Cottages in Maryland at the best prices

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Maryland cottages
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1577 Best cottages in Maryland

Best family friendly Maryland cottage rentals

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

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.
Private Beach Front Getaway At The Sunshine Beach Cottage. - Maryland
9.8 83 reviews

Private Beach Front Getaway At The Sunshine Beach Cottage.

cottage, Piney Point
This charming beach house is situated just 8 kilometres from Point Lookout State Park and within a 19 kilometre radius of several other attractions, offering easy access to the region's natural beauty and historical sites. It has received excellent user ratings, making it a popular choice for families and groups.
The two-bedroom property spans 91 square metres and comfortably accommodates up to 8 guests. The cottage features a range of amenities, including a fully equipped kitchen, a cosy fireplace, a terrace, and a garden, ensuring a relaxing and enjoyable stay.
Soul Oasis - Home On The Chesapeake Bay - Maryland
10 55 reviews

Soul Oasis - Home On The Chesapeake Bay

cottage, Chesapeake Ranch Estates
This charming cottage is situated in Lusby, just a short walk from the Chesapeake Bay beach and within easy reach of Cove Point Lighthouse and Drum Point Lighthouse. The property enjoys an excellent user rating, reflecting its peaceful setting and proximity to natural beauty.
The cottage features a unique layout with a bedroom on the main floor and a loft, accommodating up to 5 guests. Guests can enjoy a range of amenities including a trex deck with stunning bay views, a fully equipped kitchen, a washer and dryer, and beach chairs, making it perfect for families or groups seeking a relaxing getaway.
Charming Waterfront Cottage With Private Dock. Close To Annapolis & Usna - Maryland
10 230 reviews

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

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.

Best Maryland cottages with a garden

Be Persuaded To Experience This Vintage Cottage By The Sassa - Maryland
9.4 13 reviews

Be Persuaded To Experience This Vintage Cottage By The Sassa

cottage, Galena
This charming cottage is located on the banks of a river, just 20 kilometres from attractions like Dutch Country Farmers Market, Betterton Beach, and Washington College. It has received excellent reviews from previous guests.
This four-bedroom property comfortably sleeps eight guests and includes two bathrooms. The cottage offers a fully-equipped kitchen, a garden, barbecue facilities, a terrace, free Wi-Fi, and parking.
Charming Cottage With Pool Access And Wifi In Lovely Rock Hall - Maryland
10 4 reviews

Charming Cottage With Pool Access And Wifi In Lovely Rock Hall

cottage, Rock Hall
This Rock Hall cottage, ideally situated near the Waterman's Museum and The Mainstay, offers convenient access to Rock Hall Harbour and Rolph's Wharf Marina, all within walking distance (exact distances unspecified).
The 56-square-metre (approximately 600 square feet) self-catering property features a two-story layout with a king-size bedroom upstairs, a downstairs living area, and accommodates two guests; amenities include air conditioning, Wi-Fi, a mini-refrigerator, and a private pool (accessible May 1st to September 21st, 11 am to 5 pm).
Cozy, Unique, Historic Registered Cottage On The Corsica River! - Maryland
8.8 10 reviews

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

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.
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.

Frequently Asked Questions about cottages in Maryland

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

    Maryland offers a diverse range of attractions. For history buffs, the Inner Harbor in Baltimore, with the National Aquarium and the historic Fort McHenry, is a must-see. History lovers should also explore Annapolis, Maryland's charming state capital, with its historic district and the United States Naval Academy. Nature enthusiasts will enjoy Assateague Island National Seashore, known for its wild horses, and the Chesapeake Bay, offering opportunities for boating, fishing, and crabbing. The Catoctin Mountain Park provides hiking trails and scenic views.
  • What are the best cottage rentals in Maryland?

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

    A five-day trip could involve spending two days exploring Baltimore's Inner Harbor, visiting the National Aquarium and Fort McHenry. Dedicate a day to Annapolis, touring the historic district and the Naval Academy. Spend another day at Assateague Island National Seashore, enjoying the beach and wildlife. The remaining day could be used to explore a specific interest, such as hiking in Catoctin Mountain Park or visiting a local museum like the Walters Art Museum in Baltimore.
  • What are the best cottage rentals with a pool in Maryland?

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

    Yes, Maryland is excellent for cottage rentals. The Eastern Shore offers numerous charming cottages near the Chesapeake Bay, perfect for a relaxing getaway. Ocean City also has many rental cottages, ideal for beach vacations. The mountains of Western Maryland provide a different setting with rustic cottages available for rent.
  • What are the best cottage rentals with a jacuzzi in Maryland?

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

    Maryland's pedestrian and cyclist friendliness varies by location. Cities like Annapolis and Baltimore have areas that are walkable, but car use is often necessary. Dedicated bike paths exist in some areas, particularly near the Chesapeake Bay and in parks like the Patapsco Valley State Park. However, planning your routes carefully is essential, especially when cycling on roads with traffic.
  • What are the best cottage rentals for families and kids in Maryland?

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

    Yes, there are many. Explore the abandoned town of Boonsboro, Maryland, which has a fascinating history. Visit the unique rock formations at Cunningham Falls State Park. Discover the charming town of Ellicott City, with its historic Main Street and its unique shops and restaurants. Check out the intriguing Edgar Allan Poe House and Museum in Baltimore.
  • What are the best pet friendly cottage rentals 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. The Maryland Renaissance Festival offers a unique experience, while smaller town festivals throughout the state offer a chance to interact with locals. Visiting local breweries or wineries provides opportunities for social interaction. Farmer's markets are another great place to meet Marylanders and sample local produce.
  • What are the best cottage rentals with parking in Maryland?

  • What are the best authentic dishes to taste in Maryland, United States?

    Maryland's cuisine is heavily influenced by the Chesapeake Bay. Crab cakes are a must-try, along with steamed blue crabs. Smith Island Cake, a unique layer cake, is another local specialty. Try the Chesapeake Bay oysters, known for their unique flavor. Many restaurants offer fresh seafood dishes prepared in various ways.
  • What are some recommended items to pack for a stay in Maryland, United States?

    Pack comfortable walking shoes, especially if you plan on exploring cities on foot. Bring sunscreen and insect repellent, particularly during the warmer months. Layers of clothing are recommended, as Maryland weather can be unpredictable. If visiting during the colder months, pack warm clothing and waterproof outerwear. Don't forget swimwear if you plan on visiting the beach or swimming in the Chesapeake Bay.

Nearby regions

Best Maryland cottage rentals with jacuzzi

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

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.
The Tiny House @ Deep Creek Lake - Centrally Located To Everything Deep Creek - Maryland
10 41 reviews

The Tiny House @ Deep Creek Lake - Centrally Located To Everything Deep Creek

cottage, Oakland
This Oakland lakeside property, situated on Lake Shore Drive, offers stunning views of Deep Creek Lake and is a short walk from Deep Creek Lake State Park and a five-minute (8km) drive from Wisp Resort.
This 45-square-metre cottage sleeps four, featuring a modern open-plan design with a loft bedroom, fully equipped kitchen, and amenities including Wi-Fi, plus a private deck with a fire pit for enjoying the lake and woodland views.
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.
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 cottage rentals

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

Cottage:walkable 2 Everything-super Clean-downtown - Maryland
9.9 289 reviews

Cottage:walkable 2 Everything-super Clean-downtown

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.
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.
Oyster Cottage  - Walk To Shops , Mainstay Music Venue And The Bay! - Maryland
9.8 13 reviews

Oyster Cottage - Walk To Shops , Mainstay Music Venue And The Bay!

cottage, Rock Hall
Oyster Cottage is a charming holiday home situated just a short walk from the waterfront in Rock Hall, offering easy access to shops, restaurants, and entertainment. The cottage consistently receives excellent reviews from guests, highlighting its comfortable and convenient location.
The property features two bedrooms, accommodating up to seven guests, making it ideal for families or groups of friends. The cottage offers a range of amenities including a fully equipped kitchen, a private garden, and a patio for outdoor dining, ensuring a relaxing and enjoyable stay.
Pet Friendly Delightful Waterfront Cottage On Hoopers Island, Md. - Maryland
10 51 reviews

Pet Friendly Delightful Waterfront Cottage On Hoopers Island, Md.

cottage, Chesapeake Ranch Estates
This waterfront cottage is located in Fishing Creek, Chesapeake Ranch Estates, just 9 kilometres from Middle Hooper Island and within a 32-kilometre radius of Lower Hooper Island and Blackwater National Wildlife Refuge.
The 65 square metre property offers one bedroom, one bathroom and can accommodate up to four guests, with amenities including a fully equipped kitchen, a terrace, a garden and parking.
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