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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.

2 Full Beds Non-smoking - Chesapeake Bay
9.5 81 reviews

2 Full Beds Non-smoking

apartment, Newport News
This Newport News flat is situated less than 5 kilometres from Fort Eustis, offering convenient access to Busch Gardens Europe, Water Country USA, and Newport News / Williamsburg International Airport, with proximity to Christopher Newport University and the College of William and Mary.
This 14 square metre accommodation provides space for up to four guests, featuring air conditioning, parking, and coin-operated laundry facilities, with kitchenettes, whirlpool bathtubs, microwaves, and refrigerators available upon request.

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.

Secluded River Hideaway - Chesapeake Bay
10 24 reviews

Secluded River Hideaway

house, Irvington
This Irvington riverside guest house boasts stunning Rappahannock River and Mechams Cove views, offering convenient access to the towns of Urbanna and Deltaville (distances unspecified).
The self-catering property sleeps three guests in one bedroom and one bathroom, featuring a full kitchen, kayaks, and stand-up paddleboards for exploring the water.
The Fish House - Chesapeake Bay
9.8 137 reviews

The Fish House

apartment, White Stone
The Fish House apartment is situated on Harper's Cove in White Stone, Virginia, just a short boat ride from Antipoison Creek and the Chesapeake Bay, offering easy access to the area's waterways and the charming town of White Stone. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
This self-catering apartment sleeps two guests and is located on the upper floor, with a back porch balcony overlooking the cove. Guests can enjoy amenities including a fully equipped kitchen, air conditioning, a garden, and parking, as well as the picturesque views of Harper's Cove and the lively atmosphere of a working marina.
Stargazer Tiny Cabin - Chesapeake Bay
9.9 226 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.
Serenity - Chesapeake Bay
10 126 reviews

Serenity

apartment, White Stone
This one-bedroom apartment is situated in White Stone, Virginia, on the historic Antipoison Creek, just a short drive from the Chesapeake Bay.
The 540 square foot apartment offers a comfortable king-size bed, a sofa, a fully equipped kitchen, and a private bathroom, with a private entrance, and features a 55” 4K TV with free streaming channels and internet access.

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 Smoking - Chesapeake Bay
9.6 52 reviews

King Bed Smoking

apartment, Newport News
This Newport News flat is located less than 5 kilometres from Fort Eustis and just minutes from Newport News / Williamsburg International Airport, placing guests close to attractions such as Busch Gardens Europe and the Mariners' Museum.
This 14 square metre apartment offers accommodation for two guests with air conditioning and parking, with select units featuring kitchenettes and whirlpool bathtubs, and on-site coin-operated laundry facilities available for convenience.

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.

Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort - Chesapeake Bay
9.1 1290 reviews

Bluegreen Vacations Parkside Williamsburg, An Ascend Collection Resort

resort, Williamsburg
Bluegreen Parkside Williamsburg, Ascend Resort Collection is conveniently located near Busch Gardens, just a short drive from other attractions like Golden Horseshoe Golf Club and Abby Aldrich Rockefeller Folk Art Museum. The resort is highly rated by guests, earning excellent scores for location, cleanliness, and overall experience.
The resort offers a variety of self-catering apartments with modern furnishings and spacious living areas. You can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and restaurant, as well as a garden and a terrace or balcony with scenic views.
High Floor, Ocean View Condo - Chesapeake Bay
No reviews

High Floor, Ocean View Condo

apartment, Virginia Beach
This two-bedroom, one-bathroom apartment in the Northeast Virginia Beach neighbourhood offers stunning ocean views from a high floor and is conveniently located near Sandbridge Beach and Back Bay National Wildlife Refuge.
The property sleeps four guests and includes a fully equipped kitchen with dishwasher and microwave, a private balcony, on-site parking, and access to a swimming pool; nearby attractions include the Veterans United Home Loans Amphitheatre and Jungle Golf.
Minutes From Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C - Chesapeake Bay
10 8 reviews

Minutes From Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C

apartment, Easton
This waterfront holiday home is situated in St. Michaels, just 3 kilometres from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it an ideal base for exploring this charming town. The property has received excellent ratings for its location, cleanliness, and overall experience.
The five-bedroom property spans 254 square metres and comfortably accommodates up to 10 guests. This spacious house offers a range of amenities including a private pool, a hot tub, a spa, a fitness centre, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
Waterfront Baltimore 2br Furnished Apartment Apts - Chesapeake Bay
9.0 154 reviews

Waterfront Baltimore 2br Furnished Apartment Apts

apartment, Baltimore
This apartment is situated in Baltimore's waterfront district, just a short distance from Harbor East Marina, Pier Six Concert Pavilion, and Fell's Point, offering a lively and convenient location. It has been consistently rated very good for cleanliness, user experience, and location.
The apartment is well-equipped with a modern kitchen, a terrace, and access to a swimming pool, a jacuzzi, a fitness centre, and free parking. Guests can enjoy the convenience of a concierge service, a restaurant, and free Wi-Fi, making for a comfortable and enjoyable stay.

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.

First Floor Studio Apartment In Historic Chestertown - Chesapeake Bay
9.7 299 reviews

First Floor Studio Apartment In Historic Chestertown

studio, Kingstown
Rooftop Pool & Lounge In Downtown Charm Free Indoor Parking - Chesapeake Bay
No reviews

Rooftop Pool & Lounge In Downtown Charm Free Indoor Parking

apartment, Baltimore
Chic & Cozy City Living Enjoy Baltimore In Style - Chesapeake Bay
9.8 112 reviews

Chic & Cozy City Living Enjoy Baltimore In Style

house, Baltimore
Romantic Waterfront Abode With Patio & Dock! - Chesapeake Bay
9.8 68 reviews

Romantic Waterfront Abode With Patio & Dock!

house, Deltaville

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.

Woodland Hideaway: Cozy 1 Bedroom Apartment Tucked Away In A Quiet Neighborhood. - Chesapeake Bay
9.8 6 reviews

Woodland Hideaway: Cozy 1 Bedroom Apartment Tucked Away In A Quiet Neighborhood.

apartment, Dover
A Little Serenity - Chesapeake Bay
10 4 reviews

A Little Serenity

apartment, Onancock
Historic Old Towne Southern Charm - Chesapeake Bay
9.6 38 reviews

Historic Old Towne Southern Charm

apartment, Portsmouth
La Cabaña - Chesapeake Bay
9.8 79 reviews

La Cabaña

cabin, Nanticoke Acres

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.

Family-friendly Home In Baltimore With Wifi, Ac, Pool Table, Washer & Dryer - Chesapeake Bay
9.0 9 reviews

Family-friendly Home In Baltimore With Wifi, Ac, Pool Table, Washer & Dryer

apartment, Baltimore
Newly Refreshed 2 Br Townhouse Walking Distance To The Beach And Boardwalk (406a) - Chesapeake Bay
9.5 253 reviews

Newly Refreshed 2 Br Townhouse Walking Distance To The Beach And Boardwalk (406a)

apartment, Virginia Beach
Barclay Towers Resort Oceanfront Unit With Full Oceanfront Balcony - Chesapeake Bay
10 1 review

Barclay Towers Resort Oceanfront Unit With Full Oceanfront Balcony

resort, Virginia Beach
Entire Private 2 Bedrooms House, Nice Neighborhood - Chesapeake Bay
9.4 83 reviews

Entire Private 2 Bedrooms House, Nice Neighborhood

apartment, Arnold

Best Chesapeake Bay accommodations with a kitchen

Citystay - Chesapeake Bay
9.0 3 reviews

Citystay

house, Baltimore
Patriots Inn - Chesapeake Bay
9.2 1960 reviews

Patriots Inn

resort, Williamsburg
Charming Studio In The Heart Of St. Michael's, Md. - Chesapeake Bay
9.8 225 reviews

Charming Studio In The Heart Of St. Michael's, Md.

apartment, Easton
Cozy Waterfront Garage Unit - Chesapeake Bay
10 11 reviews

Cozy Waterfront Garage Unit

house, Madison
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