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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.

Fully Renovated And Modernized Home In Chesapeake - Chesapeake, VA
10 25 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.
Entire Apartment In Chesapeake, Virginia - Chesapeake, VA
9.8 12 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.
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.
Serene Tree House Retreat | Spacious 1br/1bth Home - Chesapeake, VA
9.9 32 reviews

Serene Tree House Retreat | Spacious 1br/1bth Home

apartment, Chesapeake
This Chesapeake apartment is located in a quiet residential neighborhood, just south of downtown Norfolk and a short drive from Virginia Beach Town Center and the Virginia Beach Boardwalk. The apartment has earned excellent ratings for cleanliness and user experience, and a very good rating for location.
The Magnolia Tree House Charm is a one-bedroom apartment that can accommodate two guests. It offers a variety of amenities, including a private terrace, a fire pit, a grilling area, and a fitness center.

Best Chesapeake, VA apartment rentals with air conditioning

Riverfront Portsmouth Home Near Casino & Patio - Chesapeake, VA
9.7 38 reviews

Riverfront Portsmouth Home Near Casino & Patio

apartment, Portsmouth
This Portsmouth, Virginia waterfront home offers stunning Elizabeth River views and is minutes from Rivers Casino Portsmouth, Historic Olde Towne Portsmouth, and the Portsmouth Waterfront.
The three-bedroom, two-bathroom house sleeps up to ten guests, features a fully equipped kitchen, smart TVs, keyless entry, and two outdoor patios, providing easy access to Hampton Roads attractions.
Mid-century Modern Old Town Portsmouth 3bd/2.5 Bth - Chesapeake, VA
9.9 139 reviews

Mid-century Modern Old Town Portsmouth 3bd/2.5 Bth

apartment, Portsmouth
This charming Portsmouth home is located on a quiet street in Colonial Portsmouth, just blocks from the waterfront and a lovely park. The accommodation has earned excellent ratings for cleanliness, location, and overall guest experience.
The two-story home features a spacious living area, a dedicated playroom, and can accommodate up to 8 guests. The house is fully equipped with a kitchen, air conditioning, a garden, parking, and internet access.
The Birds Nest - Chesapeake, VA
9.8 65 reviews

The Birds Nest

apartment, Chesapeake
This Chesapeake apartment is located in the Great Bridge area, just 20 minutes from the oceanfront, 5 minutes from the interstate, and 6 miles from Greenbriar Mall, offering a peaceful country atmosphere despite being in the city. The apartment has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious rental accommodates up to 8 guests, making it ideal for families or groups. Enjoy a variety of amenities, including a fenced yard, a gazebo with electricity, a treehouse, and a jacuzzi, along with a fully equipped kitchen and internet access.
Sepal Sandz Condo - Chesapeake, VA
8.6 10 reviews

Sepal Sandz Condo

apartment, Virginia Beach
This one-bedroom condo is located in Virginia Beach, offering a private, detached two-story layout with exterior entry.
This unit accommodates two guests and features a full kitchen, king-sized bed, in-unit washer/dryer, WiFi, a patio with a grill, and a wet bar.

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.

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 vacation home, a lighthouse rental near Regent University (1 mile), provides easy interstate access and proximity to attractions like the Virginia Beach Town Center and the Veterans United Home Loans Amphitheater.
This three-bedroom, three-bathroom property sleeps six guests and boasts amenities including a kitchen with a fridge, microwave, and dishwasher, plus Wi-Fi, air conditioning, a terrace, a garden, and on-site parking.
Lovely Town Home - Chesapeake, VA
9.6 69 reviews

Lovely Town Home

apartment, Virginia Beach
This 4-bedroom vacation home in Virginia Beach offers a tranquil retreat in a quiet residential area while being conveniently close to major attractions like Mount Trashmore Park, Virginia Beach Town Center, and Sandler Center for the Performing Arts, all within a 6-mile radius. It has received excellent user ratings.
The home features a spacious layout with a cozy fireplace, a fully equipped kitchen, and a comfortable sofa bed for additional sleeping arrangements. Guests can enjoy amenities such as a private spa tub, barbecue grills, and a lush garden, as well as free WiFi and a smoke-free environment. The home can accommodate up to 10 guests, making it an ideal choice for families or groups.
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.
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.

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.

Beach Family Time Enjoy The Backyard Pool And Sunroom - Chesapeake, VA
8.6 38 reviews

Beach Family Time Enjoy The Backyard Pool And Sunroom

apartment, Virginia Beach
This Virginia Beach apartment is conveniently located just a short 10-minute drive from the beach and waterways, offering easy access to all the attractions of the Tidewater area. The apartment has received very good ratings from previous guests, highlighting its appeal and quality.
The apartment is spacious, with 3 bedrooms, 3 bathrooms, and a 2800 square foot floor area, comfortably accommodating up to 10 guests. The apartment offers a range of amenities, including a swimming pool, spa, garden, terrace, and parking, as well as a fully equipped kitchen and air conditioning.
Clean & Spacious 3-bd 2-story Home - Chesapeake, VA
9.5 62 reviews

Clean & Spacious 3-bd 2-story Home

apartment, Norfolk
This house is located in the heart of Norfolk, within walking distance of Harbor Park, St. Paul's Episcopal Church, MacArthur Center, Douglas MacArthur Memorial, and Waterside Festival Marketplace. The house has excellent user, location, and cleanliness ratings.
This 3-bedroom house offers a spacious layout and modern amenities such as free WiFi, a sofa bed, and a fully equipped kitchen. Guests can relax and enjoy the outdoors in the private garden. The house is also pet-friendly and offers on-site parking for added convenience.
Cozy Oasis - Close To Beaches, Downtown, Casino - Chesapeake, VA
9.0 160 reviews

Cozy Oasis - Close To Beaches, Downtown, Casino

house, Portsmouth
This Portsmouth apartment is located in a quiet, historic neighborhood, just a short walk from downtown and a quick drive from beaches, the casino, and the airport. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The 3-bedroom condo comfortably sleeps 7 guests and offers a fully equipped kitchen, high-speed internet, a washer and dryer, and a spa. Enjoy a relaxing stay with access to parking, air conditioning, and a variety of amenities for a comfortable and enjoyable experience.
Trycams Humble Abode - Chesapeake, VA
9.3 51 reviews

Trycams Humble Abode

apartment, Chesapeake
This Chesapeake home is conveniently located within a short drive of Virginia Beach, museums, Busch Gardens, Rivers Casino, and the Virginia Aquarium. The property has received excellent ratings for cleanliness and user experience, along with a very good location rating.
This family-friendly house comfortably sleeps eight guests in its three bedrooms. The home is fully equipped with a kitchen, laundry facilities, and entertainment options, making it a great choice for families or groups looking for a comfortable and convenient 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.

Portsmouth 3br Near Casino | Spacious Yard Stay - Chesapeake, VA
9.5 66 reviews

Portsmouth 3br Near Casino | Spacious Yard Stay

apartment, Portsmouth
Cornick Corner Near Casino - Chesapeake, VA
10 9 reviews

Cornick Corner Near Casino

apartment, Portsmouth
Fun 3br-2bath With A Game Room-near Rivers Casino - Chesapeake, VA
9.5 186 reviews

Fun 3br-2bath With A Game Room-near Rivers Casino

apartment, Portsmouth
Chesapeake Comfort - Chesapeake, VA
9.3 14 reviews

Chesapeake Comfort

apartment, Chesapeake

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.

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

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.

Oasis At The Creek - Chesapeake, VA
9.8 23 reviews

Oasis At The Creek

apartment, Chesapeake
Sojourn | Virginia Beach | 2 Bedroom Townhouse - Chesapeake, VA
No reviews

Sojourn | Virginia Beach | 2 Bedroom Townhouse

apartment, Virginia Beach
Premium Comfort Home - Chesapeake, VA
8.4 25 reviews

Premium Comfort Home

apartment, Chesapeake
Dream Haven - 2br/2ba - Free Parking On Premises. - Chesapeake, VA
8.0 1 review

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

apartment, Chesapeake

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.

Chic 2 En Suite Condo! Family & Pet Friendly - Chesapeake, VA
9.9 15 reviews

Chic 2 En Suite Condo! Family & Pet Friendly

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

Condo ∙ 1 Bedroom ∙ 6 Guests

apartment, Chesapeake
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
Nyakio Suite - Chesapeake - Chesapeake, VA
No reviews

Nyakio Suite - Chesapeake

apartment, Chesapeake

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.

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
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
Wooded Wonderland - Chesapeake, VA
9.6 15 reviews

Wooded Wonderland

apartment, Portsmouth
Spacious 4br-corporate/military & Medical Stay - Chesapeake, VA
No reviews

Spacious 4br-corporate/military & Medical Stay

apartment, Suffolk
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