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Compare 353 Vacation Homes in Sunderland with updated reviews, rates, and availability.

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (51)

Modern Waterfront House with Amazing views!
Modern Waterfront House with Amazing views!

Sweet Bamboo Beach Cottage
Sweet Bamboo Beach Cottage
9.8 out of 10, Exceptional, (70)

Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
9.8 out of 10, Exceptional, (87)

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
10.0 out of 10, Exceptional, (113)

Your Annapolis Adventure Starts Here!!
Your Annapolis Adventure Starts Here!!
10.0 out of 10, Exceptional, (138)

Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks
Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks

The Lazy Crab Beach House - Free beach passes
The Lazy Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (44)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sunderland

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (51)

Modern Waterfront House with Amazing views!
Modern Waterfront House with Amazing views!

Chesapeake Houseboat Getaway on Kent Island, Maryland
Chesapeake Houseboat Getaway on Kent Island, Maryland
9.8 out of 10, Exceptional, (22)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Sunderland hotels
Recent reviews of Sunderland hotels

Hilton Garden Inn Waldorf
5/5 Excellent
"Good"
A verified traveler from Clinton stayed at Hilton Garden Inn Waldorf
Posted 1 day ago