Cottages in Maryland

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Maryland cottages
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1669 Best cottages in Maryland

Best family friendly Maryland cottages

Among the 1669 accommodations in Maryland, here are the 4 best family friendly cottages

Cozy, Unique, Historic Registered Cottage On The Corsica River! - Maryland
10 7 reviews
Maryland
20/07 – 23/07
A$366/nighttotal: A$1098 (3 )

Cozy, Unique, Historic Registered Cottage On The Corsica River!

1 2
cottage , Centreville
This Centreville cottage is situated 1.5 km from the Hazel Miner Monument and within 15 km of Cassinelli Winery and Vineyards, Wye Oak State Park, and Queenstown Premium Outlets.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and a garden with barbecue facilities.
Charming 4-bedroom, 2-bath Cottage, Dog Friendly, Ac, Wifi, 1 Block To Beach - Maryland
9.8 16 reviews
Maryland
20/07 – 23/07
A$526/nighttotal: A$1578 (3 )

Charming 4-bedroom, 2-bath Cottage, Dog Friendly, Ac, Wifi, 1 Block To Beach

4 2
cottage , Cobb Island
This four-bedroom Colonial Beach holiday home, situated on Cobb Island's Point, is a short 0.16 km stroll from the beach and 0.48 km from local restaurants, shops, and marinas.
The renovated 1910 property sleeps six, boasts two bathrooms, a fully equipped kitchen with dishwasher and double oven, plus a porch offering beach views; nearby attractions include the Rappahannock River Valley National Wildlife Refuge and George Washington's Birthplace.
Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc - Maryland
10 20 reviews
Maryland
26/06 – 29/06
A$620/nighttotal: A$1860 (3 )

Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc

2 2
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.
Rodo Beach Cottage - Dog Friendly Private Beach With Pier - Tesla Charger - Maryland
9.9 68 reviews
Maryland
19/07 – 25/07
A$868/nighttotal: A$5208 (6 )

Rodo Beach Cottage - Dog Friendly Private Beach With Pier - Tesla Charger

3 4
cottage , Piney Point
This charming cottage is located in Piney Point, Maryland, just a short distance from the Chesapeake Bay. It benefits from excellent user, location and cleanliness ratings.
The cottage has three bedrooms, accommodating up to eight guests, and offers a range of amenities, including private beach access, a fishing pier, kayaks and stand-up paddle boards, a Tesla charger, and contactless check-in.

Top cities

Best Maryland cottages with a garden

Walk To Beach: Pet-friendly Gem In Scotland! - Maryland
9.8 7 reviews
Maryland
26/07 – 31/07
A$320/nighttotal: A$1600 (5 )

Walk To Beach: Pet-friendly Gem In Scotland!

1 2
cottage , Piney Point
This Piney Point holiday home is situated near Point Lookout State Park (1.6 km), Buzz's and Drury's Marinas (6.4 km), and Piney Point Lighthouse (43.5 km), offering easy access to Chesapeake Bay beaches.
The 39 square metre self-catering property sleeps three, features a sunroom, fully equipped kitchen with a Keurig coffee machine, a furnished deck with charcoal grill, driveway parking for three vehicles, and allows one pet for a fee.
Potomac Rvr Woodland Cottage, Polite Pets Welcomed, Central Air, Stunning Sunset - Maryland
9.8 60 reviews
Maryland
07/10 – 13/10
A$431/nighttotal: A$2586 (6 )

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

3 2
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.
Cozy Cottage - Maryland
10 1 review
Maryland
30/06 – 14/07
A$969/nighttotal: A$13566 (14 )

Cozy Cottage

4 6
cottage , Dundalk
This Dundalk holiday home is situated within 9.6km of Johns Hopkins Bayview Medical Center, the Baltimore Cruise Terminal, and Johns Hopkins Hospital, offering convenient access to these key locations.
Sleeping eight guests, the four-bedroom, two-bathroom property boasts a fully equipped kitchen with dishwasher, a jacuzzi, private garden, parking, and air conditioning, plus a washing machine and dryer for added convenience.
Pet Friendly Water View Cottage - Maryland
10 37 reviews
Maryland
25/11 – 29/11
A$559/nighttotal: A$2236 (4 )

Pet Friendly Water View Cottage

2 4
cottage , Riviera Beach
This charming cottage is located in Pasadena, Maryland, a picturesque waterfront neighbourhood just 20 kilometres from both Annapolis and Baltimore, offering easy access to a range of attractions. The cottage has received excellent reviews from previous guests, highlighting its comfortable and welcoming atmosphere.
The cottage spans 111 square metres and comfortably accommodates up to four guests in its two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a private garden, and a host of amenities including air conditioning, laundry facilities, and free parking. The cottage is also pet-friendly, allowing guests to bring their furry companions along.

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 1669 accommodations in Maryland, here are the 4 best cottages with a jacuzzi

Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown! - Maryland
10 152 reviews
Maryland
25/11 – 29/11
A$454/nighttotal: A$1816 (4 )

Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown!

4 4
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.
Watrfnt Cottage @Chesapeakeparadise Kayaks/dogs Ok - Maryland
9.7 275 reviews
Maryland
20/07 – 23/07
A$578/nighttotal: A$1734 (3 )

Watrfnt Cottage @Chesapeakeparadise Kayaks/dogs Ok

3 2
cottage , Deale
This charming cottage is situated just 16km from Deale, on the western shore of the Chesapeake Bay, offering a peaceful retreat close to the vibrant city of Annapolis. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage spans 111 square metres and comfortably accommodates up to 8 guests. It boasts a fully equipped kitchen, a private garden with a fire pit and a pier, and access to kayaks and other watercraft for exploring the nearby creek and Chesapeake Bay.
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland
10 1 review
Maryland
18/06 – 20/06
A$1801/nighttotal: A$3602 (2 )

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

3 2
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.
Cottage On The Bay - Maryland
8.8 3 reviews
Maryland
25/11 – 29/11
A$352/nighttotal: A$1408 (4 )

Cottage On The Bay

2 4
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.

Best pet friendly Maryland cottages

Among the 1669 accommodations in Maryland, here are the 4 best pet friendly cottages

Firefly Cottage At The Cape, Hot Tub, Community Beach, Strawberry Festival, Usna - Maryland
10 108 reviews
Maryland
18/06 – 21/06
A$504/nighttotal: A$1512 (3 )

Firefly Cottage At The Cape, Hot Tub, Community Beach, Strawberry Festival, Usna

1 2
cottage , Arnold
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.
Contemporary Colonial Cottage, Close To Dwntown Rockville And Metro, Accessible. - Maryland
10 22 reviews
Maryland
11/07 – 16/07
A$467/nighttotal: A$2335 (5 )

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

3 4
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.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels - Maryland
9.6 131 reviews
Maryland
28/08 – 09/09
A$489/nighttotal: A$5868 (12 )

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

2 2
cottage , Easton
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.
16 Mi To Baltimore: Spacious Home In Owings Mills! - Maryland
Maryland
20/06 – 27/06
A$1114/nighttotal: A$7798 (7 )

16 Mi To Baltimore: Spacious Home In Owings Mills!

1 2
cottage , Garrison
This pet-friendly Garrison cottage, located in Owings Mills, Maryland, is 3.9 km from Foundry Row, and within 10 km of Stevenson University and Greenspring Station.
The self-catering property boasts 4.5 bathrooms, a patio, BBQ facilities, a fully equipped kitchen including a microwave and dishwasher, plus free Wi-Fi in communal areas and is conveniently close to Johns Hopkins Health Care & Surgery Centre and the Under Armour Performance Centre Baltimore Ravens (within 15km).
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