Verified
10/10 Excellent
Maureen D.
3 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Maureen D.
Stayed 5 nights in Aug 2025
Entire home
Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool
Photo gallery for Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool
Reviews
1010 out of 10
Exceptional
6 bedrooms4 bathroomsSleeps 12
Popular amenities
- Pool
- Spa pool
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
Explore the area
Worton, MD
- Still Pond Station ParkPlace, Still Pond Station Park1 min drive
- Kinnairds Point DrivePlace, Kinnairds Point Drive2 min drive
- Main BeachPlace, Main Beach7 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)133 min drive
Rooms & beds
6 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Bedroom 3
2 Single Beds
Bedroom 4
1 King Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Double Bed
4 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
About this property
Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool
House and Guest House with bayfront heated in-ground swimming pool -perfect for 2 families or extended family gatherings
15 acres of wooded grounds
Over 350 feet of waterfront, extremely private
Main house with 3 bedrooms - 2 full baths
Guest house with 3 bedrooms - 2 full baths including large semi-outdoor shower
Hot tub overlooking Bay
Screened porch, Bayside and Pondside decks
Private Sandy Beach on Still Pond Cove and The Chesapeake Bay, 150 ft. pier
This estate is a nature-lover's paradise. Wake to bald eagles, osprey, lots of other birds, deer and more. Perched on a 40-foot cliff, you will see amazing sunsets from the deck or sitting in the hot tub, or take the steps to the beach and the pier for a view right on the water's edge on your private sandy beach. Unlike properties farther to the south, there are NO jelly fish in the water, so swimming is great. Most weekends, you'll see yachts anchored in the distance.
15 acres of wooded grounds
Over 350 feet of waterfront, extremely private
Main house with 3 bedrooms - 2 full baths
Guest house with 3 bedrooms - 2 full baths including large semi-outdoor shower
Hot tub overlooking Bay
Screened porch, Bayside and Pondside decks
Private Sandy Beach on Still Pond Cove and The Chesapeake Bay, 150 ft. pier
This estate is a nature-lover's paradise. Wake to bald eagles, osprey, lots of other birds, deer and more. Perched on a 40-foot cliff, you will see amazing sunsets from the deck or sitting in the hot tub, or take the steps to the beach and the pier for a view right on the water's edge on your private sandy beach. Unlike properties farther to the south, there are NO jelly fish in the water, so swimming is great. Most weekends, you'll see yachts anchored in the distance.
Add dates for prices
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Chesapeake Bay Waterfront Home with Private Beach, Stunning Views
Middle River
Chesapeake Bay Waterfront Home with Private Beach, Stunning Views
Middle River
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
Chesapeake Bay Waterfront Cottage. Unobstructed water view, Water Access
Earleville
Chesapeake Bay Waterfront Cottage. Unobstructed water view, Water Access
Earleville
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (120 reviews)
10/10
Exceptional
(120 reviews)
Ruby's Sea Glass Cottage near Betterton Beach
Betterton
Ruby's Sea Glass Cottage near Betterton Beach
Betterton
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
10.0 out of 10, Exceptional, (35 reviews)
10/10
Exceptional
(35 reviews)
Waterfront Retreat with Private Dock and Beach
Worton
Waterfront Retreat with Private Dock and Beach
Worton
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Parking available
10.0 out of 10, Exceptional, (25 reviews)
10/10
Exceptional
(25 reviews)
Carriage House Hideaway in Middle of Chestertown
Chestertown
Carriage House Hideaway in Middle of Chestertown
Chestertown
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (104 reviews)
10/10
Exceptional
(104 reviews)
First Floor Studio Apartment in Historic Chestertown
Chestertown
First Floor Studio Apartment in Historic Chestertown
Chestertown
- Pool
- Washing machine
- Dryer
- Free Wi-Fi
9.6 out of 10, Exceptional, (111 reviews)
9.6/10
Exceptional
(111 reviews)
Welcome to the secluded waterfront oasis
Millington
Welcome to the secluded waterfront oasis
Millington
- Pool
- Spa pool
- Kitchen
- Washing machine
Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
- Washing machine
- Dryer
- Pet-friendly
- Air-conditioning
8.0 out of 10, Very good, (15 reviews)
8.0/10
Very good
(15 reviews)
Walking distance to restaurants and marinas...dog-friendly!
Rock Hall
Walking distance to restaurants and marinas...dog-friendly!
Rock Hall
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (7 reviews)
9.8/10
Exceptional
(7 reviews)
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Rock Hall
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Rock Hall
- Washing machine
- Dryer
- Free Wi-Fi
- Air-conditioning
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Eastern shore beachfront cottage with stunning sunset views!
Worton
Eastern shore beachfront cottage with stunning sunset views!
Worton
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (8 reviews)
10/10
Exceptional
(8 reviews)
Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
Middle River
Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
Middle River
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)
Historic Downtown Garden Oasis with Private Patio
Chestertown
Historic Downtown Garden Oasis with Private Patio
Chestertown
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
10.0 out of 10, Exceptional, (49 reviews)
10/10
Exceptional
(49 reviews)
Relaxing Cape Cod escape - pond overlook, in the heart of Rock Hall, sleeps 8.
Rock Hall
Relaxing Cape Cod escape - pond overlook, in the heart of Rock Hall, sleeps 8.
Rock Hall
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (32 reviews)
10/10
Exceptional
(32 reviews)
Stunning waterfront villa with indoor pool and kids swing set and play area.
Earleville
Stunning waterfront villa with indoor pool and kids swing set and play area.
Earleville
- Pool
- Spa pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (25 reviews)
9.6/10
Exceptional
(25 reviews)
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (60 reviews)
9.8/10
Exceptional
(60 reviews)
BEACH WITHOUT THE BUSTLE
Betterton Beach
BEACH WITHOUT THE BUSTLE
Betterton Beach
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (37 reviews)
10/10
Exceptional
(37 reviews)
Spacious & charming 3-bedroom rancher in Ferry Park section of Rock Hall
Rock Hall
Spacious & charming 3-bedroom rancher in Ferry Park section of Rock Hall
Rock Hall
- Washing machine
- Dryer
- Free Wi-Fi
- Air-conditioning
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
Chestertown
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
Chestertown
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Walk to Historic Chestertown: Dog-Friendly Retreat
Chestertown
Walk to Historic Chestertown: Dog-Friendly Retreat
Chestertown
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Eagles Point Landing
Chestertown
Eagles Point Landing
Chestertown
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (61 reviews)
10/10
Exceptional
(61 reviews)
Where luxury meets laughter by the bay. Welcome to Bamboo Sands Villa & Captain’s Quarters.
Worton
Where luxury meets laughter by the bay. Welcome to Bamboo Sands Villa & Captain’s Quarters.
Worton
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Eastern Shore beach cottage get-away
Rock Hall
Eastern Shore beach cottage get-away
Rock Hall
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (139 reviews)
10/10
Exceptional
(139 reviews)
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Chestertown
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Chestertown
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.8 out of 10, Exceptional, (23 reviews)
9.8/10
Exceptional
(23 reviews)
Be persuaded to experience this vintage cottage by the Sassa
Galena
Be persuaded to experience this vintage cottage by the Sassa
Galena
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.2 out of 10, Wonderful, (11 reviews)
9.2/10
Wonderful
(11 reviews)
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
Worton
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
Worton
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (95 reviews)
9.8/10
Exceptional
(95 reviews)
Watch Deer from a Farm Cottage
Bel Air South
Watch Deer from a Farm Cottage
Bel Air South
- Pet-friendly
- Air-conditioning
- Parking available
- Laundry room
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
Newly restored apartment in the heart of Chestertown
Chestertown
Newly restored apartment in the heart of Chestertown
Chestertown
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (28 reviews)
9.8/10
Exceptional
(28 reviews)
Waterfront Lodge packed with Amenities
Earleville
Waterfront Lodge packed with Amenities
Earleville
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Rock Hall
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Rock Hall
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (62 reviews)
10/10
Exceptional
(62 reviews)
House Rules
Check in after 5:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 1 total)
Smoking
Smoking is not permitted
Important information
You need to know
Property # 1986533vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
About the area
Worton
Worton is home to this holiday home. The area's natural beauty can be seen at Chesapeake Bay and Northern Chesapeake Bay, while Kent Museum and Historical Society of Kent County Maryland are cultural highlights. Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater are also worth visiting.
Worton, MD
What's nearby
- Still Pond Station Park - 1 min drive - 0.4 km
- Kinnairds Point Drive - 2 min drive - 0.7 km
- Main Beach - 7 min drive - 3.1 km
- Hidden Lake - 7 min drive - 3.1 km
- Betterton Beach - 13 min drive - 12.5 km
Getting around
- Perryville Station - 77 min drive
- Baltimore, MD (MTN-Martin State) - 114 min drive
Restaurants
- Marzella's By the Bay - 13 min drive
- Legion Post 246 - 13 min drive
- Barbara's on the Bay - 14 min drive
- Clarkes Seafood - 27 min drive
- Clarks Country Store - 18 min drive
Frequently asked questions
Does Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool on 9 Oct 2025 start from AU$1,035, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much is parking at Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool?
On-site parking is available at the property.
What time is check-in at Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool?
Check-in begins at 5:00 PM.
What time is check-out at Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool?
Checkout is at 11:00 AM.
Where is Chesapeake Bay Estate; House and Guesthouse, Beach and Heated Pool located?
Situated in Worton, this holiday home is within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Still Pond Station Park and Main Beach are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new windowRating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
1
Rating 8 - Good. 0 out of 1 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Your host
Tell us how we can improve our siteShare feedback