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Maryland (State) cottages
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1669 Cottages at the best price in Maryland (State)

Best family friendly Maryland (State) cottages

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

Charming Waterfront Cottage With Private Dock. Close To Annapolis & Usna - Maryland (State)
10 225 reviews
Maryland (State)
19/07 – 30/07
£302/nighttotal: £3322 (11 )

Charming Waterfront Cottage With Private Dock. Close To Annapolis & Usna

3 2
cottage , Mayo
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.
Luxurious 4br, Private Pool, Heated Spa-open Year-round, Near Downtown! - Maryland (State)
10 152 reviews
Maryland (State)
10/09 – 13/09
£355/nighttotal: £1065 (3 )

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

4 7
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.
Chesapeake Bay Cottage - Maryland (State)
9.9 262 reviews
Maryland (State)
20/07 – 23/07
£320/nighttotal: £960 (3 )

Chesapeake Bay Cottage

1 4
cottage , Deale
This charming Deale cottage is situated directly on the Chesapeake Bay, just 30 kilometres from Annapolis and a scenic 48 kilometre drive to the Eastern Shore. The cottage consistently receives excellent reviews for its location, cleanliness, and overall guest experience.
The three-bedroom property provides comfortable accommodation for families or groups. Guests can enjoy a fully equipped kitchen, a private beach, and two kayaks for exploring the bay's tranquil waters.
Cozy Cottage With Access To And Partially Obstructed Views Of The Bay. - Maryland (State)
9.2 33 reviews
Maryland (State)
04/09 – 07/09
£272/nighttotal: £816 (3 )

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

3 2
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.

Top cities

Best Maryland (State) cottages with a garden

Eastern Shore Beachfront Cottage With Stunning Sunset Views! - Maryland (State)
10 9 reviews
Maryland (State)
08/08 – 15/08
£346/nighttotal: £2422 (7 )

Eastern Shore Beachfront Cottage With Stunning Sunset Views!

3 2
cottage , Butlertown
This three-bedroom, three-bathroom holiday home in Worton, Maryland, is situated near Still Pond Creek, approximately 3.2 kilometres from the Old Coast Guard Station and offers private beach access for kayaking and fishing.
The 177 square metre property boasts a well-equipped kitchen, stunning water views, a private terrace, and ample on-site amenities including kayaks, bikes, and a fire pit, comfortably accommodating up to six guests.
Serene Spot, West River Dock, Sunsets, The Bay, Only 40 Min From Alexandria, Dc. - Maryland (State)
9.6 49 reviews
Maryland (State)
04/09 – 07/09
£181/nighttotal: £543 (3 )

Serene Spot, West River Dock, Sunsets, The Bay, Only 40 Min From Alexandria, Dc.

1 2
cottage , Shady Side
This waterfront cottage in Shady Side, Maryland, is situated on a peninsula on the West River, approximately 32 kilometres from Annapolis and close to Galesville.
The one-bedroom, one-bathroom property sleeps three, offering a private dock, kitchen with fridge and microwave, air conditioning, a terrace, garden, parking, internet access, and proximity to Thanksgiving Farm Wines and South River Golf Links.
Your Annapolis Waterfront Retreat For A Weekend Or Any-day Getaway! - Maryland (State)
10 239 reviews
Maryland (State)
17/07 – 20/07
£428/nighttotal: £1284 (3 )

Your Annapolis Waterfront Retreat For A Weekend Or Any-day Getaway!

1 2
cottage , Annapolis
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.
Check Out Our Rental Discounts! 3bd-2bath, Sleeps 6, 1st Floor Master & Bath - Maryland (State)
10 8 reviews
Maryland (State)
27/06 – 04/07
£164/nighttotal: £1148 (7 )

Check Out Our Rental Discounts! 3bd-2bath, Sleeps 6, 1st Floor Master & Bath

3 2
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.

Frequently asked questions about cottages in Maryland (State)

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

    Maryland boasts a fantastic range of attractions. For history buffs, a visit to the Inner Harbour in Baltimore, with its historic ships and the National Aquarium, is a must. History comes alive at Fort McHenry, where the Star-Spangled Banner was inspired. Annapolis, the state capital, offers beautiful architecture and the United States Naval Academy. Nature lovers should explore Assateague Island National Seashore, known for its wild horses, or the scenic Chesapeake Bay, perhaps taking a boat tour. The Catoctin Mountain Park provides stunning hiking trails.
  • What are the best cottages in Maryland (State)?

    Among the cottages in Maryland (State), The Heron's Nest At Atlantic Marina, Persimmon Pastures and Family And Pet-friendly - Waterfront With Pier are the most popular ones.

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

    A five-day trip allows for a good exploration of Maryland's diversity. Day 1 and 2 could be spent in Baltimore, exploring the Inner Harbour, Fort McHenry, and the American Visionary Art Museum. Day 3 would be perfect for a trip to Annapolis, visiting the United States Naval Academy and exploring the historic city. Day 4 could involve a scenic drive along the Chesapeake Bay, perhaps visiting a charming waterfront town like St Michaels. Day 5 offers the chance to hike in Catoctin Mountain Park or relax on Assateague Island.
  • What are the best cottages with a pool in Maryland (State)?

  • Is Maryland, USA, a good destination to rent a cottage?

    Absolutely! Maryland offers many charming cottage rentals, particularly on the Eastern Shore near the Chesapeake Bay and in the Ocean City area. These provide a fantastic base for exploring the region's beaches, waterways, and charming towns. Many rentals offer water access or are located near state parks.
  • What are the best cottages with a jacuzzi in Maryland (State)?

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

    Maryland experiences hot, humid summers and mild winters. Summer can bring thunderstorms, while winter may see snow, particularly in the western mountains. Be aware of mosquitos, especially near the Chesapeake Bay. The coast is prone to hurricanes during the Atlantic hurricane season (June to November), though not every year experiences a direct hit. Check weather forecasts before and during your trip.
  • What are the best cottages for families and kids in Maryland (State)?

    The best cottages for families and kids in Maryland (State) are The Heron's Nest At Atlantic Marina, Persimmon Pastures and Family And Pet-friendly - Waterfront With Pier.

  • Is Maryland, USA, pedestrian and cyclist-friendly?

    Maryland's pedestrian and cycling infrastructure varies. Cities like Baltimore and Annapolis have areas that are quite walkable, with designated bike lanes in some places. However, other areas may be less accommodating, especially outside of urban centres. Always check local maps and be aware of traffic conditions.
  • What are the best pet friendly cottages in Maryland (State)?

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

    Yes! Consider exploring the abandoned town of St. Mary's City, the first capital of Maryland, offering a glimpse into the past. The Eastern Neck National Wildlife Refuge provides a tranquil escape with abundant birdlife. For something different, visit the National Cryptologic Museum in Fort Meade, showcasing the history of code-breaking.
  • What are the best cottages with parking in Maryland (State)?

  • What are some of the best cultural experiences that allow one to meet locals in Maryland, USA?

    Attending local festivals is a great way to meet people. Many towns hold summer festivals, offering a chance to sample local cuisine and crafts. Visiting farmers' markets, particularly in the Baltimore area, is another good option. Participating in a Chesapeake Bay boat tour can offer interactions with local guides and fellow travellers. Exploring smaller towns and engaging with local businesses can also offer opportunities for interaction.
  • What are the best authentic dishes to taste in Maryland, USA?

    Maryland cuisine is heavily influenced by the Chesapeake Bay. Crab cakes are a must-try, though quality varies greatly. Chesapeake Bay blue crabs are also delicious, prepared in various ways. Smith Island cake, a layered dessert, is a regional specialty. Try also the local oysters, known for their unique flavours.

Nearby regions

Best Maryland (State) cottages with a jacuzzi

Among the 1669 accommodations in Maryland (State), here are the 4 best cottages with a jacuzzi

Cottage On The Bay - Maryland (State)
8.8 3 reviews
Maryland (State)
22/09 – 25/09
£185/nighttotal: £555 (3 )

Cottage On The Bay

2 3
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 (State)
9.8 16 reviews
Maryland (State)
11/07 – 16/07
£824/nighttotal: £4120 (5 )

Hays Beach House - Hot Tub - Private Beach

5 4
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.
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Maryland (State)
10 1 review
Maryland (State)
27/06 – 04/07
£820/nighttotal: £5740 (7 )

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.
Cozy Cottage - Maryland (State)
10 1 review
Maryland (State)
27/06 – 13/07
£499/nighttotal: £7984 (16 )

Cozy Cottage

4 5
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.

Best pet friendly Maryland (State) cottages

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

"Point Of View" Waterfront Cottage With Panoramic Views On Tilghman Island - Maryland (State)
10 18 reviews
Maryland (State)
20/07 – 23/07
£311/nighttotal: £933 (3 )

"Point Of View" Waterfront Cottage With Panoramic Views On Tilghman Island

2 2
cottage , Tilghman Island
This Tilghman Island holiday home is conveniently located within a 1.6km walk of Kronsberg Park and the Talbot County Library Tilghman Branch, and within a 2.4km walk of the Tilghman Watermen’s Museum and Knapp’s Narrows Marina & Inn.
This pet-friendly 60 square metre self-catering property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with washing machine, free Wi-Fi, air conditioning, parking, a fireplace, and a smart TV.
Cozy Cottage With Private Dock- Chesapeake Bay/ Cambridge (Pet-friendly) - Maryland (State)
10 16 reviews
Maryland (State)
01/08 – 30/08
£277/nighttotal: £8033 (29 )

Cozy Cottage With Private Dock- Chesapeake Bay/ Cambridge (Pet-friendly)

2 2
cottage , Madison
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.
Waterfront River Cottage For 2, Dog-friendly - Maryland (State)
9.6 27 reviews
Maryland (State)
08/08 – 15/08
£255/nighttotal: £1785 (7 )

Waterfront River Cottage For 2, Dog-friendly

1 2
cottage , Severna Park
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.
Charming 1-bedroom Cottage With Ac In Cozy Harwood - Maryland (State)
Maryland (State)
04/09 – 07/09
£197/nighttotal: £591 (3 )

Charming 1-bedroom Cottage With Ac In Cozy Harwood

1 2
cottage , Riva
This Anne Arundel County holiday let is situated approximately 18 kilometres from the Patuxent River and 24 kilometres from the Chesapeake Bay, with London Town and Annapolis Harbour Centre a short 13 to 14 kilometre drive away.
This one-bedroom annex accommodates up to four guests and offers amenities including Wi-Fi, air conditioning, a dryer, and ironing board, with toiletries provided, and is conveniently located for South River Golf Links and Thanksgiving Farm Wines.
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