Compare Vacation Rentals & Airbnb in Chesapeake, VA

This Greenbrier, Chesapeake holiday home is ideally situated near Greenbrier Mall, offering easy access to beaches and military bases.
This three-bedroom, two-bathroom apartment boasts 136 square metres of living space, accommodating up to seven guests and including amenities such as a dishwasher, in-unit laundry, and a dedicated workspace; on-site parking and a spa are also available.

Penny's Palace, a bungalow in a quiet Portsmouth, Virginia neighbourhood, is conveniently located minutes from Olde Town Portsmouth and offers easy access to the Children's Museum of Virginia, Downtown Norfolk, and Virginia Beach (distances vary, but all are within a short driving distance – approximately 0-16km depending on the destination).
This self-catering property sleeps two in a private suite with a fully equipped kitchen (including fridge, freezer, microwave, and dishwasher), a private bathroom, air conditioning, a garden, and on-site parking; guests also have access to a fitness centre and an outdoor seating area with a grill.

This Northwest Virginia Beach apartment is ideally situated 1.6km from the Virginia Beach Town Centre, offering easy access to shopping, dining, and the beach.
The 33-square-metre self-catering studio sleeps two, features a kitchenette with microwave, mini-fridge and Keurig coffee maker, a shared backyard, and complimentary toiletries, plus driveway parking and a smart TV; nearby attractions include the Virginia Aquarium & Marine Science Center, First Landing State Park, and the Military Aviation Museum.

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.

This apartment is located in a peaceful neighbourhood in Portsmouth, close to major highways and attractions, including the Virginia Children's Museum and the waterfront. It has excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms, two bathrooms and can accommodate up to four guests. It is fully furnished and equipped with modern amenities such as a dishwasher, air conditioning and a private garden.

This 4-bedroom Chesapeake holiday home is situated in Western Branch North, just a short distance from Chesapeake Square Mall and a drive from Portsmouth City Park and the Chesapeake Arboretum. It has received very good ratings from previous guests.
The property offers 223 square metres of space, accommodating up to 8 guests, with 4 bedrooms and 3 bathrooms. It features a range of amenities, including a private yard, a deck, a pool table, a jetted tub, smart TVs, a fireplace, a washer and dryer, and free Wi-Fi.

This Portsmouth holiday home is situated 0.6km from Rivers Casino Portsmouth, within 5km of Camelot Park and Portsmouth City Park, and close to Deep Creek Plaza Shopping Centre.
This three-bedroom property, boasting 102 square metres of floor space, sleeps seven guests and includes a private pool, fully equipped kitchen, Wi-Fi, and secure parking.

This Portsmouth apartment, ideally located for exploring the city, is a short 6.4km drive from the Children's Museum of Virginia and 8km from the Portsmouth Naval Shipyard Museum.
The 102 square metre property sleeps six guests and boasts two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, air conditioning, parking, and Wi-Fi; nearby attractions include the Waterside District and Virginia Beach Town Centre.

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.

This charming apartment is located in Norfolk, just 2 kilometres from the Virginia Zoo and 5 kilometres from the Norfolk Scope. It has been rated excellent by previous guests.
The apartment has 3 bedrooms and 2 bathrooms, providing comfortable accommodation for up to 6 guests. It comes equipped with a kitchen, air conditioning, a Jacuzzi, a terrace, parking, and Wi-Fi, allowing you to relax and enjoy your stay.

This two-bedroom house in Chesapeake, Virginia is conveniently located just 15 miles from Topgolf Virginia Beach and 19 miles from Mount Trashmore Park, offering easy access to both entertainment and nature. It has consistently received excellent ratings for user experience, location, and cleanliness, indicating a high standard of comfort and satisfaction for guests.
The 93 square metre property comfortably accommodates up to four guests and features a fully equipped kitchen, a private patio, and a spa. Guests can enjoy modern amenities such as free Wi-Fi, a cable flat-screen TV, and a washing machine, as well as a range of activities like golfing at the Virginia Beach National Golf Club and exploring the Virginia Living Museum.

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 three-bedroom, two-bathroom flat is situated in a quiet Norfolk neighbourhood, just 1.6 kilometres from Downtown Norfolk, the Waterside District, and Norfolk State University.
This accommodation offers parking, air conditioning, and a fully equipped kitchen, with a guest capacity of five people and a back porch for relaxation.

This Portsmouth apartment, near numerous shops including Kroger, TJ Maxx, and Walmart, and less than 1.6km from the Rivers Casino, offers convenient access to amenities.
The recently renovated two-bedroom, one-bathroom property sleeps four guests and boasts a private patio, modern amenities such as a dishwasher and air conditioning, and a washer/dryer.

This 1928 property in Portsmouth's historic Cradock neighbourhood offers easy access to Portsmouth city centre, Norfolk and Virginia Beach (a short drive away), and is within 5km of a casino.
The two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with fridge, freezer and microwave, air conditioning, parking, a private fenced backyard, and self-check-in via keypad.

This one-bedroom flat is located in downtown Norfolk, within easy walking distance of Sentara Norfolk General Hospital, Old Dominion University, Eastern Virginia Medical School, and the Chrysler Museum of Art. It has received excellent ratings for location, cleanliness, and user experience.
The 46 square metre flat comfortably sleeps two guests and is equipped with a fully fitted kitchen, a washing machine, a TV, and a coffee maker. It also benefits from a terrace, a garden, parking, and air conditioning, making it ideal for a relaxing stay in Norfolk.