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Chesapeake Bay cabins
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123 Best cabins in Chesapeake Bay

Best Chesapeake Bay cabins with a pool

Maryland Vacation Rental W/ Private Pool & Dock - Chesapeake Bay
9.2 15 reviews
Chesapeake Bay
12/09 – 16/09
$728/nighttotal: $2912 (4 )

Maryland Vacation Rental W/ Private Pool & Dock

4 2
cabin , Long Beach
This Long Beach waterfront lodge is situated 1.3 km from Vera's White Sands Marina and within 10 km of Flag Ponds Nature Park, BGE Field, and Calvert Cliffs State Park.
This 186 square metre property boasts five bedrooms, two bathrooms, sleeps eleven guests, includes a private pool, fully equipped kitchen, and in-unit laundry facilities.
The Schooner Inn - Chesapeake Bay
8.8 4920 reviews
Chesapeake Bay
12/09 – 16/09
$254/nighttotal: $1016 (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).

Best Chesapeake Bay cabins with a balcony

Cabin At Holdens Creek On Eastern Shore Of Va - Chesapeake Bay
9.8 187 reviews
Chesapeake Bay
01/10 – 05/10
$224/nighttotal: $896 (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.
Rustic 3br Waterfront Cabin With Firepit + Dock Access - Chesapeake Bay
Chesapeake Bay
12/09 – 16/09
$390/nighttotal: $1560 (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.
The Lodge At Great Oak Landing - Chesapeake Bay
8.0 82 reviews
Chesapeake Bay
07/10 – 11/10
$459/nighttotal: $1836 (4 )

The Lodge At Great Oak Landing

1 2
chalet , Fairlee
This chalet is located in Chestertown, Maryland, just 14km from Washington College and within 26km of both the Garfield Center for the Arts at the Prince Theater and The Mainstay. The chalet has received very good ratings from previous guests.
The accommodation has a private sand beach, a golf course and a volleyball court. This chalet also provides a restaurant, a bar, a fitness center and housekeeping services on request.
El  Camino - Chesapeake Bay
10 54 reviews
Chesapeake Bay
01/10 – 05/10
$256/nighttotal: $1024 (4 )

El Camino

1 3
cabin , Piney Point
This Piney Point waterfront lodge is situated approximately 1.6km from Cardinal Gibbons Park and First District Community Park, and 4.7km from Saint Inigoes State Forest, offering easy access to local recreation and nature.
Sleeping up to three guests, this one-bedroom, one-bathroom self-catering cottage boasts a fully equipped kitchen, smart TV, terrace, barbecue, and parking, perfect for exploring the surrounding area.

Frequently Asked Questions about cabins in Chesapeake Bay

  • What’s the perfect one-day sightseeing itinerary for Baie de Chesapeake?

    You could start your day at the Chesapeake Bay Maritime Museum in St. Michaels, exploring the history of the bay. After lunch at a waterfront restaurant, head to Annapolis, Maryland, to visit the US Naval Academy and the State House. In the evening, enjoy a scenic sunset cruise from Baltimore.
  • What are the best cabins in Chesapeake Bay?

  • What are the most famous places in and around Baie de Chesapeake?

    Some of the most famous places are the Chesapeake Bay Bridge, the Eastern Shore, Annapolis, Baltimore, and the Chesapeake Bay Maritime Museum in St. Michaels. You’ll also find plenty of charming towns and villages dotted along the bay’s shores.
  • What are the best cabins with a pool in Chesapeake Bay?

  • When is the best season to rent a cabin in Baie de Chesapeake?

    Spring and autumn are the most popular times to rent a cabin, offering pleasant weather and fewer crowds. You can enjoy the beautiful foliage in autumn and the blossoming flowers in spring. Summer is also a good time for water activities, but it can get busy.
  • What are the best cabins with a jacuzzi in Chesapeake Bay?

  • What wildlife can be spotted near cabins in Baie de Chesapeake?

    You might spot a variety of wildlife, including bald eagles, osprey, blue herons, deer, and even the occasional fox. The bay is also home to many species of fish, crabs, and oysters. You’ll find plenty of opportunities for birdwatching and nature walks.
  • What are the best cabins for families and kids in Chesapeake Bay?

  • What part of Baie de Chesapeake is popular for renting cabins?

    The Eastern Shore is popular for renting cabins, especially around the towns of St. Michaels, Easton, and Oxford. These areas offer a mix of waterfront views, charming towns, and access to nature.
  • What are the best pet friendly cabins in Chesapeake Bay?

  • What are the must-visit natural attractions in Baie de Chesapeake?

    The Assateague Island National Seashore is a must-visit for its wild horses, beaches, and wildlife. The Blackwater National Wildlife Refuge is another great option for birdwatching and nature walks. You’ll also find plenty of state parks and nature preserves along the bay’s shores.
  • Why is renting a cabin in Baie de Chesapeake a great choice?

    Renting a cabin offers a peaceful and secluded getaway, perfect for enjoying the natural beauty of the bay. You can enjoy privacy, access to outdoor activities like fishing, kayaking, and swimming, and a chance to reconnect with nature.
  • Where can you find healthy dining options in Baie de Chesapeake?

    Many restaurants in the area offer healthy dining options, especially those focusing on seafood. You can find plenty of fresh and local produce at farmers markets and farm-to-table restaurants. Look for restaurants that highlight sustainable seafood and seasonal ingredients.

Destinations nearby

Best family friendly Chesapeake Bay cabins

Among the 123 accommodations in Chesapeake Bay, here are the 4 best family friendly cabins

Fisherman's Cabin On The Bay - Chesapeake Bay
8.8 26 reviews
Chesapeake Bay
07/10 – 11/10
$593/nighttotal: $2372 (4 )

Fisherman's Cabin On The Bay

3 2
cabin , Norfolk
This charming Norfolk cottage is located just a block from the marina and a couple of blocks from the sandy beaches of the Chesapeake Bay, offering easy access to the area's attractions and a tranquil setting. It has received very good ratings from previous guests.
The single-storey property spans 135 square metres and comfortably accommodates up to 7 guests in its 3 bedrooms. It boasts a fully equipped kitchen, a spacious garden, a fireplace, a charcoal grill, and a large smart TV, perfect for relaxing after a day of exploring the area.
Peaceful Entire 4 Br 2 Ba Cabin With Ac, Wifi, Pond  View, Recreational Room - Chesapeake Bay
8.8 5 reviews
Chesapeake Bay
12/09 – 16/09
$542/nighttotal: $2168 (4 )

Peaceful Entire 4 Br 2 Ba Cabin With Ac, Wifi, Pond View, Recreational Room

4 2
cabin , Crisfield
This spacious waterfront lodge is situated in Marion Station, Maryland, approximately 11km from Crisfield town centre, offering easy access to Jane Island State Park and cycling trails.
The 139 square metre property boasts four bedrooms sleeping twelve, two bathrooms, a fully equipped kitchen including dishwasher, a living room with fireplace, and a terrace; nearby activities include kayaking, boating and exploring Chincoteague Island (a 30-minute drive away).
"The Little Red Cabin" Aka The Galley - Chesapeake Bay
9.9 335 reviews
Chesapeake Bay
12/09 – 16/09
$205/nighttotal: $820 (4 )

"The Little Red Cabin" Aka The Galley

1 2
cabin , Deltaville
This charming waterfront cabin is located in Deltaville, just a short distance from the town centre and its amenities. It has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The cosy cottage features one bedroom and one bathroom, comfortably accommodating up to three guests. It offers a range of amenities, including a fully equipped kitchen, a fireplace, a screened porch, and access to a pier, beach, kayaks, and a canoe, ensuring a relaxing and enjoyable stay.
Awesome Private Off Grid Cabin With Creek View. - Chesapeake Bay
9.8 18 reviews
Chesapeake Bay
12/09 – 16/09
$298/nighttotal: $1192 (4 )

Awesome Private Off Grid Cabin With Creek View.

2 2
cabin , Bayside
This charming holiday home is located in Onancock, a historic town on the Eastern Shore of Virginia, within 5 kilometres of the North Street Market, Red Queen Gallery, and North Street Playhouse. It has received excellent user ratings.
This 49 square metre property has two bedrooms and one bathroom, comfortably accommodating up to six guests. The cabin is equipped with a kitchen, air conditioning, a terrace, a garden, and parking.

Best Chesapeake Bay luxury cabins with hot tub or jacuzzi

Among the 123 accommodations in Chesapeake Bay, here are the 2 best luxury cabins with a hot tub or jacuzzi

Bayfront Walk-out Beach Home | Sunrise & Fire Pit - Chesapeake Bay
10 102 reviews
Chesapeake Bay
12/09 – 16/09
$778/nighttotal: $3112 (4 )

Bayfront Walk-out Beach Home | Sunrise & Fire Pit

1 2
cabin , Drum Point
This beachfront Panamabode log cabin in Drum Point, Maryland, is situated directly on the Chesapeake Bay at the mouth of the Patuxent River, close to the Naval Air Station Patuxent River.
The three-bedroom, two-bathroom lodge sleeps up to six guests, offering a king-size bed, a queen bed, and a twin bed, plus a private hot tub, fire pit, kayaks, and a fully equipped kitchen including a freezer, microwave, and dishwasher; guests should note that linens and towels are not provided.
Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay! - Chesapeake Bay
Chesapeake Bay
23/08 – 28/08
$614/nighttotal: $3070 (5 )

Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay!

2 2
cabin , Charlestown
This waterfront lodge in Charlestown offers direct Chesapeake Bay access and is situated 48 kilometres from the Old Dutch House in North East and 31 kilometres from Dayett Station.
Boasting 37 square metres of floor area, this two-bedroom, one-bathroom cabin accommodates up to 15 guests and features a kitchenette with a microwave and fridge, air conditioning, a hot tub, a garden, a fitness centre, a tennis court, and parking.
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