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Chesapeake, VA apartments
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568 Apartments or condos in Chesapeake, VA

Search Family-Friendly Vacation Apartments in Chesapeake, VA

Choosing a vacation apartment built for families in Chesapeake, VA ensures city attractions are within easy reach, making for a stress-free stay.

Sojourn 2 Bedroom Townhouse In Virginia Beach - Chesapeake, VA
Chesapeake, VA
10/12 – 02/18
$153/nighttotal: $19737 (129 )

Sojourn 2 Bedroom Townhouse In Virginia Beach

2 2
apartment , Virginia Beach
This 940 sq ft townhome in Virginia Beach's Northwest district is a corner lot property offering contactless self check-in and convenient highway access to Norfolk and Chesapeake, located within 2 miles of First Landing State Park and the Virginia Aquarium. This family-friendly dwelling accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a full kitchen featuring a fridge, microwave, and dishwasher, air conditioning, and on-site parking, with entertainment options including Hulu Live and Netflix.
Convenient To All 7 Cities - Chesapeake, VA
9.2 52 reviews
Chesapeake, VA
07/17 – 07/20
$416/nighttotal: $1248 (3 )

Convenient To All 7 Cities

1 4
apartment , Chesapeake
This Chesapeake home is conveniently located near major highways, making it easy to reach Virginia Beach, Norfolk, and other popular destinations. The property has received excellent ratings for cleanliness, location, and overall satisfaction. This spacious three-bedroom home comfortably accommodates up to six guests with its 1890 square feet of living space. The home features a modern kitchen with a fridge and microwave, a relaxing deck, three smart TVs, a private yard, and parking for up to three vehicles.
Spacious 5-bedroom House With Ac In Beautiful Portsmouth - Chesapeake, VA
8.0 2 reviews
Chesapeake, VA
07/31 – 08/31
$639/nighttotal: $19809 (31 )

Spacious 5-bedroom House With Ac In Beautiful Portsmouth

5 2
apartment , Portsmouth
This five-bedroom house is located in Historic Downtown Portsmouth, VA, a short walk from shops, restaurants, and cultural attractions like the Hill House Museum and United States Lightship Portsmouth, and a short drive to beaches and a casino.
This spacious rental sleeps 18 guests with two queen beds, four full beds, and one twin bed, offering a fully equipped kitchen, air conditioning, a garden, spa, and on-site parking, with opportunities for jet skiing, kayaking, rock climbing, and cycling nearby.
Spacious 3 Bedroom Home | Near Many Shops & Dining - Chesapeake, VA
9.8 57 reviews
Chesapeake, VA
07/17 – 07/20
$503/nighttotal: $1509 (3 )

Spacious 3 Bedroom Home | Near Many Shops & Dining

1 4
apartment , Chesapeake
This Chesapeake vacation home, centrally located in Chesapeake, offers easy access to shopping, dining, beaches, a local golf course, military bases, and hospitals.
The three-bedroom, two-bathroom house sleeps seven guests and features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access.

Discover Apartments with Balconies in Chesapeake, VA

A terrace with views of the city skyline is a fantastic reason to book a vacation apartment in Chesapeake, VA.

Spacious Modern 3-bedroom House In Beautiful Portsmouth City. - Chesapeake, VA
Chesapeake, VA
06/23 – 06/25
$513/nighttotal: $1026 (2 )

Spacious Modern 3-bedroom House In Beautiful Portsmouth City.

3 3
apartment , Portsmouth
This 4-bedroom, 3-bathroom apartment in Portsmouth is a 7-minute drive to Town Point Park and a 20-minute drive to Chesapeake Bay, with the Children's Museum of Virginia and Portsmouth Naval Shipyard Museum just 3 minutes away. This unit offers Wi-Fi, air conditioning, a smart TV, laundry facilities, a sunroom, and parking for up to 6 guests, with a check-out time of 11:00 AM.
Cheerful 2 Bedroom Home Near Virginia Wesleyan - Chesapeake, VA
10 1 review
Chesapeake, VA
10/12 – 02/18
$180/nighttotal: $23220 (129 )

Cheerful 2 Bedroom Home Near Virginia Wesleyan

2 2
apartment , Virginia Beach
This Northwest Virginia Beach vacation rental is conveniently located near Virginia Wesleyan University (0.3 miles), Cypress Point Country Club (3 miles), and Norfolk Premium Outlets (3 miles), offering easy access to shopping, golf, and higher education.
This 960-square-foot house features two bedrooms, one bathroom, and accommodates four guests, complete with a fully equipped kitchen, in-unit laundry, a private balcony, and on-site barbecue grills.
Lovely Town Home - Chesapeake, VA
9.6 68 reviews
Chesapeake, VA
10/12 – 02/18
$223/nighttotal: $28767 (129 )

Lovely Town Home

4 2
apartment , Virginia Beach
This 4-bedroom vacation home in Virginia Beach offers a tranquil retreat in a quiet residential area while being conveniently close to major attractions like Mount Trashmore Park, Virginia Beach Town Center, and Sandler Center for the Performing Arts, all within a 6-mile radius. It has received excellent user ratings.
The home features a spacious layout with a cozy fireplace, a fully equipped kitchen, and a comfortable sofa bed for additional sleeping arrangements. Guests can enjoy amenities such as a private spa tub, barbecue grills, and a lush garden, as well as free WiFi and a smoke-free environment. The home can accommodate up to 10 guests, making it an ideal choice for families or groups.
Cambridge Knights A 3 Bedroom Home Full Of Charm - Chesapeake, VA
10 1 review
Chesapeake, VA
09/25 – 09/30
$289/nighttotal: $1445 (5 )

Cambridge Knights A 3 Bedroom Home Full Of Charm

3 4
apartment , Portsmouth
This Portsmouth vacation home is located near the beach, within a 3-mile radius of popular landmarks such as the Commodore Theatre and the Virginia Sports Hall of Fame and Museum. The house offers three bedrooms, two bathrooms, and can accommodate up to six guests.
Amenities include a fully equipped kitchen, multiple bathrooms, laundry facilities, free WiFi, a Smart TV, a smoke-free environment, parking, and a spa.

Frequently Asked Questions about apartment rentals in Chesapeake, VA

  • What are the top cultural and historical sites in Chesapeake, VA?

    The Chesapeake Bay Maritime Museum is a must-see for any history buff. It has a collection of historic ships and exhibits on the area's maritime history. The Great Bridge Battlefield and National Monument is another great place to learn about the area's past. It commemorates the Battle of Great Bridge, a key battle in the American Revolutionary War.
  • What are the best apartments in Chesapeake, VA?

  • What makes Chesapeake, VA unique or famous?

    Chesapeake is known for its beautiful waterfront, with miles of shoreline along the Chesapeake Bay and its tributaries. The city is also home to the Chesapeake Bay Bridge-Tunnel, a unique engineering marvel that connects the Virginia Peninsula to the Eastern Shore. And, of course, Chesapeake is famous for its delicious seafood, especially crabs and oysters.
  • What are the best apartments with a pool in Chesapeake, VA?

    Beautiful And Chic Studio Apartment, Cheshire Retreat and Artist's Retreat are the best apartments with a pool in Chesapeake, VA.

  • Where can you find the best local markets and street food in Chesapeake, VA?

    The Chesapeake Farmers Market is a great place to find fresh, local produce and other goods. It's held every Saturday from May to October at the Chesapeake City Park. The Chesapeake Food Truck Festival is another great option for trying local street food. It's held annually in the fall at the Chesapeake Conference Center.
  • What are the best apartments with a jacuzzi in Chesapeake, VA?

    The best apartments with a jacuzzi in Chesapeake, VA are Rock Star Mansion, Peace On The Lake and Gorgeous 1 Bedroom With Free Wifi & Street Parking.

  • How is the public transportation system in Chesapeake, VA?

    Chesapeake has a public bus system, Hampton Roads Transit, that operates throughout the city. It's a good option for getting around, but it's not as extensive as in some larger cities. If you're planning on exploring the surrounding areas, you'll likely need a car.
  • What are the best apartments for families and kids in Chesapeake, VA?

  • Which seasonal events or festivals should apartment renters look forward to in Chesapeake, VA?

    The Chesapeake Bay Wine Festival is a popular event held every fall. It features wine tastings, live music, and food vendors. The Chesapeake Bay Seafood Festival is another great event held every summer. It features live music, seafood vendors, and family-friendly activities.
  • What are the best pet friendly apartments in Chesapeake, VA?

  • What amenities are typically included in apartments in Chesapeake, VA?

    Most apartments in Chesapeake include basic amenities like central air conditioning, a refrigerator, a stove, and a dishwasher. Some apartments may also include a washer and dryer, a balcony, or a parking space.
  • What are the best apartments with parking in Chesapeake, VA?

Destinations nearby

Guest-Favorite Apartments with Parking in Chesapeake, VA

Park your car and enjoy the city center; each of these vacation apartments in Chesapeake, VA comes with a free on-site parking spot.

Serene Lodging With Indoor Fireplace - Chesapeake, VA
Chesapeake, VA
10/12 – 02/18
$100/nighttotal: $12900 (129 )

Serene Lodging With Indoor Fireplace

2 2
apartment , Virginia Beach
This Northwest Virginia Beach vacation rental is conveniently located near Virginia Wesleyan University (1.1 miles), Sentara Leigh Hospital (under 3 miles), Norfolk Premium Outlets, and The Witch of Pungo Statue (both under 3 miles).
This 760-square-foot house features two bedrooms, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, a Jacuzzi, free WiFi, and a smart TV.
Fenced Yard & Patio! 2,400-sq-ft Chesapeake Home - Chesapeake, VA
10 4 reviews
Chesapeake, VA
09/25 – 09/30
$664/nighttotal: $3320 (5 )

Fenced Yard & Patio! 2,400-sq-ft Chesapeake Home

4 4
apartment , Chesapeake
This Chesapeake rental house is located in a quiet neighborhood, approximately 6 miles from St. Julian's Creek Annex, offering easy access to major interstates, dining, and shopping.
This 2400 sq ft vacation home accommodates 8 guests with 4 bedrooms and 2 bathrooms, featuring a fenced yard, driveway parking for 7 vehicles, a fireplace in the primary suite, and a modern kitchen with a refrigerator, microwave, and dishwasher.
The Point! Private Waterfront  Oasis! - Chesapeake, VA
9.9 126 reviews
Chesapeake, VA
06/23 – 06/25
$916/nighttotal: $1832 (2 )

The Point! Private Waterfront Oasis!

1 3
apartment , Norfolk
This Norfolk vacation home, near Virginia Beach, offers easy access to Oceanview Beach, Downtown Norfolk, Rivers Casino, and the Waterside District, providing a convenient base for exploring the area. This four-bedroom, two-bathroom house comfortably sleeps ten guests and boasts a fully equipped kitchen, fitness center, and private garden with breathtaking views, plus amenities like air conditioning, a dishwasher, and free internet access.
Modern Portsmouth Apartment: Walk To Norfolk Ferry - Chesapeake, VA
Chesapeake, VA
09/25 – 09/30
$248/nighttotal: $1240 (5 )

Modern Portsmouth Apartment: Walk To Norfolk Ferry

2 4
apartment , Portsmouth
This modern Portsmouth apartment rental is conveniently located near the Norfolk Ferry, 8.7 miles from Norfolk International Airport, and a short drive from Virginia Beach attractions.
This 1250-square-foot unit features two bedrooms, one bathroom, and can comfortably accommodate up to 11 guests, boasting a fully equipped kitchen with a dishwasher, microwave, and fridge, plus free Wi-Fi, parking, and air conditioning.

Best Chesapeake, VA apartment rentals with air conditioning

Cute Space Near Towncenter 15 Minutes From Beaches - Chesapeake, VA
8.8 23 reviews
Chesapeake, VA
09/25 – 09/30
$230/nighttotal: $1150 (5 )

Cute Space Near Towncenter 15 Minutes From Beaches

1 4
apartment , Virginia Beach
This Northwest Virginia Beach apartment is situated in a lively district close to the Sandler Center for the Performing Arts and Virginia Beach Town Center. With a very good user rating, this apartment features one bedroom, one bathroom, and can accommodate up to 6 guests with its sofa bed.
The apartment offers amenities such as air conditioning, internet, and allows pets. This apartment offers a comfortable and convenient stay for travelers visiting Virginia Beach.
Cozy 4 Bed 2 Bath Home - Norfolk, Centrally Located - Chesapeake, VA
9.6 4 reviews
Chesapeake, VA
10/12 – 02/18
$179/nighttotal: $23091 (129 )

Cozy 4 Bed 2 Bath Home - Norfolk, Centrally Located

4 2
apartment , Norfolk
This 4-bedroom house in Norfolk is centrally located, offering easy access to Town Point Park and Pagoda and Oriental Garden, and is within 5 miles of Veterans United Home Loans Amphitheater at Virginia Beach and Chrysler Hall.
This dwelling accommodates up to 8 guests with 4 queen bedrooms and 2 bathrooms, featuring a microwave, dishwasher, air conditioning, and parking, with pets allowed.
Modern Portsmouth Apartment: Walk To Norfolk Ferry - Chesapeake, VA
10 11 reviews
Chesapeake, VA
09/25 – 09/30
$245/nighttotal: $1225 (5 )

Modern Portsmouth Apartment: Walk To Norfolk Ferry

2 4
apartment , Portsmouth
This Portsmouth waterfront rental is located within one mile of the Tidewater Yacht Marina and Waterside District, offering easy access to attractions like the Commodore Theatre and Virginia Sports Hall of Fame.
This 1250-square-foot apartment sleeps six guests and features three bedrooms, one bathroom, a fully equipped kitchen with dishwasher, in-unit laundry, and on-site parking.
Creek-side Captain's Retreat - Chesapeake, VA
8.5 21 reviews
Chesapeake, VA
06/29 – 08/03
$166/nighttotal: $5810 (35 )

Creek-side Captain's Retreat

1 2
apartment , Portsmouth
The Captain's Retreat is a charming house located in Portsmouth, just a short walk from the Strawbery Banke Museum and the Portsmouth Historic District, offering easy access to the city's attractions. It's situated on a peaceful creek, providing a tranquil escape from the city's bustle.
The home has three bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen with a fridge, freezer, and dishwasher, plus amenities like air conditioning, a Jacuzzi, a garden, and parking.
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