Places to stay in Chesapeake Beach, MD

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Chesapeake Beach, MD place to stay
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12 Best places to stay in Chesapeake Beach, MD

Top-Rated Places to Stay in the Old Town of Chesapeake Beach, MD

Stay close to popular urban landmarks with central lodging in Chesapeake Beach, MD, perfect for easy walking tours.

Full House Rental In Twin Beach. 1 Bk From The Bay - Chesapeake Beach, MD
9.7 198 reviews

Full House Rental In Twin Beach. 1 Bk From The Bay

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.
Beachfront Paradise | Walk To Restaurants & Shops - Chesapeake Beach, MD
9.9 87 reviews

Beachfront Paradise | Walk To Restaurants & Shops

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.
Charming Beach Cottage Near Cafés & Shops - Chesapeake Beach, MD
10 4 reviews

Charming Beach Cottage Near Cafés & Shops

cottage, North Beach
This North Beach holiday home is situated a short distance from the Bayside History Museum (a five-minute walk), Chesapeake Beach Water Park (a three-minute drive, approximately 1.6km), Breezy Point Beach (a fifteen-minute drive, approximately 10km), and the Patuxent River (a twenty-two-minute drive, approximately 14km).
The two-bedroom, two-bathroom property sleeps six guests and includes Wi-Fi, air conditioning, in-house laundry facilities, and essential amenities; nearby attractions include Merkle Wildlife Sanctuary and Jug Bay Wetlands Sanctuary.
Waterfront On The North Beach Boardwalk - Chesapeake Beach, MD
9.8 24 reviews

Waterfront On The North Beach Boardwalk

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.

Best family friendly Chesapeake Beach, MD lodging

Among the 9 accommodations in Chesapeake Beach, MD, here are the 4 best for families

The Bachelorette - Chesapeake Beach, MD
9.6 36 reviews

The Bachelorette

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.
The Mermaid Cottage | Walk To Beach | Pet Friendly - Chesapeake Beach, MD
10 22 reviews

The Mermaid Cottage | Walk To Beach | Pet Friendly

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.
Calvert Cottage W/ Beach Passes - Chesapeake Beach, MD
10 1 review

Calvert Cottage W/ Beach Passes

apartment, North Beach
Calvert Cottage is a two-bedroom holiday let in North Beach, Maryland, located near Rod n Reel Charter Fishing and Fridays Creek Winery, with Chesapeake Beach Water Park and the Chesapeake Beach Railway Museum also close by.
This cosy rental, spanning 780 square meters, offers accommodation for up to four guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, internet, and parking, and allows pets for an additional daily fee.
Osprey's Perch - Chesapeake Beach, MD
9.9 77 reviews

Osprey's Perch

apartment, North Beach
Osprey's Perch is a 3-bedroom house located in a peaceful neighbourhood in North Beach, just 800 metres from the beach. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The house comfortably accommodates up to 8 guests and includes a fully equipped kitchen, a private garden and off-street parking. Guests can enjoy modern amenities such as high-speed Wi-Fi, hypoallergenic bedding and access to the beach via provided passes.

Frequently asked questions about accommodations in Chesapeake Beach, MD

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Best Chesapeake Beach, MD accommodations with a kitchen

Walk To The Boardwalk From This Bay Beach House With Porch Tv And Firepit - Chesapeake Beach, MD
No reviews

Walk To The Boardwalk From This Bay Beach House With Porch Tv And Firepit

apartment, North Beach
This North Beach flat offers a prime location, a mere 100 metres from the Chesapeake Bay, providing convenient access to bay walks and activities, and is also within easy reach of the Bayside History Museum, Chesapeake Beach Water Park and Phillips Wharf Environmental Centre.
This family-friendly apartment accommodates up to eight guests across four bedrooms and two bathrooms, boasting a fully equipped kitchen, air conditioning, on-site parking, a smart TV, a DVD player, and outdoor amenities including a fire pit and barbecue for enjoying the natural surroundings.
Waterfront Lux Cottage With Amazing Views Near Dc - Chesapeake Beach, MD
9.6 9 reviews

Waterfront Lux Cottage With Amazing Views Near Dc

apartment, North Beach
This North Beach waterfront holiday home is situated near Chesapeake Beach, Maryland, offering easy access to the Bayside History Museum and Chesapeake Beach Railway Museum, and is approximately 60km from Washington, D.C.
The two-bedroom, two-bathroom property sleeps six guests and boasts direct Chesapeake Bay access, ideal for boating and fishing, with a kitchen and all necessary sleeping accommodations.
Maple Treehouse In Maryland - Chesapeake Beach, MD
9.4 54 reviews

Maple Treehouse In Maryland

apartment, Friendship
This Friendship lakeside holiday home boasts three bedrooms, one bathroom, and sleeps six, offering easy access to local attractions.
The 600 sq ft (56 sq m) property features a spacious deck with a fire table, open-plan kitchen-diner, family room, and a large garden, complete with children's toys and games.
Plum Point Cottage #14 - Chesapeake Beach, MD
9.8 9 reviews

Plum Point Cottage #14

apartment, Chesapeake Beach
This Huntingtown holiday home is situated a short drive from the Chesapeake Beach Railway Museum (approx. 19km) and Breezy Point Beach (approx. 26km).
The 93 square metre property offers two bedrooms, one bathroom, a fully equipped kitchen with fridge and cooktop, air conditioning, on-site parking, and a terrace; enjoy nearby attractions such as Rod 'n' Reel Charter Fishing and the Merkle Wildlife Sanctuary.

Best Chesapeake Beach, MD accommodations with parking

Bayviews - Chesapeake Beach, MD
9.7 62 reviews

Bayviews

house, 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.
Modern Bay Home A Few Blocks From Boardwalk - Chesapeake Beach, MD
10 20 reviews

Modern Bay Home A Few Blocks From Boardwalk

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.
Windows To The Sea - Chesapeake Beach, MD
No reviews

Windows To The Sea

apartment, Chesapeake Beach
This spacious five-bedroom, three-bathroom flat in Chesapeake Beach offers exclusive private beach access, just 15 steps from your door, and is a mere 1.9 kilometres from local restaurants and shops.
This accommodation for up to 12 guests boasts a large kitchen with a 12-seat dining table and eight bar seats, alongside numerous decks, on-site recreational facilities including basketball and pickleball, and opportunities for shark tooth hunting and water activities.
The Blue Crab Beach House - Free Beach Passes - Chesapeake Beach, MD
9.9 85 reviews

The Blue Crab Beach House - Free Beach Passes

apartment, North Beach
The Blue Crab Beach House, a recently refurbished two-bedroom holiday home on 7th Street in North Beach, offers easy walking access to the beach, North Beach Boardwalk, local restaurants and shops, and Herrington Harbour South.
This pet-friendly self-catering property sleeps four, boasting a fully equipped kitchen with dishwasher and freezer, a garden, air conditioning, free Wi-Fi, and provides beach passes, linens, chairs, and towels; self check-in via automatic door code is available.

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.

Luxe Private Waterfront Retreat With Pool, Hot Tub And Game Room For Family Fun - Chesapeake Beach, MD
10 42 reviews

Luxe Private Waterfront Retreat With Pool, Hot Tub And Game Room For Family Fun

apartment, Deale
Rod 'N' Reel Resort - Chesapeake Beach, MD
8.6 1670 reviews

Rod 'N' Reel Resort

resort, Chesapeake Beach
Luxe Waterfront Retreat W Pool, Hot Tub, Game Den - Chesapeake Beach, MD
10 10 reviews

Luxe Waterfront Retreat W Pool, Hot Tub, Game Den

apartment, Deale
Stunning North Beach Getaway W/ 
Inground Pool - Chesapeake Beach, MD
10 36 reviews

Stunning North Beach Getaway W/ Inground Pool

apartment, North Beach

Top-Rated Places to Stay with a Hot Tub in Chesapeake Beach, MD

Private hot tub access after a day in the city is one of those details that makes a trip to Chesapeake Beach, MD truly memorable.

The North Beach Retreat House - Chesapeake Beach, MD
10 5 reviews

The North Beach Retreat House

apartment, North Beach
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