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Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Sep 29 – Oct 4
R21,092 ZAR for 5 nights
4.93 out of 5 average rating, 106 reviews
Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Sep 15 – 20
R14,237 ZAR for 5 nights
4.99 out of 5 average rating, 260 reviews
Top guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
Jul 19 – 26
R86,477 ZAR for 7 nights
5.0 out of 5 average rating, 18 reviews
Home in Windham
Magical Lakefront Getaway- 20 Min from Portland
4 beds
Jul 14 – 19
R46,455 ZAR for 5 nights
New place to stay
Superhost
Home in Windham
Vista Lake House- Beachfront on Highland Lake
4 beds
Aug 23 – 28
R51,601 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Windham
Cozy Camp on the lake
Free cancellation
Sep 29 – Oct 4
R28,074 ZAR for 5 nights
5.0 out of 5 average rating, 39 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
Aug 11 – 16
R27,209 ZAR for 5 nights
4.82 out of 5 average rating, 143 reviews
Top guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Sep 20 – 25
R55,893 ZAR for 5 nights
5.0 out of 5 average rating, 46 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
Jul 6 – 11
R18,034 ZAR for 5 nights
4.94 out of 5 average rating, 31 reviews
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Free cancellation
Jul 14 – 19
R57,096 ZAR for 5 nights
New place to stay
Guest favorite
Apartment in Windham
The Nest
Free cancellation
Jul 6 – 11
R34,274 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Sep 2 – 7
R12,656 ZAR for 5 nights
4.92 out of 5 average rating, 188 reviews
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Aug 28 – Sep 2
R61,567 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Room in Portland
Stay with Johanna
Sweet Pink-y House 1 Room
Aug 25 – 30
R9,492 ZAR for 5 nights
5.0 out of 5 average rating, 25 reviews
Top guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Oct 20 – 25
R20,501 ZAR for 5 nights
4.94 out of 5 average rating, 143 reviews
Guest favorite
Home in Windham
Lakehouse on Highland Lake
Free cancellation
Sep 14 – 19
R46,402 ZAR for 5 nights
4.96 out of 5 average rating, 45 reviews
Guest favorite
Room in Falmouth
Stay with MarkHosting for 10 years,
Cozy bedroom and private bath in a Falmouth house
Jul 1 – 6
R12,866 ZAR for 5 nights
4.93 out of 5 average rating, 73 reviews
Guest favorite
Guesthouse in Cumberland
Cottage Under a Crabapple Tree
Free cancellation
Aug 1 – 6
R27,778 ZAR for 5 nights
4.96 out of 5 average rating, 228 reviews