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Search results; Over 1,000 homes in Galesville

Top guest favourite
Guest house in Galesville
Nautical Charm and Relaxing Waterview!
Studio, 1 bed, 1 private bathroom
8–13 Sept
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4.95 out of 5 average rating, 187 reviews
Top guest favourite
Home in West River
Cozy waterview home in West River!
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 167 reviews
Superhost
Home in West River
Cozy Bayside Retreat
2 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Shady Side
Waterfront Sanctuary only 50 Min. From DC/Balt.
5 bedrooms, 12 beds, 4 bathrooms
20–25 Sept
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Home in Shady Side
Canary Pointe-A popular getaway for 2!
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 279 reviews
Guest favourite
Home in West River
Enchanting West River Retreat
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.89 out of 5 average rating, 19 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, 30 reviews
Top guest favourite
Home in Shady Side
Iconic Chesapeake. Unparalleled Luxury.
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 212 reviews
Guest favourite
Home in Shady Side
Waterfront Coastal Retreat w/ Beach Access
3 bedrooms, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Shady Side
West River Waterfront w/ Pier, Kayaks & Bay Views
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Home in Shady Side
Sunset Cottage
2 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.99 out of 5 average rating, 82 reviews
Guest favourite
Home in West River
Zen Sunset Retreat (ZSR) on the Waterfront
5 bedrooms, 8 beds, 4.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 11 reviews
Superhost
Home in Stevensville
Private & Peaceful | Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom, 1 bed, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 225 reviews
Top guest favourite
Cottage in Tracys Landing
Charming Waterfront on Chesapeake Bay
4 bedrooms, 6 beds, 1 bathroom
19–24 Oct
4.9 out of 5 average rating, 403 reviews
Top guest favourite
Home in Deale
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
3 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Deale
Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs
3 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
4.83 out of 5 average rating, 201 reviews
Superhost
Home in Shady Side
Coastal Retreat | Water Views, Hot Tub, Sleeps 12
4 bedrooms, 6 beds, 3 bathrooms
9–14 Sept
Guest favourite
Home in Deale
Franklin At The Bay
4 bedrooms, 9 beds, 2.5 bathrooms
13–18 Sept
4.85 out of 5 average rating, 26 reviews