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Guest favorite
Cabin in Windsor
Middle Lake Retreat *with hot tub*
6 guests2 bedrooms4 beds1 bath
Jun 8 – 13
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Jun 8 – 13
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R24,659 ZAR for 5 nights
for 5 nights

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Superhost
Guest suite in Windsor
Cozy Suite with Private Entrance
1 queen bed
Jun 3 – 8
R6,145 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 98 reviews
Superhost
Apartment in Windsor
New Studio Suite in Historic Gem
1 bed
Jun 16 – 21
R10,172 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Windsor
Renovated Studio Apartment, full amenities
1 queen bed
Jun 26 – Jul 1
R8,247 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 48 reviews
Guest favorite
Condo in Windsor
Quiet Downtown Apartment with Everything You Need
1 bed
Jun 26 – Jul 1
R9,591 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 66 reviews
Top guest favorite
Apartment in Windsor
Quiet Country 2 Bedroom Suite
2 king beds
Jun 1 – 6
R11,279 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 59 reviews
Top guest favorite
Guest suite in Windsor
Dar's Dwelling - A suite place to stay.
Free cancellation
Jun 4 – 9
R9,257 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 149 reviews
Guest favorite
Room in Windsor
Stay with RachelConsultant,
Century Retreat: Wine, Dine, & Ski
Jun 14 – 19
R4,494 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 39 reviews
Top guest favorite
Apartment in Windsor
Minutes to Wine Country- The Sunshine Suite
Free cancellation
Jun 15 – 20
R12,835 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 74 reviews
Top guest favorite
Cottage in Windsor
Murphy Lane Cottage with Hot Tub !
4 beds
Jun 1 – 6
R22,324 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Guest suite in Windsor
Whispering Woods Walkout
Free cancellation
Jul 7 – 12
R9,334 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 12 reviews
Top guest favorite
Room in Windsor
Stay with StefanWriter,
Botanical Suite at Geldert Guest House
Jun 1 – 8
R10,890 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Home in Windsor
Mounce Mansion - Country House-Sleeps 12
6 beds
Jun 2 – 7
R45,458 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 81 reviews
Top guest favorite
Apartment in Hantsport
Historic East Coast Apartment
Free cancellation
Aug 25 – 30
R15,558 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 93 reviews
Top guest favorite
Cabin in Windsor
All Decked Out
2 beds
Jun 2 – 7
R15,558 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 40 reviews
Superhost
Home in Windsor
Valley House, 6 min to Martock - Ski/Bike Basecamp
2 beds
Jun 1 – 6
R17,346 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 13 reviews
Guest favorite
Cabin in Windsor
Charming Lakefront Cottage 1hr to Halifax
Free cancellation
Jun 8 – 13
R22,636 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 159 reviews
Room in Windsor
Stay with Arnab
Cozy, private room in quiet home
Jun 1 – 6
R7,701 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Cottage in Windsor
Knotty Pine Cottage - cozy lakeside getaway!
Free cancellation
Aug 18 – 23
R10,813 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 319 reviews