
Betterton Beach, MD
08/15 – 08/24
$570/nighttotal: $5130 (9 )
Waterfront Millington Vacation Rental W/ Hot Tub!
7 5apartment , Millington
This 60-acre waterfront property in Millington, Maryland, on the Chester River offers a secluded retreat with two historic houses.
The 7-bedroom, 3-bathroom home sleeps 10 guests and features a fully equipped kitchen in each house, a private hot tub, kayaks, paddleboards, and a fire pit, perfect for large groups seeking a relaxing waterfront getaway.
The 7-bedroom, 3-bathroom home sleeps 10 guests and features a fully equipped kitchen in each house, a private hot tub, kayaks, paddleboards, and a fire pit, perfect for large groups seeking a relaxing waterfront getaway.

Betterton Beach, MD
10/16 – 10/21
$426/nighttotal: $2130 (5 )
Best Kept Secret Beach-condo On The Chesapeake Bay
1 2apartment , Betterton
This Betterton condo offers direct beach access, a public boat ramp, pier, and bathhouse, all within 100 steps, and is 15 minutes from Chestertown.
The two-bedroom, two-bathroom rental sleeps eight, boasts a fully equipped kitchen, includes beach gear, and is near a playground and fishing pier.
The two-bedroom, two-bathroom rental sleeps eight, boasts a fully equipped kitchen, includes beach gear, and is near a playground and fishing pier.

Betterton Beach, MD
08/15 – 08/24
$190/nighttotal: $1710 (9 )
Home Away From Home
1 5apartment , Perryman
Perryman apartment has exceptional ratings for its outstanding location, cleanliness, and facilities. This property is perfect for a peaceful getaway just a short distance from the bustling city center.
It consists of 2 bedrooms and can accommodate up to 6 people. Enjoy a fully equipped kitchen and amenities like air conditioning, a garden, and Wi-Fi. Parking is also available for your convenience.
It consists of 2 bedrooms and can accommodate up to 6 people. Enjoy a fully equipped kitchen and amenities like air conditioning, a garden, and Wi-Fi. Parking is also available for your convenience.

Betterton Beach, MD
10/06 – 10/10
$673/nighttotal: $2692 (4 )
Hilltop Getaway
1 5apartment , Kennedyville
This Kennedyville apartment rental sleeps eight guests in four bedrooms and two bathrooms, offering convenient amenities such as internet, air conditioning, and parking.
The apartment includes a kitchen and is ideal for those seeking a relaxing getaway in Kennedyville, though its precise location and proximity to specific attractions require further clarification.
The apartment includes a kitchen and is ideal for those seeking a relaxing getaway in Kennedyville, though its precise location and proximity to specific attractions require further clarification.

Betterton Beach, MD
10/06 – 10/10
$1104/nighttotal: $4416 (4 )
Bamboo Sands Beach Getaway
1 5apartment , Betterton
This bayfront rental property in Betterton offers direct access to a private, uncrowded sandy beach on the Chesapeake Bay.
This 3-bedroom, 4-bathroom house accommodates up to 12 guests and features a captain's lookout tower, a private pickleball court, an arcade-filled den, kayaks, paddleboards, and an outdoor gym.
This 3-bedroom, 4-bathroom house accommodates up to 12 guests and features a captain's lookout tower, a private pickleball court, an arcade-filled den, kayaks, paddleboards, and an outdoor gym.

Betterton Beach, MD
10/16 – 10/21
$562/nighttotal: $2810 (5 )
Eastern Shore Beachfront Cottage With Stunning Sunset Views!
3 2cottage , Butlertown
This three-bedroom, three-bathroom vacation home in Worton, Maryland, near Still Pond Creek, is two miles from the Old Coast Guard Station beach and Betterton Historic District.
The 1910-square-foot house features a private beach access with kayak and bike rentals, a well-equipped kitchen, and multiple indoor/outdoor relaxation areas, accommodating up to six guests.
The 1910-square-foot house features a private beach access with kayak and bike rentals, a well-equipped kitchen, and multiple indoor/outdoor relaxation areas, accommodating up to six guests.

Betterton Beach, MD
10/17 – 10/23
$413/nighttotal: $2478 (6 )
Magnolia House ~ Stunning Beach Sunsets!
1 4apartment , Betterton
This Betterton beach house offers unparalleled bayfront views and breathtaking sunsets.
The four-bedroom, two-bathroom home comfortably sleeps eight guests and includes amenities such as Wi-Fi, air conditioning, parking, and a fully equipped kitchen with a fridge, freezer, and microwave; pets are welcome.
The four-bedroom, two-bathroom home comfortably sleeps eight guests and includes amenities such as Wi-Fi, air conditioning, parking, and a fully equipped kitchen with a fridge, freezer, and microwave; pets are welcome.

Betterton Beach, MD
08/15 – 08/24
$973/nighttotal: $8757 (9 )
Chesapeake Bay Estate; 2 Houses, Beach&heated Pool
6 5apartment , Betterton
This Betterton estate boasts 15 acres with 350 feet of waterfront on Still Pond Cove and the Chesapeake Bay, offering a private sandy beach and a 150-foot pier.
The property includes two houses—a main house and a guest house—each with three bedrooms and two bathrooms, accommodating two families or large groups, and features a heated in-ground pool (open May-October), a hot tub, and extensive outdoor spaces including screened porches and decks.
The property includes two houses—a main house and a guest house—each with three bedrooms and two bathrooms, accommodating two families or large groups, and features a heated in-ground pool (open May-October), a hot tub, and extensive outdoor spaces including screened porches and decks.

Betterton Beach, MD
08/15 – 08/24
$449/nighttotal: $4041 (9 )
Lotus House: Spacious, Private, Expansive Views
1 5apartment , Fairlee
This Fairlee, Virginia home boasts partial Chesapeake Bay views and is located on a private road, one mile from Great Oak Landing Marina and two miles from fresh seafood markets.
The three-bedroom, two-bathroom house sleeps nine guests comfortably, features a spacious open-plan layout with a screened porch and large deck, and includes a well-equipped kitchen with a dishwasher and a ground floor master suite with an original ball-and-claw bathtub.
The three-bedroom, two-bathroom house sleeps nine guests comfortably, features a spacious open-plan layout with a screened porch and large deck, and includes a well-equipped kitchen with a dishwasher and a ground floor master suite with an original ball-and-claw bathtub.

Betterton Beach, MD
10/17 – 10/23
$612/nighttotal: $3672 (6 )
Eastern Shore Beachfront Cottage, Sunset Views!
1 4apartment , Butlertown
This three-bedroom, three-bathroom Butlertown cottage boasts a waterfront location on Still Pond Creek, a short drive from Chestertown and Rock Hall, offering easy access to local shops and restaurants.
The 1930s-era home features a fully equipped kitchen, kayaks, bikes, a fire pit, and a private beach, comfortably accommodating six guests with en-suite bathrooms and unique amenities like a screened porch and hidden bookcase/powder room.
The 1930s-era home features a fully equipped kitchen, kayaks, bikes, a fire pit, and a private beach, comfortably accommodating six guests with en-suite bathrooms and unique amenities like a screened porch and hidden bookcase/powder room.

Betterton Beach, MD
10/17 – 10/23
$452/nighttotal: $2712 (6 )
Historic Waterfront Home With Chesapeake Bay View. Sleeps 9. Close To The Beach
5 4apartment , Betterton
This waterfront vacation home is located just a short walk from Betterton Beach and within a 20-minute drive of Crow Farm and Vineyard, Washington College, and other attractions. The property boasts excellent user ratings, making it a popular choice for travelers. This spacious dwelling comfortably accommodates up to 10 guests in its 5 bedrooms and 3 bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a jacuzzi, a garden, and a tennis court, perfect for relaxation and entertainment.

Betterton Beach, MD
10/06 – 10/10
$1118/nighttotal: $4472 (4 )
Bamboo Sands Villa And Captains Lookout
1 5house , Betterton
This beachfront villa in Worton, Maryland, is located 48 miles from New Castle Airport and offers direct access to the water.
This 4140 square foot residence accommodates up to 23 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a jacuzzi, a garden, a fireplace, and on-site water sports facilities.
This 4140 square foot residence accommodates up to 23 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a jacuzzi, a garden, a fireplace, and on-site water sports facilities.













