Entire home
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Family-friendly fun on the beach, with outdoor pool
Photo gallery for Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock





Escape to Saddle Beach, a 7-bedroom luxury retreat nestled in an exclusive waterfront neighborhood. Unwind on the wrap-around porches, dive into the pool, or stroll along the sandy beach and dock. With a game room for kids and ample entertaining areas for adults, this home is perfect for families and groups.
Reviews
9.8 out of 10
Exceptional
Entire home
7 bedrooms5 bathroomsSleeps 18502 sq m
Popular amenities
Add dates for prices
About this property
Property amenities
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9.8 out of 10, Exceptional, 133 reviews
Policies
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Note from host: Only small, indoor parties
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
A car is required for transportation to and from this property
Property is also known as
House
Newer Luxury Waterfront Beach Pool Dock
Newer Luxury Waterfront - Beach, Pool & Dock Woolford
About the neighborhood

MD, Woolford
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Reviews
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Reviews
9.8
Exceptional
9.6
Cleanliness
9.8
Location
Reviews
Aug 24, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2025
10/10 Excellent
Michael E.
Aug 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael E.
Stayed 7 nights in Aug 2025
10/10 Excellent
Lauren I.
Jul 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay!
Lauren I.
Stayed 7 nights in Jun 2024
10/10 Excellent
Ronald S.
Jun 1, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home, well-outfitted for a big group
Ronald S.
Stayed 4 nights in May 2025
10/10 Excellent
Susan G.
May 29, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family fun
Susan G.
Stayed 3 nights in May 2021
10/10 Excellent
Kerry N.
Jun 27, 2020
Liked: Check-in, communication, location, listing accuracy
Great Stay!
Kerry N.
Stayed 7 nights in Jun 2020
10/10 Excellent
Carol N., Smith Mountain Lake, Va.
Apr 11, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sunshine, dolphins and campfire, oh my!
Carol N.
Stayed 4 nights in Apr 2023
10/10 Excellent
Lindsay W.
Aug 29, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
woolford
Lindsay W.
Stayed 7 nights in Aug 2023
10/10 Excellent
Christine F.
Dec 5, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Weekend Getaway
Christine F.
Stayed 2 nights in Dec 2023
10/10 Excellent
Beth H.
Jul 22, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Saddlebeach Property
Beth H.
Stayed 7 nights in Jul 2020
10/10 Excellent
evan w.
Aug 30, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful setting and plenty of space
evan w.
Stayed 7 nights in Aug 2022
10/10 Excellent
LISA S.
Jul 25, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation on the bay
LISA S.
Stayed 7 nights in Jul 2020
8/10 Good
Chris L., Pittsburgh, PA
Jan 18, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas Holiday Family Getaway
Chris L.
Stayed 11 nights in Dec 2022
10/10 Excellent
Mark S.
Jan 16, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Eastern Shore Respite
Mark S.
Stayed 3 nights in Jan 2023
10/10 Excellent
Jennifer Z.
Nov 28, 2018
Outstanding!
Jennifer Z.
Stayed 3 nights in Nov 2018
10/10 Excellent
Anthony D.
Apr 25, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
80th Birthday Celebration
Anthony D.
Stayed 3 nights in Apr 2022
10/10 Excellent
John B.
Jul 23, 2022
Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Great house for a large group
John B.
Stayed 7 nights in Jul 2022
10/10 Excellent
John F.
Dec 1, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice escape in the Chesapeake
John F.
Stayed 3 nights in Nov 2020
10/10 Excellent
cathy L.
Jul 16, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation paradise
cathy L.
Stayed 7 nights in Jul 2024
10/10 Excellent
William P.
Jul 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Saddlebeach
William P.
Stayed 7 nights in Jul 2023
10/10 Excellent
F.E. and Diane M., Philadelphia suburbs
Jul 9, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family, Fun, Fishing
F.E. and Diane M.
Stayed 7 nights in Jul 2022
10/10 Excellent
Jean M.
Aug 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Family Vacation
Jean M.
Stayed 7 nights in Jul 2023
10/10 Excellent
Charlotte B.
Jul 13, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home, Breathtaking views, amazing host
Charlotte B.
Stayed 3 nights in Apr 2022
10/10 Excellent
Krysten S.
Sep 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Short Amazing Trip
Krysten S.
Stayed 3 nights in Sep 2024
10/10 Excellent
Michael B.
May 28, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chesapeake Family Vacation
Michael B.
Stayed 7 nights in May 2024