Hot Winter Cottage Rates

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Featured Cottages in Winter

Beautiful sunsets, water access, close to trails, Wi-Fi, sml dogs

Beautiful sunsets, water access, close to trails, Wi-Fi, sml dogs

Winter
Stay at this cottage in Winter. Enjoy free WiFi, a garden, and patios. Popular attractions South Barber Lake and Barber Lake are located nearby.
Beautiful sunsets, water access, close to trails, Wi-Fi, sml dogs
The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage

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

Hayward
Stay at this cottage in Hayward. Enjoy in-room fireplaces. Popular attractions Sister Island and Ghost Island are located nearby.
The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage
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.
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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!
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$248 per night from 6 Apr to 7 Apr
NZ$248
includes taxes & fees
6 Apr - 7 Apr
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
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
Butler's Bay Cottage on Teal Lake with Private Dock

Butler's Bay Cottage on Teal Lake with Private Dock

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 on Teal Lake with Private Dock
Fresh snow, available Birkie!-King Bed, Pacman, EV

Fresh snow, available Birkie!-King Bed, Pacman, EV

Hayward
The price is NZ$546 per night from 7 Apr to 8 Apr
NZ$546
includes taxes & fees
7 Apr - 8 Apr
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 ...
Fresh snow, available Birkie!-King Bed, Pacman, EV
Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!

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

Ojibwa
Stay at this cottage in Ojibwa. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Ojibwa State Park is located nearby.
Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!
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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
51 Cottages
Lowest Price
NZ$248
Highest Price
NZ$546
Popular accommodation
Beautiful sunsets, water access, close to trails, Wi-Fi, sml dogs, The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage, Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental., Phillips Cabin w/ Lake Views & Private Dock!, Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails, Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI, Butler's Bay Cottage on Teal Lake with Private Dock, Fresh snow, available Birkie!-King Bed, Pacman, EV, Your base camp to Tuscobia Tr! Private cottage and access to trails! Dogs!

Top trending hotels in Winter

Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

Winter, Wisconsin
Stay at this cabin in Winter. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lake Winter and Winter Public Library are located ...
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .
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
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!
Save an average of 15% on thousands of hotels when you're signed in
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.

6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.

Winter
Book a stay at this family-friendly vacation home in Winter. Enjoy free WiFi, a pool table, and patios. Popular attractions South Barber Lake and Barber Lake ...
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.
Don't see what you're looking for?
See all available properties in Winter
View all properties
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.