Apartments and Condos in Chesapeake Bay

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Chesapeake Bay apartments
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5236 Apartments or condos in Chesapeake Bay

Best family friendly Chesapeake Bay apartment rentals

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

Last Weeks Open! Waterfront Retreat W/ Pool, Hot Tub, Dock & Sand Beach - Chesapeake Bay
9.7 74 reviews
Chesapeake Bay
27/06 – 04/07
3064 ﺩ.ﺇ/nighttotal: 21448 ﺩ.ﺇ (7 )

Last Weeks Open! Waterfront Retreat W/ Pool, Hot Tub, Dock & Sand Beach

3 3
apartment , Irvington
This four-bedroom apartment is situated on the sandy shores of the Corrotoman River, a short distance from Irvington, Virginia, offering a tranquil escape from the hustle and bustle of city life. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 427 square metres and comfortably accommodates up to 12 guests. Enjoy a range of amenities including a private saltwater pool, hot tub, sandy beach, kayaks, paddleboards, a canoe, and a private dock for fishing and crabbing, all with stunning river views.
Family Beach House: Spacious Deck, Grill & Views - Chesapeake Bay
9.0 6 reviews
Chesapeake Bay
14/10 – 18/10
1408 ﺩ.ﺇ/nighttotal: 5632 ﺩ.ﺇ (4 )

Family Beach House: Spacious Deck, Grill & Views

4 4
apartment , Chesapeake Beach
This four-bedroom Chesapeake Beach house is located just a short walk from Breezy Point Beach and Campground, with easy access to both Annapolis and Washington D.C. within a short drive.
The 167 square metre property sleeps eight guests and features a spacious double deck with BBQ facilities, a screened porch, a fully-equipped kitchen, and a washer and dryer, making it an ideal choice for families looking for a comfortable and convenient beach retreat.
Waterfront 3br/3ba Getaway: Beach, Dock, Firepit! Amazing Sweeping Views! - Chesapeake Bay
9.7 127 reviews
Chesapeake Bay
30/07 – 03/08
1845 ﺩ.ﺇ/nighttotal: 7380 ﺩ.ﺇ (4 )

Waterfront 3br/3ba Getaway: Beach, Dock, Firepit! Amazing Sweeping Views!

3 10
apartment , Heathsville
This Heathsville beachfront property is situated within 3km of the Heathsville Farmers' Market and Rice's Hotel/Hughlett's Tavern, and approximately 12km from the Northern Neck Farm Museum.
This 186 square metre house boasts three bedrooms, three bathrooms, sleeps ten guests, and offers a fully equipped kitchen, private fenced yard, spa, and free WiFi, along with direct beach access and on-site barbecue grills and playground.
Kingsmill Condo On Golf Course 9th Fairway! Local Owner - Chesapeake Bay
9.8 451 reviews
Chesapeake Bay
30/07 – 05/08
1628 ﺩ.ﺇ/nighttotal: 9768 ﺩ.ﺇ (6 )

Kingsmill Condo On Golf Course 9th Fairway! Local Owner

2 6
apartment , Williamsburg
This Williamsburg apartment is located just 1.6 kilometers from Busch Gardens Williamsburg, a short drive from the popular theme park, and within walking distance of the Kingsmill Plantation Golf Course and Kingsmill Beach. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment is 130 square meters in size and is suitable for families, offering a comfortable and spacious living space. The apartment is equipped with a range of amenities, including a swimming pool, tennis court, and garden, providing plenty of opportunities for relaxation and recreation.

Best Chesapeake Bay apartments rentals with a pool

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

Skipjack House | An Esvr Property - Chesapeake Bay
Chesapeake Bay
02/07 – 05/07
3457 ﺩ.ﺇ/nighttotal: 10371 ﺩ.ﺇ (3 )

Skipjack House | An Esvr Property

3 2
apartment , Tilghman Island
This 3-bedroom, 2-bathroom holiday home in McDaniel, 1.8 kilometres from St. Michaels Museum and Avalon Theatre, offers a family-friendly stay on Tilghman Island with convenient access to local shops and galleries.
This property accommodates up to six guests and features a private deck with a propane grill, a fenced swimming pool open from May 15 to October 15, complimentary Wi-Fi, air conditioning, and bikes for exploring the area.
Charming 3-bedroom Townhome In The Sought After Estates In Williamsburg.\nno Pets - Chesapeake Bay
Chesapeake Bay
27/06 – 04/07
1502 ﺩ.ﺇ/nighttotal: 10514 ﺩ.ﺇ (7 )

Charming 3-bedroom Townhome In The Sought After Estates In Williamsburg.\nno Pets

3 3
apartment , Williamsburg
This townhome in Williamsburg offers immediate access to Water Country USA and is situated 7.2 kilometres from Busch Gardens Williamsburg, with Jamestown Settlement also a short drive away.
This spacious 3-bedroom accommodation, capable of hosting 10 guests, features two kitchens, a jetted bathtub, and on-site recreational facilities including a fitness centre and game room, making it ideal for exploring local attractions and theme parks.
Annapolis Garden Suite - Chesapeake Bay
10 16 reviews
Chesapeake Bay
14/10 – 18/10
1397 ﺩ.ﺇ/nighttotal: 5588 ﺩ.ﺇ (4 )

Annapolis Garden Suite

2 4
apartment , Annapolis
This garden apartment in Annapolis' Epping Forest district is situated on a quiet residential street, 7 kilometres from downtown attractions and 16 kilometres from the coast, with Baltimore 48 kilometres and Washington D.C. 56 kilometres away.
This pet-friendly accommodation offers 93 square metres of living space for up to four guests, featuring two bedrooms, a full kitchen with an oven and Nespresso machine, a dedicated office space, laundry facilities, two private entrances, and access to a shared swimming pool.
Eclectic Apartment- 2-4 Friends- Family Centered. Safe Neighborhood - Chesapeake Bay
10 5 reviews
Chesapeake Bay
29/08 – 05/09
562 ﺩ.ﺇ/nighttotal: 3934 ﺩ.ﺇ (7 )

Eclectic Apartment- 2-4 Friends- Family Centered. Safe Neighborhood

1 2
apartment , Gloucester Courthouse
This Gloucester Courthouse apartment, situated within 9.6km of Beaverdam Park and the Captain John Smith National Historic Trail, offers easy access to local attractions and Riverside Walter Reed Hospital.
The one-bedroom, one-bathroom flat sleeps four guests and boasts a private pool, private yard, and access to a swimming pool and parking; it's a smoke-free property.

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 way to learn about the history of the bay. You could also spend a day exploring Annapolis, the state capital of Maryland, where you can find the United States Naval Academy and the historic State House.
  • What are the best apartments in Chesapeake Bay?

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

    If you're looking for a place to rent in the Chesapeake Bay area, you might want to consider Annapolis, which is a vibrant city with lots of historic charm. If you prefer a more laid-back atmosphere, you could look at St. Michaels, a charming town on the Eastern Shore with a lovely waterfront.
  • What are the best apartments with a pool in Chesapeake Bay?

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

    The Chesapeake Bay area is full of historical sites. You could visit the Chesapeake Bay Maritime Museum in St. Michaels, the Annapolis Maritime Museum, or the Historic St. Mary's City, which is a living history museum that recreates life in the 17th century.
  • 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, rich history, and abundance of seafood. It's a popular destination for boating, fishing, and crabbing. The bay is also home to a variety of wildlife, including blue crabs, oysters, and migratory birds.
  • 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?

    For local markets, you should visit the Annapolis Farmers Market, which is held every Saturday from April to November. For street food, you can find plenty of great options in Annapolis, especially around the City Dock area. There are also some great food trucks in the area.
  • What are the best pet friendly apartments in Chesapeake Bay?

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

    Public transportation in the Chesapeake Bay area can be a bit limited, especially outside of the larger cities like Annapolis. It's generally best to have your own car, but there are some bus services available in the area. You can also find ride-sharing services like Uber and Lyft.
  • 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?

    The Chesapeake Bay area has a variety of festivals and events throughout the year. In the spring, you can look forward to the Annapolis Springfest, which features live music, food, and crafts. In the summer, there's the St. Michaels Crab & Maritime Festival, which celebrates the area's seafood and maritime heritage. In the fall, there's the Annapolis Wine Festival, which features wine tastings and live music.
  • What amenities are typically included in apartments in Baie de Chesapeake?

    Amenities in apartments in the Chesapeake Bay area can vary depending on the specific property. Some common amenities include central air conditioning, laundry facilities, and parking. Some apartments may also offer additional amenities like a swimming pool, fitness center, or community room.
  • What leisure activities are available for relaxation in Baie de Chesapeake?

    The Chesapeake Bay area offers a variety of leisure activities for relaxation. You can go for a walk or bike ride along the waterfront, visit one of the many parks and gardens in the area, or simply relax on the beach. You can also go kayaking, paddleboarding, or fishing in the bay.

Destinations nearby

Best Chesapeake Bay apartment rentals with air conditioning

1br Luxury Apartment In Downtown Baltimore - Chesapeake Bay
9.2 29 reviews
Chesapeake Bay
02/07 – 05/07
843 ﺩ.ﺇ/nighttotal: 2529 ﺩ.ﺇ (3 )

1br Luxury Apartment In Downtown Baltimore

1 2
apartment , Baltimore
This two-bedroom apartment is situated in the heart of Baltimore, just 0.8 kilometres from Historic Ships in Baltimore and 1 kilometre from Sports Legends Museum at Camden Yards, offering easy access to the city's main attractions. It has received excellent guest reviews, making it a popular choice for travellers.
The property spans 121 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, two bathrooms, a living room, and a garden, as well as a swimming pool, a fitness centre and air conditioning.
Charming Lower Level Guest Unit, Fully Equipped Kitchen, Wifi, Free Onsite Park - Chesapeake Bay
9.6 4 reviews
Chesapeake Bay
02/07 – 05/07
674 ﺩ.ﺇ/nighttotal: 2022 ﺩ.ﺇ (3 )

Charming Lower Level Guest Unit, Fully Equipped Kitchen, Wifi, Free Onsite Park

1 2
apartment , Glen Burnie
This Pasadena apartment, minutes from Downs Park and the Baltimore & Annapolis Trail, offers easy access to attractions such as the Baltimore Cruise Terminal and Arundel Mills Mall.
The 111-square-metre (1194 sq ft) self-catering flat features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, in-unit laundry, free parking, and a spa.
Charming Federal Hill! One Bedroom With Vibes - Chesapeake Bay
9.7 233 reviews
Chesapeake Bay
29/08 – 05/09
555 ﺩ.ﺇ/nighttotal: 3885 ﺩ.ﺇ (7 )

Charming Federal Hill! One Bedroom With Vibes

1 2
apartment , Baltimore
This smoke-free flat is located in Federal Hill, a short walk from Federal Hill Park and M&T Bank Stadium, offering a mix of historic charm and modern amenities. The property has received excellent ratings for location, cleanliness and overall experience.
The apartment has one bedroom, one bathroom and can accommodate up to three guests. It features a fully equipped kitchen, a washer/dryer, a comfortable sofa bed, a Smart TV with Netflix and games for entertainment.
Charming Coastal/country Home W/3 Acres & Sauna! - Chesapeake Bay
9.9 384 reviews
Chesapeake Bay
30/07 – 03/08
2017 ﺩ.ﺇ/nighttotal: 8068 ﺩ.ﺇ (4 )

Charming Coastal/country Home W/3 Acres & Sauna!

4 10
apartment , Stevensville
This house is located in Stevensville, just 2.1 kilometres from Matapeake State Park and 4.8 kilometres from Paul Reed Smith Guitars, offering easy access to local attractions. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house has three bedrooms, a sofa bed, and a floor area of 204 square metres, providing space for up to 14 guests. This property offers a range of amenities, including a sauna, a jacuzzi, a terrace, a garden, a fully equipped kitchen, and parking, making it ideal for relaxation and recreation.

Best pet-friendly Chesapeake Bay apartment rentals

Water View Cottage - Chesapeake Bay
9.9 157 reviews
Chesapeake Bay
05/07 – 08/07
594 ﺩ.ﺇ/nighttotal: 1782 ﺩ.ﺇ (3 )

Water View Cottage

2 4
apartment , Deal Island
This Deal Island holiday home is situated a short walk from a shared pier, offering easy access to rockfishing and a short drive from a boat ramp for watercraft.
Sleeping up to five guests in two bedrooms and one bathroom, this self-catering property boasts a fully equipped kitchen, air conditioning, a garden, and excellent internet access, perfect for exploring the island's kayaking opportunities and birdwatching spots.
Spacious Riverfront Loft Close To Downtown And Dining - Chesapeake Bay
9.2 13 reviews
Chesapeake Bay
02/07 – 05/07
967 ﺩ.ﺇ/nighttotal: 2901 ﺩ.ﺇ (3 )

Spacious Riverfront Loft Close To Downtown And Dining

2 2
apartment , Salisbury
This Salisbury flat is ideally situated on the riverfront, just a short distance from the city centre and a quick drive to the beach. It has received excellent reviews from previous guests.
This spacious two-bedroom apartment, covering 95 square metres, comfortably accommodates up to four guests. The flat comes equipped with a full kitchen, including a fridge, microwave, and dishwasher, as well as air conditioning, parking, and Wi-Fi.
Parkside Comfort & Spaciousness-family Friendly - Chesapeake Bay
9.8 422 reviews
Chesapeake Bay
29/08 – 05/09
701 ﺩ.ﺇ/nighttotal: 4907 ﺩ.ﺇ (7 )

Parkside Comfort & Spaciousness-family Friendly

3 2
apartment , Baltimore
This charming Baltimore row house is located just 10 kilometres from the Inner Harbour, Penn Station and major highways, in a quiet tree-lined neighbourhood bordering Patterson Park. The property has consistently received excellent ratings for location, cleanliness and user experience.
The three-bedroom house offers 130 square metres of living space, comfortably accommodating up to seven guests. Amenities include a fully equipped kitchen, a family room with a big screen TV, a private terrace, a garden, a swimming pool, a jacuzzi, parking and a level 2 EV charger.
Castle Creek - Chesapeake Bay
10 14 reviews
Chesapeake Bay
30/07 – 03/08
2725 ﺩ.ﺇ/nighttotal: 10900 ﺩ.ﺇ (4 )

Castle Creek

1 10
apartment , Lancaster
Castle Creek, a magnificent property in Lancaster County, Virginia, boasts a private 75' dock on Lowery Creek, offering access to the Rappahannock and Corrotoman Rivers and the Chesapeake Bay.
This five-bedroom, four-bathroom dwelling sleeps ten guests and features a fully equipped kitchen, a large garden, and on-site watercraft including a canoe, kayak, and paddleboard, alongside a 23-acre estate with a half-mile nature walk.
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