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

Pool Loft Suite | Bay Access & Beach Passes - Chesapeake Bay
10 5 reviews

Pool Loft Suite | Bay Access & Beach Passes

apartment, Arnold
This Cape St. Claire/Broadneck apartment, ten minutes from Annapolis city centre and the United States Naval Academy, offers easy access to shopping and Sandy Point State Park (approx. 24km).
The 65 square metre self-contained flat includes one bedroom, two bathrooms, sleeps four, and boasts a private pool, garden, parking for two cars, and keyless entry; beach passes for the community waterfront area are also provided.
Eastern Shore Getaway - Chesapeake Bay
9.9 21 reviews

Eastern Shore Getaway

apartment, Algonquin
This Cambridge, Maryland property is centrally located in the historic district, offering easy walking access to local restaurants and shops.
Sleeping up to 15 guests in 6 bedrooms and 5 bathrooms, this large house boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; nearby waterfront areas provide opportunities for relaxation.
Cozy Beach Home In Oceanview - Chesapeake Bay
9.8 47 reviews

Cozy Beach Home In Oceanview

apartment, Norfolk
This one-bedroom flat is situated in the Bayview neighbourhood of Norfolk, just a short walk from a public beach and a 10-minute drive from Norfolk International Airport. The property has received excellent guest reviews, highlighting its comfortable and convenient location.
The flat is ideal for a small family or group of three, offering a well-equipped kitchen, a private terrace, and a garden. Guests can enjoy a range of amenities including a barbecue, beach chairs, and bikes, as well as the convenience of on-site parking.
Private 9 Acre Family Retreat On The Chesapeake Bay - Chesapeake Bay
10 14 reviews

Private 9 Acre Family Retreat On The Chesapeake Bay

apartment, Madison
This five-bedroom, five-bathroom holiday home in Cambridge, Maryland, is situated 24 kilometres from the town centre, offering easy access to the Dorchester County Marina and attractions such as the Richardson Maritime Museum.
Sleeping up to 13 guests, the property boasts a large kitchen, multiple living areas, a wrap-around deck with Chesapeake Bay views, and on-site recreational equipment including kayaks and paddleboards; nearby Great Marsh Park and Long Wharf Park provide further outdoor activities.

Best Chesapeake Bay apartments rentals with a pool

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

Va Beach Condo 1.5 Blocks From Oceanfront #310 - Chesapeake Bay
9.6 70 reviews

Va Beach Condo 1.5 Blocks From Oceanfront #310

apartment, Virginia Beach
This apartment is located just 500 metres from Pacific Avenue and the Virginia Beach Boardwalk, placing you right in the heart of the action, close to shops, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a private pool, a terrace, a garden, a fully equipped kitchen, and parking.
Bay Creek (Pool!) Meets Historic Cape Charles! - Chesapeake Bay
9.9 119 reviews

Bay Creek (Pool!) Meets Historic Cape Charles!

apartment, Cape Charles
This three-bedroom apartment, located in the Marina East neighbourhood of the gated Bay Creek community, is just a short walk from the historic centre of Cape Charles and its many restaurants, shops, and attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 242 square metres and comfortably accommodates up to eight guests. It offers a range of amenities, including access to a private beach, a swimming pool, tennis courts, nature trails, and kayaks and paddle boards for exploring the nearby waters.
The Bird's Nest | An Esvr Property - Chesapeake Bay
9.7 31 reviews

The Bird's Nest | An Esvr Property

apartment, Madison
This waterfront house is located in Madison, within a 20-kilometre radius of several attractions, including the Harriet Tubman Museum and Educational Center, Great Marsh Park, and Long Wharf Park. The accommodation has received excellent ratings for user experience, location, and cleanliness.
The property has five bedrooms and can accommodate up to 16 guests, with a total floor area of 435 square metres. Amenities include a private pool, a garden, a tennis court, and a fully equipped kitchen, providing plenty of space for relaxation and entertainment.
Lovely 2 Bedroom Condo Walking Distance To Beach - Chesapeake Bay
9.1 88 reviews

Lovely 2 Bedroom Condo Walking Distance To Beach

apartment, Virginia Beach
This apartment is located in Northeast Virginia Beach, just a short walk from Pacific Avenue, the Virginia Beach Boardwalk, and the Convention Center, offering easy access to the city's main attractions. It has received excellent ratings for location, cleanliness, and user experience.
The apartment features two bedrooms, a well-equipped kitchen, two bathrooms, and a washing machine. It also provides a fireplace, a swimming pool, a spa, and parking, as well as free Wi-Fi and a smart TV.

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

Lakefront Cabin Near Solomons Island W/ Hot Tub - Chesapeake Bay
10 1 review

Lakefront Cabin Near Solomons Island W/ Hot Tub

apartment, Chesapeake Ranch Estates
This lakefront flat in Lusby, Chesapeake Ranch Estates, offers direct access to kayaking and is conveniently located within 5 kilometres of Chesapeake Hills Golf Course and Calvert Marina, with First Colony Shopping Centre and Wildewood Shopping Centre also nearby.
This 173 square metre dwelling features 3 bedrooms, 2 bathrooms, air conditioning, a fully equipped kitchen with a fridge, microwave, and dishwasher, and a hot tub, accommodating up to 12 guests.
New Loft W/south River View From Treehouse Deck! - Chesapeake Bay
9.9 165 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.
Deal Island Bay Cottage - Maryland - Chesapeake Bay
9.4 326 reviews

Deal Island Bay Cottage - Maryland

apartment, Chance
This charming cottage is located on Deal Island in Maryland's Eastern Shore, just a short walk or drive from a Chesapeake Bay beach, offering a tranquil escape from the hustle and bustle of everyday life. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The 3-bedroom, 2-bathroom home spans 144 square metres and comfortably accommodates up to 8 guests. The cottage is fully equipped with modern amenities, including a kitchen with a fridge, freezer, microwave, and dishwasher, as well as a terrace, garden, and parking. Guests can enjoy breathtaking sunrises from the dining room or screened-in porch, explore the beautiful Tangier Sound by kayak, or go crabbing in secret local spots.
Sleek And Cozy Micro Fells Point Residence! - Chesapeake Bay
8.8 43 reviews

Sleek And Cozy Micro Fells Point Residence!

apartment, Baltimore
This Fells Point apartment in Baltimore is less than 2 kilometres from the Inner Harbour, National Aquarium, and Baltimore Convention Centre, offering easy access to public transport and historical sites such as Frederick Douglass-Isaac Myers Maritime Park.
The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and a Smart TV.

Best pet-friendly Chesapeake Bay apartment rentals

Heron's Landing At Sunset Cove - Chesapeake Bay
10 26 reviews

Heron's Landing At Sunset Cove

apartment, Irvington
This Corrotoman Riverfront flat is located 4.8 kilometres from Irvington town centre, offering river views and a peaceful escape.
This pet-friendly holiday home sleeps eight guests across four bedrooms and two and a half bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking.
Monthly Discount- Beautiful House, Gloucester Va - Chesapeake Bay
10 31 reviews

Monthly Discount- Beautiful House, Gloucester Va

apartment, Deltaville
This recently refurbished property is situated in Gloucester, Virginia, just off the Piankatank River, and is within easy driving distance of Mathews Courthouse, Gloucester Main Street Community, Urbanna, and Gwynns Island. The house has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The 93-square-metre house has three bedrooms, two bathrooms, and can comfortably accommodate six guests. This pet-friendly home offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking.
Waterfront Blue Crab Cottage/dock, Fire Pit & Screened Porch - Chesapeake Bay
No reviews

Waterfront Blue Crab Cottage/dock, Fire Pit & Screened Porch

apartment, White Stone
This waterfront property in White Stone, Virginia, offers direct access to a protected inlet, placing it conveniently near local eateries, marinas, vineyards, and beaches, and within easy reach of the Steamboat Era Museum and the Mary Ball Washington Museum and Library.
This residence accommodates up to 12 guests and features a private dock for water activities, a screened porch with water views, a garden with a fire pit, and essential amenities including a fridge, microwave, dishwasher, and air conditioning.
Rooftop Pool & Lounge In Downtown Charm Free Indoor Parking - Chesapeake Bay
No reviews

Rooftop Pool & Lounge In Downtown Charm Free Indoor Parking

apartment, Baltimore
This downtown Baltimore flat offers a prime location, situated within walking distance of the Inner Harbour, Baltimore Convention Centre, and Power Plant, with Baltimore-Washington International Airport approximately 14 kilometres away.
This residence provides a rooftop pool with city views, complimentary indoor and private parking, a fitness centre, spa facilities, and a 24-hour front desk, alongside full kitchen amenities and free WiFi.
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