Best apartment offers in Chesapeake Bay

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Chesapeake Bay apartments
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5236 Holiday apartments in Chesapeake Bay

Best family friendly Chesapeake Bay Holiday Apartments

Among the 5236 accommodations in Chesapeake Bay, here are the 4 best family friendly holiday apartments

"Hightidetranquility" Beach Wbbq - Chesapeake Bay
10 42 reviews
Chesapeake Bay
30/07 – 05/08
A$432/nighttotal: A$2592 (6 )

"Hightidetranquility" Beach Wbbq

1 6
apartment , Calvert Beach
This apartment is located in Calvert Beach, a short 5-minute walk from a private community beach with a pavilion, playground, basketball court, and BBQ area. The property enjoys excellent user, location, and cleanliness ratings.
The apartment can accommodate up to 6 guests and features a spacious living room, sunroom, and game room. Guests can enjoy free Wi-Fi, a washer and dryer, central heating and air conditioning, and a fully equipped kitchen with stainless steel appliances, as well as a kayak for exploring the local waterways.
The Blue Crab Beach House - Free Beach Passes - Chesapeake Bay
10 86 reviews
Chesapeake Bay
29/08 – 05/09
A$326/nighttotal: A$2282 (7 )

The Blue Crab Beach House - Free Beach Passes

2 2
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.
3br Hampton Roads Home  Close To Orf Airport - Chesapeake Bay
9.9 159 reviews
Chesapeake Bay
01/10 – 05/10
A$373/nighttotal: A$1492 (4 )

3br Hampton Roads Home Close To Orf Airport

3 3
apartment , Norfolk
This Norfolk holiday home is situated 0.3 km from the Norfolk Botanical Garden and 4.3 km from Norfolk's beaches, offering easy access to local attractions.
Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, including a dishwasher, in-unit laundry, and amenities such as a Smart TV and WiFi; a garden and parking are also provided.
* Beautiful Oasis W/ No Detail Spared * - Chesapeake Bay
9.8 53 reviews
Chesapeake Bay
23/08 – 28/08
A$196/nighttotal: A$980 (5 )

* Beautiful Oasis W/ No Detail Spared *

1 2
apartment , Lutherville
This waterfront property in Lutherville-Timonium, Maryland, is situated within 4.8 kilometres of Towson Town Centre, Greenspring Station, and Goucher College.
The one-bedroom, one-bathroom house sleeps four guests and offers a fully equipped kitchen, patio, garden, free Wi-Fi, and parking; water activities are possible due to its waterfront location.

Best Holiday Apartments in Chesapeake Bay with a pool

Among the 5236 accommodations in Chesapeake Bay, here are the 4 best apartments with a pool

Luxurious 3 Bedroom Condo Sleeps 8! Brand New Full Size Washer And Dryer..!! - Chesapeake Bay
9.8 137 reviews
Chesapeake Bay
23/08 – 28/08
A$830/nighttotal: A$4150 (5 )

Luxurious 3 Bedroom Condo Sleeps 8! Brand New Full Size Washer And Dryer..!!

3 2
apartment , Williamsburg
This 3-bedroom house is located in the Kingsmill Resort community, just 5km from Busch Gardens and a short drive from other attractions like Water Country USA, Colonial Williamsburg, Jamestown, and Yorktown. The property enjoys excellent ratings for location, cleanliness, and user experience.
The house spans 149 square metres and comfortably sleeps 8 guests. It offers a fully equipped kitchen, a washer and dryer, a swimming pool, a terrace, parking, and access to tennis courts, playgrounds, and walking paths in the community.
Bay View Bungalow By The Pier - Chesapeake Bay
8.0 21 reviews
Chesapeake Bay
30/07 – 05/08
A$795/nighttotal: A$4770 (6 )

Bay View Bungalow By The Pier

4 6
apartment , Norfolk
This Norfolk holiday home is situated in Willoughby Spit, just a short walk from Sarah Constant Shrine Beach and Oceanview Fishing Pier, with Norfolk Beaches and Ocean View Beach within a 15-minute drive. The property has received very good user ratings, making it a popular choice for families and groups.
The four-bedroom property offers 274 square metres of living space and can accommodate up to 10 guests. It includes a private pool, a fenced garden, a terrace, a fully equipped kitchen with dishwasher, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay for all.
Coastal Elegance Meets Small Town Charm - Chesapeake Bay
10 47 reviews
Chesapeake Bay
23/08 – 28/08
A$1165/nighttotal: A$5825 (5 )

Coastal Elegance Meets Small Town Charm

4 2
apartment , Cape Charles
This four-bedroom apartment is situated in the private Marina Village neighbourhood of Bay Creek, just 0.8 kilometres from the historic town of Cape Charles. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 279 square metres and comfortably accommodates nine guests. It offers a range of amenities, including a private beach, a pool, tennis courts, a fully equipped kitchen, and multiple outdoor spaces, making it an ideal choice for families or groups looking for a relaxing and enjoyable stay.
Hiddenparadise In Scenic Community, Mins To Attractions & Waterfront. Sleeps 9 - Chesapeake Bay
8.6 11 reviews
Chesapeake Bay
30/07 – 05/08
A$997/nighttotal: A$5982 (6 )

Hiddenparadise In Scenic Community, Mins To Attractions & Waterfront. Sleeps 9

5 6
apartment , Riviera Beach
This spacious apartment is located in Glen Burnie, Maryland, just 15 minutes from Baltimore Washington International Airport and within easy reach of Baltimore's attractions, including the National Aquarium and M&T Stadium. The property has received very good user ratings, indicating a high level of satisfaction from previous guests.
This five-bedroom home with four bathrooms spans 214 square metres and can comfortably accommodate nine guests. It features a fully equipped kitchen, multiple TVs, a PS5 and a PS3, a private garden, a swimming pool, a jacuzzi, a terrace, and parking, making it ideal for families or groups seeking a relaxing and enjoyable stay.

Frequently asked questions about apartment rentals in Chesapeake Bay

  • What are the must-see attractions for a 2 days stay in Baie de Chesapeake?

    For a two-day trip, you should definitely visit the Chesapeake Bay Maritime Museum in St. Michaels. It's a great place to learn about the history of the Bay. You could also take a day trip to Annapolis, the state capital, and explore its historic district and Naval Academy.
  • What are the best apartments in Chesapeake Bay?

  • Which neighborhoods in Baie de Chesapeake are best for renting an apartment?

    It really depends on what you're looking for. If you want to be close to the action, Annapolis is a good choice. But if you prefer a quieter, more relaxed atmosphere, you might want to consider St. Michaels or Easton. There are also some great waterfront communities on the Eastern Shore, like Ocean City and Rehoboth Beach.
  • What are the best apartments with a pool in Chesapeake Bay?

  • What are the top cultural and historical sites in Baie de Chesapeake?

    There are many! The Chesapeake Bay Maritime Museum in St. Michaels is a must-see. You could also visit the National Museum of the American Sailor in Annapolis, or the Harriet Tubman Underground Railroad Byway, which runs through several towns on the Eastern Shore.
  • What are the best apartments with a jacuzzi in Chesapeake Bay?

  • What makes Baie de Chesapeake unique or famous?

    The Chesapeake Bay is known for its beautiful scenery, diverse wildlife, and rich history. It's also a popular destination for boating, fishing, and crabbing. The Bay is home to a variety of ecosystems, from salt marshes to forested islands. The Bay's unique geography and history have made it a special place for generations.
  • What are the best apartments for families and kids in Chesapeake Bay?

  • Where can you find the best local markets and street food in Baie de Chesapeake?

    There are lots of great places to find local produce and street food. The Easton Farmers' Market is a great option, and the Annapolis City Dock is a popular spot for seafood vendors. The Chesapeake Bay region is known for its blue crabs, oysters, and other seafood. You can also find plenty of local produce, like tomatoes, corn, and peaches.
  • What are the best pet friendly apartments in Chesapeake Bay?

    The best pet friendly apartments in Chesapeake Bay are Walk To Beach By Busch Gardens - Lovely Room, Dune Cottage Sea Suite and Lucy's Downtown Apartment.

  • How is the public transportation system in Baie de Chesapeake?

    Public transportation in the Chesapeake Bay region is limited. It's best to have a car if you want to explore the area. However, there are some bus routes in Annapolis and Baltimore. You can also find ferries that connect some of the islands and towns on the Bay.
  • What are the best apartments with parking in Chesapeake Bay?

  • Which seasonal events or festivals should apartment renters look forward to in Baie de Chesapeake?

    There are many festivals throughout the year! The Annapolis Maritime Festival is a big one, and the St. Michaels Crab & Maritime Festival is another popular event. There are also many smaller festivals and events happening all over the Bay.
  • What amenities are typically included in apartments in Baie de Chesapeake?

    Apartments in the Chesapeake Bay region vary in amenities. Many include basic appliances like a refrigerator, stove, and oven. Some might also offer laundry facilities, parking, and a swimming pool. It really depends on the specific apartment complex and location.
  • What leisure activities are available for relaxation in Baie de Chesapeake?

    The Chesapeake Bay is a great place to relax and enjoy the outdoors. You can go boating, fishing, crabbing, kayaking, or swimming. You can also go hiking, biking, or birdwatching. There are also many parks and beaches in the area.

Destinations nearby

Best Chesapeake Bay holiday apartments with air conditioning

Serene Townhome Minutes Away From Christiana Mall, De Race Park And Univ. Of De - Chesapeake Bay
9.7 74 reviews
Chesapeake Bay
20/07 – 27/07
A$327/nighttotal: A$2289 (7 )

Serene Townhome Minutes Away From Christiana Mall, De Race Park And Univ. Of De

3 4
apartment , Bear
This comfortable house is located in Newark, Delaware, just 5km from University Office Plaza Shopping Center and within 10km of the University of Delaware. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom property comfortably accommodates up to 6 guests. The house features a fully equipped kitchen, a relaxing patio, free Wi-Fi, and parking, making it ideal for families or groups of friends.
Modern And Cozy Home In Bel Air With A Home Office And Fireplace - Chesapeake Bay
10 10 reviews
Chesapeake Bay
14/10 – 18/10
A$377/nighttotal: A$1508 (4 )

Modern And Cozy Home In Bel Air With A Home Office And Fireplace

3 4
apartment , Riverside
This Bel Air holiday flat is situated 3 minutes by car from Cedar Lane Regional Park and 9 minutes by car from Belcamp Beach.
This 254 square metre apartment offers three bedrooms, two and a half bathrooms, a dining area with a fireplace, air conditioning, and complimentary Wi-Fi, sleeping up to five guests.
Fun And Open Space Near Everything - Pool Table, Hot Tub In Williamsburg - Chesapeake Bay
9.8 25 reviews
Chesapeake Bay
23/08 – 28/08
A$241/nighttotal: A$1205 (5 )

Fun And Open Space Near Everything - Pool Table, Hot Tub In Williamsburg

1 2
apartment , Williamsburg
This one-bedroom Williamsburg holiday home, sleeping four, is situated within 9.6km of Busch Gardens Williamsburg, Water Country USA, and Carter's Grove.
The property boasts a swimming pool, jacuzzi, and terrace, alongside a kitchenette equipped with a fridge and microwave, plus modern conveniences such as a Smart TV; nearby attractions include Pirate's Cove Adventure Golf and Kingsmill Beach, both within 9.6km.
Cottage With A View! - Chesapeake Bay
9.8 127 reviews
Chesapeake Bay
30/07 – 05/08
A$325/nighttotal: A$1950 (6 )

Cottage With A View!

1 6
apartment , Heathsville
This Heathsville cottage enjoys direct access to Cod Creek and the Potomac River, offering kayaking, paddle boarding, and fishing opportunities.
Sleeping six guests across three bedrooms, the property features a fully equipped kitchen with modern appliances, a laundry room, outdoor shower, high-speed internet, and private floating and stationary docks.

Best pet-friendly Chesapeake Bay holiday apartments

Among the 5236 accommodations in Chesapeake Bay, here are the 4 best pet friendly holiday apartments

St George`s Getaway W/ Firepit! - Chesapeake Bay
9.4 3 reviews
Chesapeake Bay
14/10 – 18/10
A$379/nighttotal: A$1516 (4 )

St George`s Getaway W/ Firepit!

3 4
apartment , Piney Point
This Piney Point flat is located near the beach, offering proximity to the Piney Point Lighthouse and Cecil's Old Mill.
This 1208 square meter dwelling accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully stocked kitchen, air conditioning, parking, and a backyard with a firepit, all within easy reach of local amenities and outdoor pursuits.
Deltaville 2br Retreat, Walk To Museum, Boat Parking - Chesapeake Bay
10 70 reviews
Chesapeake Bay
20/07 – 27/07
A$340/nighttotal: A$2380 (7 )

Deltaville 2br Retreat, Walk To Museum, Boat Parking

2 4
apartment , Deltaville
This Deltaville seaside house, a 10-minute walk from the Deltaville Maritime Museum, Holly Point Nature Park, and Deltaville Marina, and within 32 kilometres of White Stone Beach and the Middlesex County Museum, offers stunning waterfront views.
This 72-square-metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking.
Pet-friendly 2br- Near Beach, Bases, & Hospitals - Chesapeake Bay
9.4 27 reviews
Chesapeake Bay
29/08 – 05/09
A$249/nighttotal: A$1743 (7 )

Pet-friendly 2br- Near Beach, Bases, & Hospitals

2 2
apartment , Norfolk
This Bayview Norfolk holiday home is situated less than 3.2km from Norfolk Beaches, Ocean View Beach, and Sarah Constant Shrine Beach, and 3.4km from Oceanview Fishing Pier.
The two-bedroom property sleeps six, boasts a fully equipped kitchen including dishwasher, a terrace, garden, parking, and Wi-Fi, plus a family-friendly atmosphere.
Downtown Stay Near Harbor & Stadiums - Chesapeake Bay
Chesapeake Bay
20/07 – 27/07
A$297/nighttotal: A$2079 (7 )

Downtown Stay Near Harbor & Stadiums

1 4
apartment , Baltimore
This one-bedroom flat is located in downtown Baltimore, just 200 metres from the Convention Centre, Oriole Park at Camden Yards, and M&T Bank Stadium, placing you within easy reach of major sports venues and institutions.
This fully furnished apartment offers accommodation for up to four guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and complimentary indoor parking, all within walking distance of the National Aquarium and Baltimore Inner Harbor.
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