mile radius of attractions like Country Lakes Community Park, Maryland International Raceway, and Budds Creek Motocross Track.
This two-bedroom, one-bathroom vacation home sleeps six guests and boasts a fully equipped kitchen, patio with grill, smart TV, and concierge service, offering a comfortable and family-friendly stay.

This St. Leonard beach house offers proximity to three private beaches within walking distance or a short drive, and is 15 miles from Solomons Island and Prince Frederick.
This family-friendly cottage accommodates four guests with two bedrooms and one bathroom, featuring a full kitchen, air conditioning, a jacuzzi, a garden, parking, and shared amenities like a fire pit and kayaks.

This 4-bedroom cottage in Ballenger Creek is the perfect place to relax and unwind. Situated on 5 acres of private land, it offers a peaceful retreat from the hustle and bustle of city life. Despite its secluded setting, the cottage is conveniently located near major highways, making it easy to explore the surrounding area.
With a user rating of "excellent," this cottage is a popular choice for travelers visiting Ballenger Creek. It features a private pool, heated spa, and gourmet kitchen, providing guests with the ultimate in comfort and relaxation. The cottage also has four bedrooms, one bathroom, and can accommodate up to 8 guests. Guests can enjoy hiking, biking, or simply relaxing amidst the beautiful natural surroundings.

This Walbrook cottage is located within 3 miles of Coppin State University, Druid Hill Park, and the Maryland Zoo, with Mondawmin Station a 28-minute walk away.
This 4500 square foot house offers a fully equipped kitchen with a microwave and stovetop, air conditioning, and a cozy fireplace, making it ideal for families with its in-unit washing machine and complimentary self-parking.

This cottage is located in Prince Frederick, a short drive from the Patuxent River, vineyards, and nature preserves. It has received excellent ratings for cleanliness, location, and user experience.
The cottage has one bedroom, one bathroom, and can accommodate up to two guests in its 300 square feet of space. You can enjoy a cozy fireplace, a garden, a terrace, and modern amenities, including air conditioning, internet access, and parking.

This Royal Oak cottage is located a short distance from St. Michaels Winery and Windon Distilling, and offers convenient access to Saint Marys Square and Church Cove Park.
This 6-bedroom, 4-bathroom rental accommodates up to 14 guests and includes amenities such as WiFi, air conditioning, a jetted bathtub, and a washing machine, with nearby attractions including the Chesapeake Bay Maritime Museum.

This Piney Point cottage, near Point Lookout State Park (1 mile), Buzz's and Drury's marinas (4 miles), and Piney Point Lighthouse (27 miles), offers a convenient location for exploring the Chesapeake Bay area. This 420-square-foot vacation home features one bedroom, one bathroom, sleeps three guests, includes a full kitchen, washer/dryer, and a sunroom, plus a furnished deck with a charcoal grill; one pet is allowed for a fee.

This Severna Park cottage, located in a garden-like setting, is a 5-minute walk to the neighborhood beach and a 10-minute walk to downtown Severna Park, offering easy day trip access to Annapolis and Washington D.C.
This rental property accommodates up to 6 guests across 3 bedrooms and 2 bathrooms, featuring a gourmet kitchen, two fireplaces, a separate office, and a terraced garden with a stone patio, with opportunities for water activities on the Chesapeake Bay.

This Westover cottage offers prime waterfront living on the Big Annemessex River, located 11 miles from the University of Maryland Eastern Shore and Janes Island State Park.
This pet-friendly vacation home spans 1150 square feet, accommodating up to 7 guests in 2 bedrooms and a loft, and features direct river access with provided equipment for water activities.

This West Ocean City vacation home, located in the Assateague Pointe community of Berlin, Maryland, is minutes from Ocean City Inlet, Assateague Island, and Frontier Town Water Park.
The 740-square-foot cottage features two bedrooms, one bathroom, sleeps six, and includes a private patio, Smart TVs with Fire Sticks, a fully equipped kitchen, and access to community amenities like multiple pools and a tennis court.

The Little Red Oyster House is a charming cottage located just a short drive from Leonardtown, offering a peaceful waterfront escape in the rural area of Abell. It has received excellent user ratings, making it a popular choice for travelers seeking a relaxing getaway.
This 3-bedroom, 2-bathroom home comfortably accommodates up to 6 guests. You'll find a fully equipped kitchen, spacious living room, and a relaxing terrace with breathtaking views. Enjoy kayaking, canoeing, fishing, and exploring the nearby attractions, all while taking advantage of amenities like air conditioning, internet, and a spa.

This charming cottage in Lusby is a short walk from the Chesapeake Bay beach and is close to Cove Point and Drum Point Lighthouses. The cottage has received excellent ratings from previous guests.
The cottage features a spiral staircase leading to a loft with a queen-size bed and a small balcony, and it can accommodate up to 5 guests. The cottage includes a terrace, garden, parking, air conditioning, a kitchen with a fridge and microwave, and a basement with beach chairs, a washer, and a dryer.

This charming cottage is located in Frederick, within easy walking distance of Baker Park, Frederick Memorial Hospital, and other attractions. The cottage has received excellent ratings for location, cleanliness, and overall experience.
This cozy cabin features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, a private patio, a jetted tub, and a fitness center, making it the perfect place to relax and explore Frederick.

This charming cottage sits just a short walk from Fridays Creek Winery and a quick drive to the Patuxent River, offering a peaceful escape in a scenic location. It's rated excellent by previous guests, making it a popular choice for travelers seeking a relaxing stay.
The 900 square foot cottage comfortably accommodates up to 4 guests with 2 bedrooms and 1 bathroom. Enjoy the amenities like a private pool, barbecue grills, and a spacious patio, perfect for relaxing and enjoying the beautiful surroundings.

This family-friendly Cobb Island cottage, located in Avenue, Maryland, is within six miles of Saint Clements Island State Park, Port Sunlight Beach, and the Saint Clements Island-Potomac River Museum.
This 1,960-square-foot vacation home boasts four bedrooms, four bathrooms, and can comfortably accommodate eight guests, featuring amenities such as a fully equipped kitchen, free Wi-Fi, a private balcony, and a cozy fireplace.

This charming cottage is located in the picturesque town of St. Michaels, just a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Guests have consistently rated this property excellent for its comfort and convenience.
The cottage offers 1,400 square feet of space, with two bedrooms and two bathrooms, accommodating up to five guests. Enjoy a fully equipped kitchen, a private patio, a garden, and a swimming pool, along with other amenities like air conditioning, a washer and dryer, and free parking.

Hays Beach House is a waterfront cottage situated in the Point Lookout neighborhood of Scotland, Maryland, near Historic St. Mary's City and Patuxent River Naval Air Museum. It has an excellent user rating.
The cottage has 5 bedrooms and 5 bathrooms, and can accommodate up to 12 guests. It features a private beach with crabbing, fishing, kayaking, and stand-up paddleboarding opportunities, a hot tub on the screened porch with sunset views, a private deck overlooking the bay, a gourmet kitchen, a balcony on the top floor with panoramic Chesapeake Bay vistas, and is pet-friendly.

This charming beach house is just 9 miles from Severna Park, offering easy access to attractions like the B&A Trail, Severna Park Golf Center, and Bay Hills Golf Club. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The 560 square foot cottage comfortably accommodates two guests in one bedroom and one bathroom. Enjoy the private garden, relax on the balcony, or unwind in the arcade/game room, all while having access to a fully equipped kitchen, free WiFi, and a charcoal grill for outdoor dining.

This waterfront cottage in Pasadena, Maryland is a 20-minute drive from Annapolis and Baltimore. It has excellent user ratings and offers a spacious layout with 2 bedrooms, 2 bathrooms, and a floor area of 1190 square feet, accommodating up to 4 guests.
The cottage features a fully equipped kitchen, air conditioning, a garden, parking, and allows pets. It is also conveniently located near Fort Smallwood Park, Rumor Reel waterfront restaurant, and Compass Pointe Golf Course, providing plenty of activities and attractions for guests to enjoy.

This Dundalk cottage rental is conveniently located within 6 miles of Johns Hopkins Bayview Medical Center, the Baltimore Cruise Terminal, and Johns Hopkins Hospital, offering easy access to medical facilities and cruise departures.
This four-bedroom, two-bathroom vacation home sleeps eight guests and boasts a fully equipped kitchen, in-unit laundry, a Jacuzzi, and a private garden with parking; nearby attractions include the Inner Harbor and Fort McHenry.

This apartment in Severn is located 21 minutes from Oriole Park at Camden Yards and 8 minutes from Arundel Mills Mall.
This 1270 sq ft rental features 3 bedrooms, 3 bathrooms, a full kitchen with a dishwasher and microwave, air conditioning, a jacuzzi, a terrace, a garden, a tennis court, and on-site parking for up to 6 guests.

This charming cottage is located in the peaceful neighborhood of Cape Saint Claire, just 3.1 miles from Sandy Point State Park and within 6 miles of both Sandy Point Beach and Bay Hills Golf Club. Guests consistently rate this cottage as excellent, making it a popular choice for travelers seeking a comfortable and convenient stay.
The cottage offers 660 square feet of space, accommodating up to 5 guests in a single bedroom and bathroom. Enjoy modern conveniences like air conditioning, a Jacuzzi, a terrace, a garden, and a spa, as well as a fully equipped kitchen and free Wi-Fi.

This Long Beach, St. Leonard's cottage offers easy beach access, a short walk from Flag Ponds Nature Park and Flag Harbor Marina, and less than 1.2 miles from Long Beach and Matoaka Beach.
This 800-square-foot vacation home sleeps five, boasting two bedrooms, two bathrooms, a full kitchen, a private patio, plus on-site amenities including a swimming pool, hot tub, and barbecue grills.

This West Pocomoke City cabin rental is conveniently located within three miles of Cypress Park, the Delmarva Discovery Center, and the Pocomoke Fair Grounds, and nine miles from Pocomoke River State Park and Nassawango Golf Course.
This spacious 2200-square-foot lodge boasts three bedrooms, two bathrooms, sleeps up to ten guests, and features a fully equipped kitchen, private patio, free WiFi, and a fireplace; nearby attractions include the Pocomoke River and several parks and golf courses.

This cottage in Chesapeake Beach is a 5-minute walk from the Chesapeake Bay and a 3-minute drive from Bruce Gabrielson's Surf Art Gallery and Museum and the Chesapeake Beach Railway Museum.
This 300-square-foot rental accommodates two guests with one bedroom and one bathroom, offering air conditioning, internet, and is pet-friendly, providing an ideal base for exploring local attractions and outdoor activities.

This Piney Point cottage is a short drive from Point Lookout State Park, Elms Beach Park, and Confederate Memorial Park, offering easy access to the area's natural beauty and historical sites. It has received excellent user ratings, indicating a comfortable and enjoyable stay for guests.
The two-bedroom cottage spans 980 square feet and comfortably accommodates up to eight guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a terrace, a garden, and free Wi-Fi, perfect for relaxing and enjoying the beautiful surroundings.

This charming cottage, in the Historic District of Annapolis, offers immediate access to the city's iconic landmarks and attractions. The restored 1930s cottage has an open and airy interior with vaulted ceilings and an open floor plan.
The cottage has 2 bedrooms, 1 bathroom, and can accommodate up to 8 guests. It features a fully equipped gourmet kitchen, a comfortable living area with a large couch, chaise lounge chairs, a 55" Roku TV, and an electric fireplace. The cottage also has a private entrance and patio, and is pet-friendly.