Chesapeake Bay Loft Retreat, Walk To Water, Sleeps 2, 20 Min To Annapolis
1 2
apartment , Deale
This waterfront flat is situated in Deale, Maryland, just 9.6km from Franklin Point State Park, Shadyside Park, and Captain Avery Museum, and 14.5km from Galesville Heritage Museum and Sand Point Marsh. The property is highly rated by guests, receiving a "very good" user rating. The apartment offers a comfortable 56 square metre space, ideal for up to 4 guests. You'll find a fully equipped kitchen, a private balcony, free Wi-Fi, and a garden, perfect for enjoying the beautiful surroundings.
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.
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.
Chesapeake Beach, MD
27/06 – 04/07
£226/nighttotal: £1582 (7 )
Chesapeake Bay Views • Sleeps 8 • Walk To Beach
3 2
apartment , Chesapeake Beach
This Chesapeake Beach holiday let offers direct views of the Chesapeake Bay, situated just 200 metres from a private community beach, with Breezy Point Beach a few minutes away and North Beach a 10-kilometre drive. This family-friendly apartment sleeps eight across three bedrooms, featuring two king-size rooms and a third with two double beds, boasting a fully equipped kitchen, Wi-Fi, air conditioning, a garden, parking for three vehicles, and opportunities for beachcombing and fossil hunting.
10 2 reviews
Chesapeake Beach, MD
14/10 – 26/10
£352/nighttotal: £4224 (12 )
Coastal Escape Near North Beach
4 4
apartment , North Beach
This spacious 241.5 square metre flat is located in North Beach, a walkable beach community, just 640 metres from the waterfront, boardwalk, shops, restaurants and breweries. This four-bedroom, five-bathroom property accommodates eight guests and features two primary suites, a bonus room, a rear deck, and a private two-car driveway, with nearby attractions including the Bayside History Museum and Chesapeake Beach Railway Museum.
9.9 77 reviews
Chesapeake Beach, MD
14/10 – 26/10
£456/nighttotal: £5472 (12 )
Beachfront Paradise | Walk To Restaurants & Shops
3 4
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.
9.7 190 reviews
Chesapeake Beach, MD
04/09 – 13/09
£183/nighttotal: £1647 (9 )
Full House Rental In Twin Beach. 1 Bk From The Bay
2 4
apartment , North Beach
This charming North Beach cottage is located just a block from the Chesapeake Bay and North Beach boardwalk, offering easy access to the water and the town's attractions. It has consistently received 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 with a fridge, microwave oven, and dishwasher, as well as air conditioning, parking, and complimentary beach passes.
9.0 2 reviews
Chesapeake Beach, MD
28/06 – 09/07
£183/nighttotal: £2013 (11 )
Bay Front Beach Access Guest Loft
1 2
house , Deale
This private loft apartment in Deale is situated in a quiet waterfront neighbourhood, offering convenient access to Annapolis, and is within a 50-kilometre drive of the DC and Baltimore metropolitan areas. This accommodation, suitable for two guests, features a bedroom, bathroom, kitchen, and living room, with air conditioning, internet, and a shared laundry room available.
9.9 86 reviews
Chesapeake Beach, MD
14/10 – 26/10
£263/nighttotal: £3156 (12 )
Cozy Waterfront Cottage - Pet Friendly
1 4
apartment , North Beach
This North Beach waterfront holiday home boasts stunning sunrise and moonrise views over the boardwalk, within easy walking distance of restaurants and nightlife. Sleeping five guests comfortably, the two-bedroom property features two queen beds and a convertible twin daybed, a fully equipped kitchen including dishwasher, air conditioning, private parking, and includes beach passes, umbrella, and chairs; nearby spa and charter fishing opportunities in Chesapeake Beach are also easily accessible.
9.8 67 reviews
Chesapeake Beach, MD
20/07 – 24/07
£294/nighttotal: £1176 (4 )
Large Bungalow 2 Blocks To Beach
1 6
apartment , North Beach
This North Beach apartment is just 2 blocks from the beach and a 45-minute drive from Washington D.C., offering easy access to the sand and surf, as well as the charm of the North Beach neighbourhood. The property has consistently received excellent user ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom home comfortably accommodates up to six guests, making it ideal for families or groups of friends. The apartment offers a fully equipped kitchen, private parking, a fenced-in yard, and a beach pass with gear, ensuring a comfortable and enjoyable stay.
9.4 15 reviews
Chesapeake Beach, MD
04/09 – 13/09
£391/nighttotal: £3519 (9 )
Bayfront Maryland Retreat W/ Deck, Near Beaches!
3 4
apartment , North Beach
This waterfront property in North Beach, Maryland is situated within 4.8 kilometres of the Bayside History Museum, Chesapeake Beach Water Park, and Rod n Reel Charter Fishing, and 4 kilometres from the Chesapeake Beach Railway Museum. This four-bedroom, two-bathroom holiday home boasts 121 square metres of living space, sleeping up to eight guests and offering a fully equipped kitchen, private patio, spa, parking and free Wi-Fi.
10 2 reviews
Chesapeake Beach, MD
04/09 – 13/09
£356/nighttotal: £3204 (9 )
The North Beach Retreat House
3 4
apartment , North Beach
The North Beach Retreat House is situated in North Beach, Maryland, a short drive from Chesapeake Beach Water Park and the Chesapeake Beach Railway Museum. This three-bedroom, three-bathroom property, sleeping up to nine guests, offers free Wi-Fi, air conditioning, and in-house laundry facilities within its 0.001 square kilometre floor area, and is close to Rod 'n' Reel Charter Fishing and Fridays Creek Winery.
Best family friendly Chesapeake Beach, MD lodging
Among the 4 accommodations in Chesapeake Beach, MD, here are the 4 best for families
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.
9.6 32 reviews
Chesapeake Beach, MD
04/09 – 13/09
£614/nighttotal: £5526 (9 )
The Bachelorette
1 4
apartment , North Beach
This spacious apartment is located in North Beach, offering stunning views of the Chesapeake Bay. It has been highly rated by previous guests for its cleanliness, location, and overall experience. The apartment is ideal for groups of up to eight people, with five bedrooms and four bathrooms. It comes with a fully equipped kitchen, air conditioning, a garden, and parking, as well as access to a range of water activities and attractions in the surrounding area.
9.8 43 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 52 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.
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.
Chesapeake Beach, MD
27/06 – 04/07
£966/nighttotal: £6762 (7 )
Villamour: Riverside Garden Estate
4 2
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.
8.6 1686 reviews
Chesapeake Beach, MD
27/06 – 04/07
£739/nighttotal: £5173 (7 )
Rod 'N' Reel Resort
3 5
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.
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
10 12 reviews
Chesapeake Beach, MD
28/06 – 09/07
£148/nighttotal: £1628 (11 )
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.
9.8 9 reviews
Chesapeake Beach, MD
14/10 – 26/10
£219/nighttotal: £2628 (12 )
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.
9.8 23 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 , North 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.
10 12 reviews
Chesapeake Beach, MD
27/06 – 04/07
£345/nighttotal: £2415 (7 )
2 Blocks From Bay! Community Beach! Boat Launch! Kayak! Hike! Fossil Hunt!
4 2
apartment , Prince Frederick
This Prince Frederick holiday home is situated within 9.6km of CSA Park, Calvert Historical Society Park, and Fox Run Centre, offering easy access to local attractions. This spacious 162 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a private garden, swimming pool, spa, and barbecue facilities, alongside free Wi-Fi.
Best Chesapeake Beach, MD accommodations with a kitchen
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.
9.7 58 reviews
Chesapeake Beach, MD
04/09 – 13/09
£876/nighttotal: £7884 (9 )
Bayviews
1 4
apartment , North Beach
This four-bedroom apartment is situated in North Beach, just a short walk from the waterfront and the bustling city centre. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers. The spacious home has two bathrooms and can accommodate up to eight guests. This North Beach apartment comes with a range of amenities, including a garden, parking, air conditioning, and internet access, as well as a kitchen equipped with a fridge. Guests can also enjoy the three decks, offering stunning bay views and perfect for relaxing or entertaining.
10 6 reviews
Chesapeake Beach, MD
04/09 – 13/09
£764/nighttotal: £6876 (9 )
Bayview, Walk To Beach & Boardwalk Perfect Getaway
1 4
apartment , North Beach
This spacious three-storey apartment in North Beach is a short walk from the North Beach Boardwalk, offering easy access to shops and restaurants. Sleeping up to 13 guests, the property boasts four bedrooms (two with bunk beds), two bathrooms, a game room, three decks with bay views, and amenities including a fridge, microwave, dishwasher, air conditioning, internet access, a garden, and parking.