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

Find Apartments in Downtown of Chesapeake, VA

Renting a downtown vacation apartment in Chesapeake, VA places you steps from local dining, historic neighborhoods, and bustling city nightlife.

The Full House - Chesapeake, VA
10 3 reviews

The Full House

apartment, Chesapeake
This Chesapeake vacation rental is conveniently located 2.6 miles from Portlock Galleries at SoNo and within 6 miles of Oak Grove Lake Park, Riverwalk Parkway Park and Playground, the Chesapeake Conference Center, and Chesapeake Regional Medical Center.
This three-bedroom, two-bathroom house sleeps five guests and offers amenities including Wi-Fi, air conditioning, a washer, a hair dryer, and a smoke-free environment.
The Southern Magnolia | 2br/1bth Home - Chesapeake, VA
9.6 11 reviews

The Southern Magnolia | 2br/1bth Home

apartment, Chesapeake
This Chesapeake apartment is conveniently located just south of downtown Norfolk, within a short drive of Virginia Beach Town Center and the Boardwalk. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom, one-bathroom apartment comfortably accommodates up to four guests. The apartment offers a well-equipped kitchen, private waterfront access with a shared terrace, and a cozy screened-in porch overlooking a 200-year-old Magnolia Tree.
Entire Apartment In Chesapeake, Virginia - Chesapeake, VA
9.8 11 reviews

Entire Apartment In Chesapeake, Virginia

apartment, Chesapeake
This Chesapeake condo offers prime access, located 2 minutes from I64 and minutes from the Oceanfront, Downtown Norfolk, and Busch Gardens.
This spacious 4-guest apartment features 2 bathrooms, a full kitchen, a private balcony, and a swimming pool, with optional weekly cleaning for longer stays.
Fully Renovated And Modernized Home In Chesapeake - Chesapeake, VA
10 23 reviews

Fully Renovated And Modernized Home In Chesapeake

apartment, Chesapeake
This Chesapeake apartment is located close to Portlock Galleries at SoNo and Greenbrier Mall, offering easy access to art, shopping, and dining. It has received excellent user ratings, making it a popular choice for travelers. The 3-bedroom, 3-bathroom dwelling comfortably accommodates up to 8 guests. Enjoy modern amenities like a smart TV, Wi-Fi, a washer and dryer, a barbecue area, and a sofa bed for extra sleeping space.

Best Chesapeake, VA apartment rentals with air conditioning

The Chesapeake Gray  Historical Waterside District 20 Mins To Oceanfront - Chesapeake, VA
9.4 8 reviews

The Chesapeake Gray Historical Waterside District 20 Mins To Oceanfront

apartment, Norfolk
This Norfolk apartment is conveniently located near the Virginia Beach Town Center and Waterside Festival Marketplace, making it easy to explore the city's attractions. You can also easily reach Buckroe Beach and Park for a day of fun in the sun.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to six guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a jacuzzi, and a spacious backyard with a patio, perfect for relaxing or entertaining.
Nyakio Suite - Chesapeake, VA
No reviews

Nyakio Suite

apartment, Chesapeake
Nyakio Suite is a 2-bedroom, 2-bathroom condo in Chesapeake, located 11 miles from Topgolf Virginia Beach and 13 miles from Norfolk Botanical Garden.
This 1100 sq ft condo accommodates up to 7 guests and features a private swimming pool, a fully equipped kitchen with a dishwasher, and complimentary Wi-Fi.
Spacious Chesapeake Home W/ Pool Table! - Chesapeake, VA
8.4 15 reviews

Spacious Chesapeake Home W/ Pool Table!

apartment, Chesapeake
This 4-bedroom Chesapeake vacation rental is located in Western Branch North, a short distance from the Elizabeth River, Chesapeake Square Mall, and Stonebridge Landing Park. This property is highly rated by guests, earning a "very good" user rating.
The spacious home offers 2,400 square feet of living space, accommodating up to 8 guests. This Chesapeake vacation rental includes a fully equipped kitchen, a private yard, a deck, a pool table, a fireplace, and Smart TVs for entertainment.
The Mermaids Oasis - Chesapeake, VA
9.7 6 reviews

The Mermaids Oasis

apartment, Virginia Beach
This three-bedroom Virginia Beach apartment is conveniently located in a cul-de-sac, just four minutes from Lynnhaven Mall and fifteen minutes from the Virginia Beach Oceanfront. The apartment features a peaceful and stylish atmosphere, a spacious open floor plan downstairs, and a private garden, perfect for a relaxing getaway for up to five guests.

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?

Popular destinations

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.

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 non-smoking vacation home in Portsmouth is located near entertainment venues, just a 12-minute drive from Norfolk Scope and Waterside District, and close to a water park and wildlife spotting opportunities.
This 2000 sq ft residence offers 4 bedrooms, 2 bathrooms, and accommodates up to 8 guests with amenities including a full kitchen, air conditioning, complimentary Wi-Fi, a private terrace, and on-site parking.
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 Chesapeake apartment is located just a short distance from the Norfolk waterfront and a 20-minute drive from Virginia Beach, offering easy access to both urban amenities and coastal attractions. The surrounding area is peaceful and quiet, perfect for a relaxing getaway.
This one-bedroom, one-bathroom apartment can comfortably accommodate up to four guests. It features free curbside parking, a front porch for enjoying the outdoors, and amenities such as air conditioning, internet access, and a washer and dryer.
Nyakio Suite - Chesapeake - Chesapeake, VA
No reviews

Nyakio Suite - Chesapeake

apartment, Chesapeake
This 1090 sq ft, 2-bedroom, 2-bathroom condo in Chesapeake's Greenbrier district is a 7-minute walk from Rivercrest Play Area and a 10-minute walk from Dominion Marketplace, offering convenient car-free access to local attractions.
This pet-friendly apartment includes a full kitchen with a dishwasher, air conditioning, Wi-Fi, a swimming pool, and a balcony, accommodating up to 4 guests with on-site parking.
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 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.

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.

The Urbane Travel Experience - Chesapeake, VA
No reviews

The Urbane Travel Experience

apartment, Norfolk
This spacious Norfolk house rental, located in a prime, unspecified neighborhood, offers easy access to various Norfolk attractions; precise distances depend on the exact location within the city.
The 3,000-square-foot, three-story home features four bedrooms, four bathrooms, and sleeps eight, boasting a fully equipped kitchen, air conditioning, parking, high-speed internet, and convenient keypad entry.
Prime Location In Chesapeake + Spacious 4br + Chef's Kitchen - Chesapeake, VA
9.4 9 reviews

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

apartment, Chesapeake
This Chesapeake vacation home is located in the Greenbrier area, offering convenient access to Greenbrier Mall and Waterside District, and is approximately 25 miles from VA Beach.
This 2000 sq ft residence accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a dedicated movie theater, an updated kitchen, a master suite with a soaking tub, and a well-maintained outdoor yard.
Spacious Retreat | Optional Guest House Add-on - Chesapeake, VA
9.2 15 reviews

Spacious Retreat | Optional Guest House Add-on

apartment, Portsmouth
This 3-bedroom, 1-bathroom apartment in Portsmouth is located within minutes of the casino and the dining and attractions of Olde Towne.
This pet-friendly rental accommodates up to 6 guests and features a fully stocked kitchen, a large backyard, and a flex room with a 70-inch TV and game table, with an option to rent a separate guesthouse for larger groups.
Port Peaceful, Backyard, Cozy Beds! Family Ready - Chesapeake, VA
9.5 4 reviews

Port Peaceful, Backyard, Cozy Beds! Family Ready

apartment, Portsmouth
This Portsmouth apartment offers convenient access, situated a 5-minute walk from the historic Portsmouth Naval Shipyard and within a 30-minute drive of Virginia Beach.
This 2-bedroom, 1-bathroom dwelling accommodates up to 6 guests, featuring a fully stocked kitchen with dining space, air conditioning, Wi-Fi, and parking, with kid-friendly amenities for a comfortable stay.

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.

Waterfront Maryview/naval Hosp Casino Close To All - Chesapeake, VA
9.6 287 reviews

Waterfront Maryview/naval Hosp Casino Close To All

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

Historic Gem - Walk To Dining, Ferry & Waterfront

apartment, Portsmouth
Clean & Spacious 3-bd 2-story Home - Chesapeake, VA
9.5 62 reviews

Clean & Spacious 3-bd 2-story Home

apartment, Norfolk

Compare Luxury Apartments in Chesapeake, VA

A city-center luxury vacation apartment in Chesapeake, VA sets a wonderful tone for your visit, offering 5-star comfort throughout.

11 Mi To Virginia Beach Boardwalk: Studio Retreat! - Chesapeake, VA
9.7 48 reviews

11 Mi To Virginia Beach Boardwalk: Studio Retreat!

apartment, Virginia Beach

Popular Pet-Friendly Apartments in Chesapeake, VA

These dog-friendly vacation apartments in Chesapeake, VA ensure your pet feels right at home while you explore the city.

Corporate Turnkey Housing Solutions - Chesapeake, VA
No reviews

Corporate Turnkey Housing Solutions

apartment, Chesapeake
Cozy Ranch Retreat. - Chesapeake, VA
9.4 35 reviews

Cozy Ranch Retreat.

apartment, Chesapeake
Oasis At The Creek| Park, Family & Pet Friendly - Chesapeake, VA
9.8 67 reviews

Oasis At The Creek| Park, Family & Pet Friendly

apartment, Chesapeake
Cozy Cute Apartment - Chesapeake, VA
9.8 39 reviews

Cozy Cute Apartment

apartment, Portsmouth

Top Vacation Apartments with Swimming Pool in Chesapeake, VA

On-site pool access in Chesapeake, VA makes a proper swim in the heart of the city a wonderful part of your daily routine.

Free Breakfast. Indoor Pool & Hot Tub. Near The Virginia Beach Business District! - Chesapeake, VA
No reviews

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

apartment, Chesapeake
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
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great For Business Travelers! - Chesapeake, VA
No reviews

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great For Business Travelers!

apartment, Chesapeake
Elegance Escape On Saunders Dr - Chesapeake, VA
9.7 62 reviews

Elegance Escape On Saunders Dr

apartment, Portsmouth

Traveler-Approved Vacation Apartments with Jacuzzi in Chesapeake, VA

Coming home to a hot tub after a day in Chesapeake, VA changes the whole feel of a stay; every vacation apartment here features one.

The Manor- Extended Stays - Chesapeake, VA
10 8 reviews

The Manor- Extended Stays

apartment, Chesapeake
Whispering Woods Estate- Secluded And Spacious - Chesapeake, VA
9.9 33 reviews

Whispering Woods Estate- Secluded And Spacious

apartment, Virginia Beach
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
Condo ∙ 1 Bedroom ∙ 6 Guests - Chesapeake, VA
No reviews

Condo ∙ 1 Bedroom ∙ 6 Guests

apartment, Chesapeake
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