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Betterton Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Betterton.
BEACH WITHOUT THE BUSTLE, vacation rental in Betterton
BEACH WITHOUT THE BUSTLE, vacation rental in Betterton
BEACH WITHOUT THE BUSTLE, vacation rental in Betterton

BEACH WITHOUT THE BUSTLE

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Ruby's Sea Glass Cottage, vacation rental in Betterton
Ruby's Sea Glass Cottage, vacation rental in Betterton
Ruby's Sea Glass Cottage, vacation rental in Betterton

Ruby's Sea Glass Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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BEAUTIFUL BAY FRONT VIEW, vacation rental in Betterton
BEAUTIFUL BAY FRONT VIEW, vacation rental in Betterton
BEAUTIFUL BAY FRONT VIEW, vacation rental in Betterton

BEAUTIFUL BAY FRONT VIEW

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unobstructed view of the Chesapeake Bay, w/ a beach!, vacation rental in Betterton
Unobstructed view of the Chesapeake Bay, w/ a beach!, vacation rental in Betterton
Unobstructed view of the Chesapeake Bay, w/ a beach!, vacation rental in Betterton

Unobstructed view of the Chesapeake Bay, w/ a beach!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!, vacation rental in Betterton
3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!, vacation rental in Betterton
3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!, vacation rental in Betterton

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home, vacation rental in Betterton
EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home, vacation rental in Betterton
EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home, vacation rental in Betterton

EASTERN SHORE Maryland --2 minute walk to beach; Quintessential beach home

Rental Home
6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach, vacation rental in Betterton
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach, vacation rental in Betterton
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach, vacation rental in Betterton

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Rambling Victorian Beach House on Maryland's Eastern Shore, vacation rental in Betterton
Rambling Victorian Beach House on Maryland's Eastern Shore, vacation rental in Betterton
Rambling Victorian Beach House on Maryland's Eastern Shore, vacation rental in Betterton

Rambling Victorian Beach House on Maryland's Eastern Shore

Rental Home
8 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Ruby’s Sea Glass Cottage, vacation rental in Betterton
Ruby’s Sea Glass Cottage, vacation rental in Betterton
Ruby’s Sea Glass Cottage, vacation rental in Betterton

Ruby’s Sea Glass Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront Views and a Sandy Beach, vacation rental in Betterton
Waterfront Views and a Sandy Beach, vacation rental in Betterton
Waterfront Views and a Sandy Beach, vacation rental in Betterton

Waterfront Views and a Sandy Beach

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Betterton match all your filters:
Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton
Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton
Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton

Carriage House Hideaway in Middle of Chestertown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton
Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton
Carriage House Hideaway in Middle of Chestertown, vacation rental in Betterton

Carriage House Hideaway in Middle of Chestertown

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Worlds End Chesapeake Cottage, vacation rental in Betterton
Worlds End Chesapeake Cottage, vacation rental in Betterton
Worlds End Chesapeake Cottage, vacation rental in Betterton

Worlds End Chesapeake Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD, vacation rental in Betterton
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD, vacation rental in Betterton
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD, vacation rental in Betterton

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Cottage By The Bay, vacation rental in Betterton
Cozy Cottage By The Bay, vacation rental in Betterton
Cozy Cottage By The Bay, vacation rental in Betterton

Cozy Cottage By The Bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming  Chestertown Waterfront Cottage, vacation rental in Betterton
Charming  Chestertown Waterfront Cottage, vacation rental in Betterton
Charming  Chestertown Waterfront Cottage, vacation rental in Betterton

Charming Chestertown Waterfront Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Life is better at the RIVER!--Cozy waterfront cottage, vacation rental in Betterton
Life is better at the RIVER!--Cozy waterfront cottage, vacation rental in Betterton
Life is better at the RIVER!--Cozy waterfront cottage, vacation rental in Betterton

Life is better at the RIVER!--Cozy waterfront cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Home w/ Private Dock & Hot Tub - Harbor View Haven, vacation rental in Betterton
Waterfront Home w/ Private Dock & Hot Tub - Harbor View Haven, vacation rental in Betterton
Waterfront Home w/ Private Dock & Hot Tub - Harbor View Haven, vacation rental in Betterton

Waterfront Home w/ Private Dock & Hot Tub - Harbor View Haven

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stunning waterfront villa with indoor pool and kids swing set and play area., vacation rental in Betterton
Stunning waterfront villa with indoor pool and kids swing set and play area., vacation rental in Betterton
Stunning waterfront villa with indoor pool and kids swing set and play area., vacation rental in Betterton

Stunning waterfront villa with indoor pool and kids swing set and play area.

Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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350 Acre Waterfront Farm; High Speed Internet, Pool, Sport Court & Private Dock, vacation rental in Betterton
350 Acre Waterfront Farm; High Speed Internet, Pool, Sport Court & Private Dock, vacation rental in Betterton
350 Acre Waterfront Farm; High Speed Internet, Pool, Sport Court & Private Dock, vacation rental in Betterton

350 Acre Waterfront Farm; High Speed Internet, Pool, Sport Court & Private Dock

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Circa 1900 Home in the Heart of Historic Downtown Chestertown, vacation rental in Betterton
Circa 1900 Home in the Heart of Historic Downtown Chestertown, vacation rental in Betterton
Circa 1900 Home in the Heart of Historic Downtown Chestertown, vacation rental in Betterton

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!, vacation rental in Betterton
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!, vacation rental in Betterton
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!, vacation rental in Betterton

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown, vacation rental in Betterton
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown, vacation rental in Betterton
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown, vacation rental in Betterton

Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly restored apartment in the heart of Chestertown, vacation rental in Betterton
Newly restored apartment in the heart of Chestertown, vacation rental in Betterton
Newly restored apartment in the heart of Chestertown, vacation rental in Betterton

Newly restored apartment in the heart of Chestertown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Family-Friendly Cottage, Walk to the Beach!, vacation rental in Betterton
Family-Friendly Cottage, Walk to the Beach!, vacation rental in Betterton
Family-Friendly Cottage, Walk to the Beach!, vacation rental in Betterton

Family-Friendly Cottage, Walk to the Beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Chestertown's Pet-Friendly Little Red Cottage, vacation rental in Betterton
Chestertown's Pet-Friendly Little Red Cottage, vacation rental in Betterton
Chestertown's Pet-Friendly Little Red Cottage, vacation rental in Betterton

Chestertown's Pet-Friendly Little Red Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Waterfront Estate with Pool, Private Beach and Dock, vacation rental in Betterton
Private Waterfront Estate with Pool, Private Beach and Dock, vacation rental in Betterton
Private Waterfront Estate with Pool, Private Beach and Dock, vacation rental in Betterton

Private Waterfront Estate with Pool, Private Beach and Dock

Rental Home
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Manor House on Beautiful Eastern Shore Estate, vacation rental in Betterton
Manor House on Beautiful Eastern Shore Estate, vacation rental in Betterton
Manor House on Beautiful Eastern Shore Estate, vacation rental in Betterton

Manor House on Beautiful Eastern Shore Estate

Rental Home
6 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Cozy, bright house, huge sunroom, screened porch, outside deck/shower, fireplace, vacation rental in Betterton
Cozy, bright house, huge sunroom, screened porch, outside deck/shower, fireplace, vacation rental in Betterton
Cozy, bright house, huge sunroom, screened porch, outside deck/shower, fireplace, vacation rental in Betterton

Cozy, bright house, huge sunroom, screened porch, outside deck/shower, fireplace

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic downtown Chestertown Home. #1 Location., vacation rental in Betterton
Historic downtown Chestertown Home. #1 Location., vacation rental in Betterton
Historic downtown Chestertown Home. #1 Location., vacation rental in Betterton

Historic downtown Chestertown Home. #1 Location.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town, vacation rental in Betterton
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town, vacation rental in Betterton
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town, vacation rental in Betterton

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Contemporary waterfront house with private dock & kayaks!, vacation rental in Betterton
Contemporary waterfront house with private dock & kayaks!, vacation rental in Betterton
Contemporary waterfront house with private dock & kayaks!, vacation rental in Betterton

Contemporary waterfront house with private dock & kayaks!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Entire Nice house summer house at aberdeen, vacation rental in Betterton
Entire Nice house summer house at aberdeen, vacation rental in Betterton
Entire Nice house summer house at aberdeen, vacation rental in Betterton

Entire Nice house summer house at aberdeen

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Be persuaded to experience this vintage cottage by the Sassa, vacation rental in Betterton
Be persuaded to experience this vintage cottage by the Sassa, vacation rental in Betterton
Be persuaded to experience this vintage cottage by the Sassa, vacation rental in Betterton

Be persuaded to experience this vintage cottage by the Sassa

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Beds, 2.5 Baths, Perfect Downtown Location, vacation rental in Betterton
2 Beds, 2.5 Baths, Perfect Downtown Location, vacation rental in Betterton
2 Beds, 2.5 Baths, Perfect Downtown Location, vacation rental in Betterton

2 Beds, 2.5 Baths, Perfect Downtown Location

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Lake Home private dock Boating.Eastern shore Chestertown MD.< >Betterton., vacation rental in Betterton
Lake Home private dock Boating.Eastern shore Chestertown MD.< >Betterton., vacation rental in Betterton
Lake Home private dock Boating.Eastern shore Chestertown MD.< >Betterton., vacation rental in Betterton

Lake Home private dock Boating.Eastern shore Chestertown MD.< >Betterton.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Victorian Hideaway: Beautiful Exterior, Modern interior, vacation rental in Betterton
Victorian Hideaway: Beautiful Exterior, Modern interior, vacation rental in Betterton
Victorian Hideaway: Beautiful Exterior, Modern interior, vacation rental in Betterton

Victorian Hideaway: Beautiful Exterior, Modern interior

Rental Home
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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RELAXING HOUSE IN THE HEART OF DOWNTOWN - WALKING DISTANCE TO EVERYTHING, vacation rental in Betterton
RELAXING HOUSE IN THE HEART OF DOWNTOWN - WALKING DISTANCE TO EVERYTHING, vacation rental in Betterton
RELAXING HOUSE IN THE HEART OF DOWNTOWN - WALKING DISTANCE TO EVERYTHING, vacation rental in Betterton

RELAXING HOUSE IN THE HEART OF DOWNTOWN - WALKING DISTANCE TO EVERYTHING

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Lazy River House, vacation rental in Betterton
The Lazy River House, vacation rental in Betterton
The Lazy River House, vacation rental in Betterton

The Lazy River House

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lovely waterfront retreat on Fairlee Creek!, vacation rental in Betterton
Lovely waterfront retreat on Fairlee Creek!, vacation rental in Betterton
Lovely waterfront retreat on Fairlee Creek!, vacation rental in Betterton

Lovely waterfront retreat on Fairlee Creek!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Private Beach Access, Onsite Kayaks and Shared Boat Ramp, vacation rental in Betterton
Private Beach Access, Onsite Kayaks and Shared Boat Ramp, vacation rental in Betterton
Private Beach Access, Onsite Kayaks and Shared Boat Ramp, vacation rental in Betterton

Private Beach Access, Onsite Kayaks and Shared Boat Ramp

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Riverfront Country House on The Sassafras River, vacation rental in Betterton
Riverfront Country House on The Sassafras River, vacation rental in Betterton
Riverfront Country House on The Sassafras River, vacation rental in Betterton

Riverfront Country House on The Sassafras River

Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
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Country Estate in Historic District, vacation rental in Betterton
Country Estate in Historic District, vacation rental in Betterton
Country Estate in Historic District, vacation rental in Betterton

Country Estate in Historic District

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton
Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton
Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton

Private pier and pool at this waterfront Chestertown home

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton
Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton
Private pier and pool at this waterfront Chestertown home, vacation rental in Betterton

Private pier and pool at this waterfront Chestertown home

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Waterfront Home w/ Pool and Hot Tub ~ 8000 sq ft, vacation rental in Betterton
Waterfront Home w/ Pool and Hot Tub ~ 8000 sq ft, vacation rental in Betterton
Waterfront Home w/ Pool and Hot Tub ~ 8000 sq ft, vacation rental in Betterton

Waterfront Home w/ Pool and Hot Tub ~ 8000 sq ft

Rental Home
5 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Come enjoy our luxurious 10,000 sq, vacation rental in Betterton
Come enjoy our luxurious 10,000 sq, vacation rental in Betterton
Come enjoy our luxurious 10,000 sq, vacation rental in Betterton

Come enjoy our luxurious 10,000 sq

Rental Home
7 bedrooms
6 bathrooms
Sleeps 7
Match: Sleeps
More info
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Beautiful, spacious waterfront home, an easy walk to historic Chestertown, vacation rental in Betterton
Beautiful, spacious waterfront home, an easy walk to historic Chestertown, vacation rental in Betterton
Beautiful, spacious waterfront home, an easy walk to historic Chestertown, vacation rental in Betterton

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

Rental Home
6 bedrooms
7 bathrooms
Sleeps 6
Match: Sleeps
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The Spa Estate at windswept, vacation rental in Betterton
The Spa Estate at windswept, vacation rental in Betterton
The Spa Estate at windswept, vacation rental in Betterton

The Spa Estate at windswept

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit, vacation rental in Betterton
Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit, vacation rental in Betterton
Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit, vacation rental in Betterton

Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit

Rental Home
11 bedrooms
10 bathrooms
Sleeps 24
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Betterton


Yes, here are some popular vacation rentals in Betterton that have internet access:See all vacation rentals in Betterton on Tripadvisor