Best apartment offers in Chesapeake, VA

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Chesapeake, VA apartments
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568 Holiday apartments Chesapeake, VA

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

Among the 568 accommodations in Chesapeake, VA, here are the 4 best family friendly holiday apartments

Escape To The Water! - Chesapeake, VA
10 22 reviews
Chesapeake, VA
08/07 – 13/07
287 €/nighttotal: 1435 € (5 )

Escape To The Water!

1 5
apartment , Portsmouth
This Portsmouth holiday home, located near the waterfront, offers easy access to attractions such as Prescott Park and Strawbery Banke Museum, though the precise distance is unspecified.
The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen, air conditioning, parking, and internet access; guests can also enjoy lake access and two porches.
Sojourn At Colley Manor Unit 3 - Chesapeake, VA
10 1 review
Chesapeake, VA
31/07 – 31/08
126 €/nighttotal: 3906 € (31 )

Sojourn At Colley Manor Unit 3

2 2
apartment , Norfolk
This Ghent flat in Norfolk is situated near Colley Avenue, offering easy walking access to restaurants and cafes, and is a short drive (a few kilometres) from Virginia Beach and Ocean View.
The 81-square-metre (870 sq ft) self-catering property sleeps four, features two bedrooms, one bathroom, and includes amenities such as a dishwasher, air conditioning, parking, and Wi-Fi; a travel cot and high chair are available on request.
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home - Chesapeake, VA
9.3 148 reviews
Chesapeake, VA
23/06 – 25/06
250 €/nighttotal: 500 € (2 )

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

3 3
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.
3br, 6 Beds – Prime Stay Near Rivers Casino - Chesapeake, VA
9.8 24 reviews
Chesapeake, VA
08/07 – 13/07
336 €/nighttotal: 1680 € (5 )

3br, 6 Beds – Prime Stay Near Rivers Casino

1 5
apartment , Portsmouth
This fully refurbished three-bedroom house in Portsmouth is situated less than 3.2 kilometres from the Rivers Casino, offering easy access to Norfolk and Virginia Beach.
Sleeping up to six guests, the property boasts a fully equipped kitchen with dishwasher, a modern bathroom, air conditioning, parking, and excellent Wi-Fi; deals are available for extended stays.

Best Chesapeake, VA holiday apartments with a balcony

Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood. - Chesapeake, VA
Chesapeake, VA
29/06 – 03/08
246 €/nighttotal: 8610 € (35 )

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

1 2
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.
Cambridge Knights A 3 Bedroom Home Full Of Charm - Chesapeake, VA
10 1 review
Chesapeake, VA
25/09 – 30/09
250 €/nighttotal: 1250 € (5 )

Cambridge Knights A 3 Bedroom Home Full Of Charm

3 4
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.
Monthly, Dog-friendly Home At Orange Blossom - Chesapeake, VA
Chesapeake, VA
31/07 – 31/08
208 €/nighttotal: 6448 € (31 )

Monthly, Dog-friendly Home At Orange Blossom

3 2
apartment , Virginia Beach
This three-bedroom, four-bathroom apartment is situated in Virginia Beach's Green Run neighbourhood, approximately 24 kilometres from various beaches and close to Norfolk.
The self-catering property offers a spacious open-plan layout, sleeping up to five guests, and boasts a fully fenced backyard, on-site parking, and a fully equipped kitchen including a dishwasher; nearby attractions include Lynnhaven Mall, Landstown Commons, Town Centre, and Mount Trashmore Park.
Cheerful 2 Bedroom Home Near Virginia Wesleyan - Chesapeake, VA
Chesapeake, VA
12/10 – 18/02
158 €/nighttotal: 20382 € (129 )

Cheerful 2 Bedroom Home Near Virginia Wesleyan

2 2
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 are the top cultural and historical sites in Chesapeake, VA?

    The Chesapeake City Park is home to the Great Bridge Battlefield and Memorial, a significant site from the American Revolution. The Chesapeake Arboretum is a great place to learn about the local flora and fauna, and the Chesapeake Bay Foundation's Brock Environmental Center has exhibits about the Chesapeake Bay's ecosystem. For a taste of local history, the Chesapeake Historical Society Museum offers a glimpse into the city's past.
  • What are the best apartments in Chesapeake, VA?

  • What makes Chesapeake, VA unique or famous?

    Chesapeake is known for its beautiful waterfront, with the Chesapeake Bay providing stunning views and opportunities for water activities. It is also a city with a rich history, with sites like the Great Bridge Battlefield and Memorial, a significant battleground from the American Revolution. Chesapeake is also known for its diverse population, with a mix of urban and suburban areas, offering a variety of lifestyles.
  • 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?

    Chesapeake has a few farmers' markets, like the Chesapeake Farmers Market, where you can find local produce and crafts. For street food, you can try the food stalls at the Chesapeake City Park, especially during events. The Greenbrier area also has a few food trucks that pop up in different locations.
  • 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's public transportation system is primarily provided by Hampton Roads Transit (HRT). They offer buses that connect different parts of the city and nearby areas. However, it's worth noting that the system is not as extensive as in larger cities, so having a car is generally recommended for getting around Chesapeake.
  • 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 in the spring, offering tastings from local wineries. In the summer, the Chesapeake Bay Seafood Festival is a big draw, with fresh seafood and live music. The Chesapeake Fall Festival, held in October, is a great way to experience autumn with craft vendors and live entertainment.
  • What are the best pet friendly apartments in Chesapeake, VA?

  • What amenities are typically included in apartments in Chesapeake, VA?

    Apartments in Chesapeake usually include basic amenities like central air conditioning, a refrigerator, and a stove. Some apartments may also offer amenities like in-unit laundry, a dishwasher, or a balcony. It's best to check the specific listing for details.
  • What are the best apartments with parking in Chesapeake, VA?

Destinations nearby

Best Chesapeake, VA holiday apartments with parking

The Chesapeake Guesthouse - Chesapeake, VA
9.7 61 reviews
Chesapeake, VA
25/09 – 30/09
246 €/nighttotal: 1230 € (5 )

The Chesapeake Guesthouse

1 4
apartment , Chesapeake
This apartment is situated in the Greenbrier area of Chesapeake, just a short distance from major highways, hospitals, shopping centres, restaurants, entertainment venues, and military bases. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The property offers three bedrooms and two and a half bathrooms, comfortably accommodating up to five guests. The apartment features a fully equipped kitchen, a spacious living area, a versatile "Green Room", a large backyard, off-street parking for four vehicles, and a keyless entry system.
The Point! Private Waterfront  Oasis! - Chesapeake, VA
9.9 126 reviews
Chesapeake, VA
24/07 – 26/07
980 €/nighttotal: 1960 € (2 )

The Point! Private Waterfront Oasis!

1 4
apartment , Norfolk
This Norfolk holiday home, ideally situated near Virginia Beach, offers easy access to Oceanview Beach and attractions such as Rivers Casino and the Waterside District, with distances to these locations needing clarification.
Sleeping up to 10 guests in four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, air conditioning, a garden, fitness centre, parking, and excellent guest reviews, promising a comfortable stay.
Farmhouse Retreat-pool, Sauna, 10 Min To Beach - Chesapeake, VA
10 9 reviews
Chesapeake, VA
25/09 – 30/09
790 €/nighttotal: 3950 € (5 )

Farmhouse Retreat-pool, Sauna, 10 Min To Beach

4 4
apartment , Virginia Beach
This five-acre farmhouse, situated near Virginia Beach, offers a tranquil escape approximately 6.4km from the coast.
Sleeping up to 12 guests, this five-bedroom property boasts a swimming pool, sauna, and free-range chickens, alongside a fully equipped kitchen and ample outdoor space for recreation.
Summer House Private Pool/lake/large Backyard/fire Pit - Chesapeake, VA
10 98 reviews
Chesapeake, VA
25/09 – 30/09
482 €/nighttotal: 2410 € (5 )

Summer House Private Pool/lake/large Backyard/fire Pit

2 4
apartment , Virginia Beach
This charming two-bedroom apartment is situated in a peaceful Virginia Beach neighbourhood, just a short distance from the vibrant Oceanfront, local beaches, the Town Center, and the Norfolk Premium Outlets. It has received excellent ratings for location, cleanliness, and overall user experience.
The property spans 149 square metres and comfortably accommodates up to six guests. Enjoy a private in-ground pool, chef-prepared breakfasts, a spacious backyard, multiple TVs, a large den with reclining chairs, and a fully equipped kitchen.

Best Chesapeake, VA holiday apartments with air conditioning

Modern Apartment Stay With Fast Wi-fi And Workspace - Chesapeake, VA
Chesapeake, VA
12/10 – 18/02
48 €/nighttotal: 6192 € (129 )

Modern Apartment Stay With Fast Wi-fi And Workspace

1 2
apartment , Portsmouth
This modernly furnished flat is located in Portsmouth, providing convenient access to Portsmouth Naval Shipyard, Portsmouth Regional Hospital, and various major employers, with the Veterans United Home Loans Amphitheater at Virginia Beach situated approximately 10 kilometers away.
This one-bedroom, one-bathroom apartment accommodates two guests and features high-speed Wi-Fi, a dedicated workspace, a fully equipped kitchen with a fridge and microwave, air conditioning, and on-site parking.
Sojourn At Colley Manor Unit 2 - Chesapeake, VA
10 2 reviews
Chesapeake, VA
31/07 – 31/08
126 €/nighttotal: 3906 € (31 )

Sojourn At Colley Manor Unit 2

2 2
apartment , Norfolk
This Ghent flat in Norfolk is centrally located near Colley Avenue's restaurants and shops, within easy reach (by foot, bike, bus, or Tide light rail) of Norfolk city centre and major hospitals such as CHKD and Norfolk General Hospital, and a short drive (approximately 20-30 km) from Virginia Beach and Ocean View Beach.
This 93-square-metre (1000 sq ft) two-bedroom, one-bathroom apartment sleeps four, offering self-check-in, a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, parking, and internet access; pack 'n' play and high chair rentals are available for families.
Charming 2 Br Vintage Duplex Upstairs Apartment In Historic Portsmouth Ac & Wifi - Chesapeake, VA
9.0 7 reviews
Chesapeake, VA
24/07 – 26/07
248 €/nighttotal: 496 € (2 )

Charming 2 Br Vintage Duplex Upstairs Apartment In Historic Portsmouth Ac & Wifi

2 4
apartment , Portsmouth
This Portsmouth apartment is conveniently located near the Children's Museum of Virginia and the Portsmouth Naval Shipyard Museum, approximately 1.8 km away.
The two-bedroom, one-bathroom flat sleeps four guests and features a terrace, garden, fully equipped kitchen including oven, microwave and coffee maker, plus in-unit laundry facilities and free Wi-Fi.
Cozy Condo Near Portsmouth Naval - Chesapeake, VA
10 2 reviews
Chesapeake, VA
25/09 – 30/09
193 €/nighttotal: 965 € (5 )

Cozy Condo Near Portsmouth Naval

3 4
apartment , Portsmouth
This apartment is located in Portsmouth, a 2-minute drive from the Children's Museum of Virginia and the Portsmouth Naval Shipyard Museum.
This 102 m² holiday home offers a private garden and terrace, a fully equipped kitchen with a refrigerator, dishwasher, coffee maker, and microwave, and on-site parking, with free Wi-Fi and air conditioning provided.
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