Greensprings Vacation Resort is located near the Green Springs National Historic Landmark District in Williamsburg, providing easy access to the area's rich history and top attractions. The resort has consistently received very good ratings for its cleanliness and user experience, with an excellent location rating. The resort offers spacious apartments with fully equipped kitchens and comfortable fireplaces, providing a home-away-from-home feel. Guests can enjoy amenities such as a swimming pool, jacuzzi, fitness centre, tennis court, and a restaurant and bar, ensuring a relaxing and enjoyable stay.
10 4 reviews
Chesapeake Bay
14/10 – 18/10
NZ$454/nighttotal: NZ$1816 (4 )
It's A Shore Thing Located In Beautiful Easton, Md. Close To Md & De Beaches.
2 4
apartment , Easton
This two-bedroom apartment in Easton is situated a mere 4-minute drive from the Avalon Theatre and Academy of the Arts, offering excellent access to local attractions and outdoor pursuits such as birdwatching and cycling. This 104 square meter property accommodates up to four guests, featuring a fully equipped kitchen with a microwave oven, air conditioning, Wi-Fi, and on-site parking, with the added convenience of an in-unit washer and dryer.
9.6 344 reviews
Chesapeake Bay
21/08 – 28/08
NZ$389/nighttotal: NZ$2723 (7 )
Heart Of Irvington W/fireplace Walk To Tides Inn & Restaurants - Dog Friendly!
2 4
apartment , Irvington
This charming house is situated in Irvington, just 0.6 kilometres from the Steamboat Era Museum and within 5 kilometres of Historic Christ Church and Compass Entertainment Complex, offering a peaceful escape close to local attractions. It enjoys excellent ratings for location, cleanliness and user experience. The 2-bedroom house spans 121 square metres and comfortably accommodates up to 4 guests. Amenities include a fully equipped kitchen, a private patio, a garden, a jacuzzi, a tennis court, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.
10 75 reviews
Chesapeake Bay
23/08 – 28/08
NZ$294/nighttotal: NZ$1470 (5 )
Walk To Beach, Beautiful Large Condo In "Kingsmill On The James"
1 2
apartment , Williamsburg
This apartment is located in Kingsmill, just half a kilometre from the Kingsmill Plantation Golf Course and 2.8 kilometres from Busch Gardens Williamsburg, making it a great base for exploring the area. It has consistently received excellent ratings from previous guests. The apartment is spacious and comfortable, with a fully equipped kitchen and a washing machine. Guests can enjoy a range of amenities, including a garden, a tennis court, and a fireplace, as well as access to a terrace or balcony.
9.6 5 reviews
Chesapeake Bay
14/10 – 18/10
NZ$449/nighttotal: NZ$1796 (4 )
Johns Hopkins Inner Harbor Downtown 5 Beds W/deck
3 4
apartment , Baltimore
This three-bedroom, three-bathroom Baltimore dwelling is situated in Upper Canton, Greektown, approximately 4.8km from the Inner Harbour and 0.6km from Brewers Hill. The 134 square metre property boasts a stylish open-plan kitchen, rooftop deck, off-street parking, and accommodates up to seven guests, with amenities including three 4K smart TVs and a washer-dryer.
9.9 176 reviews
Chesapeake Bay
14/10 – 18/10
NZ$470/nighttotal: NZ$1880 (4 )
Charming Waterfront Home On Sought After Piankatank!
3 4
apartment , Saluda
This three-bedroom apartment is situated on the Piankatank River in Gloucester, Virginia, a short 80-kilometre drive from Saluda. The property has received excellent ratings for its cleanliness, location, and overall experience. The apartment can comfortably accommodate up to six guests and features a fully-equipped kitchen, comfortable living areas, and a spacious screened porch. Guests can enjoy access to kayaks, a fire pit, and a dock, making it a perfect choice for families or groups looking for a relaxing and enjoyable stay.
10 182 reviews
Chesapeake Bay
29/08 – 05/09
NZ$340/nighttotal: NZ$2380 (7 )
Summer Escape - Dock, Pool, Firepits, & Kayaks
1 2
house , Gloucester Courthouse
This Gloucester Courthouse guesthouse, situated on 10 acres near Bland Creek, is 24km from Gloucester's town centre, 48km from the Yorktown Riverwalk, and 72km from Williamsburg's historical attractions. The two-bedroom apartment, boasting a large screened porch and access to a shared saltwater pool (rental optional), sleeps four and includes a full kitchen, washer/dryer, high-speed internet, and smart TVs, alongside 10 acres of private woodland ideal for exploring.
9.4 39 reviews
Chesapeake Bay
30/07 – 05/08
NZ$733/nighttotal: NZ$4398 (6 )
Waterfront North Beach Home About 2 Mi To Beach!
2 6
house , North Beach
This North Beach waterfront property, situated approximately 3.2km from the beach and 45km from Annapolis Harbour, offers direct waterfront access. The 139 square metre house boasts two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a spa, parking, and free Wi-Fi; sleeping up to four guests comfortably.
9.8 68 reviews
Chesapeake Bay
29/08 – 05/09
NZ$318/nighttotal: NZ$2226 (7 )
"Gull Cottage" Charming Tiny House On Chesapeake Bay-boat Launch/slip Included
1 2
cabin , Kilmarnock
This waterfront apartment is located in Northumberland County, a short drive from the Northern Neck Farm Museum and Mary Ball Washington Museum and Library, offering a peaceful and tranquil setting. The property has received excellent user ratings, making it a popular choice for travellers seeking a relaxing getaway. The apartment is spacious, with a floor area of 35 square metres, and features a range of amenities, including a fully equipped kitchen, a private terrace, a Jacuzzi, and a covered slip for boat storage. Guests can also enjoy a range of activities, such as fishing, kayaking, and exploring the nearby attractions.
9.9 59 reviews
Chesapeake Bay
21/08 – 28/08
NZ$416/nighttotal: NZ$2912 (7 )
Waterfront Getaway W/ Pool + Beaches+ Hot Tub +Bbq
1 4
house , Grasonville
This Grasonville waterfront apartment offers convenient access to private beaches, a shared heated pool, and a pier, all within easy reach of local attractions. The one-bedroom, one-bathroom property sleeps three guests and boasts a microwave, air conditioning, kayak and paddleboard access, plus the option of arranging boat trips, fishing excursions, and crabbing expeditions.
8.8 10416 reviews
Chesapeake Bay
01/10 – 05/10
NZ$188/nighttotal: NZ$752 (4 )
Vacation Village At Williamsburg
1 3
resort , Williamsburg
The Vacation Village at Williamsburg is conveniently located just a short drive from Jamestown Settlement, Colonial Williamsburg, and the College of William and Mary, offering easy access to the area's rich history and culture. The resort has received very good ratings for its cleanliness and overall experience, making it a popular choice for travellers. These self-catering units are spacious and comfortable, perfect for families or groups. Guests can enjoy a range of amenities, including swimming pools, a fitness centre, a spa, and tennis courts, as well as a bar and restaurant.
10 21 reviews
Chesapeake Bay
21/08 – 28/08
NZ$396/nighttotal: NZ$2772 (7 )
Heron's Landing At Sunset Cove
4 4
apartment , Irvington
This Corrotoman Riverfront flat is located 4.8 kilometres from Irvington town centre, offering river views and a peaceful escape. This pet-friendly holiday home sleeps eight guests across four bedrooms and two and a half bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking.
Best Chesapeake Bay accommodations with a pool
Among the 7504 accommodations in the area, here is the list of the 4 best ones with a pool
9.9 28 reviews
Chesapeake Bay
21/08 – 28/08
NZ$1543/nighttotal: NZ$10801 (7 )
Botanical Garden Escape On The River - With A Pool
4 4
apartment , Lancaster
This spacious apartment is located on the Corrotoman River, just 15 kilometres from Kilmarnock, offering a peaceful retreat with river views. The accommodation has consistently received excellent ratings for location, cleanliness and user experience. The apartment has four bedrooms and three bathrooms, comfortably accommodating up to 12 guests. Enjoy a range of amenities including a swimming pool, a spa, a fitness centre, a garden, parking, and Sonos speakers, perfect for relaxing and enjoying the beautiful surroundings.
10 1 review
Chesapeake Bay
29/08 – 05/09
NZ$1320/nighttotal: NZ$9240 (7 )
Luxury Condo, Rooftop Pool & Dock, 3 To Downtown
2 2
house , Annapolis
This luxury condominium in Annapolis is located a 13-minute walk from Annapolis Harbour and 41.8 kilometres from Baltimore's Inner Harbour. This air-conditioned holiday home offers 49 square metres of living space with two bedrooms, accommodating up to seven guests, and features a rooftop pool with sea views, private dock access, a well-equipped kitchen, and a fireplace.
9.7 105 reviews
Chesapeake Bay
30/07 – 05/08
NZ$669/nighttotal: NZ$4014 (6 )
Cottage With Harbor And Chesapeake Bay View In Rock Hall, Md
2 6
apartment , Rock Hall
This charming cottage is situated on Bayside Avenue in Rock Hall, Maryland, just a short stroll from the town beach and swimming pool. It has consistently received excellent ratings for location, cleanliness, and overall guest experience. The two-bedroom cottage, spanning 93 square metres, comfortably accommodates up to six guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a screened back deck, and a pet-friendly policy.
8.8 23 reviews
Chesapeake Bay
14/10 – 18/10
NZ$609/nighttotal: NZ$2436 (4 )
Cape Charles Home With Pool And Golf Cart 5 Minutes From The Beach!
3 4
apartment , Cape Charles
Sunshine Baydream, a three-bedroom holiday home in Cape Charles' Kings Creek Landing neighbourhood, offers easy access to the Eastern Shore of Virginia National Wildlife Refuge and Savage Neck Dunes Natural Area Preserve (distances unspecified). This 158-square-metre (1700 sq ft) property features three master suites, an open-plan layout ideal for entertaining, a private terrace, swimming pool access, and parking; it sleeps nine guests and includes a fully equipped kitchen and grilling facilities.
Best family friendly Chesapeake Bay accommodations
Among the 7504 accommodations in the area, here is the list of the 4 best family friendly ones
9.9 16 reviews
Chesapeake Bay
30/07 – 05/08
NZ$536/nighttotal: NZ$3216 (6 )
Salisbury Hideaway
2 6
house , Salisbury
Salisbury Hideaway is located in Salisbury, just 10km from Salisbury-Ocean City Wicomico Regional Airport, offering easy access to the local area. This 135 square metre home features two bedrooms, one bathroom, and a fully equipped kitchen, comfortably accommodating up to 11 guests, with a garden, terrace, and fitness room for relaxation and recreation.
9.0 5804 reviews
Chesapeake Bay
23/08 – 28/08
NZ$230/nighttotal: NZ$1150 (5 )
Hilton Vacation Club The Historic Powhatan Williamsburg
1 2
resort , Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg is located just outside of Historic Williamsburg, a short drive from the historic district and close to other attractions like WakeMed Soccer Park and the College of William and Mary. This resort has received very good user ratings, with excellent scores for location and cleanliness. The resort offers spacious suites on the grounds of a restored Manor House, providing a unique and historic ambiance. Guests can enjoy a range of amenities and activities, including a swimming pool, a jacuzzi, a tennis court, and a fitness centre, as well as on-site dining options and a children's playground.
8.0 4 reviews
Chesapeake Bay
29/08 – 05/09
NZ$264/nighttotal: NZ$1848 (7 )
Tiny House At St. George Island
2 2
cottage , Piney Point
This cottage, a cosy tiny house, is located in Piney Point, a short distance from the historic Piney Point Lighthouse and Cecil's Old Mill, and close to St. Mary's River State Park. This accommodation sleeps up to five guests across two bedrooms and offers internet, air conditioning, a kitchen with a fridge and microwave, and exclusive access to a private sandy beach for fishing, crabbing, and picnicking.
9.6 11 reviews
Chesapeake Bay
20/07 – 27/07
NZ$423/nighttotal: NZ$2961 (7 )
Lovely Condo With Water & Golf Course View
1 4
apartment , Williamsburg
This one-bedroom condominium in the Kingsmill district of Williamsburg offers waterfront and golf course views, situated within a 5-kilometre drive of Busch Gardens Williamsburg, Water Country USA, and Colonial Williamsburg. This family-friendly apartment, ideal for up to four guests, features a private balcony with serene views, air conditioning, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, and access to a swimming pool and garden, all within an award-winning resort.
Frequently asked questions about accommodations in Chesapeake Bay
What outdoor activities and adventures are popular in and around Baie de Chesapeake?
Kayaking and paddleboarding are great ways to enjoy the water, and you can find plenty of boat tours and fishing charters. If you're looking for something more adventurous, try hiking in Assateague Island National Seashore or exploring the Blackwater National Wildlife Refuge.
What are the best accommodations in Chesapeake Bay?
What types of accommodations are available in Baie de Chesapeake?
You'll find a range of accommodation options, from charming bed and breakfasts to luxury hotels. There are also plenty of campgrounds and vacation rentals available if you're looking for a more budget-friendly option.
What are the best accommodations with a pool in Chesapeake Bay?
When is the best time to visit Baie de Chesapeake?
The best time to visit is during the spring and autumn, when the weather is mild and the crowds are smaller. Summer can be hot and humid, but it's a great time to enjoy the beaches and outdoor activities.
What are the best accommodations with a jacuzzi in Chesapeake Bay?
What local dishes and culinary experiences are a must-try in Baie de Chesapeake?
You have to try the Chesapeake Bay blue crabs, they're a local delicacy. And don't forget to sample the fresh oysters, which are a staple of the region. There are also plenty of great seafood restaurants serving up delicious dishes like crab cakes and shrimp.
What are the best accommodations for families and kids in Chesapeake Bay?
In which part of Baie de Chesapeake should you consider renting accommodation?
It really depends on what you want to do. If you're interested in history and culture, Annapolis is a great choice. If you're looking for a more relaxed atmosphere, St. Michaels is a good option. And if you want to be close to the beach, Ocean City is a popular destination.
What are the best pet friendly accommodations in Chesapeake Bay?
Riverfront Paradise With Hot Tub And Pool In Kinsale!
4 2
house , Heathsville
This riverfront property in Kinsale, Virginia, offers stunning views and is approximately 50 kilometres from the George Washington Birthplace National Monument and Memorial House. This spacious 307-square-metre house boasts four bedrooms, three bathrooms, a private hot tub, swimming pool, and free bicycle use for exploring the Kinsale area, alongside a fully equipped kitchen and free Wi-Fi.
10 37 reviews
Chesapeake Bay
20/07 – 27/07
NZ$443/nighttotal: NZ$3101 (7 )
Pet Friendly Water View Cottage
2 4
cottage , Riviera Beach
This charming cottage is located in Pasadena, Maryland, a picturesque waterfront neighbourhood just 20 kilometres from both Annapolis and Baltimore, offering easy access to a range of attractions. The cottage has received excellent reviews from previous guests, highlighting its comfortable and welcoming atmosphere. The cottage spans 111 square metres and comfortably accommodates up to four guests in its two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a private garden, and a host of amenities including air conditioning, laundry facilities, and free parking. The cottage is also pet-friendly, allowing guests to bring their furry companions along.
9.6 90 reviews
Chesapeake Bay
01/10 – 05/10
NZ$266/nighttotal: NZ$1064 (4 )
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
1 3
apartment , Annapolis
This apartment is located in Annapolis, just half a mile from Anne Arundel Medical Center and 2.7 miles from the U.S. Naval Academy, offering a peaceful retreat from the city centre. The accommodation has been rated excellent by previous guests. The flat has one bedroom and one bathroom, comfortably sleeping up to three guests. It comes with a range of amenities including free Wi-Fi, a balcony, a fully equipped kitchen, parking and a relaxing reading nook.
9.2 7 reviews
Chesapeake Bay
29/08 – 05/09
NZ$468/nighttotal: NZ$3276 (7 )
8 Mi To Dover Motor Speedway! Dog-friendly Retreat
3 2
house , Wyoming
Eternal Sunshine is a spacious house in Dover, Delaware, situated just 11.4 kilometres from Dover International Speedway and 21 kilometres from Killens Pond Water Park. It has received excellent ratings for location, cleanliness, and user experience. The property has three bedrooms and three bathrooms, covering 142 square metres and accommodating up to six guests. It offers a fully equipped kitchen, a washing machine, air conditioning, a fireplace, a garden, and free Wi-Fi.
Best Chesapeake Bay accommodations with a kitchen
8.8 40 reviews
Chesapeake Bay
01/10 – 05/10
NZ$281/nighttotal: NZ$1124 (4 )
Sleek And Cozy Micro Fells Point Residence!
2 3
apartment , Baltimore
This Fells Point apartment in Baltimore is less than 2 kilometres from the Inner Harbour, National Aquarium, and Baltimore Convention Centre, offering easy access to public transport and historical sites such as Frederick Douglass-Isaac Myers Maritime Park. The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and a Smart TV.
9.8 123 reviews
Chesapeake Bay
23/08 – 28/08
NZ$279/nighttotal: NZ$1395 (5 )
Guesthouse In Ideal Location With Private Entrance
1 2
apartment , Suffolk
This Suffolk apartment is conveniently located within 5km of Riverfront Golf Club and local medical facilities, including Bon Secours Health Center At Harbour View and Sentara BelleHarbour, and within 14km of Chesapeake Square Mall and Portsmouth City Park. This self-catering flat offers one bedroom, one bathroom, sleeping up to two guests, and features free Wi-Fi, a Smart TV, in-unit laundry, and convenient on-site parking.
9.5 490 reviews
Chesapeake Bay
01/10 – 05/10
NZ$276/nighttotal: NZ$1104 (4 )
Affordable Furnished Luxurytownhouse Near Stadiums In Baltimore Pig Town.
2 3
apartment , Baltimore
This charming Baltimore house is located in the Pigtown neighbourhood, just a 15-minute walk from the Charm'tastic Mile, Oriole Park at Camden Yards, and M&T Bank Stadium. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house has two bedrooms and can accommodate up to five guests. It offers a fully equipped kitchen, two bathrooms, a washing machine, a coffee/tea maker, and a Smart TV, as well as a garden with barbecue facilities.
9.4 14 reviews
Chesapeake Bay
29/08 – 05/09
NZ$306/nighttotal: NZ$2142 (7 )
Exquisite & Serene 1 Bedroom, 1 Full Bath Apartment
1 2
house , Brock Hall
This Brock Hall house, near Addison Road-Seat Pleasant Station (22km) and approximately 32km from both the Supreme Court and the US Capitol, offers a convenient base for exploring the area. The 223-square-metre property boasts a private pool, garden, terrace, fitness centre, and parking, accommodating up to six guests in its one-bedroom, one-bathroom layout with a fully equipped kitchenette.