Apartments and Condos in Chesapeake Bay

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Chesapeake Bay apartments
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7757 Apartments or condos in Chesapeake Bay

Best family friendly Chesapeake Bay apartment rentals

Among the 7757 accommodations in Chesapeake Bay, here are the 4 best family friendly apartments

King George Downtown Annapolis Getaway - Chesapeake Bay
9.6 167 reviews

King George Downtown Annapolis Getaway

apartment, Annapolis
This flat is situated in the centre of Annapolis, just 2.2 kilometres from the harbour and within easy reach of Baltimore’s attractions. It has received excellent ratings for location, cleanliness and overall experience.
The accommodation offers a comfortable and well-equipped space, including a fully fitted kitchen, a balcony and a garden. Guests can enjoy free Wi-Fi, air conditioning, parking and barbecue facilities.
Modern 2nd-story Studio Apartment - Chesapeake Bay
10 196 reviews

Modern 2nd-story Studio Apartment

apartment, Accomac
This Accomac holiday home is conveniently located within a 2.4km walk of the Accomac Historic District and 1.9km from Sawmill Park.
The single-bedroom property sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, a private patio, and free Wi-Fi, perfect for exploring Accomac's attractions.
Stylish Suite With Fire Pit And Modern Comfort - Serene Beach Retreat - Chesapeake Bay
No reviews

Stylish Suite With Fire Pit And Modern Comfort - Serene Beach Retreat

apartment, Norfolk
This 75m², two-bedroom flat in Norfolk's Bay area is a short drive from downtown Norfolk and the Virginia Beach oceanfront, offering convenient access to local beaches and parks.
Accommodating up to four guests, this pet-friendly apartment features a fully equipped kitchen, high-speed Wi-Fi, a Smart TV, and complimentary laundry facilities, with beach chairs provided for your use.
Entire Private 2 Bedrooms House, Nice Neighborhood - Chesapeake Bay
9.4 83 reviews

Entire Private 2 Bedrooms House, Nice Neighborhood

apartment, Arnold
This two-bedroom home is situated in Arnold, a peaceful neighbourhood just 10 miles from Annapolis Harbor and 14 miles from Baltimore-Washington International Airport. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious apartment, spanning 111 square metres, comfortably accommodates up to 5 guests. Enjoy a range of amenities including a private hot tub, a peaceful garden, a fully equipped kitchen, air conditioning, free Wi-Fi and private parking.

Best Chesapeake Bay apartments rentals with a pool

Among the 7757 accommodations in Chesapeake Bay, here are the 4 best apartment with a pool

Loch Raven Retreat/spacious Home W/ Private  Pool - Chesapeake Bay
10 103 reviews

Loch Raven Retreat/spacious Home W/ Private Pool

apartment, Salisbury
This family-friendly house in Salisbury is located just a short distance from the beach, making it perfect for a relaxing seaside getaway. It's also within easy reach of attractions like the Ward Museum of Wildfowl Art, Salisbury Zoo, and Wicomico Youth and Civic Center, offering plenty to see and do. The property has consistently received excellent reviews for location, cleanliness, and overall satisfaction.
The house has four bedrooms, accommodating up to 12 guests. It features a private pool, a fenced garden, a terrace, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, making it ideal for families and groups looking for a comfortable and convenient stay.
1br Beachfront & Boardwalk Escape - Chesapeake Bay
No reviews

1br Beachfront & Boardwalk Escape

apartment, Virginia Beach
This oceanfront apartment in Northeast Virginia Beach is situated directly on the boardwalk, offering immediate access to restaurants, shops, and a short drive (approximately 16km) to First Landing State Park and Sandbridge Beach.
This 46 square metre condo sleeps up to four guests in two bedrooms and one bathroom, boasting a fully renovated interior with a king-size bed, queen sleeper sofa, mini-kitchen, and access to a heated indoor pool, fitness centre, and hot tub.
Bike To Va Beachs Oceanfront Lll - Chesapeake Bay
9.2 38 reviews

Bike To Va Beachs Oceanfront Lll

apartment, Virginia Beach
This three-bedroom home is situated in Northeast Virginia Beach, just over 1.6 kilometres from the Oceanfront, boardwalk, convention centre, and Sportsplex, offering a peaceful retreat in a residential neighbourhood. This property consistently receives excellent reviews from guests.
The 130 square metre property comfortably accommodates up to nine guests, and features a fully equipped kitchen, a spacious garden with a deck and BBQ, and access to a nearby indoor swimming pool at the Seatack Recreation Centre. Guests can enjoy the convenience of keyless entry, pet-friendly facilities, and free Wi-Fi.
Crabber's Cove | An Esvr Property - Chesapeake Bay
9.6 49 reviews

Crabber's Cove | An Esvr Property

apartment, Easton
This charming apartment is located in St. Michaels, just a short drive from the Bay Hundred Community Pool, golf courses, and the town centre. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The apartment is spacious, covering 196 square metres and comfortably accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. You can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a spa, and parking, as well as access to the internet.

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.

Popular destinations

Best Chesapeake Bay apartment rentals with air conditioning

Waterfront Coastal Retreat W/ Beach Access - Chesapeake Bay
10 9 reviews

Waterfront Coastal Retreat W/ Beach Access

apartment, Shady Side
This Shady Side flat is located in the Avalon Shores community, offering a bayside retreat just 32 kilometres from historic Annapolis and approximately 72 kilometres from Washington, D.C.
This three-bedroom flat accommodates five guests and features a garden, air conditioning, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, with driveway parking available.
Guest Suite For Up To 2 In A Victorian On The Chester River - Chesapeake Bay
9.8 27 reviews

Guest Suite For Up To 2 In A Victorian On The Chester River

apartment, Millington
This Millington apartment enjoys a riverside location, approximately 9.6km from Crumpton Park and Tilmon's Island Winery, and under 14.5km from Pinkney Park and Chase Island.
The one-bedroom, one-bathroom flat sleeps two guests and offers free Wi-Fi, a Smart TV, on-site parking, and a playground; in-unit amenities include a refrigerator, microwave, coffee/tea maker, and hair dryer.
New Loft W/south River View From Treehouse Deck! - Chesapeake Bay
9.9 174 reviews

New Loft W/south River View From Treehouse Deck!

apartment, Riva
This Riva apartment, located within 10km of Annapolis Harbour Center and Westfield Annapolis Mall, offers easy access to Annapolis's key attractions.
The 41-square-metre self-catering flat features one bedroom, one bathroom, sleeps four, and includes a terrace, garden, parking, WiFi, and a barbecue.
"Wittman Cottage" - Chesapeake Bay
9.8 198 reviews

"Wittman Cottage"

apartment, Tilghman Island
Wittman Cottage is located on the waterfront, just 11 kilometres from St. Michaels and its attractions, and a 10-minute drive from Tilghman Island, offering a peaceful retreat in a quiet setting. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The charming cottage sleeps six guests comfortably in three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, laundry facilities, and a large screened porch with stunning waterfront views. Outdoor amenities include a fire pit, grill, and access to four kayaks and a freshly painted dock, perfect for exploring the surrounding waters.

Best pet-friendly Chesapeake Bay apartment rentals

Stay In A Suite And Enjoy Exploring The Coastal Virginia Attractions! - Chesapeake Bay
8.2 22 reviews

Stay In A Suite And Enjoy Exploring The Coastal Virginia Attractions!

apartment, Hampton
This Hampton apartment is centrally located, within easy reach of Buckroe Beach and Park, Sandy Bottom Nature Park, and Hampton History Museum and Art By Gerome Galleria. The surrounding area offers a mix of historical sites, natural beauty, and local attractions, making it a great base for exploring the city.
The self-catering studio suite spans 323 square feet and can accommodate up to two guests. The property provides a range of amenities including a 24-hour front desk, luggage storage, BBQ facilities, a terrace, a minimarket, a fitness centre, a business centre, and laundry and dry cleaning services.
2br By Atlantic Park  Budget-friendly Stay - Chesapeake Bay
No reviews

2br By Atlantic Park Budget-friendly Stay

apartment, Virginia Beach
This one-bedroom flat is located in Northeast Virginia Beach, just 320 metres from The Dome, 720 metres from the Virginia Beach Boardwalk, and 640 metres from the Virginia Beach Train Station, offering convenient access to local transport and attractions.
This 69 square metre apartment accommodates up to four guests and features a full kitchen with an oven and microwave, air conditioning, a fireplace, a desk, an on-site BBQ area, and in-unit laundry facilities, with free Wi-Fi and a TV provided.
Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth - Chesapeake Bay
8.6 11 reviews

Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth

apartment, Portsmouth
This one-bedroom flat in Portsmouth is situated a 19-minute drive from Town Point Park and 40 minutes from Chesapeake Bay, offering convenient access to the Chrysler Museum of Art and the Children's Museum of Virginia.
This pet-friendly apartment accommodates up to three guests and includes on-site parking, complimentary Wi-Fi, air conditioning, and essential amenities such as towels, linens, and soap, with a check-out time of 12:00.
Chesapeake Bay Beach Front 
Cabin - Chesapeake Bay
9.9 42 reviews

Chesapeake Bay Beach Front Cabin

apartment, Gwynn
This waterfront cabin in Gwynn offers a private beach and is a short kayak trip from an island, with Mathews town and its weekend farmers market accessible.
This pet-friendly accommodation for two features a well-equipped kitchen, air conditioning, garden, parking, and provided kayaks for exploring the area.
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