Search Winter Cottage Rentals from CA $189

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Sep 12 - Sep 14
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Sep 19 - Sep 21
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Oct 3 - Oct 5
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Oct 31 - Nov 2

Browse Select Winter Cottages

Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
Outdoor dining

Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI

10.0 out of 10, Exceptional, (122)
"Great cabin, great lake, great town, great host!"
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
Butler's Bay Cottage on Teal Lake with Private Dock and Good Swimming
Exterior

Butler's Bay Cottage on Teal Lake with Private Dock and Good Swimming

9.2 out of 10, Wonderful, (11)
"Had a nice weekend of fishing, and the cabin worked great for our family's needs. Would certainly stay again!"
Butler's Bay Cottage on Teal Lake with Private Dock and Good Swimming
Phillips Cabin w/ Lake Views & Private Dock!
House (2 Bedrooms) | Interior

Phillips Cabin w/ Lake Views & Private Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice house on lake with private dock. Try cafe in town reasonable prices nice portions and friendly service "
Phillips Cabin w/ Lake Views & Private Dock!
A-frame Cabin w/ Private Boat Dock!
House (3 Bedrooms) | Interior

A-frame Cabin w/ Private Boat Dock!

3.0 star property
A-frame Cabin w/ Private Boat Dock!
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Exterior

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

9.6 out of 10, Exceptional, (14)
"Great place and easy to get to. Really comfortable and wonderful view of the lake. Will definitely stay there again ."
The price is CA $248
CA $310 total
includes taxes & fees
Sep 7 - Sep 8
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!
Exterior

Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!

10.0 out of 10, Exceptional, (28)
"Very nice owner, was accommodating to our needs. Very nice cabin. Would stay there again."
Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!
Fisher's Retreat: Hayward Home, Near ATV Trails!
House (3 Bedrooms) | Interior

Fisher's Retreat: Hayward Home, Near ATV Trails!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great communication. Easy check in. Great location. Love the vintage vibe, home has clearly been well cared for. Would stay again. "
Fisher's Retreat: Hayward Home, Near ATV Trails!
The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage
Exterior

The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage

9.4 out of 10, Exceptional, (9)
"Great place but couldn't use the fire place that wasnt worth it and there grill sucked not the greatest fishing "
The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage
Available Labor Day-King Bed, Pacman, EV
Property grounds

Available Labor Day-King Bed, Pacman, EV

9.6 out of 10, Exceptional, (10)
"Wonderful place to stay.! Beautifully lake to kayak on."
Available Labor Day-King Bed, Pacman, EV
Ladysmith Cozy Cottage - Copper Tub - Waterfront
Smart TV, fireplace

Ladysmith Cozy Cottage - Copper Tub - Waterfront

2.0 star property
10.0 out of 10, Exceptional, (2)
"Booked this place for me and my girlfriend to get away, relax, and recharge after the holidays. This Cozy Cottage was just the thing. We had a fantastic time and everything was as advertised. Would recommend this place to anyone looking to visit the Ladysmith, WI area."
The price is CA $189
CA $341 total
includes taxes & fees
Sep 4 - Sep 5
Ladysmith Cozy Cottage - Copper Tub - Waterfront
Wisconsin Lakeside Cottage w/ Deck, Views
House (2 Bedrooms) | Interior

Wisconsin Lakeside Cottage w/ Deck, Views

3.0 star property
Wisconsin Lakeside Cottage w/ Deck, Views
Hayward Home w/ Private Deck, Fire Pit & Kayak!
House (3 Bedrooms) | Interior

Hayward Home w/ Private Deck, Fire Pit & Kayak!

3.0 star property
Hayward Home w/ Private Deck, Fire Pit & Kayak!
Hayward Cabin w/ Boat Slip + Fish House!
House (4 Bedrooms) | Front of property

Hayward Cabin w/ Boat Slip + Fish House!

2.0 star property
Hayward Cabin w/ Boat Slip + Fish House!
Eclectic Ladysmith Hideaway: Hike and Hunt!
House (3 Bedrooms) | Interior

Eclectic Ladysmith Hideaway: Hike and Hunt!

3.0 star property
10.0 out of 10, Exceptional, (1)
Eclectic Ladysmith Hideaway: Hike and Hunt!
Stone Lake Cabin: Grill & Access to Fishing!
House (2 Bedrooms) | Interior

Stone Lake Cabin: Grill & Access to Fishing!

3.0 star property
Stone Lake Cabin: Grill & Access to Fishing!
Butler's Bay Cottage 2 Bedroom Cottage by RedAwning
Cottage, 2 Bedrooms | Exterior

Butler's Bay Cottage 2 Bedroom Cottage by RedAwning

3.0 star property
Butler's Bay Cottage 2 Bedroom Cottage by RedAwning
Stone Lake Cabin w/ Private Deck & Fire Pit!
House (3 Bedrooms) | Front of property

Stone Lake Cabin w/ Private Deck & Fire Pit!

2.0 star property
10.0 out of 10, Exceptional, (1)
Stone Lake Cabin w/ Private Deck & Fire Pit!
Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage
Exterior

Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage

8.0 out of 10, Very good, (6)
"Great little rustic cabin right on the lake. Nice bar on location and very comfortable beds! Owner very nice!"
Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage
Convenient Cabin w/ Access to 3 Boat Docks!
House (2 Bedrooms) | Interior

Convenient Cabin w/ Access to 3 Boat Docks!

2.0 star property
8.0 out of 10, Very good, (1)
"Only issue was no coin machine to play pool. Didn’t know we would need them, but should be posted. "
Convenient Cabin w/ Access to 3 Boat Docks!
Lakefront Wisconsin Cabin With Boat Dock!
House (4 Bedrooms) | Interior

Lakefront Wisconsin Cabin With Boat Dock!

3.0 star property
Lakefront Wisconsin Cabin With Boat Dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Hotel Reviews

Find out more about Winter

Find out more about Winter

Winter Cottages information

Number of reviews
Accommodation
47 Cottages
Lowest Price
CA $189
Highest Price
CA $248

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