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Chesapeake Bay accommodation
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10861 Best accommodations in Chesapeake Bay

Find Accommodations by the Sea in Chesapeake Bay

Open your living room doors directly onto the shore at accommodation by the sea in Chesapeake Bay.

Delta Hotels By Marriott™ Virginia Beach Waterfront Suites - Chesapeake Bay
8.5 5187 reviews

Delta Hotels By Marriott™ Virginia Beach Waterfront Suites

resort, Virginia Beach
The Delta Hotels by Marriott Virginia Beach Waterfront is situated on the Chesapeake Bay, a short distance from Seashore State Park and 9.6 miles from the Virginia Marine Science Museum. This resort has received very good ratings for location, cleanliness, and overall user experience.
The hotel offers spacious guest rooms with separate sleeping and living areas, perfect for families or groups. Guests can enjoy a variety of amenities, including a private beach, an outdoor pool, a fitness centre, and a restaurant and bar.

Find City Centre Accommodations in Chesapeake Bay

Stay right where the coastal dining meets the local nightlife strips at accommodation in the heart of Chesapeake Bay.

Nan's Place Aka Down Easter - Chesapeake Bay
9.9 232 reviews

Nan's Place Aka Down Easter

cabin, Deltaville
This unique steamboat wheelhouse-design cabin is located in Cross Rip Campground, Deltaville, offering easy access to the Chesapeake Bay.
The pet-friendly studio, sleeping up to three guests, features a queen-size bed, twin bed, full bathroom, well-equipped kitchen (fridge, microwave, stove, Keurig), spacious deck with screened porch, charcoal BBQ, and access to campground amenities.
Beach Front Apartment On The Chesapeake - Chesapeake Bay
9.8 332 reviews

Beach Front Apartment On The Chesapeake

apartment, Nassawadox
This Nassawadox apartment boasts private beach access on the Chesapeake Bay, offering bonfire pits and kayak/paddleboard launching, with shared access to garage amenities including fishing rods and beach toys.
The self-contained one-bedroom flat above the garage, featuring a fully renovated bathroom and modern kitchen appliances, provides excellent accommodation for a family, with dedicated Wi-Fi and a phone line.
Eastern Shore Escape - Chesapeake Bay
10 20 reviews

Eastern Shore Escape

apartment, Nassawadox
This peaceful flat in Nassawadox offers a tranquil environment with a beautiful view of Nassawadox Creek, located 1.6 kilometres from Camp Silver Beach, ideal for kayaking and canoeing.
This residence accommodates up to six guests, featuring three bedrooms, two bathrooms, air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, and benefits from a garden and parking.
Stargazer Tiny Cabin - Chesapeake Bay
9.9 234 reviews

Stargazer Tiny Cabin

cabin, Mathews
This Mathews County, Virginia retreat, situated 1.6km from secluded beaches and a boat launch, offers a unique off-grid experience in a secluded wooded setting.
The self-catering cottage sleeps five, boasting a loft bed with a clear roof, convertible couch/bunk bed, retro gaming cabinet, fire pit, and access to kayaks, paddleboards, and axe throwing, alongside farm animals.

Frequently asked questions about accommodations in Chesapeake Bay

  • What are the top attractions and must-see sites in Baie de Chesapeake?

    You absolutely must visit the Chesapeake Bay Maritime Museum in St. Michaels, Maryland. They have a great collection of historic boats and exhibits on the region's maritime history. Another must-see is the Assateague Island National Seashore, where you can see wild horses roaming the beach.
  • What are the best accommodations in Chesapeake Bay?

    Among the accommodations in Chesapeake Bay, The Laughing King Retreat - Cobb Island Suite, Gem In The Heart Of The Fan #1 and Refuge Inn are the most popular ones.

  • Which cultural festivals and seasonal events should visitors attend in Baie de Chesapeake?

    The annual Chesapeake Bay Blues Festival in Annapolis is a big one, attracting top blues musicians. In the autumn, the annual Oyster Festival in St. Michaels is a great event for trying local seafood and enjoying live music.
  • What are the best accommodations with a pool in Chesapeake Bay?

    The Laughing King Retreat - Cobb Island Suite, Refuge Inn and The Jefferson Hotel are the best accommodations with a pool in Chesapeake Bay.

  • What are the most convenient modes of transportation within Baie de Chesapeake?

    The best way to get around the Chesapeake Bay region is by car, as it gives you the flexibility to explore the different towns and attractions at your own pace. You can also use the ferry services that run between some of the islands and mainland towns.
  • What are the best accommodations with a jacuzzi in Chesapeake Bay?

  • What outdoor activities and adventures are popular in and around Baie de Chesapeake?

    You can go kayaking or canoeing in the calm waters of the Bay, or try your hand at fishing. If you're feeling adventurous, you can even go sailing or windsurfing. In the summer, there's also great swimming and sunbathing on the beaches.
  • What are the best accommodations for families and kids in Chesapeake Bay?

    The best accommodations for families and kids in Chesapeake Bay are Refuge Inn, The Jefferson Hotel and Comfort Suites Chincoteague Island Bayfront Resort.

  • What types of accommodations are available in Baie de Chesapeake?

    There's a wide variety of accommodation options in the Chesapeake Bay area, from budget-friendly motels and campgrounds to luxury hotels and waterfront resorts. You can also find charming bed and breakfasts in many of the towns.
  • What are the best pet friendly accommodations in Chesapeake Bay?

    The best pet friendly accommodations in Chesapeake Bay are The Jefferson Hotel, Walk To Beach By Busch Gardens - Lovely Room and Wedmore Place.

  • When is the best time to visit Baie de Chesapeake?

    The best time to visit the Chesapeake Bay is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer is also popular, but can be hot and humid.
  • What are the best accommodations with parking in Chesapeake Bay?

    The Laughing King Retreat - Cobb Island Suite, Gem In The Heart Of The Fan #1 and Refuge Inn are the best accommodations with parking in Chesapeake Bay.

  • What local dishes and culinary experiences are a must-try in Baie de Chesapeake?

    You have to try the fresh seafood, especially crab cakes and oysters. There are also lots of great restaurants serving traditional Chesapeake Bay cuisine, like crab soup and steamed crabs. And don't forget the local craft beers!
  • In which part of Baie de Chesapeake should you consider renting accommodation?

    It really depends on what you want to see and do. If you're interested in history and maritime culture, St. Michaels is a great choice. If you want to be close to the beach and enjoy some outdoor activities, Ocean City is a good option. Annapolis is also a great choice if you want to be in a bustling city with lots of restaurants and bars.

Popular destinations

Your Guide to the Finest High-End Stays in Chesapeake Bay

Find luxury beach accommodation in Chesapeake Bay for an indulgent tropical escape.

King Bed|non-smoking - Chesapeake Bay
10 83 reviews

King Bed|non-smoking

apartment, Newport News
This apartment in North Newport News is situated less than 3 kilometres from Fort Eustis and a short drive from attractions such as Busch Gardens Europe and Water Country USA.
This 14 square meter flat offers accommodation for 2 guests, featuring cable TV with free movies, free high-speed internet, and coin-operated laundry facilities on-site.

Find the Best Accommodations with a Swimming Pool in Chesapeake Bay

Alternate between a refreshing freshwater plunge and an ocean swim at beach accommodation with a pool in Chesapeake Bay.

Waterfront 2-bedroom Condo On Spa Creek - Chesapeake Bay
10 15 reviews

Waterfront 2-bedroom Condo On Spa Creek

apartment, Annapolis
This Annapolis Eastport apartment is less than 1.6km from Spa Creek and the United States Naval Academy, and within a 1.6km radius of Annapolis Harbour and the Kunta Kinte Plaque & Alex Haley Memorial.
This two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, private patio, free Wi-Fi, access to a swimming pool, spa, fitness centre, and parking; nearby attractions include the Naval Academy and Annapolis Harbour.
Exclusive Beach Access: Va Beach Studio Condo! - Chesapeake Bay
8.8 3 reviews

Exclusive Beach Access: Va Beach Studio Condo!

studio, Virginia Beach
This oceanfront studio apartment in Northeast Virginia Beach boasts direct beach access and is situated 3.2km from First Landing State Park, 4.8km from Atlantic Park, and 8km from Cape Henry Lighthouse.
The 29 square metre self-catering apartment sleeps three guests, features a queen bed and full futon, a fully equipped kitchenette including a stove and oven, plus a private patio with ocean views, free Wi-Fi, and a community swimming pool.
Bayfront Retreat W/ Game Room + Outdoor Pool! - Chesapeake Bay
9.5 35 reviews

Bayfront Retreat W/ Game Room + Outdoor Pool!

house, Exmore
Bayfront Retreat, a four-bedroom house in Exmore, Virginia, is located 92 kilometres from Norfolk International Airport.
This 244-square-metre property boasts a private pool, game room, fully equipped kitchen, and in-house laundry facilities, comfortably accommodating families or groups.
Stunning 1 Bedroom Condo On River Golf Course Ninth Hole. - Chesapeake Bay
10 79 reviews

Stunning 1 Bedroom Condo On River Golf Course Ninth Hole.

apartment, Williamsburg
This privately owned one-bedroom condominium in Kingsmill, Williamsburg, is conveniently located a mere 10 minutes' drive from the attractions of Historic Williamsburg and minutes from Busch Gardens Williamsburg and Water Country USA, adjacent to a golf course.
This 81 square meter flat, accommodating up to two guests, features a fully equipped kitchen, a newly remodelled bathroom with ADA safety features, air conditioning, Wi-Fi, and access to a seasonal swimming pool, with a deck overlooking the golf course.

The Best Family-Rated Stays in Chesapeake Bay

Give the family a spacious shoreline base camp steps from the waves at family beach accommodation in Chesapeake Bay.

Gaia House - Chesapeake Bay
9.1 58 reviews

Gaia House

house, Annapolis
Upper Chesapeake Getaway - Chesapeake Bay
9.9 163 reviews

Upper Chesapeake Getaway

house, Charlestown
Sailor's Sunrise Cottage - Chesapeake Bay - Chesapeake Bay
9.4 158 reviews

Sailor's Sunrise Cottage - Chesapeake Bay

apartment, Charlestown
The Little Blue Cottage - Topping : Waterfront! - Chesapeake Bay
9.9 138 reviews

The Little Blue Cottage - Topping : Waterfront!

cottage, White Stone

Leading Dog-Friendly Accommodations in Chesapeake Bay

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Chesapeake Bay.

Waterfront  House With Fire Pit Retreat - Chesapeake Bay
9.6 69 reviews

Waterfront House With Fire Pit Retreat

apartment, Montross
Chesapeake Bay Loft Retreat, Walk To Water, Sleeps 2,  20 Min To Annapolis - Chesapeake Bay
8.0 13 reviews

Chesapeake Bay Loft Retreat, Walk To Water, Sleeps 2, 20 Min To Annapolis

apartment, Deale
Private Suite: Hotel Perks, Snacks & Fast Wifi Near Baltimore & Top Hospitals - Chesapeake Bay
10 1 review

Private Suite: Hotel Perks, Snacks & Fast Wifi Near Baltimore & Top Hospitals

apartment, Overlea
Heron's Landing At Sunset Cove - Chesapeake Bay
10 30 reviews

Heron's Landing At Sunset Cove

apartment, Irvington

Find the Best Accommodations with Balconies in Chesapeake Bay

Take in breathtaking, uninterrupted ocean sunsets directly from your personal balcony at beach accommodation in Chesapeake Bay.

Sojourn | Coastal Cottage | 3 Br - Chesapeake Bay
9.4 36 reviews

Sojourn | Coastal Cottage | 3 Br

apartment, Norfolk
9549 # 7 Sojourn's Harborage # 7 - Chesapeake Bay
8.8 11 reviews

9549 # 7 Sojourn's Harborage # 7

apartment, Norfolk
Cape Haven - Condo 1.5 Blocks From Beach - Chesapeake Bay
9.8 51 reviews

Cape Haven - Condo 1.5 Blocks From Beach

apartment, Cape Charles
Perfect Beach Getaway For 5! Steps To The Sand! - Chesapeake Bay
9.4 30 reviews

Perfect Beach Getaway For 5! Steps To The Sand!

apartment, Hampton

Best Chesapeake Bay accommodations with a kitchen

Levering Creek Cottage With Private Dock - Chesapeake Bay
9.9 269 reviews

Levering Creek Cottage With Private Dock

apartment, Smith Island
Virginia Beach Studio W/ Balcony + Pool View! - Chesapeake Bay
9.5 122 reviews

Virginia Beach Studio W/ Balcony + Pool View!

studio, Virginia Beach
The Atrium Resort, Virginia Beach By Vacatia - Chesapeake Bay
8.1 2850 reviews

The Atrium Resort, Virginia Beach By Vacatia

resort, Virginia Beach
Club Wyndham Kingsgate - Chesapeake Bay
8.9 4317 reviews

Club Wyndham Kingsgate

resort, Williamsburg
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