Holiday Rentals in Chesapeake, VA

This two-bedroom Virginia Beach apartment, ideal for families, offers convenient access to local shops and restaurants, its precise location undisclosed but within easy reach of Virginia Beach's attractions.
Sleeping five, the property boasts a fully equipped kitchen with dishwasher, a queen and full-size bed, Hulu Live and Netflix, plus parking and central air conditioning, with a pack 'n' play and high chair available for a fee (pre-booking essential).

This countryside cottage near Chesapeake offers peaceful rural views and is within a 40-48 kilometre drive of Virginia Beach Oceanfront and Sandbridge Beach, with the Outer Banks (Nags Head) accessible within approximately 20 kilometres for a longer day trip.
This two-bathroom apartment accommodates up to five guests across three bedrooms, each featuring a television and massage recliner, and includes a fully equipped kitchen, a private deck, and an in-home washer and dryer for convenience.

This private, fully furnished flat, with its own entrance, is located in a peaceful residential area of Portsmouth, offering waterfront views and direct access to a private dock.
This accommodation comfortably sleeps two, features a separate bedroom, a living room with a convertible sofa, a breakfast bar, air conditioning, a hot tub, and parking, making it ideal for a relaxing stay.

This mid-century modern flat is located in a residential area, just 8km from downtown Norfolk and 20-30km from the beaches of Ocean View and Virginia Beach. The property has received excellent ratings for cleanliness and location, and guests have described it as a "very good" stay.
The flat is fully furnished and equipped, with a well-stocked kitchen and a workspace in the living room, making it ideal for families or groups of up to 4. Amenities include a private garden, parking, air conditioning, and internet access, as well as a pet-friendly policy for service dogs.

This brick cabin is located just 6km from Portsmouth city centre, offering a peaceful retreat near the Elizabeth River. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The cabin has four bedrooms and a well-equipped kitchen, perfect for families or groups. Guests can enjoy a range of amenities including a garden, parking, and air conditioning, as well as features like a large TV, a dishwasher, and free laundry soap.

This two-bedroom apartment in Portsmouth is situated less than a mile from the new Rivers Casino, offering easy access to entertainment and dining options. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The property can comfortably accommodate up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. The apartment also benefits from air conditioning, a garden, and parking, ensuring a comfortable and convenient stay.

This 2-bedroom dwelling is located in the Kempsville district of Virginia Beach, offering direct access to the A464 and A264 motorways and is within 1 kilometre of Regent University and the Founders Inn Stay & Spa.
This accommodation for up to 4 guests includes a kitchen, air conditioning, and parking, and is situated within easy reach of local amenities and entertainment options.

This family-friendly, three-bedroom, two-storey residence is located in a residential area of Portsmouth, providing convenient access to local attractions such as the Historic Dockyard, approximately 3.5 kilometres away, without being in the immediate city centre.
This comfortable abode offers Wi-Fi, air conditioning, and parking, with a kitchen equipped with a freezer and dishwasher, accommodating up to eight guests and featuring a spacious backyard ideal for relaxation.

This Portsmouth apartment, ideally situated near the Waterside District and a short drive (11-42km) from attractions such as Rivers Casino, Ocean View Beach, and Norfolk International Airport, offers convenient access to Portsmouth's key landmarks.
This four-bedroom, two-bathroom dwelling sleeps eight guests and boasts amenities including a fully equipped kitchen with dishwasher, air conditioning, parking, multiple TVs, and flexible check-in/check-out times (4 pm/10 am).

This guesthouse is conveniently located in downtown Norfolk, just a short drive from both Virginia Beach (40km) and historic Williamsburg (50km). The surrounding area is peaceful and offers easy access to restaurants and attractions. Guests have consistently rated the guesthouse as excellent for cleanliness, location, and overall experience.
The property features one bedroom and one bathroom, comfortably accommodating up to two guests. It offers modern amenities such as air conditioning, parking, a fully equipped kitchen with a fridge and microwave, and internet access. Guests can also enjoy scenic views and access to bike and walking trails.

This four-bedroom house, sleeping eight, is centrally located in the Hampton Roads area, offering easy access to Portsmouth and its attractions via nearby major highways.
The self-catering property boasts a fully equipped kitchen, laundry facilities, a private fenced backyard, off-street parking, and air conditioning, perfect for families or groups visiting the city.

This Portsmouth waterfront apartment, situated near Bon Secours Maryview Hospital (within 8km), offers easy access to the city's naval bases and the Waterside District.
The one-bedroom flat sleeps two, includes a full kitchen with dishwasher, in-unit laundry, smart TVs, a terrace, and free off-street parking, plus nearby access to a tree swing and shared porch.