Best apartment offers in Chesapeake, VA

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Chesapeake, VA apartments
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790 Best apartments in Chesapeake, VA

Guest-Favourite Holiday Apartments for Families in Chesapeake, VA

Kid-friendly holiday apartments in Chesapeake, VA provide easy access to city attractions, ensuring a smoother trip where everyone stays comfortable.

Trycams Humble Abode - Chesapeake, VA
9.3 49 reviews

Trycams Humble Abode

apartment, Chesapeake
This Chesapeake property is conveniently located just a short drive from Virginia Beach, Busch Gardens, and the Virginia Aquarium, making it ideal for exploring the region's attractions. The accommodation has received excellent ratings for cleanliness and user experience, while its location has been rated very good.
This three-bedroom house can comfortably accommodate up to eight guests, with queen-sized beds in each bedroom and a queen-sized sofa bed downstairs. The house is well-equipped with a full kitchen, including a dishwasher, microwave, and other appliances, as well as a private outdoor space and parking.
Luxury Lakefront Estate & Guest House W/ Pool - Chesapeake, VA
10 8 reviews

Luxury Lakefront Estate & Guest House W/ Pool

apartment, Portsmouth
This luxurious lakefront estate sits on Crystal Lake, offering a tranquil retreat just 10km outside of Portsmouth, providing easy access to the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a top choice for discerning travellers.
The estate features a grand main house and a separate guest house, accommodating up to 16 guests. Guests can enjoy a refreshing dip in the pool, relax in the Jacuzzi, or prepare meals in the gourmet kitchen, all while taking in stunning lake views.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Chesapeake, VA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Chesapeake
This two-bedroom apartment is situated in Chesapeake, Virginia, conveniently located just 40 kilometres from the Virginia Beach oceanfront and close to the Virginia Beach business district.
The apartment features a fully equipped kitchen, a swimming pool, a fitness centre and a Jacuzzi, and can comfortably accommodate up to six guests.
Country Escape Home In The Woods- Chesapeake, Va - Chesapeake, VA
10 26 reviews

Country Escape Home In The Woods- Chesapeake, Va

apartment, Chesapeake
This apartment is situated in a peaceful rural area of Chesapeake, Virginia, just 2.4 kilometres from Ballahack Airsoft Field and other attractions. It has received excellent user ratings, making it a popular choice for travellers.
The apartment offers 121 square metres of space, comfortably accommodating up to six guests in its three bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden, a spa, parking, and access to the internet.

Discover Self-Catering Apartments with a Terrace in Chesapeake, VA

Watching the sunset over the city skyline from your own private balcony is a premium detail that elevates any trip to Chesapeake, VA.

Charming 1-bedroom 1-bath Unit With Beautiful Riverfront Sunsets In Portsmouth - Chesapeake, VA
9.8 9 reviews

Charming 1-bedroom 1-bath Unit With Beautiful Riverfront Sunsets In Portsmouth

apartment, Portsmouth
This Portsmouth waterfront apartment, situated near Bon Secours Maryview Hospital (within 8km), offers easy access to the city's naval bases and the Waterside District.
The one-bedroom flat sleeps two, includes a full kitchen with dishwasher, in-unit laundry, smart TVs, a terrace, and free off-street parking, plus nearby access to a tree swing and shared porch.
Spacious Modern 3-bedroom House In Beautiful Portsmouth City. - Chesapeake, VA
8.0 1 review

Spacious Modern 3-bedroom House In Beautiful Portsmouth City.

apartment, Portsmouth
This four-bedroom, three-bathroom flat in Portsmouth is conveniently located 5.6 kilometres from Town Point Park and 16.1 kilometres from Chesapeake Bay, with the Children's Museum of Virginia and Portsmouth Naval Shipyard Museum a mere 2.4 kilometres away.
Guests can enjoy complimentary Wi-Fi, air conditioning, and on-site laundry facilities in this accommodation, which also features a sunroom or lanai and offers parking for up to six people.
Walkable To The Casino And Family Friendly! 3 Bd/2 Ba, Full House, Sleeps 8 - Chesapeake, VA
9.2 7 reviews

Walkable To The Casino And Family Friendly! 3 Bd/2 Ba, Full House, Sleeps 8

apartment, Portsmouth
This holiday home is located in Portsmouth, just 1.5 km from Rivers Casino Portsmouth, and within 10 km of Portsmouth City Park and Frank D Lawrence Stadium. It has consistently received excellent user ratings, making it a popular choice for travellers.
The property offers 93 square metres of space and can comfortably accommodate up to 6 guests in its 3 bedrooms. The kitchen comes equipped with a fridge, microwave, oven, and dishwasher, while the garden provides a relaxing outdoor space. Guests can also enjoy free Wi-Fi, air conditioning, a terrace, and parking.
Historic Olde Towne 2 Bedroom 1 Bath 1100sq Ft Vacation Rental - Chesapeake, VA
9.0 53 reviews

Historic Olde Towne 2 Bedroom 1 Bath 1100sq Ft Vacation Rental

apartment, Portsmouth
This Portsmouth apartment, a short walk from the Commodore Theatre and the Virginia Sports Hall of Fame, enjoys a riverfront location offering scenic views and is within 2.4km of the Children's Museum of Virginia and the Portsmouth Naval Shipyard Museum.
The two-bedroom, one-bathroom flat sleeps four, features free WiFi, a DVD player, a fully equipped kitchen, on-site parking, and a terrace; board games and books are also provided for guests' entertainment.

Frequently asked questions about apartment rentals in Chesapeake, VA

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

    The Chesapeake City Park is home to the Chesapeake Museum and Cultural Center, which has exhibits about the city's history and culture. The Great Dismal Swamp National Wildlife Refuge is a great place to learn about the natural history of the area.
  • 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 coastline along the Chesapeake Bay. It's also home to a large military presence, with Naval Station Norfolk and Joint Expeditionary Base Little Creek-Fort Story nearby.
  • What 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, held every Saturday from April to October, is a great place to find local produce, baked goods, and crafts. For street food, try the food trucks that gather at the Chesapeake Town Center on Fridays.
  • 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, which connects to other parts of the Hampton Roads region. However, it's generally recommended to have a car for getting around the city.
  • 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 in October is a popular event, featuring wine tastings and live music. The Chesapeake Arts Festival in May is a great way to enjoy local art, music, and food.
  • What are the best pet friendly apartments in Chesapeake, VA?

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

    Most apartments in Chesapeake come with central air conditioning, a refrigerator, and a stove. Some may also have a dishwasher, washer, and dryer. Be sure to check the specifics of each apartment.
  • What are the best apartments with parking in Chesapeake, VA?

  • What leisure activities are available for relaxation in Chesapeake, VA?

    For relaxation, Chesapeake has several parks with walking trails, such as the Chesapeake Arboretum and the Northwest River Park. You can also enjoy a day at the beach at Chesapeake Bay.

Popular destinations

Explore Self-Catering Apartments with Free Parking in Chesapeake, VA

Free on-site parking comes with these apartments, letting you focus on the Chesapeake, VA city centre from the moment you arrive.

Historic Gem - Walk To Dining, Ferry & Waterfront - Chesapeake, VA
10 213 reviews

Historic Gem - Walk To Dining, Ferry & Waterfront

apartment, Portsmouth
This charming 1880s home is located in Olde Towne Portsmouth, just 1 kilometre from the Elizabeth River harbour, a 3-minute walk from the ferry to Norfolk's downtown and a 5-minute walk to High Street with its shops, restaurants, and cultural attractions. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The house has three bedrooms and two bathrooms, accommodating up to seven guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a private garden, parking, and free internet access, as well as unique historic features like original pinewood floors, windows, doors, and antique doorknobs.
Walk To River & Downtown: Portsmouth Apartment! - Chesapeake, VA
No reviews

Walk To River & Downtown: Portsmouth Apartment!

apartment, Portsmouth
This Portsmouth apartment, near the Children's Museum of Virginia (a 0.9km walk) and the Portsmouth Naval Shipyard Museum (a 1.1km walk), offers convenient access to local attractions.
The 111-square-metre property comprises three bedrooms, one bathroom, and on-site parking, plus in-unit amenities including a washer/dryer, full kitchen, and air conditioning; BBQ facilities are also available.
Prime Location In Chesapeake + Spacious 4br + Chef's Kitchen - Chesapeake, VA
9.2 7 reviews

Prime Location In Chesapeake + Spacious 4br + Chef's Kitchen

apartment, Chesapeake
This spacious four-bedroom flat in the Greenbrier district of Chesapeake is located approximately 40 kilometres from Virginia Beach, offering convenient access to Greenbrier Mall and Waterside District for shopping, as well as the Veterans United Home Loans Amphitheater for entertainment.
This family-friendly residence spans 186 square metres and accommodates up to eight guests, featuring a dedicated home theatre with a popcorn maker, a master suite with double vanities and a soaking tub, air conditioning, a garden, and parking.
Bright Chesapeake Home Near Shopping & Dining - Chesapeake, VA
9.7 33 reviews

Bright Chesapeake Home Near Shopping & Dining

apartment, Chesapeake
This charming guest house is located in Chesapeake, just 42 kilometres from Virginia Beach, offering easy access to both the city and the nearby coastline. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The self-contained accommodation sleeps up to four guests and features a well-equipped kitchen, a private outdoor space, and modern amenities such as a Smart TV and free Wi-Fi. Guests can enjoy a covered porch, a private entrance, and the convenience of a washer and dryer.

Best Chesapeake, VA holiday apartments with air conditioning

Cozy Modern Retreat, Peaceful Stay Near Everything - Chesapeake, VA
9.7 13 reviews

Cozy Modern Retreat, Peaceful Stay Near Everything

apartment, Portsmouth
This new-construction luxury flat in Portsmouth offers proximity to Historic Olde Towne Portsmouth and is a convenient 7-minute drive from the casino, placing it under 8 kilometres from Downtown Norfolk's premier dining and entertainment.
This spacious property accommodates up to 8 guests with 4 bedrooms and 3.5 bathrooms, featuring two master suites, a private backyard, a welcoming front porch, central air/heat, and high-speed WiFi.
Elegance Escape On Saunders Dr - Chesapeake, VA
9.7 62 reviews

Elegance Escape On Saunders Dr

apartment, Portsmouth
This 3-bedroom holiday home is conveniently situated just a short walk from Portsmouth City Park and Elizabeth Manor Golf and Country Club, offering easy access to both relaxation and recreation.
The apartment comfortably sleeps 6 guests, with three bedrooms, a living room, and a dedicated entertainment area. Enjoy the spacious outdoor areas, including a patio, a front porch, a fire pit, and two grills, as well as a fully equipped kitchen and a swimming pool (open from May 25th to September 15th).
Free Breakfast. Indoor Pool & Hot Tub. Close To The Virginia Beach Business District! - Chesapeake, VA
8.0 5 reviews

Free Breakfast. Indoor Pool & Hot Tub. Close To The Virginia Beach Business District!

apartment, Chesapeake
This Chesapeake City seaside apartment is situated 0.8km from the Chesapeake Conference Centre, 4.8km from Greenbrier Mall, and 4.8km from Chesapeake City Park.
This one-bedroom, one-bathroom flat sleeps six guests and boasts an indoor pool, hot tub, complimentary breakfast, and a fully equipped kitchen including a fridge, microwave, and dishwasher; free Wi-Fi and limited housekeeping are also provided.
Southern Charm
Warm And Welcome - Chesapeake, VA
9.6 90 reviews

Southern Charm Warm And Welcome

apartment, Chesapeake
This Chesapeake apartment is located close to shopping and dining options, just a short distance from the interstate. It has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, a private garden with a fire pit and gas grill, and a washer and dryer for convenience. It also includes child-friendly amenities such as a highchair, pack and play, and a dedicated kiddie corner closet.
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