Colley Manor Unit 4, a two-bedroom flat in Norfolk, is situated 10.6 km from the Norfolk Botanical Garden and 14.3 km from Topgolf Virginia Beach. This 93 square metre self-catering apartment sleeps six, boasting a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, free Wi-Fi, and parking.
9.8 28 reviews
Chesapeake, VA
16/08 – 27/08
NZ$387/nighttotal: NZ$4257 (11 )
Cowbell Cottage
1 4
apartment , Chesapeake
Cowbell Cottage, a three-bedroom Chesapeake countryside retreat, is situated a short drive from Chesapeake city centre, offering easy access to local amenities. This self-catering property sleeps eight guests and boasts a kitchen, air conditioning, internet access, and pet-friendly accommodation.
9.8 24 reviews
Chesapeake, VA
08/07 – 13/07
NZ$669/nighttotal: NZ$3345 (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.
9.8 30 reviews
Chesapeake, VA
08/07 – 13/07
NZ$745/nighttotal: NZ$3725 (5 )
The Cove~big Kitchen~fast Wifi~backyard~king Suite
3 5
apartment , Portsmouth
This 3-bedroom maisonette in Portsmouth is located on a quiet street, offering easy access to Olde Towne and Norfolk, and is conveniently situated approximately 5 kilometres from major military bases and hospitals. This family-friendly residence accommodates up to 6 guests, featuring a king-bed primary suite with an ensuite, a fully equipped kitchen with a dishwasher, a fenced garden with a deck, and in-unit laundry, with fast Wi-Fi and self-check-in for a comfortable stay.
9.7 13 reviews
Chesapeake, VA
01/07 – 31/07
NZ$174/nighttotal: NZ$5220 (30 )
Cozy Studio With Extra Storage
1 2
apartment , Norfolk
This Norfolk studio apartment is conveniently located in a quiet neighbourhood, within walking distance of local parks, waterways, and a selection of bars and restaurants. The self-contained unit, sleeping up to two guests, offers a private kitchen with fridge, freezer, and microwave, a private bathroom, air conditioning, and access to a shared garden and on-site laundry facilities.
Chesapeake, VA
19/07 – 18/10
NZ$264/nighttotal: NZ$24024 (91 )
98 M² House ∙ 1 Bedroom ∙ 1 Guest
1 1
house , Norfolk
Holiday house for 1 guest. Your accommodation will be based in Norfolk. Services and facilities include an access for persons with reduced mobility, a washing machine and a kitchen. Take advantage of the Free Parking with this accommodation.
Chesapeake, VA
12/10 – 18/02
NZ$161/nighttotal: NZ$20769 (129 )
Steps To Elizabeth River & Dtwn! Portsmouth Condo
1 2
apartment , Portsmouth
This one-bedroom flat in Portsmouth is situated 8 minutes' walk from the Portsmouth Naval Shipyard Museum and 6 minutes' walk from the Commodore Theatre. This 56 square metre apartment accommodates two guests and features a fully equipped kitchen, air conditioning, on-site parking, and internet access, with a coin-operated laundry facility conveniently located nearby.
9.8 52 reviews
Chesapeake, VA
24/07 – 26/07
NZ$630/nighttotal: NZ$1260 (2 )
Historic Haven
1 4
apartment , Portsmouth
This two-bedroom flat is situated in a prime location in Portsmouth, just a short walk from the historic Naval Shipyard Museum and close to the charming shops and restaurants of the Olde Towne district. The apartment is highly rated for its location, cleanliness, and overall experience, making it a popular choice for travellers. The flat is ideal for families or groups of up to 5 people, offering a comfortable and convenient base for exploring the city. It features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning and parking.
9.6 4 reviews
Chesapeake, VA
12/10 – 18/02
NZ$250/nighttotal: NZ$32250 (129 )
Sojourn's Spacious Apartment In Colley Manor
2 2
apartment , Norfolk
This Ghent flat in Norfolk is situated near Colley Avenue's restaurants and cafes, major hospitals (CHKD, EVMS, and Norfolk General), and offers easy access to public transport, including the Tide light rail to Norfolk city centre. The 84-square-metre (904-square-foot) two-bedroom, one-bathroom property sleeps four, includes a kitchen with a fridge, microwave, and dishwasher, and provides parking, air conditioning, internet access, and a contactless self check-in; a travel cot and high chair are available for an extra charge.
8.2 4 reviews
Chesapeake, VA
09/07 – 14/07
NZ$309/nighttotal: NZ$1545 (5 )
Cozy 2 Bdrm Cottage King Bed
1 5
house , Portsmouth
This two-bedroom lodging in Portsmouth is situated 37 kilometres from the King Neptune Statue on the Boardwalk, and 19 kilometres from Topgolf Virginia Beach and Norfolk Botanical Garden. This accommodation offers complimentary WiFi, free private parking, a fully equipped kitchen, and can host up to nine guests, with a check-out time of 10:00 AM.
9.8 20 reviews
Chesapeake, VA
24/07 – 26/07
NZ$393/nighttotal: NZ$786 (2 )
The Smarthouse Getaway!
1 4
apartment , Portsmouth
This newly renovated two-bedroom flat in Portsmouth is located in a well-connected district, offering convenient access to local attractions. This apartment, ideal for up to five guests, features modern amenities including air conditioning, a fully equipped kitchen with a fridge and microwave, smart televisions, smart outlets with USB ports, and remote-controlled lighting, with parking and a garden also available.
10 3 reviews
Chesapeake, VA
31/07 – 31/08
NZ$230/nighttotal: NZ$7130 (31 )
Newly Remodeled 2 Bedroom Duplex
1 2
apartment , Chesapeake
This newly remodelled two-bedroom duplex apartment is situated in a peaceful Chesapeake neighbourhood, with the exact location and distances to landmarks unspecified. The property, offering a king-size bed in the master and twin beds in the second bedroom, sleeps three guests and includes a fully equipped kitchen, in-unit laundry, Smart TVs, free Wi-Fi, and ample parking; this special offer includes a significant monthly discount.
Best family friendly Chesapeake, VA holiday rentals
Among the 677 accommodations in Chesapeake, VA, here are the 4 best family friendly rentals
9.0 15 reviews
Chesapeake, VA
31/07 – 31/08
NZ$486/nighttotal: NZ$15066 (31 )
Portsmouth 3br Near Casino, Comfy, Spacious Yard Stay, Sleeps 6!
3 2
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.
This spacious home is located in a peaceful neighbourhood in Portsmouth, Virginia, just 15 kilometres from the Norfolk Naval Shipyard and Portsmouth Naval Hospital. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. The house has four bedrooms and two bathrooms, comfortably accommodating up to 12 guests. Amenities include a fully equipped kitchen, a garden, parking for seven vehicles, air conditioning, and a range of games and toys for families.
9.4 313 reviews
Chesapeake, VA
25/09 – 30/09
NZ$259/nighttotal: NZ$1295 (5 )
Olde Towne 4 Bedroom -2200 Sq Ft
1 4
apartment , Portsmouth
This Portsmouth apartment is located just a few hundred metres from the Strawbery Banke Museum and a 1 kilometre walk from Market Square, offering easy access to the city's historic district and attractions. The apartment has received excellent user ratings for its location, cleanliness, and overall experience. This two-unit property provides ample space for larger groups or families, with each unit containing two bedrooms and a bathroom. Guests can enjoy a range of amenities, including fully equipped kitchens, in-unit laundry facilities, smart locks, WiFi, TVs, and comfortable bedding.
10 23 reviews
Chesapeake, VA
14/08 – 16/08
NZ$175/nighttotal: NZ$350 (2 )
Cozy Cute Apartment
1 2
apartment , Portsmouth
This one-bedroom flat in Portsmouth is centrally located, offering immediate access to Old Town Portsmouth's dining and entertainment, and is just 600 meters from City Park. This pet-friendly apartment accommodates two guests, features air conditioning and parking, and is conveniently situated for day trips to Norfolk beaches (32 kilometres away) and attractions like Oceanfront and Busch Gardens (64 kilometres away).
Best Chesapeake, VA holiday rentals with parking
Chesapeake, VA
01/07 – 31/07
NZ$284/nighttotal: NZ$8520 (30 )
Sojourn At Colley Manor Unit 5 Sleeps 4
2 2
apartment , Norfolk
Colley Manor Unit 5, a two-bedroom apartment in Norfolk, is situated 10km from Norfolk International Airport and 10.6km from the Norfolk Botanical Garden, offering convenient access to key attractions. This 84 square metre self-catering flat sleeps six guests and includes a fully equipped kitchen with dishwasher, in-unit laundry facilities, free Wi-Fi, and air conditioning.
10 1 review
Chesapeake, VA
19/07 – 18/10
NZ$186/nighttotal: NZ$16926 (91 )
Lakefront | Sunset Views | Great Central Location!
2 1
house , Chesapeake
This Chesapeake lakeside townhouse, situated near the Virginia Beach border, offers easy access to both cities and their attractions. The two-bedroom, two-bathroom property sleeps four guests and includes a fully equipped kitchen, smart TVs, private deck with sunset views, and amenities such as a washer/dryer and parking for two vehicles.
10 1 review
Chesapeake, VA
25/09 – 30/09
NZ$377/nighttotal: NZ$1885 (5 )
Cozy Portsmouth Retreat 2br/1ba
2 4
apartment , Portsmouth
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.
9.8 51 reviews
Chesapeake, VA
23/06 – 25/06
NZ$293/nighttotal: NZ$586 (2 )
Virginia Beach, Getaway
1 3
apartment , Virginia Beach
This modern one-bedroom apartment in Virginia Beach is situated on a quiet cul-de-sac, minutes from Lynnhaven Inlet, local shops, restaurants, and beaches, as well as the Virginia Beach Convention Center and sports facilities. The self-catering flat offers two queen-size beds sleeping up to four guests, a fully equipped kitchen, in-unit laundry, and a newly fitted bathroom; enjoy easy access to the area's attractions.
Frequently asked questions about holiday rentals in Chesapeake, VA
When is the best time to book a vacation rental in Chesapeake, VA?
The best time to book a vacation rental in Chesapeake is during the shoulder seasons, from April to May and September to October. You'll find fewer crowds and more affordable rates during these months. The weather is still pleasant, and you can enjoy all the attractions without the summer rush.
What are the best Airbnb and holiday rentals in Chesapeake, VA?
What are the best walking or cycling routes in Chesapeake, VA?
The Chesapeake Bay Trail is a popular walking and cycling route that stretches along the Chesapeake Bay waterfront. The Great Bridge Battlefield and Waterways History Trail is another good option, offering a scenic route through the historic Great Bridge area. For a shorter walk, try the Chesapeake Arboretum's nature trails.
What are the most popular Airbnbs in Chesapeake, VA?
Are there pet-friendly attractions in Chesapeake, VA?
The Chesapeake Arboretum is pet-friendly, and you can bring your furry friend along for a walk on the trails. The Chesapeake Bay Maritime Museum also welcomes well-behaved dogs on a leash.
What are the best holiday rentals with a pool in Chesapeake, VA?
What are the top sports attractions and facilities in Chesapeake, VA?
The Chesapeake Regional Healthcare YMCA offers a variety of fitness classes, swimming pools, and sports courts. The Chesapeake City Park has tennis courts, baseball fields, and a playground. For golf enthusiasts, the Chesapeake Golf Club offers a challenging 18-hole course.
What are the best rentals for families and kids in Chesapeake, VA?
Best Chesapeake, VA holiday rentals with a balcony
9.6 35 reviews
Chesapeake, VA
25/09 – 30/09
NZ$319/nighttotal: NZ$1595 (5 )
Historic Old Towne Southern Charm
2 4
apartment , Portsmouth
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.
Chesapeake, VA
25/09 – 30/09
NZ$550/nighttotal: NZ$2750 (5 )
Historical Section Of Chesapeake. Propertie Nice And Groomed Quiet Neighborhood.
1 4
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.
10 9 reviews
Chesapeake, VA
23/06 – 25/06
NZ$787/nighttotal: NZ$1574 (2 )
Bright Chesapeake Home Near Shopping And Dining
2 3
house , Chesapeake
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.
10 1 review
Chesapeake, VA
25/09 – 30/09
NZ$1104/nighttotal: NZ$5520 (5 )
Fenced Yard And Patio! 2,400-sq-ft Chesapeake Home
4 4
house , Chesapeake
This Chesapeake holiday home, situated 16km from Norfolk, offers easy access to attractions such as the Norfolk Botanical Garden (27km) and the King Neptune Statue (45km). The 223 square metre property boasts four bedrooms, three bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, a garden, a spa, and on-site parking.
Best Chesapeake, VA holiday rentals with air conditioning
9.8 13 reviews
Chesapeake, VA
25/09 – 30/09
NZ$228/nighttotal: NZ$1140 (5 )
Private Boutique Apt •W/d• Near Casino & Downtown
1 4
apartment , Portsmouth
This Westhaven flat is situated in Portsmouth, offering historic character and convenient access to Rivers Casino, NNSY, and Naval Station Norfolk, all within a few kilometres. This two-bedroom residence accommodates up to four guests and includes a kitchenette, air conditioning, private parking, and an in-unit washer/dryer for a comfortable stay.
10 2 reviews
Chesapeake, VA
16/08 – 27/08
NZ$294/nighttotal: NZ$3234 (11 )
Portsmouth 2br/1ba Getaway
2 4
apartment , Portsmouth
This Portsmouth holiday home is situated within 4.8km of attractions including the Commodore Theatre, the Virginia Sports Hall of Fame and Museum, and the Children's Museum of Virginia. The 102 square metre property sleeps six guests and boasts two bedrooms, one bathroom, a fully equipped kitchen, garden, parking, and a smoke-free environment.
9.5 4 reviews
Chesapeake, VA
24/07 – 26/07
NZ$465/nighttotal: NZ$930 (2 )
Great, Classy Two-bedroom, Near Rivers Casino.
1 4
apartment , Portsmouth
This Portsmouth apartment is situated minutes from the Interstate, offering easy access to other parts of New Hampshire whilst enjoying a peaceful neighbourhood setting. The self-catering property sleeps four guests in two bedrooms (one queen, one double bed) and includes a kitchen, bathroom, air conditioning, parking, and internet access.
Chesapeake, VA
29/06 – 03/08
NZ$217/nighttotal: NZ$7595 (35 )
Cozy Studio Getaway
1 2
apartment , Portsmouth
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.