Search results; Over 1,000 places in Winter Haven

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Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
10 guests3 bedrooms6 beds3 baths
Apr 8–13
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Apr 8–13
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$563 CAD per night

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Top guest favourite
Guesthouse in Winter Haven
Charming Lakeside Cottage
1 bed
Mar 20–25
$181 CAD per night
5.0 out of 5 average rating, 42 reviews
Superhost
Guesthouse in Winter Haven
The Russell Lake House
2 bunk beds
Apr 5–10
$144 CAD per night
4.87 out of 5 average rating, 263 reviews
Guest favourite
Home in Winter Haven
Lakefront Winter Haven Retreat: Hot Tub & Patio!
14 beds
Mar 22–27
$503 CAD per night
4.88 out of 5 average rating, 16 reviews
Guest favourite
Home in Winter Haven
Lakeside Bungalow - Winter Haven Chain-of- Lakes
1 queen bed
Mar 18–23
$206 CAD per night
4.91 out of 5 average rating, 34 reviews
Superhost
Guest suite in Winter Haven
Teagans Guest Sweet
Free cancellation
Mar 19–24
$142 CAD per night
4.86 out of 5 average rating, 29 reviews
Guest favourite
Villa in Winter Haven
Dock & Lanai: Elegant Villa in Winter Haven!
5 beds
Mar 17–22
$872 CAD per night
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Winter Haven
Kid-friendly Home w/ Pool & BBQ
Free cancellation
Apr 12–17
$368 CAD per night
4.97 out of 5 average rating, 62 reviews
Guest favourite
Apartment in Winter Haven
*Great Value*clean and cozy waterfront apt
1 queen bed
Mar 30–Apr 4
$128 CAD per night
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Winter Haven
Spacious 6BR Lake Retreat: Heated Pool + Dock
9 beds
Mar 17–22
$742 CAD per night
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guesthouse in Winter Haven
Winter Oasis
1 queen bed
Mar 22–27
$157 CAD per night
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Guest suite in Winter Haven
Chain of Lakes GuestHouse 1br/1ba Guest Suite
Free cancellation
Aug 29–Sep 3
$153 CAD per night
4.98 out of 5 average rating, 150 reviews
Guest favourite
Home in Winter Haven
Fantastic Water Front Home on the Chain of Lakes
Free cancellation
May 6–11
$695 CAD per night
4.95 out of 5 average rating, 110 reviews
Guest favourite
Home in Winter Haven
The Blue Ranch
Free cancellation
Apr 9–16
$159 CAD per night
4.74 out of 5 average rating, 155 reviews
Guest favourite
Home in Winter Haven
Lake House with Cozy Loft & Basement near Legoland
6 beds
Mar 16–21
$359 CAD per night
4.93 out of 5 average rating, 28 reviews
Guest favourite
Guest suite in Lake Alfred
The Exclusive Tatman Evergreen Suite
Free cancellation
Mar 25–30
$151 CAD per night
4.96 out of 5 average rating, 123 reviews
Superhost
Home in Winter Haven
Lakefront Cabin Oasis
2 beds
Mar 16–21
$272 CAD per night
4.86 out of 5 average rating, 35 reviews
Home in Winter Haven
5 Bedroom AC Home w/Game Room near Chain of Lakes
9 beds
Apr 7–12
$293 CAD per night
4.76 out of 5 average rating, 38 reviews
Superhost
Home in Winter Haven
Lakeside Cottage on Lake Howard (Chain of Lakes)
2 beds
Mar 22–27
$246 CAD per night
4.84 out of 5 average rating, 81 reviews