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Chesapeake Bay accommodation
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7504 Best accommodations in Chesapeake Bay

Chesapeake Bay: Best accommodations with a pool

Among the 7504 accommodations in the area, here is the list of the 4 best ones with a pool

Less Than 1 Mi To Dtwn Waterfront Townhome In Cambridge! - Chesapeake Bay
Chesapeake Bay
20/06 – 27/06
A$599/nighttotal: A$4193 (7 )

Less Than 1 Mi To Dtwn Waterfront Townhome In Cambridge!

3 2
house , Cambridge
This Cambridge townhome, less than 1.6km from the city centre waterfront and its attractions, offers convenient access to Cambridge's historic sites.
The 167 square metre property boasts three bedrooms, four bathrooms, a swimming pool, and parking, comfortably accommodating up to 11 guests and including a fully equipped kitchen and laundry facilities.
Deluxe 2br Cottage W/ Whirlpool Tub + Deck Near Williamsburg Hotspots - Chesapeake Bay
8.8 3 reviews
Chesapeake Bay
12/09 – 16/09
A$256/nighttotal: A$1024 (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.
Virginia Beach Studio With Balcony And Pool View! - Chesapeake Bay
9.5 112 reviews
Chesapeake Bay
01/10 – 05/10
A$264/nighttotal: A$1056 (4 )

Virginia Beach Studio With Balcony And Pool View!

1 3
studio , Virginia Beach
This studio apartment is situated in Virginia Beach, just a short walk from the beach and 1.5km from Neptune's Park, with Virginia Beach Fishing Pier 3km away and The Virginia Beach Convention Center 3.5km away. The apartment has received excellent ratings for location, cleanliness, and user experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The studio is perfect for a small family or group of friends, offering 30 square metres of space and accommodating up to 3 guests. The apartment features a fully equipped kitchen, a private balcony with sea views, access to a swimming pool, and a peaceful garden, providing everything needed for a relaxing and enjoyable holiday.
Bethpage Two-bedroom Cottage 4 - Chesapeake Bay
8.5 4 reviews
Chesapeake Bay
07/10 – 11/10
A$335/nighttotal: A$1340 (4 )

Bethpage Two-bedroom Cottage 4

2 2
house , Urbanna
Bethpage Two-Bedroom Cottage 4 is located in Urbanna, Virginia, approximately 67km from Newport News/Williamsburg International Airport.
This 37-square-metre self-catering cottage sleeps seven, boasting two bedrooms, one bathroom, a private patio, a fully equipped kitchen, free Wi-Fi, on-site parking, and access to a seasonal outdoor swimming pool with water slides and a children's playground.

Chesapeake Bay: Best family friendly accommodations

Among the 7504 accommodations in the area, here is the list of the 4 best family friendly ones

Holiday Inn Club Vacations Williamsburg Resort - Chesapeake Bay
9.0 1038 reviews
Chesapeake Bay
23/08 – 28/08
A$235/nighttotal: A$1175 (5 )

Holiday Inn Club Vacations Williamsburg Resort

1 2
resort , Williamsburg
Holiday Inn Club Vacations Williamsburg Resort, An Ihg Hotel, is situated just 10km from Camp Peary and within 20km of Water Country USA and Busch Gardens amusement park, making it a great base for exploring Williamsburg's attractions. The resort has received very good ratings for user experience, location and cleanliness.
The resort offers spacious one-bedroom villas with well-equipped kitchens, fireplaces, balconies and comfortable furnishings, ideal for families or groups. Guests can enjoy amenities such as a gym, concierge service, barbecue facilities and an outdoor pool.
Embassy Suites By Hilton Virginia Beach Oceanfront Resort - Chesapeake Bay
9.1 1214 reviews
Chesapeake Bay
20/06 – 27/06
A$3813/nighttotal: A$26691 (7 )

Embassy Suites By Hilton Virginia Beach Oceanfront Resort

3 13
resort , Virginia Beach
The Embassy Suites By Hilton Virginia Beach Oceanfront Resort is situated right on the beachfront, just a short walk from Neptune's Park and within easy reach of other attractions. The resort has received excellent ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities, including a swimming pool, spa, fitness centre, and restaurant. Guests can enjoy a comfortable stay with amenities such as air conditioning, private bathrooms, TVs, and complimentary toiletries.
Cozy Centrally Located Studio With Wifi And Ac In Peaceful Port Republic, Md - Chesapeake Bay
9.6 7 reviews
Chesapeake Bay
20/08 – 29/08
A$128/nighttotal: A$1152 (9 )

Cozy Centrally Located Studio With Wifi And Ac In Peaceful Port Republic, Md

1 2
studio , Broomes Island
This Broomes Island apartment, situated within 10km of Biscoe Gray Farm, Gray's Road Dog Park, and Battle Creek Cypress Swamp Sanctuary, offers easy access to local attractions.
The self-contained flat sleeps four guests, includes a kitchen with microwave and fridge, in-unit laundry, a Smart TV, and on-site parking, ensuring a comfortable stay.
Deal Island Bay Cottage - Chesapeake Bay
9.4 319 reviews
Chesapeake Bay
20/08 – 29/08
A$237/nighttotal: A$2133 (9 )

Deal Island Bay Cottage

3 2
cottage , Chance
This charming cottage is located on Deal Island in Maryland's Eastern Shore, just a short walk or drive from a Chesapeake Bay beach, offering a tranquil escape from the hustle and bustle of everyday life. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The 3-bedroom, 2-bathroom home spans 144 square metres and comfortably accommodates up to 8 guests. The cottage is fully equipped with modern amenities, including a kitchen with a fridge, freezer, microwave, and dishwasher, as well as a terrace, garden, and parking. Guests can enjoy breathtaking sunrises from the dining room or screened-in porch, explore the beautiful Tangier Sound by kayak, or go crabbing in secret local spots.

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.

Destinations nearby

Best Chesapeake Bay accommodations with a balcony

Northern Neck Nature Retreat With Boat Ramp And Dock! - Chesapeake Bay
Chesapeake Bay
20/06 – 27/06
A$350/nighttotal: A$2450 (7 )

Northern Neck Nature Retreat With Boat Ramp And Dock!

3 2
house , Heathsville
This detached house in Heathsville is situated 106 kilometres from Newport News/Williamsburg International Airport.
This 107 square metre dwelling accommodates up to 13 guests with three bedrooms, two bathrooms, air conditioning, free WiFi, a fully equipped kitchen, and a balcony, offering ample space and convenience for your stay.
Rustic 3br Waterfront Cabin With Firepit + Dock Access - Chesapeake Bay
Chesapeake Bay
12/09 – 16/09
A$397/nighttotal: A$1588 (4 )

Rustic 3br Waterfront Cabin With Firepit + Dock Access

3 2
cabin , Montross
This riverside lodge in Hague offers direct Potomac River frontage with a shared dock, situated 5 minutes' walk from Coles Point Tavern and 32 kilometers from Stratford Hall.
This 111 square meter holiday home accommodates up to 7 guests across 3 bedrooms and 3 bathrooms, featuring a screened porch with river views, a fully equipped kitchen, air conditioning, and kayaks and bikes for exploring the surrounding area.
Creekside Nature Retreat On The Eastern Shore - Chesapeake Bay
Chesapeake Bay
20/06 – 27/06
A$732/nighttotal: A$5124 (7 )

Creekside Nature Retreat On The Eastern Shore

2 2
house , Quantico
This creekside retreat is situated on the Eastern Shore, 46 kilometres from Federalsburg Marina and within 24 kilometres of Salisbury Zoo and Salisbury Zoological Park.
This detached house offers 118 square metres of living space with 2 bedrooms, 2 bathrooms, and accommodation for up to 7 guests, featuring a hot tub, air conditioning, a well-equipped kitchen with a dishwasher, and private parking.
Captain's Retreat! Newly Renovated - Few Steps From The Beach! - Chesapeake Bay
10 118 reviews
Chesapeake Bay
20/08 – 29/08
A$1260/nighttotal: A$11340 (9 )

Captain's Retreat! Newly Renovated - Few Steps From The Beach!

4 2
apartment , Highland Beach
This Arundel on the Bay holiday home in Highland Beach is located 5km from the Bay Bridge Market Place Shopping Centre and within 10km of the Historic Mount Moriah AME Church and other local attractions.
This 325 square metre property sleeps 12 guests in four bedrooms and boasts a fully equipped kitchen, private fenced garden, spa, and free Wi-Fi; nearby recreational opportunities include Maryland Quiet Waters Park and Sparrows Beach.

Best Chesapeake Bay accommodations with a kitchen

Waterfront Solomons Island Art Cottage - Chesapeake Bay
9.7 275 reviews
Chesapeake Bay
12/09 – 16/09
A$337/nighttotal: A$1348 (4 )

Waterfront Solomons Island Art Cottage

1 2
bungalow , Solomons
This waterfront cottage on Solomons Island offers private boat access and is a short walk from Solomons Island's restaurants and bars.
The single-bedroom, single-bathroom property sleeps two, boasts a full kitchen with dishwasher, laundry facilities, two kayaks, and stunning Patuxent River sunsets.
Luxe Houseboat Steps From The Beach - Chesapeake Bay
Chesapeake Bay
12/09 – 16/09
A$1113/nighttotal: A$4452 (4 )

Luxe Houseboat Steps From The Beach

1 2
houseboat , Virginia Beach
This houseboat offers a prime waterfront position at the Virginia Beach Fishing Centre in Rudee Inlet, within Northeast Virginia Beach, providing direct walking access to the downtown area and its beaches.
Accommodating two guests, this 39 square metre floating home features one bedroom and bathroom, air conditioning, and a private rooftop deck, with Rudee Inlet and the coastline visible, and watersports, fishing, and dolphin-watching tours readily available nearby.
* Private Suite Full Of Style & Comfort * - Chesapeake Bay
9.0 47 reviews
Chesapeake Bay
20/07 – 27/07
A$166/nighttotal: A$1162 (7 )

* Private Suite Full Of Style & Comfort *

1 4
apartment , Lutherville
This one-bedroom apartment is situated in Lutherville Timonium, just 5km from Goucher College, Loch Raven Reservoir, and Towson Town Center, offering easy access to a range of attractions and amenities. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a washing machine, a terrace, a garden, and parking. Enjoy a relaxing stay with access to a range of amenities, including a Smart TV, DVD player, and air conditioning.
The Colonies At Williamsburg - Chesapeake Bay
8.9 3361 reviews
Chesapeake Bay
23/08 – 28/08
A$221/nighttotal: A$1105 (5 )

The Colonies At Williamsburg

1 2
resort , Williamsburg
The Colonies At Williamsburg is located in the Williamsburg area, just a short drive from Jamestown and Busch Gardens Williamsburg. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The resort offers a range of self-catering apartments, each with a kitchen, spa tub, and patio. Guests can enjoy a swimming pool with a slide, a game room, a tennis court, a fitness centre, and a spa, as well as free Wi-Fi throughout the resort.
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