Hot Winter Cottage Rates

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Featured Cottages in Winter

Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental.

Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental.

Winter
Stay at this cottage in Winter. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Winter Public Library and Doc Smith Park are located nearby.
Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental.
Phillips Cabin w/ Lake Views & Private Dock!

Phillips Cabin w/ Lake Views & Private Dock!

3 out of 5
Phillips
Stay at this 3-star cottage in Phillips. Enjoy free parking, balconies, and in-room fireplaces. Popular attractions Solberg Lake and Lidice Memorial are located ...
Phillips Cabin w/ Lake Views & Private Dock!
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI

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

Hayward
Book a stay at this family-friendly cottage in Hayward. Enjoy free WiFi, a garden, and patios. Popular attractions Lake Placid and Round Lake are located ...
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
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Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

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

Phillips
The price is NZ$252 per night from 6 Jan to 7 Jan
NZ$252
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this cottage in Phillips. Enjoy a garden, an in-room coffeemaker, and in-room fireplaces. Popular attractions Lidice Memorial and Wisconsin Concrete ...
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Available Birkie!-King Bed, Pacman, EV

Available Birkie!-King Bed, Pacman, EV

Hayward
The price is NZ$707 per night from 24 Dec to 25 Dec
NZ$707
includes taxes & fees
24 Dec - 25 Dec
Book a stay at this ski cottage in Hayward. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Lake Placid and Burns Lake are located ...
Available Birkie!-King Bed, Pacman, EV
ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!

ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!

Ojibwa
Stay at this cottage in Ojibwa. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Ojibwa State Park is located nearby.
ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!
Butler's Bay Cottage with 34% off until the end of September!

Butler's Bay Cottage with 34% off until the end of September!

Hayward
Stay at this cottage in Hayward. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Loon Island and Pine Island are ...
Butler's Bay Cottage with 34% off until the end of September!
private setting and right on the lake!

private setting and right on the lake!

Phillips
Stay at this cottage in Phillips. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Solberg Lake and Lidice Memorial are located ...
private setting and right on the lake!
Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage

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

Winter
Stay at this cottage in Winter. Enjoy free WiFi, a pool table, and an in-room coffeemaker. Popular attractions Barker Lake and Barker Lake Golf Course are located ...
Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage
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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.

Winter Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winter will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winter definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winter, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winter Cottages essential information

Accommodation
43 Cottages
Lowest Price
NZ$252
Highest Price
NZ$707
Popular accommodation
Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental., Phillips Cabin w/ Lake Views & Private Dock!, Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI, Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails, Available Birkie!-King Bed, Pacman, EV, ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!, Butler's Bay Cottage with 34% off until the end of September!, private setting and right on the lake!, Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage

Top trending hotels in Winter

Spacious Winter Retreat w/ River Access + Kayaks!

Spacious Winter Retreat w/ River Access + Kayaks!

Winter
Book a stay at this family-friendly vacation home in Winter. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ojibwa State Park ...
Spacious Winter Retreat w/ River Access + Kayaks!
Bears Den on the private lake

Bears Den on the private lake

Winter
Book a stay at this family-friendly vacation home in Winter. Enjoy free WiFi, a garden, and patios. Popular attractions Perch Lake and Black Dan Lake are located ...
Bears Den on the private lake
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Winter
Stay at this cabin in Winter. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Barker Lake and Barker Lake Golf Course are located ...
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
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Holiday Inn Express & Suites Hayward, an IHG Hotel

Holiday Inn Express & Suites Hayward, an IHG Hotel

2.5 out of 5
15586 County Road B, Hayward, WI
Fully refundable
The price is NZ$269 per night from 1 Jan to 2 Jan
NZ$269
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly hotel in Hayward. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Hayward, an IHG Hotel
Don't see what you're looking for?
See all available properties in Winter
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.