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

Oceanfront 3-br Boardwalk Condo W Indoor Pool! - Chesapeake Bay
9.6 118 reviews

Oceanfront 3-br Boardwalk Condo W Indoor Pool!

apartment, Virginia Beach
This three-bedroom Virginia Beach condo, ideal for families, is situated in Northeast Virginia Beach, a short walk from Resort Beach and the Virginia Beach Boardwalk, and less than 1.6km from Sandbridge Beach and the Virginia Beach Fishing Pier.
The 123 square metre property boasts a full kitchen, balcony, and access to building amenities including a swimming pool, spa, and fitness centre; sleeping up to eight guests with three bedrooms and a sofa bed.
Brigadoon, The Brand New Waterfront Haven - Chesapeake Bay
9.9 75 reviews

Brigadoon, The Brand New Waterfront Haven

apartment, Montross
This waterfront holiday home in Montross offers exclusive access to a private beach on the Potomac River, with convenient proximity to Glebe Harbor's amenities including four beaches, a boat ramp, swimming pool, and tennis and pickleball courts, while being approximately 160 kilometres from Washington, DC, 320 kilometres from Charlottesville, and 160 kilometres from Richmond.
This spacious property accommodates up to eight guests and features two bedrooms with children's sleeping nooks, a luxury primary bathroom with a wet-room and heated flooring, a screened-in porch with outdoor dining, a Breeo wood firepit, five kayaks, two paddleboards, river tubes for water activities, and a dedicated flex space with fast Wi-Fi, alongside a gourmet kitchen and a mudroom/pantry.
Backroad Getaway -New 3-bedroom Retreat Near Sports At The Beach & De Turf - Chesapeake Bay
10 57 reviews

Backroad Getaway -New 3-bedroom Retreat Near Sports At The Beach & De Turf

apartment, Greenwood
This Greenwood holiday home, situated in a peaceful rural area within a 16-48 km radius of Harrington Raceway & Casino, the Delaware State Fairgrounds, Dover Motor Speedway, and beaches such as Lewes and Rehoboth, offers easy access to local attractions and historical sites like the Bridgeville Historical Society Museum.
The 117 square metre property boasts a spacious three-bedroom, two-bathroom layout sleeping eight guests, complete with a king-size bed, a queen-size bed, bunk beds, a fully equipped kitchen, a private garden with a fire pit and gas grill, plus fibre internet, ample parking for three cars, and family-friendly amenities including games and DVDs.
Children's Dream House! Walk To The Beach! - Chesapeake Bay
9.2 19 reviews

Children's Dream House! Walk To The Beach!

apartment, Hampton
This three-bedroom Hampton house is located just 0.5 kilometres from Buckroe Beach and Park, offering easy access to the sandy shores and recreational activities.
The property features a fully equipped kitchen, laundry facilities, and parking, and can accommodate up to six guests, making it ideal for families or groups visiting Hampton.

Best Chesapeake Bay apartments rentals with a pool

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

Main Character Energy, Oceanfront Edition - Chesapeake Bay
No reviews

Main Character Energy, Oceanfront Edition

apartment, Virginia Beach
This oceanfront apartment in Northeast Virginia Beach boasts tranquil ocean views directly on the Virginia Beach boardwalk, within walking distance of restaurants and shops, and close to attractions such as the Cape Henry Lighthouse and Virginia Beach Fishing Pier.
The 46-square-metre (approximately 495-square-foot) self-catering flat features one bedroom with a king-size bed, a living area with a queen sleeper sofa, a fully equipped kitchen, and a bathroom, sleeping up to four guests and offering amenities including a swimming pool, jacuzzi, and parking.
Waterfront 2-bedroom Condo On Spa Creek - Chesapeake Bay
10 15 reviews

Waterfront 2-bedroom Condo On Spa Creek

apartment, Annapolis
This Annapolis Eastport apartment is less than 1.6km from Spa Creek and the United States Naval Academy, and within a 1.6km radius of Annapolis Harbour and the Kunta Kinte Plaque & Alex Haley Memorial.
This two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, private patio, free Wi-Fi, access to a swimming pool, spa, fitness centre, and parking; nearby attractions include the Naval Academy and Annapolis Harbour.
Walk To Main St: Condo W/ Pool Access In Crisfield - Chesapeake Bay
9.4 8 reviews

Walk To Main St: Condo W/ Pool Access In Crisfield

apartment, Crisfield
This Crisfield waterfront apartment, a short walk from the ferry terminal and shops, offers stunning Daugherty Creek views from its private screened balcony and is located approximately 1.6km from Wellington Beach.
The 133 square metre, three-bedroom property sleeps six guests, boasting two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and access to a communal swimming pool and on-site marina.
Lovely Condo With Water & Golf Course View - Chesapeake Bay
9.0 17 reviews

Lovely Condo With Water & Golf Course View

apartment, Williamsburg
This one-bedroom condominium in the Kingsmill district of Williamsburg offers waterfront and golf course views, situated within a 5-kilometre drive of Busch Gardens Williamsburg, Water Country USA, and Colonial Williamsburg.
This family-friendly apartment, ideal for up to four guests, features a private balcony with serene views, air conditioning, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, and access to a swimming pool and garden, all within an award-winning resort.

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 Studio | Bikes & Kayaks | Beach Access - Chesapeake Bay
10 73 reviews

Waterfront Studio | Bikes & Kayaks | Beach Access

apartment, Piney Point
This waterfront studio apartment in Piney Point, Maryland offers stunning Chesapeake Bay views and direct access to fishing, crabbing, and kayaking.
The self-catering unit sleeps three guests in two queen-size beds (one a sofa bed), features a fully equipped kitchenette, free parking for two cars, and access to outdoor amenities including a fire pit and bikes.
Bush River Waterfront Retreat - Chesapeake Bay
10 5 reviews

Bush River Waterfront Retreat

apartment, Perryman
This Aberdeen flat is located 46 kilometres from Towson University and Clifton Park, offering waterfront views and convenient access to Baltimore attractions.
This one-bedroom flat accommodates up to seven guests and features a private parking space, complimentary WiFi, air conditioning, and a fully equipped kitchen, along with a jacuzzi for relaxation.
Spacious Riverfront Loft Close To Downtown And Dining - Chesapeake Bay
No reviews

Spacious Riverfront Loft Close To Downtown And Dining

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.
King Bed Non-smoking - Chesapeake Bay
9.6 82 reviews

King Bed Non-smoking

apartment, Newport News
This studio flat in Newport News offers convenient access, situated under 5 kilometres from Fort Eustis and a short drive from attractions such as Busch Gardens Europe and the Newport News / Williamsburg International Airport.
This 14 square metre studio apartment accommodates two guests and features air conditioning, parking, and on-site laundry facilities, with some units offering kitchenettes and whirlpool bathtubs.

Best pet-friendly Chesapeake Bay apartment rentals

Woodland Hideaway: Cozy 1 Bedroom Apartment Tucked Away In A Quiet Neighborhood. - Chesapeake Bay
9.8 10 reviews

Woodland Hideaway: Cozy 1 Bedroom Apartment Tucked Away In A Quiet Neighborhood.

apartment, Dover
This private one-bedroom flat in Dover is situated just over 3 kilometres from key attractions including Greentree Village and Gateway West shopping centres, Dover Downs, NASCAR, and Delaware State University, with views of a golf course and convenient access to coastal beaches.
This accommodation offers space for up to four guests, featuring a full kitchen, in-unit laundry, two Smart TVs with streaming services, and complimentary WiFi, and is conveniently located approximately 1.6 kilometres from Fork Branch Nature Preserve and Killens Pond State Park.
Historic Ware River Cottage At Glebefield - Chesapeake Bay
10 521 reviews

Historic Ware River Cottage At Glebefield

apartment, Gloucester Courthouse
This charming cottage is situated on a picturesque river, just 8.7 kilometres from Riverside Walter Reed Hospital and 19.3 kilometres from Machicomoco State Park, offering a peaceful retreat for those seeking tranquility. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The self-catering property has one bedroom and one bathroom, comfortably accommodating up to four guests. The cottage provides a range of amenities, including a fully equipped kitchen, a private patio, a hot tub, and a garden, offering everything you need for a relaxing and enjoyable getaway.
Norfolk 2br Casita  Dog Friendly + Fenced Yard - Chesapeake Bay
9.7 221 reviews

Norfolk 2br Casita Dog Friendly + Fenced Yard

apartment, Norfolk
This Norfolk house is located just 3km from Ocean View Beach, Norfolk Beaches, and Sarah Constant Shrine Beach, offering easy access to the coastline. It has received excellent ratings for its location, cleanliness, and user experience.
The property features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a garden, parking, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Sojourn's Harborage Pet-friendly # 3 - Chesapeake Bay
No reviews

Sojourn's Harborage Pet-friendly # 3

apartment, Norfolk
Sojourn's Harborage Pet-Friendly # 3 is a residential flat in Norfolk, located a 725-metre walk from Ocean View Beach and 6.1 kilometres from Norfolk Botanical Garden.
This pet-friendly apartment offers 74 square metres of living space for up to three guests, featuring a kitchen with a fridge and microwave, air conditioning, on-site parking, and free Wi-Fi.
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