Sunkissed Cottage-private, Natural Waterfront Home
1 2
apartment , Heathsville
This two-bedroom cottage is located near Heathsville, Virginia, just 3.2 kilometres from Smith Point Marina, offering easy access to the Little Wicomico River. The property features a private setting with a garden, a fire pit, cornhole boards, a comfortable deck, and modern amenities including high-speed internet, smart TVs, and a well-equipped kitchen, perfect for families or groups of up to six.
8.4 1481 reviews
Chesapeake Bay
20/06 – 27/06
NZ$1379/nighttotal: NZ$9653 (7 )
Holiday Inn Express & Suites Williamsburg By Ihg
4 13
resort , Williamsburg
The Holiday Inn Express & Suites Williamsburg is situated close to Colonial Williamsburg and a short drive from Busch Gardens theme park, making it a convenient base for exploring the area. The hotel has consistently received very good ratings for location, cleanliness and overall experience. The hotel offers a range of modern and comfortable rooms, all featuring convenient in-room amenities. Guests can enjoy a complimentary hot breakfast buffet, relax in the indoor pool or exercise room, and make use of the on-site restaurant, bar, and tennis court.
9.0 21 reviews
Chesapeake Bay
12/09 – 16/09
NZ$288/nighttotal: NZ$1152 (4 )
Historic Chesapeake City Stay
1 2
cabin , Chesapeake City
This charming Chesapeake City cottage is located just a block from the Canal Trail, bike rentals, fine dining, and live music at Schaeffers Canal House, placing you in the heart of the town's vibrant atmosphere. The cottage is also just 3 kilometres from the South side of Chesapeake City, where you will find shops and restaurants. This cosy retreat features one bedroom and one bathroom, comfortably accommodating two guests. The cottage offers modern amenities, including air conditioning, internet access, and a pet-friendly environment, making it an ideal choice for a relaxing getaway.
9.8 18 reviews
Chesapeake Bay
12/09 – 16/09
NZ$804/nighttotal: NZ$3216 (4 )
Charming 2-bedroom Cabin Close To Fair Hill On Horse Farm
2 2
cabin , Elkton
This Elk Neck lodge is situated near Elkton, Maryland, offering easy access to attractions such as the Elkton Golf and Batting Center and Fred Rust Ice Arena. Sleeping up to 13 guests, this two-bedroom, three-bathroom property features a queen, full, and twin beds, plus additional sleeping arrangements, three bathrooms (one with a jetted tub), and internet access; nearby activities include horse shows, marinas, Newark Shopping Centre, Castle Mall, Bob Carpenter Center, and New Castle 100 Archers.
8.8 4920 reviews
Chesapeake Bay
12/09 – 16/09
NZ$313/nighttotal: NZ$1252 (4 )
The Schooner Inn
1 2
hotel , Virginia Beach
The Schooner Inn is a 2-star hotel located directly on Virginia Beach beachfront, offering immediate beach access and proximity to the Virginia Beach Boardwalk. This guesthouse features rooms with kitchenettes (stove, microwave, refrigerator), private balconies, and a swimming pool; limited parking is available (one space per room).
9.8 22 reviews
Chesapeake Bay
20/07 – 27/07
NZ$418/nighttotal: NZ$2926 (7 )
Heathsville Home With Sunroom Less Than 10 Mi To Beach!
2 4
house , Heathsville
This beachfront property is located in Heathsville, just 16 kilometres from the beach and 114 kilometres from Newport News/Williamsburg International Airport, offering a peaceful escape from the hustle and bustle. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. This two-bedroom house spans 97 square metres and comfortably accommodates up to four guests. The house offers a range of amenities, including a fully equipped kitchen, free Wi-Fi, a sunroom, and a garden, ensuring a comfortable and enjoyable stay.
10 12 reviews
Chesapeake Bay
12/09 – 16/09
NZ$1187/nighttotal: NZ$4748 (4 )
Family Retreat At Lansdowne Manor
4 2
farm , Centreville
This Centreville farmhouse, a spacious 300 square metre (approx. 325 sq m) self-catering property, is situated in a peaceful rural setting, approximately 14-19 kilometres from landmarks including the Hazel Miner Monument, Tuckahoe State Park, and Adkins Arboretum. The four-bedroom, three-bathroom holiday home sleeps eight guests and boasts amenities such as air conditioning, Wi-Fi, a fully equipped kitchen with dishwasher, ample parking, and designated smoking areas; a farm stay experience is also offered.
9.6 53 reviews
Chesapeake Bay
07/10 – 11/10
NZ$288/nighttotal: NZ$1152 (4 )
New! Residential Retreat. Located Minutes To The Oceanview Beach And Naval Base.
3 2
apartment , Norfolk
This Norfolk holiday home is located just 1.5km from the beaches and within 5km of popular attractions like Community Beach and Nauticus, a maritime museum. It has received excellent user ratings and is ideal for a relaxing getaway. The property has 3 bedrooms and 2 bathrooms, providing comfortable accommodation for up to 6 guests over 161 square metres. Amenities include a fully equipped kitchen, a patio, a garden, a spa tub, and free WiFi.
10 2 reviews
Chesapeake Bay
20/06 – 27/06
NZ$631/nighttotal: NZ$4417 (7 )
Camden's Charm Walking Distance Stadium, Convention, Univ Of Md Downtown
1 2
house , Baltimore
This Camden Charm holiday home offers convenient access to Baltimore's Inner Harbour, University of Maryland, Baltimore, and Baltimore Convention Center, all within walking distance. The 87 square metre property, boasting one bedroom, one bathroom and sleeping up to seven guests, includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and air conditioning, and is close to Carroll Park (1.8 km) and the Power Plant (1.8 km).
9.9 298 reviews
Chesapeake Bay
20/08 – 29/08
NZ$174/nighttotal: NZ$1566 (9 )
A Place Unique On Sue Creek
1 2
apartment , Essex
This one-bedroom apartment is situated in Essex, Maryland, a short distance from the waterfront and a 32-kilometre drive from Baltimore's Camden Yards and M&T Stadium. The self-catering property features a king-size bed, a double-size futon, a full kitchen, a washer/dryer, air conditioning, and heating, and is ideal for up to four guests.
9.9 89 reviews
Chesapeake Bay
20/07 – 27/07
NZ$426/nighttotal: NZ$2982 (7 )
A Little Piece Of Paradise - Waterfront Home
1 4
apartment , North Beach
This waterfront property in North Beach, Maryland, is situated less than 0.8 kilometres from the town centre and beach, offering uninterrupted Chesapeake Bay views. This two-bedroom, two-bathroom holiday home sleeps six, boasting a fully equipped kitchen, private waterfront deck, and access to a fitness centre; kayaking is available nearby at Rose Haven Memorial Park, less than 1.6 kilometres away.
9.8 54 reviews
Chesapeake Bay
23/08 – 28/08
NZ$363/nighttotal: NZ$1815 (5 )
Shadowlawn Villas, Suite Ii
1 2
apartment , Virginia Beach
This one-bedroom apartment is situated in Northeast Virginia Beach, just a kilometre from Pacific Avenue and the Virginia Beach Boardwalk, and less than two kilometres from Sandbridge Beach and the Virginia Beach Fishing Pier. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment is ideal for couples or solo travellers, and it features a fully equipped kitchen, a comfortable living space, and a private balcony. Guests can enjoy access to a swimming pool, a spa, and a garden, as well as free parking and Wi-Fi.
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
9.0 8 reviews
Chesapeake Bay
20/06 – 27/06
NZ$883/nighttotal: NZ$6181 (7 )
Wake Up To Picturesque Views Of The Ocean, Beach And Boardwalk
2 2
apartment , Virginia Beach
This oceanfront apartment in Northeast Virginia Beach boasts spectacular ocean views from every window, situated close to the Cape Henry Lighthouse and Virginia Beach Town Centre. The two-bedroom, two-bathroom condo sleeps four, offering amenities including a saltwater indoor pool, private garage parking, and proximity to JT's Grommet Island Park and Atlantic Fun Park, with monthly off-season rentals available (September to May).
8.8 3 reviews
Chesapeake Bay
12/09 – 16/09
NZ$310/nighttotal: NZ$1240 (4 )
Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots
2 2
resort , Williamsburg
This resort in Williamsburg offers a "Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots" with a prime location just a few kilometres from Busch Gardens and Colonial Williamsburg, and within easy reach of Water Country USA and Historic Jamestowne. The spacious 500 sq. ft. cottages accommodate up to six guests and feature a kitchen, 50-inch television, complimentary toiletries, daily cleaning, and access to on-site amenities including tennis, miniature golf, a fitness centre, and a shared outdoor swimming pool, with complimentary parking also provided.
Chesapeake Bay
20/08 – 29/08
NZ$299/nighttotal: NZ$2691 (9 )
Rooftop Chesapeake Bay Views! Waterfront Retreat
1 2
studio , Mathews
This waterside apartment offers direct access to the Chesapeake Bay from Bohannon on Virginia's Middle Peninsula, providing bay views ideal for morning coffee and a community boat dock for aquatic pursuits. This studio sleeps two guests, features a private balcony and rooftop deck, offers a seasonal community swimming pool and kayaks, and includes a fully equipped kitchen, air conditioning, and Wi-Fi, with a spiral staircase leading to the sleeping area.
10 1 review
Chesapeake Bay
20/06 – 27/06
NZ$3745/nighttotal: NZ$26215 (7 )
Baydream Believer
5 2
house , Tilghman Island
Baydream Believer, a five-bedroom house in Saint Michaels, Maryland, is situated approximately 24 kilometres from the Academy of the Arts and 106 kilometres from Salisbury-Ocean City Wicomico Regional Airport, offering convenient access to Tilghman Island. This 465-square-metre property sleeps up to 15 guests and boasts a private pool, Jacuzzi, tennis court, and fully equipped kitchen; additional features include a terrace, garden, and free Wi-Fi.
Best family friendly Chesapeake Bay accommodations
Among the 7504 accommodations in the area, here is the list of the 4 best family friendly ones
10 511 reviews
Chesapeake Bay
07/10 – 11/10
NZ$405/nighttotal: NZ$1620 (4 )
Historic Cottage On Ware River Estate
1 2
cottage , Gloucester Courthouse
This charming cottage is situated on a picturesque river, just 8.7 kilometres from Riverside Walter Reed Hospital and 19.3 kilometres from Machicomoco State Park, offering a peaceful retreat for those seeking tranquility. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The self-catering property has one bedroom and one bathroom, comfortably accommodating up to four guests. The cottage provides a range of amenities, including a fully equipped kitchen, a private patio, a hot tub, and a garden, offering everything you need for a relaxing and enjoyable getaway.
10 14 reviews
Chesapeake Bay
20/07 – 27/07
NZ$296/nighttotal: NZ$2072 (7 )
Cozy Clean Apartment In The Heart Of Leonardtown!
1 4
apartment , Leonardtown
This Leonardtown apartment offers a convenient downtown location, within walking distance of shops and restaurants. The one-bedroom, one-bathroom flat sleeps five guests and features a full kitchen, Jacuzzi, free parking, and is close to attractions including New Towne Neck State Park and the Patuxent River Naval Air Museum.
10 70 reviews
Chesapeake Bay
20/07 – 27/07
NZ$411/nighttotal: NZ$2877 (7 )
Deltaville 2br Retreat, Walk To Museum, Boat Parking
2 4
apartment , Deltaville
This Deltaville seaside house, a 10-minute walk from the Deltaville Maritime Museum, Holly Point Nature Park, and Deltaville Marina, and within 32 kilometres of White Stone Beach and the Middlesex County Museum, offers stunning waterfront views. This 72-square-metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking.
8.3 2876 reviews
Chesapeake Bay
01/10 – 05/10
NZ$246/nighttotal: NZ$984 (4 )
The Atrium Resort, Virginia Beach By Vacatia
1 3
resort , Virginia Beach
The Atrium Resort by VSA Resorts is located directly on the Virginia Beach Boardwalk, just a short walk from the beach and a couple of minutes' drive from attractions like Jungle Golf and the Old Coast Guard Station Museum. The resort has consistently received very good ratings for its location, cleanliness, and overall experience. The accommodation offers spacious suites with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a range of facilities, including a swimming pool, hot tub, fitness centre, and free Wi-Fi.
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?
This one-bedroom flat is located in Madison Park, a quiet residential neighbourhood in Baltimore, within 3km of Maryland Institute College of Art, Oriole Park at Camden Yards, and Johns Hopkins University. The property has received excellent guest reviews. The flat can accommodate up to four guests and features a fully equipped kitchen, a balcony, and a washing machine. Guests can enjoy free Wi-Fi, parking, and air conditioning.
9.5 180 reviews
Chesapeake Bay
20/07 – 27/07
NZ$523/nighttotal: NZ$3661 (7 )
Book A Piece Of History At Kingsmill Resort In Williamsburg Virginia!
2 4
apartment , Williamsburg
This apartment is situated in Kingsmill, just 0.3 kilometres from the Kingsmill Plantation Golf Course and 2.6 kilometres from Busch Gardens Williamsburg, offering a convenient location close to popular attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms, providing ample space for families or groups of friends, and covers 117 square metres. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, and garden, as well as a fully equipped kitchen, internet access, and parking.
Chesapeake Bay
20/06 – 27/06
NZ$245/nighttotal: NZ$1715 (7 )
Galloway 118 I Spacious Garden Style Retreat
1 2
apartment , New Castle
This New Castle apartment is situated within 3.2km of Llangollen Estates Park, Brandywine Valley, and Kirkwood Soccer Complex, and within 4.8km of the New Castle Farmers' Market and Lewden Green Park. The 79 square metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private balcony, on-site fitness centre, and free Wi-Fi.
9.8 187 reviews
Chesapeake Bay
01/10 – 05/10
NZ$276/nighttotal: NZ$1104 (4 )
Cabin At Holdens Creek On Eastern Shore Of Va
1 3
cabin , Sanford
This cabin is located in a peaceful rural setting, just 25 kilometres from Bloxom Winery, Wallops Flight Facility, and the Eastern Shore Railway Museum. It has received excellent user ratings. The cabin is a one-bedroom, one-bathroom property with a floor area of 74 square metres and a capacity of six guests. It offers a range of amenities including a kitchen with a fridge and microwave oven, air conditioning, a terrace, a garden, parking, and free Wi-Fi.
Best Chesapeake Bay accommodations with a kitchen
9.8 27 reviews
Chesapeake Bay
20/06 – 27/06
NZ$974/nighttotal: NZ$6818 (7 )
Charming Riverside Cottage W/optional Guest House
1 13
apartment , Deltaville
This historic farmhouse, located on the private sandy banks of the Piankatank River in Deltaville, offers direct river access and is situated less than 200 metres from a public beach. This riverside property accommodates up to 16 guests with its main house and optional guest house, featuring a fully stocked kitchen with an outdoor grill, multiple outdoor living spaces, and included kayaks and fishing equipment.
9.6 95 reviews
Chesapeake Bay
23/08 – 28/08
NZ$237/nighttotal: NZ$1185 (5 )
Hidden Fells Point Gem / Private Courtyard Patio
1 2
apartment , Baltimore
This one-bedroom flat is located in Fells Point, a historic Baltimore district, within walking distance of Fell's Point Visitor Center and Johns Hopkins Hospital. It has received excellent reviews from previous guests. The 59 square metre property has two bathrooms and can comfortably accommodate up to three guests. It offers a fully equipped kitchen, a terrace, a garden, a spa, parking, and internet access, as well as a washer and dryer for added convenience.
9.3 58 reviews
Chesapeake Bay
07/10 – 11/10
NZ$255/nighttotal: NZ$1020 (4 )
Gaia House
2 2
house , Annapolis
Gaia House, in Annapolis, is situated 6 kilometres from Annapolis Harbour and within a 32-48 kilometre radius of Baltimore attractions including the Inner Harbour and Historic Ships in Baltimore. This two-bedroom property, offering 9 square metres of floor space, sleeps seven guests and features a fully equipped kitchen, private parking, Wi-Fi, air conditioning, and a patio with quiet street views.
9.6 5 reviews
Chesapeake Bay
20/06 – 27/06
NZ$2216/nighttotal: NZ$15512 (7 )
Indoor Soft Hot Tub - Family Friendly Staycation!
1 13
apartment , Marlboro Meadows
This spacious apartment in Marlboro Meadows is located just a short distance from The Cannon Club and three local golf courses, making it an ideal choice for those seeking a relaxing getaway in a peaceful setting. It has received excellent ratings for user experience, location, and cleanliness. The apartment features a large, open-plan layout with a two-story cathedral ceiling, accommodating up to 14 guests comfortably. Residents can enjoy access to a community pool, clubhouse, and a garden, as well as a fully equipped kitchen, air conditioning, and a private parking space.