Hot Winter Cottage Rates

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Featured Cottages in Winter

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

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

Hayward WI
Stay at this family-friendly cottage in Hayward. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lake Placid and Round Lake are located ...
Opens in a new windowFamily Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
Water's Edge Retreat on Butternut Lake!

Water's Edge Retreat on Butternut Lake!

3 out of 5
Butternut WI
Stay at this cottage in Butternut. Enjoy free parking, patios and in-room fireplaces. Popular attractions Park Falls Country Club and Flambeau River are located ...
Opens in a new windowWater's Edge Retreat on Butternut Lake!
Phillips Cabin w/ Lake Views & Private Dock!

Phillips Cabin w/ Lake Views & Private Dock!

3 out of 5
Phillips WI
Stay at this cottage in Phillips. Enjoy free parking, balconies and in-room fireplaces. Popular attractions Solberg Lake and Lidice Memorial are located ...
Opens in a new windowPhillips Cabin w/ Lake Views & Private Dock!
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15min to trailhead, King Bed, PacMan

15min to trailhead, King Bed, PacMan

Hayward WI
The price is NZ$814 per night from 7 May to 8 May
NZ$814
7 May - 8 May
includes taxes & fees
Stay at this ski cottage in Hayward. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Lake Placid and Burns Lake are located nearby.
Opens in a new window15min to trailhead, King Bed, PacMan
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

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

Phillips WI
The price is NZ$377 per night from 7 May to 8 May
NZ$377
7 May - 8 May
includes taxes & fees
Stay at this cottage in Phillips. Enjoy an in-room coffee maker, in-room fireplaces and air conditioning. Popular attractions Lidice Memorial and Wisconsin Concrete ...
Opens in a new windowLakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
SNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!

SNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!

Ojibwa WI
Stay at this cottage in Ojibwa. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attraction Ojibwa State Park is located nearby.
Opens in a new windowSNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!
Fisher's Retreat: Hayward Home, Near ATV Trails!

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

3 out of 5
Hayward WI
Stay at this cottage in Hayward. Enjoy free parking, patios and air conditioning. Popular attractions American Birkebeiner Trail and Nelson Lake are located ...
Opens in a new windowFisher's Retreat: Hayward Home, Near ATV Trails!
A-frame Cabin w/ Private Boat Dock!

A-frame Cabin w/ Private Boat Dock!

3 out of 5
Butternut WI
Stay at this cottage in Butternut. Enjoy free parking, in-room fireplaces and air conditioning. Popular attractions Park Falls Country Club and Flambeau River ...
Opens in a new windowA-frame Cabin w/ Private Boat Dock!
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 WI
Stay at this cottage in Hayward. Enjoy in-room fireplaces. Popular attractions Sister Island and Ghost Island are located nearby.
Opens in a new windowThe Cabin- cozy cottage on the sandy shores 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
52 Cottages
Lowest Price
NZ$377
Highest Price
NZ$1,006
Popular accommodation
Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI, Water's Edge Retreat on Butternut Lake!, Phillips Cabin w/ Lake Views & Private Dock!, 15min to trailhead, King Bed, PacMan, Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails, SNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!, Fisher's Retreat: Hayward Home, Near ATV Trails!, A-frame Cabin w/ Private Boat Dock!, The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage

Top trending hotels in Winter

Amazing Sunsets, Peaceful, Well Maintained  Lake home on Beautiful, Barker lake

Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake

Winter WI
Stay at this holiday home in Winter. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Barker Lake and Barker Lake Golf Course are located ...
Opens in a new windowAmazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

Loretta WI
The price is NZ$1,006 per night from 7 May to 8 May
NZ$1,006
7 May - 8 May
includes taxes & fees
Stay at this lodge in Winter. Enjoy free Wi-Fi, a garden and laundry facilities.
Opens in a new windowThe Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River

EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River

Loretta WI
Stay at this cabin in Winter. Enjoy free Wi-Fi, cable/satellite TV service and an in-room coffee maker. Popular attractions Fishtrap Lake and Bluegill Lake are ...
Opens in a new windowEAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
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GREAT PLACE OPENS JULY 7

GREAT PLACE OPENS JULY 7

Park Falls WI
Stay at this family-friendly cabin in Winter. Enjoy free Wi-Fi, a garden and laundry facilities.
Opens in a new windowGREAT PLACE OPENS JULY 7
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.