Compare best cottages in Maryland from 100+ sites!

This Rock Hall cottage, centrally located and within walking distance of Rock Hall Harbor, the Waterman's Museum, and The Mainstay, offers easy access to local attractions.
The 600-square-foot, two-story house features one bedroom with a king-size bed, one bathroom, and accommodates two guests; amenities include a private pool (May 1st–September 21st, 11 am–5 pm access), air conditioning, Wi-Fi, and on-site parking.

This waterfront cottage is situated within 9 miles of Queenstown's renowned attractions, including Queenstown Premium Outlets, Hazel Miner Monument, and Queenstown Harbor Golf Links. It is highly rated by previous guests for its excellent amenities and comfortable stay.
The cottage features three bedrooms and two bathrooms, accommodating up to eight guests. It offers a fully equipped kitchen, cozy fireplace, free WiFi, and a DVD player for entertainment. Guests can enjoy stunning waterfront views from the terrace or balcony, relax in the garden or spa, and utilize the barbecue grills for outdoor cooking.

This charming cottage is located in Pasadena, just steps from the beach on the Patapsco River, offering breathtaking water views and a peaceful escape. The cottage has consistently received excellent reviews from previous guests.
The cottage has a spacious layout with 580 square feet of living space, one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a comfortable living area, a private porch, and access to a swimming pool, making it perfect for families and groups seeking a relaxing getaway.

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.

"Black Eyed Susan" is a cottage located in the Paradise Heights area of Deep Creek Lake, approximately 6 miles from WISP Resort. It has an excellent user rating. The cottage has three bedrooms and three bathrooms and can accommodate up to 8 guests. It features a fully equipped kitchen, a gas grill, a fire pit, an arcade game system, and a "four in a row" game.

This charming cottage is located just a short 10-minute walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery, making it easy to explore the town's rich history and waterfront attractions. Guests consistently rate this comfortable vacation rental excellent for its peaceful ambiance and convenient location.
The 1400 square foot cottage can comfortably accommodate up to 5 guests in its two bedrooms and three bathrooms. Enjoy modern amenities like air conditioning, a private garden, a swimming pool, a tennis court, and a spa, perfect for relaxing and enjoying the beautiful surroundings.

This charming cottage is located in Smithsburg, just minutes from Cunningham Falls, Catoctin Mountain, and South Mountain State Parks, offering easy access to outdoor adventures. The peaceful setting provides a tranquil escape from the hustle and bustle of everyday life.
This spacious vacation rental has five bedrooms and four bathrooms, comfortably accommodating up to sixteen guests. The cottage is equipped with modern amenities like Wi-Fi, air conditioning, and a washer and dryer, ensuring a comfortable stay.

This Tilghman Island vacation home is conveniently located a 10-minute walk from Kronsberg Park and the Talbot County Library Tilghman Branch, and a 15-minute walk from the Tilghman Watermen’s Museum and Knapp’s Narrows Marina & Inn.
The 650-square-foot cottage sleeps four guests in two bedrooms and one bathroom, offering free WiFi, air conditioning, a fully equipped kitchen with a refrigerator and microwave, a fireplace, a Smart TV, and pet-friendly accommodations.

This non-smoking cottage is situated downtown in Annapolis, a 12-minute walk from Maryland Hall for the Creative Arts and a 13-minute walk from the historic Maryland State House, offering on-site parking and complimentary Wi-Fi.
This rental accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, air conditioning, and spa amenities, with proximity to sailing and kayaking activities.

This charming cottage is located just outside of Galena, within a 20-mile radius of Dutch Country Farmers Market, Betterton Beach, and Back Creek Golf Club, making it a great base for exploring the area. The property has received excellent user ratings, highlighting its quality and appeal.
This cozy cabin features four bedrooms and can accommodate up to eight guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, a relaxing terrace, and a spacious garden perfect for outdoor dining and enjoying the fresh air.

This Darlington cottage, perfect for families, offers two bedrooms, one bathroom, and sleeps four guests, boasting a fully equipped kitchen with a refrigerator, microwave, dishwasher, and laundry facilities.
The smoke-free rental includes air conditioning, Wi-Fi, and various games, making it ideal for self-catering family vacations near Darlington's attractions (exact location and proximity require further clarification).

This waterfront cottage is located in West Annapolis, a short walk from the US Naval Academy's Gate 8 and a 1.5-mile walk to Annapolis City Dock, making it easy to explore the city's historic attractions and vibrant waterfront. This charming cottage enjoys excellent user, location and cleanliness ratings.
The 700 square foot cottage comfortably sleeps four guests and features a fully equipped kitchen, a screened-in porch, and a private dock with stunning views of Weems Creek. Guests can enjoy amenities like a fire pit, picnic area, paddle boards, kayaks, and a 17' Boston Whaler (for experienced boaters at an extra cost).