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Chesapeake Bay cabins
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155 Best cabins in Chesapeake Bay

Best Chesapeake Bay cabins with a pool

Lodge ∙ 1 Bedroom ∙ 2 Guests - Chesapeake Bay
No reviews

Lodge ∙ 1 Bedroom ∙ 2 Guests

chalet, Rock Hall
This Rock Hall Chesapeake Bay suite, part of a bed and breakfast, offers a convenient base for exploring Eastern Neck National Wildlife Refuge and Baltimore, both within driving distance (distances unspecified).
The self-contained unit features a king-size bed, two bathrooms, and access to an outdoor swimming pool and communal breakfast, accommodating up to two guests.
Maryland Vacation Rental W/ Private Pool & Dock - Chesapeake Bay
9.4 16 reviews

Maryland Vacation Rental W/ Private Pool & Dock

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.

Best Chesapeake Bay cabins with a balcony

Beautiful Farm House On 500 Acres Of Preserved Farmland - Chesapeake Bay
10 1 review

Beautiful Farm House On 500 Acres Of Preserved Farmland

chalet, Smyrna
This historic farmhouse, located in a rural district of Smyrna, is a 16-kilometre drive from Dover Downs and the DE Turf Complex, and 64 kilometres from the Delaware beaches, with Philadelphia accessible within 160 kilometres.
This family-friendly holiday home accommodates up to 14 guests with four bedrooms, two bathrooms, a fully equipped kitchen including a fridge and microwave, air conditioning, a terrace, garden, and is pet-friendly, offering opportunities for nearby fishing and swimming.
Waterfront Cabin! Dock, Crab, Paddle, Kayak, Outdoor Movie, Karaoke, And More! - Chesapeake Bay
10 14 reviews

Waterfront Cabin! Dock, Crab, Paddle, Kayak, Outdoor Movie, Karaoke, And More!

cabin, Heathsville
This Heathsville waterfront lodge is situated within 3.2km of the Heathsville Farmers' Market and Rice's Hotel/Hughlett's Tavern, and under 14.5km from the Northern Neck Farm Museum and Bush Mill Stream Natural Area Preserve.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, terrace, garden, free Wi-Fi, on-site games room and parking, perfect for families enjoying the local attractions.
Rustic 3br Waterfront Cabin With Firepit + Dock Access - Chesapeake Bay
10 1 review

Rustic 3br Waterfront Cabin With Firepit + Dock Access

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.
Cabin At Holdens Creek On Eastern Shore Of Va - Chesapeake Bay
9.8 191 reviews

Cabin At Holdens Creek On Eastern Shore Of Va

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.

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.

Popular destinations

Best family friendly Chesapeake Bay cabins

Among the 155 accommodations in Chesapeake Bay, here are the 4 best family friendly cabins

Wisteria Treehouse - Chesapeake Bay
9.8 78 reviews

Wisteria Treehouse

cabin, Mathews
This elevated treehouse-style lodge is situated on a 4km² private plot in Mathews, Virginia, 1.6km from beaches and 6.4km from Mathews town, offering easy access to the Mathews Blueway kayak trail and Gwyn's Island (24km away).
The 6-person dwelling features a unique bell tent lower deck, a gravity-fed shower, solar power, Wi-Fi, a projector, propane heating, a retro gaming console (N64 + Mario Kart), and access to shared bicycles, axe-throwing, and cornhole; kayak rentals are also available for delivery.
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.
Dinna Fash-3 Br Waterfront Log Cabin - Chesapeake Bay
9.9 313 reviews

Dinna Fash-3 Br Waterfront Log Cabin

cabin, Heathsville
This charming three-bedroom cottage is situated on the Little Wicomico River in Heathsville, just a short drive from the Chesapeake Bay and the Northern Neck's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property comfortably accommodates up to six guests and features a fully equipped kitchen, a private garden, and a cosy outdoor space with a fire pit. Guests can enjoy kayaking, paddle boarding, and breathtaking views of the Chesapeake Bay, all while benefiting from high-speed internet and individually controlled climate-controlled bedrooms.
Peaceful Entire 4 Br 2 Ba Cabin With Ac, Wifi, Pond  View, Recreational Room - Chesapeake Bay
8.8 8 reviews

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

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).

Best Chesapeake Bay luxury cabins with hot tub or jacuzzi

Among the 155 accommodations in Chesapeake Bay, here are the 2 best luxury cabins with a hot tub or jacuzzi

Wigwam Lodge ~ Hottub ~ Mastersuite~woodland Views - Chesapeake Bay
9.7 182 reviews

Wigwam Lodge ~ Hottub ~ Mastersuite~woodland Views

cabin, Goldsboro
Wigwam Lodge, a spacious 1500 sq ft (139 sq m) log cabin near Goldsboro, is situated in a rural area, 8km from the Choptank River, 32km from Denton, and 160km from the coast.
This two-bedroom, two-bathroom Goldsboro retreat sleeps four, boasting a fully equipped kitchen, Jacuzzi, garden, high-speed internet (250mbps download, 15mbps upload), Amazon Alexa Studio Echo and Fire Stick, and large decks with stunning forest views.
Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay! - Chesapeake Bay
No reviews

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

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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