Best apartment offers in Chesapeake, VA

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Chesapeake, VA apartments
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790 Holiday apartments 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

Portsmouth 3br Near Casino, Comfy, Spacious Yard Stay, Sleeps 6! - Chesapeake, VA
9.2 19 reviews

Portsmouth 3br Near Casino, Comfy, Spacious Yard Stay, Sleeps 6!

apartment, Portsmouth
This Portsmouth holiday home is situated within 3km of the Commodore Theatre, Virginia Sports Hall of Fame and Museum, and Children's Museum of Virginia, and within 5km of the Portsmouth Naval Shipyard Museum.
The 130 square metre property boasts three bedrooms sleeping six, two bathrooms, a fully equipped kitchen, a jacuzzi, a terrace, a garden, parking, and free Wi-Fi; nearby attractions include the Tidewater Yacht Marina.
Sojourn | Virginia Beach | 2 Bedroom Townhouse - Chesapeake, VA
No reviews

Sojourn | Virginia Beach | 2 Bedroom Townhouse

apartment, Virginia Beach
This two-bedroom flat in Northwest Virginia Beach is situated opposite Virginia Wesleyan College, providing easy access to military bases such as Joint Base Little Creek (8 kilometres away), Norfolk Naval Station (16 kilometres away), and Master Jet Base Oceana (17.7 kilometres away), as well as Sentara Leigh Hospital (3.2 kilometres away).
This family-friendly residence accommodates up to five guests with a fully equipped kitchen, including a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, smart TVs with Hulu Live and Netflix, and a garden, with parking available and a check-out time of 11:00 AM.
Riverfront Portsmouth Home Near Casino & Patio - Chesapeake, VA
9.7 38 reviews

Riverfront Portsmouth Home Near Casino & Patio

apartment, Portsmouth
This Portsmouth waterfront house, located approximately 1.3 km from the Rivers Casino and 0.8 km from Historic Old Towne, offers stunning Elizabeth River views and private patio access.
Sleeping up to 10 guests, this three-bedroom, two-and-a-half-bathroom property boasts a fully equipped kitchen, high-speed Wi-Fi, and family-friendly amenities including a travel cot and high chair; nearby attractions include the Portsmouth Waterfront.
Sojourn At Colley Manor Unit 4 - Chesapeake, VA
10 1 review

Sojourn At Colley Manor Unit 4

apartment, Norfolk
This Ghent flat in Norfolk is centrally located near Colley Avenue's restaurants and cafes, within easy reach of major hospitals (CHKD, EVMS, Norfolk General) and a short drive (approximately 20 km) from Virginia Beach and Ocean View.
The 93 square metre self-catering property sleeps four, offering two bedrooms, one bathroom, a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, parking, and internet access; a travel cot and highchair are available for an extra charge.

Best Chesapeake, VA holiday apartments with a balcony

Nyakio Suite - Chesapeake - Chesapeake, VA
No reviews

Nyakio Suite - Chesapeake

apartment, Chesapeake
This two-bedroom flat is located in Chesapeake's Greenbrier district, a 7-minute walk from Rivercrest Play Area and a 10-minute walk from Dominion Marketplace.
This 101 square metre residence accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a balcony, and access to an on-site swimming pool and 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 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.
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.
Boutique Private 2nd Floor 2br Apartment  W/d  Near Casino & Downtown - Chesapeake, VA
No reviews

Boutique Private 2nd Floor 2br Apartment W/d Near Casino & Downtown

apartment, Portsmouth
This private upstairs flat in historic Westhaven, Portsmouth, is conveniently located 4 kilometres from Rivers Casino, 2 kilometres from Portsmouth City Park, and offers proximity to the Commodore Theatre and Portsmouth Naval Shipyard Museum.
This two-bedroom apartment accommodates up to four guests, featuring a kitchenette, a full-size washer and dryer, air conditioning, internet, and private off-street parking for one vehicle.

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?

Popular destinations

Best Chesapeake, VA holiday apartments with parking

Premium Comfort Home - Chesapeake, VA
8.8 22 reviews

Premium Comfort Home

apartment, Chesapeake
This two-bedroom flat is located in a quiet, residential district of Chesapeake, offering a peaceful retreat approximately 8 kilometres from the Chesapeake City Hall and the Great Bridge Battlefield and Waterways Museum.
This apartment accommodates up to six guests and features a kitchen with a dishwasher, air conditioning, and parking, providing a comfortable base for exploring local amenities and attractions within a 5-kilometre radius.
Modern 3br | Fireplace | Near Rivers Casino - Chesapeake, VA
No reviews

Modern 3br | Fireplace | Near Rivers Casino

apartment, Portsmouth
This flat offers a convenient base in Portsmouth, situated a short distance from Rivers Casino, downtown Portsmouth, and Norfolk, with easy access to major motorways.
This 3-bedroom, 2-bathroom flat accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, parking, and an electric fireplace, with self check-in available via a smart lock.
Blissful Nook @ Washington - Chesapeake, VA
10 122 reviews

Blissful Nook @ Washington

apartment, Chesapeake
This Chesapeake apartment, situated above a garage on the second floor, offers convenient access to Virginia Beach, the Outer Banks of North Carolina, and historical sites such as Colonial Williamsburg, although precise distances are not specified.
The self-contained flat features a king-size bed, walk-in closet, fully equipped kitchen with dishwasher, and private entrance with digital lock; it sleeps two guests and includes free internet access.
Bright Chesapeake Home Near Shopping & Dining - Chesapeake, VA
9.7 33 reviews

Bright Chesapeake Home Near Shopping & Dining

apartment, Chesapeake
This charming guest house is located in Chesapeake, just 42 kilometres from Virginia Beach, offering easy access to both the city and the nearby coastline. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The self-contained accommodation sleeps up to four guests and features a well-equipped kitchen, a private outdoor space, and modern amenities such as a Smart TV and free Wi-Fi. Guests can enjoy a covered porch, a private entrance, and the convenience of a washer and dryer.

Best Chesapeake, VA holiday apartments with air conditioning

Spacious, 2 Master Suites, Sleeps 6-8, 2.5 Baths - Chesapeake, VA
10 13 reviews

Spacious, 2 Master Suites, Sleeps 6-8, 2.5 Baths

apartment, Chesapeake
This two-bedroom flat in Chesapeake offers a family-friendly stay with internet, air conditioning, and a well-equipped kitchen, featuring a fridge, freezer, microwave, and dishwasher.
Sleeping up to eight guests, this accommodation boasts two master suites with en-suite bathrooms, flexible sleeping arrangements including king and queen beds, a queen air mattress, and an extendable dining table.
Sojourn At Colley Manor - Chesapeake, VA
No reviews

Sojourn At Colley Manor

apartment, Norfolk
Colley Manor apartment in Norfolk is conveniently located 14.3km from Topgolf Virginia Beach, 10.6km from the Norfolk Botanical Garden, and 19.3km from Mount Trashmore Park.
This two-bedroom flat, spanning 84 square metres, sleeps five guests and offers free Wi-Fi, a fully equipped kitchen with dishwasher, in-unit laundry, and air conditioning.
Contemporary 5 Br 4 Ba Over 3500 Sf Waterfront Direct Access To Chesapeake Bay - Chesapeake, VA
10 2 reviews

Contemporary 5 Br 4 Ba Over 3500 Sf Waterfront Direct Access To Chesapeake Bay

apartment, Portsmouth
This spacious five-bedroom, four-bathroom waterside residence in Portsmouth's Churchland district offers direct access to the Chesapeake Bay, with the River Casino approximately 24 kilometres away.
This 325 square metre-plus apartment accommodates up to 14 guests, boasting a private dock for fishing and crabbing, alongside convenient proximity to local shopping, dining, and family attractions including the Children's Museum of Virginia.
Cozy First Floor, Two Bedroom, One Bath Apartment. - Chesapeake, VA
9.5 22 reviews

Cozy First Floor, Two Bedroom, One Bath Apartment.

apartment, Portsmouth
This centrally located flat in downtown Portsmouth offers prime convenience, situated 100 metres from Starbucks and 200 metres from a variety of eateries, with regular ferry service to Norfolk. This pet-friendly accommodation for four guests includes internet, air conditioning, a kitchen, and one bathroom, with effortless check-in via a provided access code.
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