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Search results; Over 1,000 homes

Guest favourite
Flat in Pasadena
Relaxing Waterfront Apartment!
3 bedrooms, 4 beds, 1.5 bathrooms
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, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Knoxville
Modern Cabin|5acres|Playhouse|Games|Toys|Firepit
3 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in North Beach
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
2 bedrooms, 2 queen beds, 2.5 bathrooms
25–30 Nov
5.0 out of 5 average rating, 186 reviews
Top guest favourite
Cottage in North East
Vintage Waterfront Cottage with Stunning Sunsets
2 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Shady Side
A Happy Place
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 470 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, 3 reviews
Top guest favourite
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 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, 94 reviews
Top guest favourite
Home in Perryville
Stunning Chesapeake Bay views, 5 bedrooms, 3 bath
5 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in Abingdon
Luxury, Modern 2-Bedroom Water Front Apartment!
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 85 reviews
Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Rock Hall
Eastern Neck Water Paradise w/Brick oven & Beach
5 bedrooms, 9 beds, 4 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 83 reviews
Guest favourite
Farm stay in Woodsboro
Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails
4 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 7 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