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.

Ocean Haus - Chesapeake, VA
9.5 90 reviews

Ocean Haus

apartment, Portsmouth
This Portsmouth family home, located near Junction I-264 and less than 1.6km from the Rivers Casino, offers easy access to the city and surrounding areas.
Sleeping up to 10 guests in 3 bedrooms and 4 bathrooms, this spacious property boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; perfect for family groups.
Lovely 2-bedroom 1100 Sq Ft Apt With Free Parking - Chesapeake, VA
9.4 322 reviews

Lovely 2-bedroom 1100 Sq Ft Apt With Free Parking

apartment, Portsmouth
This Portsmouth apartment is located just a few hundred metres from the Strawbery Banke Museum and a 1 kilometre walk from Market Square, offering easy access to the city's historic district and attractions. The apartment has received excellent user ratings for its location, cleanliness, and overall experience.
This two-unit property provides ample space for larger groups or families, with each unit containing two bedrooms and a bathroom. Guests can enjoy a range of amenities, including fully equipped kitchens, in-unit laundry facilities, smart locks, WiFi, TVs, and comfortable bedding.
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.
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.

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.

Historic Old Towne Southern Charm - Chesapeake, VA
9.4 41 reviews

Historic Old Towne Southern Charm

apartment, Portsmouth
This charming 2-bedroom flat is located in Old Towne Portsmouth, just a short walk from the city's restaurants, shops, and attractions. The area is known for its historic architecture and lively atmosphere, making it a great base for exploring the city. The apartment has a very good user rating, indicating a positive experience for previous guests.
This spacious home can comfortably accommodate up to 7 guests. It features a well-equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a terrace, and a garden. Guests can also enjoy free Wi-Fi and the convenience of a washing machine and dryer.
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.
A 4-br 2 Bath House In A Well Loved Neighborhood Centrally Located In Portsmouth - Chesapeake, VA
No reviews

A 4-br 2 Bath House In A Well Loved Neighborhood Centrally Located In Portsmouth

apartment, Portsmouth
This spacious four-bedroom flat in Portsmouth is situated conveniently for recreational parks and attractions, a mere 1.9 kilometres from the Norfolk Scope and Waterside District.
Offering 186 square metres of living space for up to eight guests, this residence features a private terrace, air conditioning, complimentary Wi-Fi, and a fully equipped kitchen, with on-site parking also provided.
4-bedroom House In Beautiful Virginia Beach Downtown - Chesapeake, VA
7.4 10 reviews

4-bedroom House In Beautiful Virginia Beach Downtown

apartment, Virginia Beach
This four-bedroom property is located in the Northwest district of Virginia Beach, offering convenient access to the Waterside District and Greenbrier Mall, and is within 5 kilometres of First Landing State Park and Ocean Breeze Waterpark.
This detached house accommodates up to ten guests, featuring three queen beds and one king bed, air conditioning, heating, and Wi-Fi, with essential amenities provided in the single bathroom.

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.

Newly Renovated Vb Retreat | Comfort & Space Home - Chesapeake, VA
No reviews

Newly Renovated Vb Retreat | Comfort & Space Home

apartment, Virginia Beach
This Virginia Beach rental property is located in a tranquil neighbourhood, offering convenient access to the oceanfront, Sandbridge Beach, Chesapeake Bay, Greenbrier Mall, and Pacific Avenue.
This 100 square metre flat offers three bedrooms, two bathrooms, and accommodates up to nine guests, featuring a spacious open-concept layout with vaulted ceilings, a well-equipped kitchen, and a comfortable living room with a fireplace and large television.
"The Ponderosa A" - Close To The Casino & Concerts - Chesapeake, VA
9.8 96 reviews

"The Ponderosa A" - Close To The Casino & Concerts

apartment, Portsmouth
This one-bedroom flat is located in a peaceful neighbourhood, just 800 metres from the Rivers Casino and a short drive from Portsmouth city centre (6.4km), Norfolk city centre (9.5km) and Virginia Beach (35.4km). It has received excellent ratings for its location, cleanliness, and overall user experience.
The flat has a private entrance and parking space, making it ideal for couples or solo travellers. It features a comfortable queen-size bed, a fully equipped kitchen with a fridge and microwave, air conditioning, a garden, and free Wi-Fi. Guests can enjoy easy access to nearby concerts, as well as day trips to other cities in the region.
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home - Chesapeake, VA
8.4 43 reviews

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

apartment, Portsmouth
This Portsmouth apartment is located in a peaceful, historic neighbourhood, just a short distance from the city centre, the Elizabeth River and the beach. The property has been consistently rated excellent for location, cleanliness and overall experience.
The apartment is a spacious three-bedroom property that can comfortably accommodate up to seven guests. It offers a fully equipped kitchen, modern amenities such as high-speed Wi-Fi and a spa, as well as parking and a private entrance.
Top Gun R&r Iii: King Bed, Queen Sofa, Sleeps 4 - Chesapeake, VA
10 1 review

Top Gun R&r Iii: King Bed, Queen Sofa, Sleeps 4

apartment, Portsmouth
This downstairs flat is located in a convenient district of Portsmouth, offering easy access to local attractions.
This apartment features a king-sized bed, a pull-out sofa accommodating up to four guests, a kitchen, air conditioning, and internet, with entertainment provided by large-screen TVs.

Best Chesapeake, VA holiday apartments with air conditioning

5 Minutes To The Casino!family Sized Home 3 Bedroom With Patio And A Game Room - Chesapeake, VA
9.5 180 reviews

5 Minutes To The Casino!family Sized Home 3 Bedroom With Patio And A Game Room

apartment, Portsmouth
This Portsmouth apartment is conveniently located just four minutes from Rivers Casino and fifteen minutes from the Waterside District, offering easy access to a range of attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom flat, spanning 130 square metres, comfortably sleeps up to eight guests. It boasts a fully equipped kitchen, a garden, a spa, a tennis court, and a range of entertainment options, including a pool table, darts, and a fire pit.
Stylish Two Bdrm, 1 1/2 Bth, King Bed Townhouse - Chesapeake, VA
9.9 61 reviews

Stylish Two Bdrm, 1 1/2 Bth, King Bed Townhouse

apartment, Portsmouth
This two-bedroom apartment in Portsmouth is situated less than a mile from the new Rivers Casino, offering easy access to entertainment and dining options. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The property can comfortably accommodate up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. The apartment also benefits from air conditioning, a garden, and parking, ensuring a comfortable and convenient stay.
Elizabeth River Suite A - Chesapeake, VA
10 2 reviews

Elizabeth River Suite A

apartment, Norfolk
This Norfolk apartment, boasting over 278 square metres of living space, is centrally located offering easy access to various attractions including the Norfolk Botanical Garden, the Virginia Zoo, and the Chrysler Museum of Art.
The five-bedroom dwelling, sleeping up to twelve guests and featuring a huge kitchen, Jacuzzi, sauna, private boat pier, and sunroom with Elizabeth River views, provides ample space for large groups and offers optional boat and jet ski rentals nearby.
Cozy Portsmouth Retreat 2br/1ba - Chesapeake, VA
9.0 2 reviews

Cozy Portsmouth Retreat 2br/1ba

apartment, Portsmouth
This Portsmouth apartment, ideally located for exploring the city, is a short 6.4km drive from the Children's Museum of Virginia and 8km from the Portsmouth Naval Shipyard Museum.
The 102 square metre property sleeps six guests and boasts two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, air conditioning, parking, and Wi-Fi; nearby attractions include the Waterside District and Virginia Beach Town Centre.
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