Best apartment offers in Chesapeake, VA

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Chesapeake, VA apartments
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790 Best apartments in Chesapeake, VA

Best family friendly Chesapeake, VA Holiday Apartments and Self Catering Accommodations

Among the 790 accommodations in Chesapeake, VA, here are the 4 best family friendly holiday apartments

Cozy Ranch Home, Centrally Located Near Chicks Beach! - Chesapeake, VA
8.6 9 reviews

Cozy Ranch Home, Centrally Located Near Chicks Beach!

apartment, Virginia Beach
This Virginia Beach farmhouse, situated in the Northwest neighbourhood, is a 5-minute drive (approximately 3.2km) from Highway 264, offering easy access to the Virginia Beach Town Centre and other attractions.
Sleeping up to eight guests in three bedrooms and one bathroom, this self-catering property boasts a fully equipped kitchen, a relaxing backyard with a fire pit, and is conveniently located near the Veterans United Home Loans Amphitheatre and Ocean Breeze Waterpark.
2br Self Check-in, Fast Wi-fi - Chesapeake, VA
9.9 64 reviews

2br Self Check-in, Fast Wi-fi

apartment, Chesapeake
This apartment is conveniently located just a short drive from Virginia Beach, offering easy access to the beach, boardwalk, and various attractions. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The apartment comfortably sleeps four guests and features a spacious living area, two bedrooms, and a modern bathroom. It has a well-equipped kitchen with a fridge, freezer, microwave, dishwasher, and a washing machine and dryer, making it perfect for self-catering.
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.
Sojourn | Virginia Beach | 2 Bedroom Townhouse - Chesapeake, VA
No reviews

Sojourn | Virginia Beach | 2 Bedroom Townhouse

apartment, Virginia Beach
This two-bedroom flat in Northwest Virginia Beach is situated opposite Virginia Wesleyan College, providing easy access to military bases such as Joint Base Little Creek (8 kilometres away), Norfolk Naval Station (16 kilometres away), and Master Jet Base Oceana (17.7 kilometres away), as well as Sentara Leigh Hospital (3.2 kilometres away).
This family-friendly residence accommodates up to five guests with a fully equipped kitchen, including a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, smart TVs with Hulu Live and Netflix, and a garden, with parking available and a check-out time of 11:00 AM.

Best Chesapeake, VA holiday apartments with a balcony

Nyakio Suite - Chesapeake - Chesapeake, VA
No reviews

Nyakio Suite - Chesapeake

apartment, Chesapeake
This two-bedroom flat is located in Chesapeake's Greenbrier district, a 7-minute walk from Rivercrest Play Area and a 10-minute walk from Dominion Marketplace.
This 101 square metre residence accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a balcony, and access to an on-site swimming pool and parking.
Lovely Town Home - Chesapeake, VA
9.6 69 reviews

Lovely Town Home

apartment, Virginia Beach
This Virginia Beach house is located just 1.8 kilometres from Mount Trashmore Park, offering a peaceful escape from the city bustle, yet remaining within easy reach of the Virginia Beach Town Center and the Sandler Center for the Performing Arts. The property enjoys excellent guest ratings, highlighting its appeal for travellers.
This spacious home has four bedrooms and two bathrooms, comfortably accommodating up to ten guests. The house offers a range of amenities including a swimming pool, a jacuzzi, a garden, a terrace and parking, making it ideal for a relaxing and enjoyable stay.
Nyakio Suite - Chesapeake, VA
No reviews

Nyakio Suite

apartment, Chesapeake
The Nyakio Suite is a 2-bedroom flat in Chesapeake, located 17.7 to 33.8 kilometres from Topgolf Virginia Beach, Mount Trashmore Park, and the King Neptune Statue on the Boardwalk.
This 102 square metre residence offers air conditioning, free WiFi, a fully equipped kitchen with a dishwasher and microwave, and can accommodate up to 7 guests, with a private swimming pool available for use.
Cheerful 2 Bedroom Home Near Virginia Wesleyan - Chesapeake, VA
No reviews

Cheerful 2 Bedroom Home Near Virginia Wesleyan

apartment, Virginia Beach
This private two-bedroom townhome is located on a corner cul-de-sac lot in the Northwest district of Virginia Beach, offering a quiet setting just a short drive to First Landing State Park and the Virginia Aquarium.
This 89 square meter residence accommodates up to four guests, featuring a fully equipped kitchen with a wine cooler, a screened-in porch, an extra-large sectional sofa, and high-speed WiFi, with contactless entry for a seamless self-check-in experience.

Frequently asked questions about apartment rentals in Chesapeake, VA

  • What makes Chesapeake, VA unique or famous?

    Chesapeake is known for its beautiful waterfront, with access to the Chesapeake Bay and its tributaries. It's also a city with a rich history, having played a significant role in the American Revolution.
  • Where can you find the best local markets and street food in Chesapeake, VA?

    The Chesapeake Farmers Market, held on Saturdays at the Chesapeake City Park, is a great place to find local produce and crafts. For street food, the food trucks at the Greenbrier Mall food court offer a variety of options.
  • How is the public transportation system in Chesapeake, VA?

    Chesapeake has a public transportation system called Hampton Roads Transit (HRT), offering bus services throughout the city. However, for getting around the wider area, you'll likely need a car.
  • Which seasonal events or festivals should apartment renters look forward to in Chesapeake, VA?

    The Chesapeake Bay Wine Festival in the spring is a popular event, showcasing local wineries. The Chesapeake Bay Seafood Festival in the autumn celebrates the region's seafood bounty.
  • What amenities are typically included in apartments in Chesapeake, VA?

    Most apartments in Chesapeake include central air conditioning, a washer and dryer, and a dishwasher. Some newer buildings may offer additional amenities like a fitness center or a swimming pool.
  • What leisure activities are available for relaxation in Chesapeake, VA?

    Chesapeake offers plenty of opportunities for relaxation. You can enjoy the beaches at Chesapeake Bay, go for a walk or bike ride along the Chesapeake Bay Trail, or simply relax at one of the many parks in the city.

Popular destinations

Best Chesapeake, VA holiday apartments with parking

Your Home Away From Home And Near Va Beach - Chesapeake, VA
8.8 12 reviews

Your Home Away From Home And Near Va Beach

apartment, Portsmouth
This four-bedroom Portsmouth house, sleeping up to ten guests, is situated in a quiet neighbourhood, approximately 24km from Portsmouth Naval Hospital and 40km from Virginia Beach.
The property boasts a spacious interior with a large living room, dining room, office, fully equipped kitchen including dishwasher, two bathrooms (one with Jacuzzi), Wi-Fi, Roku TVs, and private gardens with parking; ideal for families or groups visiting the area's military bases.
Cozy Rental Beach Prime Location - Chesapeake, VA
9.5 22 reviews

Cozy Rental Beach Prime Location

apartment, Virginia Beach
This three-bedroom Virginia Beach house, ideally located near Town Centre, is approximately 24km from the Virginia Beach oceanfront and 8km from Interstate 264, offering easy access to Norfolk, Chesapeake, and Williamsburg.
Sleeping seven guests, the property boasts a full kitchen, a private fenced backyard with a fire pit, ample parking, and a separate self-contained annexe next door.
Beautiful, Modern Furnished 3-bedroom, 2-bathroom Cottage Near Attractions. - Chesapeake, VA
10 13 reviews

Beautiful, Modern Furnished 3-bedroom, 2-bathroom Cottage Near Attractions.

apartment, Portsmouth
This Portsmouth cottage, situated 3.5km from Bon Secours Maryview Medical Center and 7.6km from Portsmouth Naval Hospital, offers easy access to major roads, shopping centres, and restaurants.
The 111 square metre property comprises three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen with appliances such as an Instant Pot and air fryer, plus on-site parking and in-unit laundry facilities.
Dream Haven - 2br/2ba - Free Parking On Premises. - Chesapeake, VA
No reviews

Dream Haven - 2br/2ba - Free Parking On Premises.

apartment, Chesapeake
This Chesapeake apartment rental, located in Western Branch North, offers easy access to Route 664, six minutes from local hospitals and a fifteen-minute drive from downtown Norfolk and its attractions, including the Waterside District and Norfolk Scope.
The 111-square-metre (1194 square feet) property features two bedrooms, two bathrooms, sleeps four guests, and includes amenities such as a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, parking, internet access, and is close to Greenbrier Mall and Frank D Lawrence Stadium.

Best Chesapeake, VA holiday apartments with air conditioning

The Birds Nest - Chesapeake, VA
9.8 65 reviews

The Birds Nest

apartment, Chesapeake
This apartment is located in the Great Bridge area of Chesapeake, just 32 kilometres from the oceanfront, 8 kilometres from the interstate, and 10 kilometres from Greenbriar Mall, offering a peaceful retreat with a country feel despite its proximity to urban amenities. The property has received excellent ratings for location, cleanliness, and user experience.
The self-catering property can accommodate up to 8 guests and boasts a spacious outdoor area with a large fenced yard and an open field. It also features a tree house, a gazebo with an extension cord for lighting, and a variety of amenities including a Jacuzzi, a garden, and parking.
Nyakio Suite - Chesapeake, VA
No reviews

Nyakio Suite

apartment, Chesapeake
This Nyakio Suite flat is situated on the first floor in a quiet family district of Chesapeake, Virginia, offering a tranquil retreat.
This pet-friendly residence accommodates up to four guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a decorative fireplace, and a private balcony overlooking a seasonal shared swimming pool, with internet and laundry facilities available.
Country House Is Perfect For Remote Work Location - Chesapeake, VA
10 4 reviews

Country House Is Perfect For Remote Work Location

apartment, Virginia Beach
This two-bedroom apartment is located in the Tri-city area of Virginia Beach, Chesapeake, and Norfolk, just 5 kilometres from Sentara Hospital at Princess Anne and the Virginia Beach Municipal Center. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment features a spacious backyard and a furnished deck, perfect for relaxing or hosting small gatherings. Guests have access to the entire home, including a small garage, and can enjoy amenities such as air conditioning, a fully equipped kitchen, and dedicated workspaces in each bedroom.
Historic Haven - Chesapeake, VA
9.8 55 reviews

Historic Haven

house, Portsmouth
This two-bedroom flat is situated in a prime location in Portsmouth, just a short walk from the historic Naval Shipyard Museum and close to the charming shops and restaurants of the Olde Towne district. The apartment is highly rated for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The flat is ideal for families or groups of up to 5 people, offering a comfortable and convenient base for exploring the city. It features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning and parking.
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