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Compare 55 Cottages in Sunderland with updated reviews, rates, and availability.

Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (18)

Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (220)

Eastern Shore Waterside Cottage Near St. Michaels
Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, (19)

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (207)

North Beach Cottage - Walk to Chesapeake Bay
North Beach Cottage - Walk to Chesapeake Bay
10.0 out of 10, Exceptional, (30)

Charming Waterfront Cottage Retreat near St. Michaels
Charming Waterfront Cottage Retreat near St. Michaels
10.0 out of 10, Exceptional, (1)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (8)

Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (242)
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

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

Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (18)

Chesapeake Houseboat Getaway on Kent Island, Maryland
Chesapeake Houseboat Getaway on Kent Island, Maryland
9.6 out of 10, Exceptional, (20)
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

Wingate by Wyndham Waldorf/Washington DC Area
5/5 Excellent
"Big TV. Very clean. Huge rooms.
Comfortable bed.
"
A verified traveler stayed at Wingate by Wyndham Waldorf/Washington DC Area
Posted 10 hours ago