Vacation Rentals in Chesapeake, VA

This Chesapeake property is conveniently located just 5-10 kilometres from Greenbrier Mall, various shopping plazas, and restaurants, making it a great base for exploring the area. It also enjoys a prime position, being only 15 kilometres from the Virginia Beach oceanfront and 10 kilometres from Ocean View in Norfolk. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This spacious home offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The fully equipped kitchen features a fridge, freezer, microwave, and dishwasher, alongside a garden, parking, air conditioning, and internet access, ensuring a comfortable and enjoyable stay.

This 2-bedroom, 1-bathroom duplex in Portsmouth's Brighton district offers proximity to the Portsmouth Shipyard, just 500 meters away, and is a 10-minute drive from the city centre's amenities.
This family-friendly flat accommodates up to 7 guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, free Wi-Fi, and on-site parking, making it ideal for shipyard workers or families visiting Portsmouth.

This Portsmouth flat is located approximately 38 kilometres from Virginia Beach, offering straightforward access to Historic Williamsburg, Norfolk Airport, and the attractions of downtown Portsmouth and Norfolk, including the Virginia Zoo.
This family-friendly flat accommodates four guests and features a garden with a firepit, air conditioning, and a fully equipped kitchen, making it ideal for exploring local amenities and enjoying a peaceful retreat.

This modern townhouse is ideally located in central Portsmouth, just a few kilometres from the Rivers Casino and the historic downtown district. It has received excellent ratings for location, cleanliness, and overall user experience.
The townhouse offers three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, and parking.

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.

This modern Portsmouth apartment is situated near the Portsmouth ferry terminal, offering easy access to the Norfolk ferry and is approximately 14 kilometres from Norfolk International Airport.
The 116 square metre flat boasts two bedrooms, one bathroom, sleeps eleven guests, and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and a private entrance.

This studio flat is located in the Port Norfolk subdivision of Portsmouth, offering a peaceful retreat.
This accommodation allows pets and features a kitchenette, Wi-Fi, and air conditioning for up to three guests.

This Portsmouth apartment, located a short walk from the Riverfront and Portsmouth city centre, is approximately 14.5 kilometres from Norfolk Botanical Garden and 14 kilometres from Norfolk International Airport.
This two-bedroom holiday home offers 111 square metres of space, sleeping up to seven guests and boasting free Wi-Fi, a fully equipped kitchen, and private parking.

This three-bedroom apartment in Virginia Beach is conveniently located just minutes from the beach and waterways, with easy access to Interstate 64. It has received very good ratings from previous guests and is ideal for families and groups.
The 260 square metre apartment comfortably sleeps up to 10 guests and comes with a range of amenities including a private pool, sunroom, top-deck bath, and a garden. Guests can enjoy activities such as jet skiing, kayaking, cave exploring, and mountain biking, as well as exploring the nearby cultural attractions and family-friendly activities.

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.

This spacious Chesapeake house, near Topgolf Virginia Beach (8.7 km) and the Norfolk Botanical Garden (12 km), offers convenient access to local attractions.
The 186 square metre property boasts four bedrooms, three bathrooms, and sleeps up to 14 guests, featuring a fully equipped kitchen, free Wi-Fi, air conditioning, parking, and a terrace.

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.

This Chesapeake flat is conveniently situated, offering a peaceful environment away from the city's hustle and bustle, ideal for both business travellers and families seeking a quiet stay.
This 3-bedroom, 2-bathroom abode accommodates up to 6 guests, featuring essential amenities such as air conditioning, parking, and a kitchen with a freezer and dishwasher, perfect for a comfortable and private visit.

This waterfront residence in Portsmouth's Churchland district offers direct access to the Chesapeake Bay and is located a 15-minute drive from the River Casino.
This spacious 325 square metre apartment accommodates up to 14 guests with 5 bedrooms and 4 bathrooms, featuring a private boat dock, an expansive deck overlooking the Elizabeth River with outdoor furniture and a gas grill, an entertainment room with a pool and ping pong table, and complimentary WiFi, linens, towels, toiletries, and welcome snacks.

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.

This charming Cape Cod style house is located in a central area of Chesapeake, within easy reach of local attractions and landmarks. The property has received excellent ratings for cleanliness, location and user experience.
The house has two bedrooms, one bathroom and can accommodate up to four guests. It is equipped with modern amenities including air conditioning, a fully equipped kitchen and smart TVs in every room.