Hot Winter Cottage Rates

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Featured Cottages in Winter

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$316 per night from 26 May to 27 May
AU$316
26 May - 27 May
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
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!
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Water's Edge Retreat on Butternut Lake!

Water's Edge Retreat on Butternut Lake!

3 out of 5
Butternut WI
Located in Butternut, this cottage is within a 15-minute drive of Flambeau River and Flambeau Hospital.
Opens in a new windowWater's Edge Retreat on Butternut Lake!
15min to trailhead, King Bed, PacMan

15min to trailhead, King Bed, PacMan

Hayward WI
The price is AU$676 per night from 17 May to 18 May
AU$676
17 May - 18 May
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
A-frame Cabin w/ Private Boat Dock!

A-frame Cabin w/ Private Boat Dock!

3 out of 5
Butternut WI
Located in Butternut, this cottage is within a 15-minute drive of Flambeau Hospital and Flambeau River.
Opens in a new windowA-frame Cabin w/ Private Boat Dock!
Fisher's Retreat: Hayward Home, Near ATV Trails!

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

3 out of 5
Hayward WI
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!
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!
Wisconsin Lakeside Cottage w/ Deck, Views

Wisconsin Lakeside Cottage w/ Deck, Views

3 out of 5
Stone Lake WI
With a stay at this cottage in Stone Lake, you'll be steps from Sand Lake and a 2-minute drive from Upper Holly Lake.
Opens in a new windowWisconsin Lakeside Cottage w/ Deck, Views
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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
53 Cottages
Lowest Price
AU$316
Highest Price
AU$826
Popular accommodation
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!, Water's Edge Retreat on Butternut Lake!, 15min to trailhead, King Bed, PacMan, A-frame Cabin w/ Private Boat Dock!, Fisher's Retreat: Hayward Home, Near ATV Trails!, SNOWMOBILER’S base camp to Tuscobia Tr! Private cottage, access to trails! Dogs!, Wisconsin Lakeside Cottage w/ Deck, Views

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
With a stay at this cabin in Winter, you'll be within a 15-minute drive of Fishtrap Lake and Bluegill Lake.
Opens in a new windowEAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
Amazing Sunsets, Peaceful, Well Maintained  Lake home on Beautiful, Barker lake

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

Winter WI
When you stay at this vacation home in Winter, you'll be on the beach, just steps from Chequamegon National Forest and Barker Lake.
Opens in a new windowAmazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake
Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Winter WI
With a stay at this cabin in Winter, you'll be just steps from Chequamegon National Forest and Barker Lake.
Opens in a new windowBucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin
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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$826 per night from 19 May to 20 May
AU$826
19 May - 20 May
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!
Don't see what you're looking for?
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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.