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

Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth - Chesapeake, VA
8.6 11 reviews

Charming 1-bedroom In-law Suite With Functional Kitchen In Pleasant Portsmouth

apartment, Portsmouth
This one-bedroom flat in Portsmouth is situated a 19-minute drive from Town Point Park and 40 minutes from Chesapeake Bay, offering convenient access to the Chrysler Museum of Art and the Children's Museum of Virginia.
This pet-friendly apartment accommodates up to three guests and includes on-site parking, complimentary Wi-Fi, air conditioning, and essential amenities such as towels, linens, and soap, with a check-out time of 12:00.
Heal Love Now Farm Cottage - Chesapeake, VA
8.8 28 reviews

Heal Love Now Farm Cottage

apartment, Norfolk
This charming cottage is situated in Baraud Park, a historic African American community in Norfolk, just a short walk from the Elizabeth River and a short drive from the city centre. The property has received very good ratings for its location, cleanliness, and overall experience.
The cottage offers a unique layout with a loft bedroom featuring a clawfoot tub overlooking the main floor, suitable for up to three guests. It comes equipped with a fridge, air conditioning, internet, and parking, along with a refreshing outdoor shower and an organic garden where guests can enjoy fresh produce during the summer months.
Cozy Home W/ Flex Room & Large Driveway - Chesapeake, VA
8.0 1 review

Cozy Home W/ Flex Room & Large Driveway

apartment, Virginia Beach
This Chesapeake flat is located in a peaceful residential area, a short drive from shopping, dining, major motorways, and Blue Heron Landing Park, which offers access to the Indian River for kayaking, fishing, and crabbing.
This fully furnished two-bedroom property accommodates up to six guests and features a versatile flex room, a separate exercise/play room, fast WiFi, smart TVs, and an in-unit washer and dryer, with ample parking available.
Cambridge Knights A 3 Bedroom Home Full Of Charm - Chesapeake, VA
10 1 review

Cambridge Knights A 3 Bedroom Home Full Of Charm

apartment, Portsmouth
This Portsmouth holiday home is located just 3km from attractions like the Emanuel AME Church, Commodore Theatre, and the Virginia Sports Hall of Fame and Museum, making it a great base for exploring the city. The surrounding area is quiet and residential, offering a peaceful escape from the hustle and bustle of the city centre.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a terrace or balcony, a spa, and free parking, as well as modern amenities like Wi-Fi and air conditioning.

Best Chesapeake, VA holiday apartments with a balcony

Lovely Town Home - Chesapeake, VA
9.6 68 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.
Welcome To The Lighthouse!  Charming  3-bdrm Home With 2 Decks In Virginia Beach - Chesapeake, VA
8.0 3 reviews

Welcome To The Lighthouse! Charming 3-bdrm Home With 2 Decks In Virginia Beach

apartment, Virginia Beach
This Virginia Beach holiday home, a lighthouse property, is situated 1.6km from Regent University and a short drive from the interstate, providing easy access to beaches, the Virginia Beach Town Centre, and the Greenbrier Mall.
Sleeping six guests, this three-bedroom, three-bathroom property offers a kitchen with fridge, microwave, and dishwasher, air conditioning, a terrace, garden, parking, and Wi-Fi; nearby attractions include the Veterans United Home Loans Amphitheatre and Ocean Breeze Waterpark.
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.
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood. - Chesapeake, VA
No reviews

Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood.

apartment, Chesapeake
This one-bedroom flat is located in Chesapeake, just a short distance from Norfolk's waterfront and a 32-kilometre drive from Virginia Beach's oceanfront. The surrounding area is quiet and offers easy access to local restaurants, supermarkets, and the city centre.
The flat is spacious and comfortably accommodates up to four guests. It comes with free curbside parking, air conditioning, internet access, and a relaxing front porch.

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

3br Gem Near Rivers Casino  Comfort & Convenience - Chesapeake, VA
10 5 reviews

3br Gem Near Rivers Casino Comfort & Convenience

apartment, Portsmouth
This Portsmouth holiday home, ideally situated for exploring the city, offers easy access to Norfolk and Virginia Beach, and is conveniently located near the Waterside District and Greenbrier Mall shopping centres; distances to these attractions are not specified.
Sleeping six guests, this three-bedroom, one-bathroom apartment boasts a fully remodelled modern interior, including a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a garden, parking, and Wi-Fi; five beds provide ample sleeping space.
Located In A Quiet Northern Suffolk Neighborhood - Chesapeake, VA
9.7 23 reviews

Located In A Quiet Northern Suffolk Neighborhood

apartment, Suffolk
This Northern Suffolk flat is located in a peaceful area, offering easy access to Bennett Creek Park's amenities, including a boat ramp, and is a 15-minute drive from River Casino.
This updated rental accommodates six guests across three bedrooms and two bathrooms, featuring air conditioning and internet, and is situated within 3 kilometres of Bon Secours and Sentara Hospitals, with local dining options within 3.2 kilometres.
Townhome Style 2br Villa Apt By 4 Major Hospitals - Chesapeake, VA
10 1 review

Townhome Style 2br Villa Apt By 4 Major Hospitals

apartment, Chesapeake
This two-bedroom flat in Chesapeake offers convenient access to four major hospitals within a 3.2 to 11.3 kilometre radius, making it ideal for visiting medical professionals or patients on extended stays.
This residence features a recently updated kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and a capacity for four guests, with on-site laundry facilities and enhanced security for your comfort and safety.
Condo Near Portsmouth Naval On Webster Avenue - Chesapeake, VA
10 30 reviews

Condo Near Portsmouth Naval On Webster Avenue

apartment, Portsmouth
This Portsmouth apartment, ideal for families or groups of up to six, is situated less than 1.6km from Portsmouth Naval Hospital and 8km from the Rivers Casino.
The three-bedroom, one-bathroom flat offers free internet, air conditioning, parking, and a fully equipped kitchen; enjoy easy access to local attractions and a peaceful atmosphere.

Best Chesapeake, VA holiday apartments with air conditioning

The Calm Cottage | European Fireplace Retreat - Chesapeake, VA
10 8 reviews

The Calm Cottage | European Fireplace Retreat

apartment, Chesapeake
This countryside cottage near Chesapeake offers peaceful rural views and is within a 40-48 kilometre drive of Virginia Beach Oceanfront and Sandbridge Beach, with the Outer Banks (Nags Head) accessible within approximately 20 kilometres for a longer day trip.
This two-bathroom apartment accommodates up to five guests across three bedrooms, each featuring a television and massage recliner, and includes a fully equipped kitchen, a private deck, and an in-home washer and dryer for convenience.
First Class Lvng - 2br, 2ba, Cool/cozy - Chesapeake, VA
No reviews

First Class Lvng - 2br, 2ba, Cool/cozy

apartment, Chesapeake
This two-bedroom flat is located in Western Branch North, just 4km from Chesapeake Square Mall and within 10km of Bon Secours Health Center at Harbour View and Riverfront Golf Club. The surrounding area offers a mix of residential and commercial spaces, with easy access to amenities and attractions.
The 93 square metre flat comfortably accommodates up to four guests and features a fully equipped kitchen, two bathrooms, and a washing machine. Guests can enjoy a relaxing atmosphere with a dining area and a TV, and benefit from amenities such as air conditioning, parking, and internet access.
Fenced Yard & Patio! 2,400-sq-ft Chesapeake Home - Chesapeake, VA
10 4 reviews

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

apartment, Chesapeake
This Chesapeake holiday flat is situated in a tranquil residential area, offering straightforward access to main motorways, eateries, and shops, and is within a 26-kilometre radius of Naval Station Norfolk and 47 kilometres of Virginia Beach Oceanfront.
This spacious 223 square metre residence accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a well-equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking, and smart televisions in each bedroom, with the primary suite and living room offering electric fireplaces.
2br Townhome Style Villa Apt By 4 Major Hospitals - Chesapeake, VA
10 2 reviews

2br Townhome Style Villa Apt By 4 Major Hospitals

apartment, Chesapeake
This two-bedroom flat in Chesapeake offers a convenient base, with four major hospitals situated between 3.2 and 11.3 kilometres away.
This serviced apartment, ideal for longer stays, includes a dedicated office area, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, on-site parking, and a communal laundromat, accommodating up to four guests.
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