Your Perfect Waterfront Oasis Overlooking The Chesapeake Bay Awaits!
3 4
apartment , North Beach
This North Beach holiday apartment, a short distance from the Bayside History Museum and Chesapeake Beach Railway Museum, offers convenient access to local attractions. The 184 square metre (1975 square feet) property boasts three bedrooms, three bathrooms, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, in-unit laundry, and smart TVs.
10 43 reviews
Chesapeake Beach, MD
04/09 – 13/09
£427/nightTotal: £3843 (9 )
Getaway By The Bay
1 4
apartment , North Beach
This spacious North Beach, Maryland house is located directly opposite the Chesapeake Bay, offering easy walking access to the town's boardwalk, restaurants, and shops, and is less than 80km from both Washington, D.C. and Baltimore. The property boasts four bedrooms, two and a half bathrooms, a large open-plan kitchen and living area, a fenced backyard with a firepit, and accommodates up to eight guests, providing ample space for families or groups of friends.
9.9 21 reviews
Chesapeake Beach, MD
04/09 – 13/09
£224/nightTotal: £2016 (9 )
Sea La Vie
1 4
apartment , North Beach
Sea la Vie is a three-bedroom house located in North Beach, offering easy access to local attractions; precise distances to specific landmarks would require knowing its exact address within the area. This family-friendly holiday home sleeps eight guests, boasting a fully equipped kitchen, two bathrooms, a garden, parking, and air conditioning, making it ideal for a North Beach getaway.
9.8 103 reviews
Chesapeake Beach, MD
14/10 – 26/10
£157/nightTotal: £1884 (12 )
Spacious Beach House Top Floors - Walk Everywhere!
3 4
apartment , North Beach
This North Beach duplex apartment, located 0.32 kilometres from the beach and promenade, offers easy access to North Beach's attractions. The two-bedroom, one-bathroom property sleeps eight guests, features a fully equipped kitchen with dishwasher, in-unit laundry, and a shared deck with barbecue; a king, full, and twin bed are available in the loft area.
10 86 reviews
Chesapeake Beach, MD
14/10 – 26/10
£157/nightTotal: £1884 (12 )
The Blue Crab Beach House - Free Beach Passes
2 4
apartment , North Beach
This North Beach seaside property is situated within 3km of the Bayside History Museum, Chesapeake Beach Water Park, and Rod n’ Reel Charter Fishing, and 2.6km from the Chesapeake Beach Railway Museum. This 74 square metre house, sleeping six guests, boasts two bedrooms, two bathrooms, a fully equipped kitchen, swimming pool, spa, private garden, and free Wi-Fi.
9.7 122 reviews
Chesapeake Beach, MD
04/09 – 13/09
£188/nightTotal: £1692 (9 )
Bayside Bungalow: Cozy North Beach Getaway
1 4
bungalow , North Beach
This charming bungalow is situated directly on the North Beach Boardwalk, just a short walk from the beach and local shops and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience. The bungalow features two bedrooms, accommodating up to four guests, and offers a private backyard for outdoor relaxation. Amenities include a fully equipped kitchen, air conditioning, and a free beach pass for convenient access to the sand and surf.
10 1 review
Chesapeake Beach, MD
27/06 – 04/07
£638/nightTotal: £4466 (7 )
Sweet Deale Villa
1 5
apartment , Deale
This Deale, Maryland waterfront property boasts over 30 metres of private access to the Chesapeake Bay, offering stunning views of a nearby bridge and proximity to Deale's town centre (distance unspecified). The four-bedroom, three-bathroom house sleeps twelve guests and features a large concrete patio, rooftop deck, and completely remodelled interior, including air conditioning, parking, and internet access.
10 7 reviews
Chesapeake Beach, MD
12/07 – 18/07
£305/nightTotal: £1830 (6 )
The Mermaid Cottage
1 2
apartment , North Beach
This two-bedroom flat, "Mermaid Cottage," is situated in a residential area of North Beach, just 3 blocks from the Chesapeake Bay waterfront and boardwalk. This apartment accommodates up to four guests and features a well-equipped kitchen with a Nespresso machine, air conditioning, parking, and a fenced garden with an outdoor dining area and gas grill, all within easy walking distance of boardwalk attractions.
10 26 reviews
Chesapeake Beach, MD
17/07 – 20/07
£356/nightTotal: £1068 (3 )
Family Bay Escape | Firepit • Bbq • Beach Passes
3 2
apartment , North Beach
This three-bedroom, two-bathroom holiday home is situated on the quieter side of North Beach, a short walk from restaurants, the boardwalk, beaches, and the wetland overlook nature park, and a 5-minute (approx. 8 km) drive from Rod & Reel Resort and Herrington Harbour South. The property boasts a serene private backyard with a fire pit, a sun porch, and includes amenities such as a fully equipped kitchen with dishwasher, air conditioning, internet access, parking, and comfortably sleeps six guests.
9.9 77 reviews
Chesapeake Beach, MD
12/07 – 18/07
£565/nightTotal: £3390 (6 )
Beachfront Paradise | Walk To Restaurants & Shops
1 2
apartment , North Beach
This apartment is directly on the North Beach boardwalk, just a short walk from restaurants, shops, and the weekly farmer's market, offering a convenient and lively location. It has received excellent ratings for location, cleanliness, and overall experience. The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the spacious kitchen, outdoor patio with fire pit, and direct beach access, perfect for a relaxing and enjoyable stay.
Chesapeake Beach, MD
14/10 – 26/10
£240/nightTotal: £2880 (12 )
Bayfront Boardwalk Condo W Sunrise Views
2 4
house , North Beach
This beachfront property in North Beach offers direct beach access, a two-minute walk from the beach and 43km from Addison Road-Seat Pleasant. This 93 square metre house sleeps up to six guests, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a patio with stunning sea views.
9.8 21 reviews
Chesapeake Beach, MD
14/10 – 26/10
£102/nightTotal: £1224 (12 )
The Cozy Crab- Your Charming Haven In Lovely North Beach!
1 4
apartment , Chesapeake Beach
The Cozy Crab apartment is situated in Calvert County, Maryland, a short drive from attractions such as the Rod 'n' Reel Charter Fishing and Fridays Creek Winery. This one-bedroom, one-bathroom self-catering flat sleeps four guests and features a fully equipped kitchen with appliances including a fridge, microwave, and dishwasher, plus air conditioning, a garden, and parking.
Best family friendly Chesapeake Beach, MD lodging
Among the 4 accommodations in Chesapeake Beach, MD, here are the 4 best for families
10 20 reviews
Chesapeake Beach, MD
14/10 – 26/10
£194/nightTotal: £2328 (12 )
Walk To Beach! King Bed & Free Beach Passes
3 4
apartment , North Beach
This three-bedroom apartment is located in North Beach, a short 1.9km walk from the beach, boardwalk, restaurants, and children's play areas. It's also a 5.6km drive from Herrington Harbor, offering a peaceful escape in a quiet neighbourhood. The apartment has received excellent user ratings and is perfect for families or groups of up to six guests. The apartment offers a spacious 104 square metres of living space and is equipped with everything you need for a comfortable stay. It boasts a fully equipped kitchen, a garden with a deck, a dedicated workspace, and family-friendly amenities like a pack-n-play, a booster seat, and beach chairs.
10 90 reviews
Chesapeake Beach, MD
12/07 – 18/07
£367/nightTotal: £2202 (6 )
Charming 4bdrm 3bath House 2king Beds 1queen& Bunk
1 2
apartment , Chesapeake Beach
This 4-bedroom house is conveniently located in Chesapeake Beach, Maryland, just 4 kilometres from Herrington on the Bay and North Beach, and 3 kilometres from the Chesapeake Beach boat docks and Rod 'N' Reel Resort. The property has received excellent ratings for location, cleanliness and overall user experience. This split-level home is ideal for families or groups of friends, with a capacity of 9 guests and features three full bathrooms. The house is equipped with modern amenities such as Wi-Fi, cable TV, a smart TV and a Blu-ray player, as well as a fully equipped kitchen with a dishwasher and a large deck for outdoor dining.
Chesapeake Beach, MD
14/10 – 26/10
£184/nightTotal: £2208 (12 )
Judy's Beach Cottage
1 4
apartment , North Beach
This newly furnished coastal cottage in North Beach is situated 200 metres from the ocean and 100 metres from the town centre's main dining, bar, and shopping areas. This family-friendly apartment offers three bedrooms, two bathrooms, and accommodates up to ten guests with amenities including a microwave, dishwasher, and air conditioning, plus a garden and a pack n' play for younger children.
9.7 217 reviews
Chesapeake Beach, MD
14/10 – 26/10
£231/nightTotal: £2772 (12 )
Warm Home Overlooking The Chesapeake Bay
3 4
apartment , North Beach
This three-bedroom apartment in North Beach, Maryland, is located just 72 kilometres from Washington D.C. and offers stunning views of the Chesapeake Bay. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The apartment has a spacious and comfortable layout, ideal for families or groups of up to eight people. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, internet access, and a garage perfect for entertainment.
Browse Places to Stay with a Pool in Chesapeake Beach, MD
Every accommodation in Chesapeake Beach, MD includes a pool, so a proper swim in the heart of the city is always on the cards.
8.6 1686 reviews
Chesapeake Beach, MD
27/06 – 04/07
£214/nightTotal: £1498 (7 )
Rod 'N' Reel Resort
1 2
resort , Chesapeake Beach
Rod 'N' Reel Resort is situated on the Chesapeake Bay, a short drive from North Beach and Twin Shields Golf Club, making it a convenient base for exploring the area. The resort enjoys excellent ratings for its location, cleanliness, and overall experience. The resort offers a range of accommodation options, including rooms with balconies and water views. Guests can enjoy a variety of amenities, including a swimming pool, fitness centre, spa, and on-site dining options, as well as activities like fishing charters and casino entertainment.
9.8 130 reviews
Chesapeake Beach, MD
27/06 – 04/07
£235/nightTotal: £1645 (7 )
Patuxent River View
2 2
house , Dunkirk
This Dunkirk guest house is situated near North Beach, Maryland, approximately 65km from Washington D.C., offering easy access to Annapolis, Baltimore, and Solomons Island. This 84 square metre self-catering property features two bedrooms, one bathroom, a fully equipped kitchen, and a swimming pool, sleeping up to four guests and providing a comfortable stay with free Wi-Fi and spectacular views.
Chesapeake Beach, MD
27/06 – 04/07
£966/nightTotal: £6762 (7 )
Villamour: Riverside Garden Estate
4 5
house , Aquasco
This charming house is located in Southern Maryland, just 64 kilometres from Washington D.C., on the scenic Patuxent River. The property offers a unique blend of French villa inspiration and modern comfort, providing a tranquil escape for travellers seeking a luxurious getaway. This beautiful four-bedroom, two-bathroom property can comfortably accommodate up to eight guests. Guests can enjoy a range of amenities, including a heated indoor pool and jacuzzi, a spacious kitchen perfect for entertaining, a private dock, and a caretaker available on-site for any assistance.
10 51 reviews
Chesapeake Beach, MD
27/06 – 04/07
£236/nightTotal: £1652 (7 )
Relaxing, Peaceful House In Calvert County, Md Close To Beach Towns And Dc.
2 2
cottage , Dunkirk
This charming cottage is situated just a short distance from Fridays Creek Winery and the Patuxent River, offering a peaceful escape in the heart of Dunkirk, Maryland. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a relaxing getaway. The cottage spans 84 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private outdoor pool, barbecue grills, and a spacious garden, as well as the convenience of a fully equipped kitchen, free Wi-Fi and a private patio.
Frequently asked questions about accommodations in Chesapeake Beach, MD
What outdoor activities can visitors enjoy in and around Chesapeake Beach, MD?
Chesapeake Beach is perfect for outdoor activities! You can spend the day fishing, swimming, or kayaking in the bay. If you're feeling adventurous, try out the hiking trails at the Calvert Cliffs State Park, just a short drive away.
What are the best places to stay in Chesapeake Beach, MD?
When is the ideal time to plan a trip to Chesapeake Beach, MD?
The best time to visit Chesapeake Beach is during the summer months, from June to August, when the weather is warm and sunny. You can enjoy all the outdoor activities and the town is buzzing with activity.
What are the best places to stay with a pool in Chesapeake Beach, MD?
What are the best walking or cycling routes in Chesapeake Beach, MD?
The Chesapeake Beach Waterfront Trail is a great option for a leisurely stroll or bike ride. It runs along the waterfront and offers stunning views of the bay. You can also try the Bayside Trail, which goes through the town's historic district.
What are the best places to stay with a jacuzzi in Chesapeake Beach, MD?
What nearby towns or cities can be explored from Chesapeake Beach, MD?
You can easily make a day trip to Annapolis, the state capital, which is about 40 km away. It's a charming city with lots of history and culture. If you're looking for a beach getaway, you can also head to Ocean City, which is about 100 km away. But for a more laid-back vibe, you can explore the quaint town of St. Michaels, about 50 km away. It's known for its beautiful waterfront and charming shops.
What are the best places to stay for families and kids in Chesapeake Beach, MD?
What amenities can travelers expect from accommodations in Chesapeake Beach, MD?
Chesapeake Beach has a range of accommodation options, from budget-friendly motels to luxurious waterfront resorts. You can find options with pools, restaurants, and even spas. Most accommodations offer free Wi-Fi and parking.
What are the best pet friendly places to stay in Chesapeake Beach, MD?
Best Chesapeake Beach, MD accommodations with a garden
9.8 42 reviews
Chesapeake Beach, MD
04/09 – 13/09
£274/nightTotal: £2466 (9 )
Bayfront Boardwalk Condo W/ Sunrise Views
1 4
apartment , North Beach
This North Beach apartment is located directly on the boardwalk, just a short walk from the beach and local restaurants. It has received excellent ratings for its cleanliness, location, and overall experience. The self-catering apartment has two bedrooms and one bathroom, sleeping up to six guests. Guests can enjoy a well-equipped kitchen, a private patio with bay views, free beach passes, and dedicated parking.
10 7 reviews
Chesapeake Beach, MD
12/07 – 18/07
£317/nightTotal: £1902 (6 )
Rising Sun Cottage 3bed 3 Bathroom W/ Beach Views!
1 2
apartment , Chesapeake Beach
This waterfront property in Chesapeake Beach offers direct bay access and panoramic views, situated in a tranquil district. This spacious three-level holiday home accommodates six guests, featuring a gourmet kitchen, a screened porch for enjoying sunrises, and a unique spiral staircase leading to an upstairs great room with expansive Chesapeake Bay vistas.
10 8 reviews
Chesapeake Beach, MD
17/07 – 20/07
£452/nightTotal: £1356 (3 )
Summer Breeze Family Retreat | North Beach
1 2
apartment , North Beach
This spacious 2,700+ sq ft apartment in North Beach is situated just four blocks from the waterfront and boardwalk, placing you within a 10-minute walk of the beach, shops, restaurants, and breweries, with a private two-car driveway offering rare convenience in this walkable community. This four-bedroom, four-and-a-half-bathroom residence accommodates up to eight guests, featuring two primary suites, an upper-level bonus room, a rear deck for outdoor enjoyment, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, all supported by air conditioning and internet.
10 1 review
Chesapeake Beach, MD
14/10 – 26/10
£783/nightTotal: £9396 (12 )
North Beach Bayview Retreat With Bay Views
4 4
apartment , North Beach
This four-storey apartment in North Beach offers bay views and is a short 360-metre walk to the pier, shops, and dining, with Franklin Point State Park and Merkle Wildlife Sanctuary also nearby. This 344 square metre property accommodates up to 13 guests, featuring four bedrooms, a dedicated games room, three decks with outdoor seating, and is conveniently located for attractions such as Chesapeake Beach Water Park and Rod n Reel Charter Fishing.
Best Chesapeake Beach, MD accommodations with a kitchen
9.7 6 reviews
Chesapeake Beach, MD
04/09 – 13/09
£245/nightTotal: £2205 (9 )
Waterfront On The North Beach Boardwalk
1 4
apartment , North Beach
This two-bedroom flat offers a prime waterfront position on the North Beach boardwalk, directly overlooking the Chesapeake Bay and placing you steps from the beach, restaurants, and local event venues. This apartment accommodates up to four guests and features a kitchen with a fridge and microwave, air conditioning, garden access, parking, and is ideally situated for fishing, kayaking, and biking.
10 10 reviews
Chesapeake Beach, MD
14/10 – 26/10
£230/nightTotal: £2760 (12 )
Unbelievable Beach Views For 6
3 4
apartment , North Beach
This beachfront apartment in North Beach town centre is less than 1.6km from the Bayside History Museum and Chesapeake Beach Water Park, and within 3.2km of Rod n Reel Charter Fishing and the Chesapeake Beach Railway Museum. The two-bedroom flat, sleeping up to six guests, offers a fully equipped kitchen, free Wi-Fi, on-site parking, and a terrace; enjoy easy access to the elevator and explore the nearby attractions.
Chesapeake Beach, MD
14/10 – 26/10
£139/nightTotal: £1668 (12 )
The Cozy Crab - Your Charming Haven In North Beach
1 4
house , North Beach
This detached property is located in North Beach, a short drive from the Boardwalk, offering access to bay views, shops, and restaurants. This detached house accommodates four guests, featuring air conditioning, a garden, a patio, and a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, ideal for exploring nearby kayaking and paddleboarding opportunities.
10 12 reviews
Chesapeake Beach, MD
12/07 – 18/07
£149/nightTotal: £894 (6 )
Brookeside Tuckaway / Free Beach Passes
1 2
apartment , Chesapeake Beach
This Chesapeake Beach apartment, situated above a garage a short distance from casinos, water parks, and beaches, offers easy access to Southern Maryland, Washington D.C., Baltimore, and Annapolis. The self-contained unit sleeps five, boasting a queen bed, queen-size sofa bed, and a single cot, along with a fully equipped kitchen, in-unit laundry, and two private outdoor seating areas; free beach access with equipment is available from June to September.