Find cabins in Chesapeake Bay at the best prices

155 available cabin offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Chesapeake Bay cabins
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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.

Best Chesapeake Bay cabins with a balcony

Lakefront Cabin Near Solomons Island W/ Hot Tub - Chesapeake Bay
No reviews

Lakefront Cabin Near Solomons Island W/ Hot Tub

cabin, Chesapeake Ranch Estates
This lakefront cottage in Lusby, Chesapeake Ranch Estates, offers a private entrance and lake views, situated 8.85 kilometres from Annmarie Garden and 10.29 kilometres from Calvert Marine Museum.
This spacious 173 square metre dwelling accommodates up to 23 guests with three bedrooms, two bathrooms (one featuring a hot tub), air conditioning, a fully equipped kitchen with a dishwasher and microwave, and complimentary WiFi.
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.
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.
Pizza Friday - Chesapeake Bay
10 9 reviews

Pizza Friday

cabin, Piney Point
This Piney Point waterfront lodge is situated less than 1.6km from Cardinal Gibbons Park and First District Community Park, and approximately 4.8km from Saint Inigoes State Forest, offering stunning water views and direct water access.
Sleeping up to 10 guests, this four-bedroom, two-bathroom holiday home boasts a fully equipped kitchen, Smart TV, washing machine, fireplace, terrace, garden, barbecue, 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

Peaceful Entire 4 Br 2 Ba Cabin With Ac, Wifi, Pond  View, Recreational Room - Chesapeake Bay
8.6 7 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).
Awesome Private Off Grid Cabin With Creek View. - Chesapeake Bay
9.8 20 reviews

Awesome Private Off Grid Cabin With Creek View.

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.
Woodsy + Secluded! Amish Country Retreat In Hartly - Chesapeake Bay
No reviews

Woodsy + Secluded! Amish Country Retreat In Hartly

cabin, Hartly
This studio flat is located in Hartly, Kent County, offering proximity to local Amish markets and is within 25 kilometres of Blackbird State Forest.
This private, single-storey studio accommodates two guests, features a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and parking for one vehicle, with a playground available on-site.
Fisherman's Cabin On The Bay - Chesapeake Bay
8.8 26 reviews

Fisherman's Cabin On The Bay

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.

Best Chesapeake Bay luxury cabins with hot tub or jacuzzi

Among the 155 accommodations in Chesapeake Bay, here are the 4 best luxury cabins with a hot tub or jacuzzi

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.
Tree House Resort Spa With Sauna - Chesapeake Bay
10 86 reviews

Tree House Resort Spa With Sauna

cabin, Rosedale
This secluded cabin is located in a wooded area just 10 kilometres from Baltimore City, near Rosedale, offering a peaceful retreat for couples seeking a private getaway.
The self-contained cabin features a fully equipped kitchen, a private garden, and a shared heated swimming pool, perfect for relaxing after exploring the nearby attractions of Baltimore.
The Heron's Nest | Tiny Home · Deltaville, Va - Chesapeake Bay
10 9 reviews

The Heron's Nest | Tiny Home · Deltaville, Va

cabin, Deltaville
This new tiny home in Deltaville, located at the confluence of the Rappahannock, Piankatank, and Chesapeake Bay, is just a 5-minute drive from grocery stores, marinas, restaurants, and museums.
This pet-friendly cottage for two offers a king-size bed, a kitchen with full-size appliances, air conditioning, a Jacuzzi, a garden, a screened porch, and a front porch with water views, along with a 65" smart TV and an in-unit washer and dryer.
Lakefront Cabin Near Solomons Island W/ Hot Tub - Chesapeake Bay
No reviews

Lakefront Cabin Near Solomons Island W/ Hot Tub

cabin, Chesapeake Ranch Estates
This lakefront cottage in Lusby, Chesapeake Ranch Estates, offers a private entrance and lake views, situated 8.85 kilometres from Annmarie Garden and 10.29 kilometres from Calvert Marine Museum.
This spacious 173 square metre dwelling accommodates up to 23 guests with three bedrooms, two bathrooms (one featuring a hot tub), air conditioning, a fully equipped kitchen with a dishwasher and microwave, and complimentary WiFi.
©2026 cozycozy.com