Hot Winter Cottage Rates

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Featured Cottages in Winter

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
Located in Ojibwa, this cottage is in a rural location, within a 15-minute drive of Ojibwa State Park and Doc Smith Park.
Opens in a new windowSNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!
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 AU$236 per night from 20 Mar to 21 Mar
AU$236
20 Mar - 21 Mar
includes taxes & fees
Located in Phillips, this cottage is on the waterfront, within a 5-minute drive of Lidice Memorial and Wisconsin Concrete Park.
Opens in a new windowLakefront 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 WI
When you stay at this cottage in Hayward, you'll be on the waterfront, within a 5-minute walk of Round Lake and Lake Placid.
Opens in a new windowFamily Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI
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Phillips Cabin w/ Lake Views & Private Dock!

Phillips Cabin w/ Lake Views & Private Dock!

3 out of 5
Phillips WI
When you stay at this cottage in Phillips, you'll be 8 minutes by car from Solberg Lake.
Opens in a new windowPhillips Cabin w/ Lake Views & Private Dock!
15min to trailhead, King Bed, PacMan

15min to trailhead, King Bed, PacMan

Hayward WI
The price is AU$681 per night from 23 Mar to 24 Mar
AU$681
23 Mar - 24 Mar
includes taxes & fees
Located in Hayward, this cottage is on the waterfront, within a 15-minute drive of Spider Lake Townhall and Round Lake.
Opens in a new window15min to trailhead, King Bed, PacMan
Fisher's Retreat: Hayward Home, Near ATV Trails!

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

3 out of 5
Hayward WI
The price is AU$495 per night from 27 Mar to 28 Mar
AU$495
27 Mar - 28 Mar
includes taxes & fees
With a stay at this cottage in Hayward, you'll be within a 15-minute drive of Nelson Lake and The Book House.
Opens in a new windowFisher's Retreat: Hayward Home, Near ATV Trails!
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
Located in Hayward, this cottage is within a 15-minute drive of Glover Lake and Hunter Townhall.
Opens in a new windowThe Cabin- cozy cottage on the sandy shores of the Chippewa Flowage
A-frame Cabin w/ Private Boat Dock!

A-frame Cabin w/ Private Boat Dock!

3 out of 5
Butternut WI
When you stay at this cottage in Butternut, you'll be 13 minutes by car from Flambeau River.
Opens in a new windowA-frame Cabin w/ Private Boat Dock!
Butler's Bay Cottage on Teal Lake with Private Dock and Good Swimming

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

Hayward WI
With a stay at this cottage in Hayward, you'll be on the waterfront, just a 1-minute walk from Chequamegon National Forest and 11 minutes by foot from Loon ...
Opens in a new windowButler's Bay Cottage on Teal Lake with Private Dock and Good Swimming
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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
AU$168
Highest Price
AU$841
Popular accommodation
SNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!, Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails, Family Friendly Cottage w/Spectacular Views of Round Lake-Hayward, WI, Phillips Cabin w/ Lake Views & Private Dock!, 15min to trailhead, King Bed, PacMan, Fisher's Retreat: Hayward Home, Near ATV Trails!, The Cabin- cozy cottage on the sandy shores of the Chippewa Flowage, A-frame Cabin w/ Private Boat Dock!, Butler's Bay Cottage on Teal Lake with Private Dock and Good Swimming

Top trending hotels in Winter

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
Located in Winter, this cabin is a 1-minute drive from Chequamegon National Forest and 8 minutes from Fishtrap Lake.
Opens in a new windowEAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
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 AU$841 per night from 18 Mar to 19 Mar
AU$841
18 Mar - 19 Mar
includes taxes & fees
With a stay at this lodge in Winter, you'll be on the waterfront, and 15.5 mi (25 km) from Winter Town Hall and 16.7 mi (26.8 km) from Winter Public ...
Opens in a new windowThe Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

2.5 out of 5
15586 County Road B Hayward WI
Fully refundable
The price is AU$184 per night from 12 Apr to 13 Apr
AU$184
12 Apr - 13 Apr
includes taxes & fees
Holiday Inn Express & Suites Hayward by IHG is centrally located in Hayward, a 1-minute walk from Hayward Lake and 12 minutes by foot from National Fresh Water ...
Opens in a new windowHoliday Inn Express & Suites Hayward by IHG
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Northern Lights Inn

Northern Lights Inn

2.5 out of 5
1113 S 4th Ave Park Falls WI
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 18 Mar to 19 Mar
AU$168
18 Mar - 19 Mar
includes taxes & fees
Located in Park Falls, Northern Lights Inn is within a 5-minute drive of Flambeau River and St Croix Rod Company.
Opens in a new windowNorthern Lights Inn
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.