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Search results; Over 1,000 homes

Top guest favourite
Cottage in North East
Vintage Waterfront Cottage with Stunning Sunsets
2 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in North Beach
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
2 bedrooms, 2 queen beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 187 reviews
Guest favourite
Flat in Pasadena
Relaxing Waterfront Apartment!
3 bedrooms, 4 beds
20–25 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Stevensville
Bay Bliss House
3 bedrooms, 3 beds
10–15 Sept
5.0 out of 5 average rating, 41 reviews
Superhost
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Centreville
Optional Heated Pool + Hot tub + Fire Pit+ Fenced
6 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds
3–8 Nov
5.0 out of 5 average rating, 125 reviews
Top guest favourite
Home in Huntingtown
Grand Tudor Home w/ Saltwater Pool & Hot Tub
5 bedrooms, 6 beds
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Stevensville
Heron Roost
2 bedrooms, 2 beds
24–29 Oct
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Carroll County
"Beauty and Peace"
2 bedrooms, 3 beds
8–13 Oct
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Perryville
Stunning Chesapeake Bay views, 5 bedrooms, 3 bath
5 bedrooms, 9 beds
10–15 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Royal Oak
Waterfront Family Retreat - mins from St. Michaels
6 bedrooms, 9 beds
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Shady Side
Peaceful Coastal Escape | Water Views + Hot Tub
3 bedrooms, 4 beds
10–15 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Cambridge
• Peaceful Point • A relaxing waterfront retreat
3 bedrooms, 7 beds
4–9 Oct
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Cabin in Middle River
Cozy Waterfront Cabin Escape
2 bedrooms, 2 queen beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Frederick
Misty Hill Lodge-Frederick
2 bedrooms, 2 beds
12–17 Oct
4.98 out of 5 average rating, 132 reviews