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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, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 65 reviews
Superhost
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in North Beach
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
2 bedrooms, 2 queen beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 187 reviews
Top guest favourite
Home in Centreville
Optional Heated Pool + Hot tub + Fire Pit+ Fenced
6 bedrooms, 6 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Cottage in Carroll County
"Beauty and Peace"
2 bedrooms, 3 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Home in Stevensville
Bay Bliss House
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
5.0 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Stevensville
Heron Roost
2 bedrooms, 2 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Treehouse in Swanton
The Overlook; A Romantic Treehouse for Two
1 bedroom, 1 bed, 1 bathroom
30 Nov – 5 Dec
4.99 out of 5 average rating, 340 reviews
Guest favourite
Farm stay in Woodsboro
Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails
4 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in North Beach
Waterfront Cottage Near Herrington and North Beach
2 bedrooms, 3 beds, 2 bathrooms
10–15 Nov
4.97 out of 5 average rating, 381 reviews
Top guest favourite
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Perryville
Stunning Chesapeake Bay views, 5 bedrooms, 3 bath
5 bedrooms, 9 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Cabin in Middle River
Cozy Waterfront Cabin Escape
2 bedrooms, 2 queen beds, 1.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Frederick
Misty Hill Lodge-Frederick
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.98 out of 5 average rating, 132 reviews
Top guest favourite
Guest house in Middletown
Luxe Cottage, Pool, & Breakfast on MD Horse Farm
1 bedroom, 1 queen bed, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 165 reviews
Top guest favourite
Farm stay in Mount Airy
Cozy FarmStay + Animal Tour | Pool
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Pasadena
Waterfront Luxury-Private Pier, Arcade, Pool Table
5 bedrooms, 8 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 28 reviews