What attractions should one visit during a week-long stay in Maryland?

A week in Maryland offers a lot! In Baltimore, explore the Inner Harbor, visit the National Aquarium, and maybe catch an Orioles game at Camden Yards. Head to Annapolis, the state capital, for its historic charm and the United States Naval Academy. For nature, consider Assateague Island National Seashore to see wild horses, or explore the Chesapeake Bay by boat. Depending on the time of year, a day trip to Ocean City for the beach might be perfect.

What are the best short term rentals in Maryland?

Among the short term rentals in Maryland, Apt - In Mount Vernon W/ Off Street Parking , Step Out To Main Street From A Chic Loft and Unit 9 Ocean Side 41 St 50 Steps To The Beach are the most popular ones.

What attractions should one visit when spending a month in Maryland?

A month gives you time for a deeper dive! Besides Baltimore and Annapolis, explore the Eastern Shore's charming towns like St. Michaels and Easton. Visit the Chesapeake Bay Maritime Museum in St. Michaels. Spend time hiking or biking on the many trails throughout the state, like those in Patapsco Valley State Park. Consider a visit to the Antietam National Battlefield for a significant piece of American history. And don't forget the wineries in the Frederick area.

What are the best short term rentals with a pool in Maryland?

Unit 9 Ocean Side 41 St 50 Steps To The Beach , Newly Renovated Extended Balcony and Belmont Towers 801 are the best short term rentals with a pool in Maryland.

Can visitors to Maryland witness any unique natural cycles, like cherry blossom season or autumn colors?

Absolutely! Maryland's autumn foliage is quite spectacular, typically peaking in mid-to-late October, depending on elevation and weather. While not as famous as Washington, D.C.'s cherry blossoms, Maryland also has some beautiful cherry blossom displays in various locations around the state, usually blooming in late March or early April.

What are the best short term rentals with a jacuzzi in Maryland?

The best short term rentals with a jacuzzi in Maryland are Lakefront - hot Tub - kayaks Cozy Cabin Romantic Getaway-owls Nest - Deep Creek Lake , Bay Club Resort and Superb Basement Close To The Gaylord Mgm Outlets National Harbor .

What are the most meaningful ways to engage with locals and discover the culture in Maryland?

Visit local farmers' markets, like the ones in Baltimore's neighborhoods or in smaller towns across the state. Attend a performance at the Strathmore Music Center in North Bethesda or other local theaters. Explore the different neighborhoods in Baltimore, each with its own unique character. Consider taking a food tour focusing on Maryland's regional cuisine. Talking to people at local businesses, especially smaller, family-owned ones, provides a great opportunity to learn about the culture.

What are the best short term rentals for families and kids in Maryland?

The best short term rentals for families and kids in Maryland are Unit 9 Ocean Side 41 St 50 Steps To The Beach , Belmont Towers 801 and Lakefront - hot Tub - kayaks Cozy Cabin Romantic Getaway-owls Nest - Deep Creek Lake .

Are there any distinctive cultural activities or hands-on workshops in Maryland?

Yes! The Creative Alliance in Baltimore offers various art classes and workshops. Many locations across the state offer hands-on workshops related to Chesapeake Bay activities, like oyster shucking or crabbing. Several museums offer interactive exhibits, and various historical sites provide guided tours that immerse visitors in Maryland's past. Check local listings for specific offerings during your visit.

What are some secret spots or hidden treasures to visit in Maryland?

Assateague Island's less-visited areas offer solitude and stunning natural beauty. The trails in Patapsco Valley State Park provide opportunities for peaceful escapes. Charming small towns like Berlin on the Eastern Shore offer a relaxed atmosphere and unique shops. Exploring the backroads and discovering small, family-run restaurants can also be rewarding.

What should not be left out of your suitcase if you are going to Maryland?

Comfortable walking shoes are essential, as is layered clothing, as the weather can be unpredictable. Sunscreen and insect repellent are also recommended, especially during warmer months. A reusable water bottle is a good idea, and if you plan on hiking, appropriate outdoor gear is a must.

What are the most popular festivals in Maryland?

Maryland's state fair is a huge event, usually taking place in late August. The Artscape festival in Baltimore is a major arts event. Numerous smaller festivals and events occur throughout the year in different towns and cities across the state, celebrating everything from seafood to local crafts. Check local event calendars for specific dates and locations.

Where should one try the best local food in Maryland?

Baltimore's Inner Harbor area has many restaurants offering seafood and regional specialties. In Annapolis, try the restaurants along the waterfront. On the Eastern Shore, look for restaurants specializing in Chesapeake Bay seafood. Exploring the diverse neighborhoods of Baltimore will also reveal many hidden gems offering authentic Maryland cuisine.

Maryland Short-Term & Weekly Apartment Rentals

No reviews

Charming Barn In Annapolis For A Relaxing Getaway Not A Room Just A Mattress

apartment, Annapolis

This one-bedroom flat is located in Annapolis's Historic District, offering a 1.08-kilometre walk to Navy-Marine Corps Memorial Stadium and a 1.17-kilometre walk to the Maryland State House.
The property provides air conditioning, in-unit laundry, and essential bathroom amenities, with the living room featuring a sofa bed, sheets, and an ironing board for your comfort.

9.8 150 reviews

1k+ Sf Charm In Upscale Sfh Suburban Nh Of Dc Balt

apartment, Highland

This two-bedroom apartment is situated in a safe residential neighbourhood in Highland, just 1.1 kilometres from a shopping centre with a gym and a supermarket, and within a 35-kilometre drive of both Washington D.C. and Baltimore.
The spacious apartment, spanning over 100 square metres, includes a fully equipped modern kitchen with granite countertops and a large island, a king-size bed in the master bedroom, and a large dining area that can accommodate a formal dining table for 10-12 people.

9.9 238 reviews

In Town Charmer

apartment, Frederick

This recently renovated two-bedroom apartment is situated in Frederick's historic district, a short walk from Market Street and its numerous restaurants and shops.
The 2-bathroom flat offers comfortable accommodation for up to four guests, boasting a modern open-plan kitchen, family room, private parking, and high-speed internet access.

9.8 28 reviews

Epic Brunswick Apartment With Deck!

apartment, Brunswick

This Brunswick apartment, situated less than 1 km from Brunswick City Hall, Railroad View Park, Square Corner Park, and Railroad Park, offers easy access to Brunswick's key attractions and the Brunswick Branch Frederick County Library.
This 51-square-metre, pet-friendly flat boasts two bedrooms, two bathrooms, a balcony, garden access, a spa, parking, and sleeps four, featuring a fully equipped kitchen, air conditioning, and in-unit amenities including a TV and coffee/tea maker.

8.0 1 review

Spacious 5-bedroom Home In Beautiful Hagerstown Perfect For Families Or Groups

apartment, Hagerstown

This five-bedroom house in Hagerstown, Maryland, is conveniently located minutes from Meritus Medical Center and offers easy access to shopping, dining, and local attractions such as Greenbrier State Park (approximately 16km away).
The spacious property sleeps up to ten guests, boasting three queen beds and two twin beds, two bathrooms, high-speed Wi-Fi, a washer, and is suitable for both short and long stays near the Hagerstown Suns Municipal Stadium and Washington County Museum of Fine Arts.

10 2 reviews

"Serenity"-st. Patrick's Creek W/ Private Pier

cottage, Cobb Island

This family-friendly four-bedroom holiday home is located in Avenue, Maryland, approximately 10km from Saint Clement's Island State Park, Port Sunlight Beach, and the Saint Clements Island-Potomac River Museum.
The 182 square metre property boasts four bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, a terrace, and parking, comfortably accommodating eight guests and offering easy access to local attractions such as The Shoppes at McIntosh and Port of Leonardtown Winery (within 19km).

9.8 11 reviews

Renovated Bungalow | Walk To Beach | Dog-friendly

apartment, Mayo

This Edgewater holiday home in Mayo is situated 2.1km from London Town and 2.4km from South River Golf Links, with Annapolis Harbour Center and the Smithsonian Environmental Research Center within 9.7km.
This 94 square metre property sleeps six guests in two bedrooms and one bathroom, and boasts a fully equipped kitchen, Wi-Fi, air conditioning, a private garden with barbecue, and parking; ideal for families.

9.0 3 reviews

Chic Studio Retreat - Close To Dc & Top Attractions

studio, Springdale

This studio apartment in Lanham offers convenient access to Washington D.C.'s attractions, situated approximately 21 kilometres from the Walter E Washington Convention Centre and the National Gallery of Art.
This non-smoking studio provides air conditioning, a fully equipped kitchen, free WiFi, and parking for up to two guests, with a check-out time of 11:00 AM.

10 18 reviews

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

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.

No reviews

La Quinta Inn & Suites By Wyndham Baltimore Bwi Airport

farm, Linthicum

This hotel is located near Baltimore Washington International Airport, 13 kilometres from central Baltimore and 48 kilometres from Washington D.C.
Guests can enjoy a complimentary Hot Bright Side Breakfast, an outdoor swimming pool, a fitness centre, and free ultra-fast Wi-Fi, with pet-friendly options available.

10 26 reviews

Galloping Getaway On The Rolling Hills Of Gemstone Stable

apartment, Cearfoss

This one-bedroom Cearfoss apartment, situated in a rural setting 15km from Hagerstown attractions including the Centre at Hagerstown and Knob Hall Winery, offers peace and quiet.
The self-catering flat sleeps four, features a kitchenette with fridge and microwave, a private patio, free WiFi, a Smart TV, and parking, making it ideal for exploring the area.

9.9 38 reviews

Cozy Farmhouse Guest Suite W/ Private Deck

B&B, Middletown

This 1800s farmhouse bed and breakfast is located on a 25-acre farm near Middletown, offering a peaceful rural setting just 32 kilometres from Harpers Ferry and Frederick, with easy access to the Appalachian Trail, C&O Canal, and South Mountain and Catoctin Mountain Parks.
The property provides a private guest suite for up to four people, featuring a bedroom, living area, kitchenette with fridge, freezer, microwave, and dishwasher, air conditioning, free WiFi, and a private deck overlooking fields, with creeks bordering the grounds and friendly farm dogs on site.

Best family friendly Maryland Short term rentals

Among the 68588 accommodations in Maryland, here are the 4 best family friendly rentals

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.

9.5 1603 reviews

1840s Carrollton Inn

B&B, Baltimore

The 1840s Carrollton Inn is located in Baltimore's Carrollton neighbourhood, within easy walking distance of attractions like the Power Plant and the National Aquarium. The inn has consistently received excellent ratings for cleanliness, location, and overall guest experience.
Each room in this charming guesthouse features air conditioning, a flat-screen TV with cable channels, and a private bathroom with a whirlpool spa bath. Guests can enjoy a range of amenities, including a garden, a terrace, a spa, a fitness centre, and a restaurant.

9.9 34 reviews

Sunrise Waterfront Cottage

apartment, Chesapeake Ranch Estates

This waterfront cottage in Chesapeake Ranch Estates, situated on Hoopers Island, offers easy access to Route 50 and is approximately 30 km from Cambridge, where supermarkets like Walmart and Food Lion are located.
Sleeping up to five guests, this two-bedroom, one-bathroom holiday home boasts a private pier with a new dock ladder, a fire pit, propane grill, Smart TVs, Sonos speakers, high-speed internet and is perfect for fishing, crabbing and enjoying sunrise views.

9.4 17 reviews

Welcome To Our Newly Built House

apartment, Glen Burnie

This brand new house is located in Marley, Glen Burnie, just 10 kilometres from Baltimore Washington International Airport and 40 kilometres from Washington D.C., making it a convenient base for exploring the region. This property has received excellent reviews from previous guests.
This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to 12 guests. It comes equipped with modern amenities such as a Jacuzzi, a terrace, a spa, and parking, as well as a fully equipped kitchen with a fridge, a microwave oven, and a dishwasher.

Top cities

Best Maryland lodging with a balcony

9.5 10 reviews

Z Presidential Suite

apartment, Queenland

The Z Presidential Suite is situated in Upper Marlboro, Maryland, 23 kilometres from the Supreme Court and the US Capitol.
This spacious one-bedroom apartment, spanning 186 square metres, comfortably accommodates up to 11 guests and features a fully equipped kitchen, a private terrace with garden views, and access to on-site amenities such as a bar, tennis courts, and a pool table.

9.9 357 reviews

Mad Men Beach Housedogfriendly7 Min Walk 2 Seaoutdoor Movie Experienceprivate Dockwork Spacenew Crib

apartment

This Ocean City holiday home enjoys a waterfront location less than a kilometre from Ocean City Beach, Montego Bay Shopping Centre, and Maryland Beach, also within easy reach of Northside Park and the C&O Canal – Paw Paw Tunnel.
The 116 square metre property offers three bedrooms, sleeping a family or group, a private pool, fully equipped kitchen, free Wi-Fi, and parking, all within a smoke-free environment.

9.9 70 reviews

Rodo Beach Cottage - Dog Friendly Private Beach Wi

apartment, 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.

No reviews

Naomi Bed And Breakfast

B&B, Carney

Naomi B&B, located in Parkville, offers convenient access to Towson University, situated 9.2 kilometres away, and is within 14.5 kilometres of Clifton Park and the Baltimore Museum of Art.
This family-friendly guesthouse provides air-conditioned accommodation with free Wi-Fi, free private parking, a garden, and a terrace, featuring units with flat-screen televisions and private bathrooms, some of which include balconies.

Frequently Asked Questions about short term rentals in Maryland

What attractions should one visit during a week-long stay in Maryland?
A week in Maryland offers a lot! In Baltimore, explore the Inner Harbor, visit the National Aquarium, and maybe catch an Orioles game at Camden Yards. Head to Annapolis, the state capital, for its historic charm and the United States Naval Academy. For nature, consider Assateague Island National Seashore to see wild horses, or explore the Chesapeake Bay by boat. Depending on the time of year, a day trip to Ocean City for the beach might be perfect.
What are the best short term rentals in Maryland?
Among the short term rentals in Maryland, Apt - In Mount Vernon W/ Off Street Parking, Step Out To Main Street From A Chic Loft and Unit 9 Ocean Side 41 St 50 Steps To The Beach are the most popular ones.
What attractions should one visit when spending a month in Maryland?
A month gives you time for a deeper dive! Besides Baltimore and Annapolis, explore the Eastern Shore's charming towns like St. Michaels and Easton. Visit the Chesapeake Bay Maritime Museum in St. Michaels. Spend time hiking or biking on the many trails throughout the state, like those in Patapsco Valley State Park. Consider a visit to the Antietam National Battlefield for a significant piece of American history. And don't forget the wineries in the Frederick area.
What are the best short term rentals with a pool in Maryland?
Unit 9 Ocean Side 41 St 50 Steps To The Beach, Newly Renovated Extended Balcony and Belmont Towers 801 are the best short term rentals with a pool in Maryland.
Can visitors to Maryland witness any unique natural cycles, like cherry blossom season or autumn colors?
Absolutely! Maryland's autumn foliage is quite spectacular, typically peaking in mid-to-late October, depending on elevation and weather. While not as famous as Washington, D.C.'s cherry blossoms, Maryland also has some beautiful cherry blossom displays in various locations around the state, usually blooming in late March or early April.
What are the best short term rentals with a jacuzzi in Maryland?
The best short term rentals with a jacuzzi in Maryland are Lakefront - hot Tub - kayaks Cozy Cabin Romantic Getaway-owls Nest - Deep Creek Lake, Bay Club Resort and Superb Basement Close To The Gaylord Mgm Outlets National Harbor.
What are the most meaningful ways to engage with locals and discover the culture in Maryland?
Visit local farmers' markets, like the ones in Baltimore's neighborhoods or in smaller towns across the state. Attend a performance at the Strathmore Music Center in North Bethesda or other local theaters. Explore the different neighborhoods in Baltimore, each with its own unique character. Consider taking a food tour focusing on Maryland's regional cuisine. Talking to people at local businesses, especially smaller, family-owned ones, provides a great opportunity to learn about the culture.
What are the best short term rentals for families and kids in Maryland?
The best short term rentals for families and kids in Maryland are Unit 9 Ocean Side 41 St 50 Steps To The Beach, Belmont Towers 801 and Lakefront - hot Tub - kayaks Cozy Cabin Romantic Getaway-owls Nest - Deep Creek Lake.
Are there any distinctive cultural activities or hands-on workshops in Maryland?
Yes! The Creative Alliance in Baltimore offers various art classes and workshops. Many locations across the state offer hands-on workshops related to Chesapeake Bay activities, like oyster shucking or crabbing. Several museums offer interactive exhibits, and various historical sites provide guided tours that immerse visitors in Maryland's past. Check local listings for specific offerings during your visit.
What are some secret spots or hidden treasures to visit in Maryland?
Assateague Island's less-visited areas offer solitude and stunning natural beauty. The trails in Patapsco Valley State Park provide opportunities for peaceful escapes. Charming small towns like Berlin on the Eastern Shore offer a relaxed atmosphere and unique shops. Exploring the backroads and discovering small, family-run restaurants can also be rewarding.
What should not be left out of your suitcase if you are going to Maryland?
Comfortable walking shoes are essential, as is layered clothing, as the weather can be unpredictable. Sunscreen and insect repellent are also recommended, especially during warmer months. A reusable water bottle is a good idea, and if you plan on hiking, appropriate outdoor gear is a must.
What are the most popular festivals in Maryland?
Maryland's state fair is a huge event, usually taking place in late August. The Artscape festival in Baltimore is a major arts event. Numerous smaller festivals and events occur throughout the year in different towns and cities across the state, celebrating everything from seafood to local crafts. Check local event calendars for specific dates and locations.
Where should one try the best local food in Maryland?
Baltimore's Inner Harbor area has many restaurants offering seafood and regional specialties. In Annapolis, try the restaurants along the waterfront. On the Eastern Shore, look for restaurants specializing in Chesapeake Bay seafood. Exploring the diverse neighborhoods of Baltimore will also reveal many hidden gems offering authentic Maryland cuisine.

Nearby regions

Best Maryland lodging with a kitchen

10 189 reviews

Cozy 3-bedroom Home W/ Hot Tub & Firepit

apartment, Chestertown

This charming apartment is located just 500 metres from Washington College and a 1.5 kilometre walk from Chestertown's historic downtown, offering easy access to the town's attractions and amenities. The property has consistently received excellent ratings for its location, cleanliness and overall user experience.
The apartment is a three-bedroom, two-bathroom property that can accommodate up to six guests. It features a fully equipped kitchen, air conditioning, a garden, and parking, as well as access to a range of outdoor activities within a 20-kilometre drive.

9.6 35 reviews

Studio 6 Gaithersburg Queen Nmsk Sofabed Kitchen

apartment, Gaithersburg

This Gaithersburg flat is located 45 kilometres from Ronald Reagan Washington National Airport, 38 kilometres from the US Marine Corps War Memorial, and 39 kilometres from the White House.
This 28-square-metre, one-bedroom flat accommodates two guests and offers a fully equipped kitchen, air conditioning, free WiFi, on-site parking, and access to a fitness centre, with check-out between 7 AM and 11 AM.

9.9 248 reviews

Serenity Suite On Chesapeake Bay

apartment, Calvert Beach

This apartment is situated in a waterfront community on the scenic Calvert Cliffs, just under a kilometre from a private beach and within easy reach of hiking trails and Solomon's Island. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering accommodation offers a spacious open plan layout, sleeping up to three guests. Enjoy the stunning bay views from the backyard, relax on the Adirondack chairs, or use the Weber grill for al fresco dining.

9.8 109 reviews

Summerlee At Scotland Yards

apartment, Piney Point

This villa-styled chateau in the rural beach area of Point Lookout, Scotland, Maryland, offers direct beach access and is located 1.1 kilometers from Confederate Memorial Park and 3.5 kilometers from Historic St. Mary's City.
This 256 square meter apartment, suitable for 10 guests, features 5 bedrooms, 5 bathrooms, a kitchen equipped for entertaining with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, parking, and wood-burning fireplace, with two kayaks available for use from late spring to early fall.

Best Maryland lodging with laundry available

10 124 reviews

Horseshoe Point - Waterfront - St. Marys River

apartment, Piney Point

This three-bedroom flat offers a unique waterfront peninsula setting on the St. Marys River, directly adjacent to St. Marys College and Historic St. Marys City, just 1.6 kilometres from the Patuxent River Naval Air Museum.
This property boasts a deep-water dock for recreation, a deck for wildlife viewing, and a screened porch, accommodating up to six guests with amenities including a jacuzzi and fitness centre.

8.2 10 reviews

Enjoy A Peaceful Environment With Neighboring Mini Pones A Fire Pit To Sit Under The Stares. Roll Into The Oversized Parking Lot And Enjoy This Lovely Modern Farm Home.

apartment, Adamstown

This Adamstown holiday home, situated in a rural area near the C&O Canal Towpath (Point of Rocks and Harpers Ferry sections), offers easy access to the Lovettsville Historical Society and Museum, and other local attractions within a short driving distance.
This two-bedroom, one-bathroom property boasts 74 square metres of floor space, sleeps six guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, private parking, a garden, and a private half-acre lot backing onto an 11-acre farm.

10 256 reviews

Directly Across From Usna Gate One & Steps From The Waterfront And Main Street!

apartment, Annapolis

This apartment is located in downtown Annapolis, just a short walk from the US Naval Academy Main Gate and the Annapolis Harbour, making it ideal for exploring the city's historic charm. The property has received excellent user ratings, making it a popular choice for travellers.
The three-bedroom apartment, spanning 111 square metres, comfortably accommodates eight guests. The apartment offers a range of amenities including a fully equipped kitchen, a private courtyard, parking, and access to a spa, ensuring a relaxing and enjoyable stay.

9.4 13 reviews

Luxury Waterfront Home Built For Entertaining!

apartment, Riverside

This Abingdon holiday home, near Riverside, is conveniently located within a 10-minute drive (approx. 16km) of CopperPlex and Cedar Lane Regional Park.
This six-bedroom, three-bathroom property offers 325 square metres of space, sleeping up to 12 guests and boasting amenities including a fully equipped kitchen, on-site parking, and a barbecue and fireplace.

Find short term rentals in Maryland at the best prices

Best Short term and Weekly rentals in Maryland

Charming Barn In Annapolis For A Relaxing Getaway Not A Room Just A Mattress