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Search results; 182 homes in Castlewood

Top guest favourite
Cabin in Castlewood
Beachfront Poinsett Cottage sleeps 16 & 3 kayaks
4 bedrooms, 10 beds, 3 bathrooms
27 Sept – 2 Oct
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4.96 out of 5 average rating, 27 reviews
Top guest favourite
Bed and breakfast in Castlewood
Cedar Pine BnB
3 bedrooms, 6 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Farm stay in Hayti
Rustic Retreat
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 31 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, 169 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
Home in Watertown
Watertown Home Away from Home!
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
New place to stay
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
Cabin in Watertown
South Lake Haven
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Guest suite in Watertown
Kampeska Lakefront Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 151 reviews
Guest favourite
Cabin in Castlewood
New build lake poinsett cabin
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 28 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
Room in Estelline
Hitching Post Motel
2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 31 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
Top guest favourite
Cabin in Estelline
Hottub|Bar+GameArea|Kayak|Paddleboards|Sleeps12+
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Watertown
Main floor 3 bedroom apartment.
3 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.89 out of 5 average rating, 92 reviews
Farm stay in Florence
Come stay with us!
7 bedrooms, 12 beds, 3 bathrooms
6–11 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Brookings
Olwien House
4 bedrooms, 4 beds, 2.5 bathrooms
26 Nov – 1 Dec
4.9 out of 5 average rating, 30 reviews
Guest favourite
Home in Lake Norden
Wake at the Lake
4 bedrooms, 5 beds, 2 bathrooms
1–6 Mar
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Estelline
Sunset Bliss: 3 Bd Lakefront Home, Sleeps 10
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 9 reviews