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Search results; 187 homes in Castlewood

Top guest favourite
Bed and breakfast in Castlewood
Cedar Pine BnB
3 bedrooms, 6 beds, 1 bathroom
5–10 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Room in Estelline
Hitching Post Motel
2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Cabin in Estelline
3-Bedroom House on Lake Poinsett
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 168 reviews
Top guest favourite
Home in Estelline
Cozy and classy Peaceful and relaxing
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Brookings
Cozy and Small near DT Brookings
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 65 reviews
Top guest favourite
Home in Watertown
Dad’s Place
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Watertown
Two Story Home/Lake View/Getaway/Fishing/Hunting
2 bedrooms, 3 queen beds, 2 bathrooms
1–6 Oct
4.93 out of 5 average rating, 80 reviews
Home in Watertown
BBQ Ready: Lakefront Retreat in Watertown
2 bedrooms, 5 beds, 1 bathroom
9–14 Sept
4.9 out of 5 average rating, 21 reviews
Guest favourite
Home in Watertown
The Hangar-1/2 House 1/2 ManCave
5 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Barn in Watertown
Silverstar Stables is perfect for long-term stays.
2 beds, 1 bathroom
4–9 Sept
4.96 out of 5 average rating, 122 reviews
Top guest favourite
Barn in Watertown
Silverstar Barn
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 314 reviews
Guest favourite
Home in Watertown
Charming 4-Bed, 2-Bath Home
4 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 10 reviews
Tiny home in Watertown
The Mallard on Kampin' at Kampeska Campground
2 bedrooms, 4 beds, 1 bathroom
5–10 Sept
New place to stay
Top guest favourite
Flat in Watertown
Restful Retreat * 2nd floor apt
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Watertown
Cozy Cabin on Lake Kampeska!
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Brookings
Brookings Haven
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 195 reviews
Flat in Watertown
Doc's Apartment
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.9 out of 5 average rating, 51 reviews
Guest favourite
Holiday home in Henry
Lovely 2-Bedroom apartment next to a Bar and grill
2 bedrooms, 6 beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 102 reviews