Cottages in Maryland

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Maryland cottages
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1577 Best cottages in Maryland

Best family friendly Maryland cottages

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly) - Maryland
9.9 289 reviews

Beautiful Remodeled Downtown Frederick Cottage (Pet-friendly)

cottage, Frederick
This charming cottage is located in Frederick, just a short walk from Baker Park and Frederick Memorial Hospital, and within 1 kilometer of Carroll Creek Linear Park and Hood College, offering easy access to both nature and cultural attractions. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private patio, a garden, a jetted tub, and a fitness centre, providing everything you need for a relaxing and enjoyable stay.
Chesapeake City Pool Retreat  Waterfront Stay In The Woods - Maryland
8.8 15 reviews

Chesapeake City Pool Retreat Waterfront Stay In The Woods

cottage, Elkton
This charming cottage is located just 10 kilometres from Chesapeake Inn, nestled in a peaceful wooded setting on the water in Elkton. It has received very good ratings from previous guests.
The property has two bedrooms and two bathrooms, comfortably accommodating up to seven guests. It features a private waterfront location, a spacious open floor plan, a swimming pool, and a large deck overlooking the water.
Enjoy Fall On Our Big Porch! Check Out Discounts, Bike Storage And Amenities! - Maryland
10 9 reviews

Enjoy Fall On Our Big Porch! Check Out Discounts, Bike Storage And Amenities!

cottage, Williamsport
This Williamsport cottage, situated in the city centre, offers easy access to Whitetail Ski Resort (32km), Washington, D.C. (approx. 240km), and Shenandoah National Park, and is close to Hagerstown Suns Municipal Stadium and Antietam National Battlefield.
The 111-square-metre property sleeps six guests across three bedrooms and two bathrooms, boasting a fully equipped kitchen, garden, Wi-Fi, smart TVs, and parking, with opportunities for birdwatching nearby.
Secluded Waterfront Cottage On 200 Acre Farm Near Queenstown - Maryland
10 108 reviews

Secluded Waterfront Cottage On 200 Acre Farm Near Queenstown

cottage, Queenstown
This waterfront property is situated just 15 km from Queenstown Premium Outlets, Hazel Miner Monument, and Queenstown Harbor Golf Links, offering a peaceful retreat close to popular attractions. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has three bedrooms, accommodating up to eight guests, and provides a fully equipped kitchen, a fireplace, a terrace, a garden, a spa, and parking. Guests can enjoy the stunning views, relax by the fireplace, prepare their own meals, and make the most of the outdoor amenities.

Top cities

Best Maryland cottages with a garden

Potomac Rvr Woodland Cottage, Polite Pets Welcomed, Central Air, Stunning Sunset - Maryland
9.8 64 reviews

Potomac Rvr Woodland Cottage, Polite Pets Welcomed, Central Air, Stunning Sunset

cottage, Tall Timbers
This Tall Timbers holiday home enjoys a riverside location, less than 1.5 kilometres from the Potomac River and within a 10-kilometre radius of Piney Point Beach, Piney Point Lighthouse, and St. Mary's River State Park.
The 102-square-metre property offers three bedrooms, one bathroom, and sleeps eight guests, boasting a fully equipped kitchen, a terrace, a garden, a spa, free Wi-Fi, and an arcade/game room.
Cottage, Breakfast, & Hiking On 100 Ac Horse Farm - Maryland
10 162 reviews

Cottage, Breakfast, & Hiking On 100 Ac Horse Farm

cottage, Boonsboro
This charming cottage, situated in Middletown, Maryland, is approximately 97 kilometres from Washington, D.C., a 20-minute drive from Frederick, and offers private access to the Appalachian Trail, plus proximity to Harpers Ferry National Park and Antietam National Battlefield.
The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a heated seasonal pool, tennis court, farm animals, and a daily complimentary breakfast including artisanal pastries and farm-fresh eggs.
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.
Cozy Cottage With Access To And Partially Obstructed Views Of The Bay. - Maryland
9.2 33 reviews

Cozy Cottage With Access To And Partially Obstructed Views Of The Bay.

cottage, Calvert Beach
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.

Frequently asked questions about cottages in Maryland

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

    Maryland boasts a fantastic array of attractions. For history buffs, a visit to the Inner Harbour in Baltimore, with its maritime museum and historic ships, is a must. Fort McHenry, where the Star-Spangled Banner was inspired, offers stunning views and a significant piece of American history. Annapolis, the state capital, is charming, with its historic buildings and the United States Naval Academy. Nature lovers should explore Assateague Island National Seashore, famous for its wild horses, or the scenic beauty of the Chesapeake Bay.
  • What are the best cottages in Maryland?

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

    A five-day trip allows for a good exploration of Maryland. Spend a day or two in Baltimore, visiting the Inner Harbour, Fort McHenry, and exploring the city's vibrant neighbourhoods. Then, head to Annapolis, exploring its historic district and the Naval Academy. Dedicate a day to the Eastern Shore, perhaps visiting Assateague Island National Seashore. The remaining day could be spent exploring the Chesapeake Bay region, perhaps with a boat trip or visiting a charming coastal town like St. Michaels.
  • What are the best cottages with a pool in Maryland?

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

    Absolutely! Maryland offers many opportunities for cottage rentals, particularly on the Eastern Shore and along the Chesapeake Bay. Ocean City, while known for its hotels, also has many charming cottages available. The quieter areas of the Eastern Shore provide a peaceful retreat, perfect for a cottage holiday.
  • What are the best cottages with a jacuzzi in Maryland?

  • What weather, wildlife, or natural hazards might affect travellers in Maryland, United States?

    Maryland experiences hot, humid summers and mild winters. Hurricanes are a possibility, particularly during late summer and autumn, mainly affecting the coastal areas. Be aware of the potential for severe thunderstorms, especially during the summer months. Wildlife encounters are possible, including deer, raccoons, and various bird species. Mosquitoes can be prevalent in the warmer months, so insect repellent is advisable.
  • What are the best cottages for families and kids in Maryland?

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

    Maryland's pedestrian and cycling infrastructure varies. Cities like Annapolis and Baltimore have areas that are quite walkable, though some areas might require more caution. Dedicated cycling paths are available in some areas, particularly along the Chesapeake Bay and in some parks, but it's advisable to check local cycling maps before setting off on longer journeys.
  • What are the best pet friendly cottages in Maryland?

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

    Yes! Explore the charming town of Ellicott City, with its historic mill and unique shops. The Catoctin Mountains offer scenic hiking trails and waterfalls, less crowded than some better-known parks. Assateague Island, while popular, still retains a sense of remoteness and offers opportunities for quiet exploration beyond the main areas.
  • What are the best cottages with parking 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. Many towns and cities hold regular farmers' markets, offering a chance to interact with local producers and residents. Visiting smaller, less touristy towns on the Eastern Shore allows for more authentic interactions with the local community. Participating in a local cooking class focusing on Maryland cuisine could also be a rewarding experience.
  • What are the best authentic dishes to taste in Maryland, United States?

    Maryland's cuisine is heavily influenced by its Chesapeake Bay location. Crab cakes are a must-try, but ensure they are made with plenty of lump crab meat. Chesapeake Bay blue crabs, steamed or in a crab soup, are another classic. Smith Island cake, a unique layered dessert, is a delicious treat. Try local oysters, known for their fresh flavour.

Nearby regions

Best Maryland cottages with a jacuzzi

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

New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland
10 1 review

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

cottage, Severn
This Severn holiday flat is situated 12.8 kilometres from Arundel Mills Mall and 33.8 kilometres from Oriole Park at Camden Yards, offering proximity to outdoor pursuits such as hiking and biking.
This spacious 118 square metre residence accommodates up to six guests with three bedrooms and three bathrooms, featuring a hot tub, private terrace, on-site parking, Wi-Fi, air conditioning, a fireplace, a dedicated workspace, a fully equipped kitchen, and an in-unit washer and dryer.
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.
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.
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.

Best pet friendly Maryland cottages

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

Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy Dc Drive - Maryland
10 1 review

Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy Dc Drive

cottage, Chesapeake Beach
This detached cottage in Chesapeake Beach is located a 5-minute walk from the Chesapeake Bay and is a 3-minute drive from Bruce Gabrielson's Surf Art Gallery and Museum and the Chesapeake Beach Railway Museum.
This 28 square meter abode accommodates two guests and offers air conditioning, Wi-Fi, and essential toiletries, with proximity to Chesapeake Beach Water Park and R&J's PlayPark.
Contemporary Colonial Cottage, Close To Dwntown Rockville And Metro, Accessible. - Maryland
10 22 reviews

Contemporary Colonial Cottage, Close To Dwntown Rockville And Metro, Accessible.

cottage, Rockville
This Rockville cottage, a 99 square metre property, is situated within a 2.4 km walk of the Montgomery County Historical Society, the Beall-Dawson Historic House Museum, and Rockville Town Centre, with the F. Scott and Zelda Fitzgerald Gravesite and Fallsgrove Park also within 3.2 km.
The three-bedroom house, sleeping up to six guests, offers a fully equipped kitchen, free Wi-Fi, a fireplace, a terrace, and a garden, providing comfortable accommodation for families or groups visiting Rockville.
Eastern Shore Beach Cottage Get-away - Maryland
10 140 reviews

Eastern Shore Beach Cottage Get-away

cottage, Rock Hall
This charming cottage is situated just a short drive from the Eastern Neck Island Wildlife Refuge and 10km from Chestertown, home to Washington College, offering a peaceful escape from the hustle and bustle. It has received excellent reviews from previous guests, making it a popular choice for those looking for a relaxing getaway.
The cottage is spacious, spanning 93 square meters and comfortably accommodating up to five guests. It boasts a fully equipped kitchen, a private garden, a swimming pool, and a spa, as well as direct access to a sandy beach, perfect for families and water sports enthusiasts.
3 Bedroom, Waterfront Cottage On The Shores Of The Chesapeake Bay. - Maryland
8.0 1 review

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.
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