Town of Winter, Wisconsin Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Winter, Wisconsin on RentalSaver.com!

Town of Winter Rentals

$\Upscale Accommodations\ with an \Up North\ location!$
From $264 per night (USD)
VRBO
\"Upscale Accommodations\" with an \"Up North\" location!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
No surprise cleaning fees!!! Welcome to "moxi Lodge!" This three bedroom one bath unit will be sure to keep you comfor ...
From $264 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Pets & kid Friendly ,direct access to ATV& snow trails, private dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy, clean, well-equipped & fully furnished, 4-season cottage on Lake of the Pines in the heart of the Flambeau River S ...
From $207 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Bungalow Trail
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come stay in this 2 bedroom modern bungalow that puts you next to all the amenities that the Northwoods has to offer. Ac ...
From $149 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
12
This is a two bedroom, four season lake home. It has a large extra room that we use as an extra living room and bunk h ...
From $185 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Bears Den on the private lake
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
The Bears Den is a private cabin, located on a private lake that does not have public boat access. There are neighbors o ...
From $324 per night (USD)
VRBO
$\Upscale Accommodations\ with an \Up North\ location!$
From $211 per night (USD)
Expedia
\"Upscale Accommodations\" with an \"Up North\" location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
No surprise cleaning fees!!! Welcome to "moxi Lodge!" This two bedroom one bath upper level unit will be sure to keep y ...
From $211 per night (USD)
Expedia
$\Upscale Accommodations\ with an \Up North\ location!$
From $237 per night (USD)
VRBO
\"Upscale Accommodations\" with an \"Up North\" location!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
No surprise cleaning fees!!! Welcome to "moxi Lodge!" This three bedroom one bath unit will be sure to keep you comfort ...
From $237 per night (USD)
VRBO
From $797 per night (USD)
VRBO
Exclusive PRIVATE ISLAND for your group on Lake Winter
Bedrooms:
2
Bathrooms:
7
Sleeps:
14
This island is unique in that you don't share it will any other parties, just yours! Escape to Haven private Island! A s ...
From $797 per night (USD)
VRBO
From $324 per night (USD)
VRBO
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Located on the East side of Barber lake. This 1 acre 6 bedroom 3 bath lake home holds up to 16 people max. Pontoon inclu ...
From $324 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Great 4 Season Family Getaway! Quiet, yet full of Fun!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
This one's got it all at an affordable price! Awesome views of the clear water lake from the porch and full front deck! ...
From $195 per night (USD)
VRBO
$Blue Bungalow on Lake Winter 4 seasons of family fun: Fish\/ ATV\/Snowmobile\/Relax$
From $199 per night (USD)
VRBO
Blue Bungalow on Lake Winter 4 seasons of family fun: Fish\/ ATV\/Snowmobile\/Relax
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Experience Northern Wisconsin at its finest in this family-friendly bungalow nestled on the shores of Lake Winter. The B ...
From $199 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Right on the Tuscobia Trail Cozy 2-bedroom cabin in Winter with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This memorable cabin is the perfect home base for your trip to Winter. Lake Winter public access is 5 min away, and it s ...
From $156 per night (USD)
Expedia
From $321 per night (USD)
VRBO
The Lakeside - Hot Tub, Dog Friendly, Trail Acces - Pontoon Rental - On Lake Winter
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Discover "The Lakeside" on Lake Winter! Perfect for 8 guests across 4 bedrooms, this retreat is your ideal escape. Unwin ...
From $321 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Bobbers Cabin on Perch Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
About this space: This cozy cabin is tucked away in the woods and offers an easy approach and spectacular lake views of ...
From $192 per night (USD)
Expedia
From $198 per night (USD)
VRBO
A Family Vacation is still Affordable
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This four bedroom cabin is located just 30' from the water's edge on this quiet sportsmen's lake. The call of the loon ...
From $198 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Summer in Winter (Unit 6)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Fantastic 3 Season Rental on Island Lake just northeast of Winter, WI and approximately 30 minutes east of Hayward, WI. ...
From $177 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Summer in Winter (Unit 5)
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Great 3 Season Cabin available for rent on Island Lake just northeast of Winter, WI and approximately 30 minutes east of ...
From $178 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Cabin in the Woods Near Big Chip and Hayward
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Secluded cabin near the Chippewa Flowage and Hayward. Modern 2 bedroom plus loft on 80 acres with direct access to ATV t ...
From $176 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Peaceful Cabin on Lake with Pontoon-Fall dates still open.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is a "true" up north cabin, surrounded by nature, water and recreation. Cabin is located on 273 acre Lake of the Pi ...
From $344 per night (USD)
VRBO
From $406 per night (USD)
VRBO
Bring the Family to our Wonderful Log Cabin on Connors Lake!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This family friendly log cabin is for those who truly want to avoid the crowds. At the end of a dead-end paved road the ...
From $406 per night (USD)
VRBO
From $422 per night (USD)
VRBO
Newer Luxury Getaway in a Tranquil Setting
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Bumblebee Cove! Families and children welcomed! Our newly built cabin is located on beautiful Black Dan Lak ...
From $422 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Private Modern Home in Rustic Surroundings
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This home has the privacy you like and yet activities for all seasons. When you are done fishing on Barker Lake, you ca ...
From $492 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Rustic Cabin on Private Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This property showcases Perch Lake in a panoramic view. Whether you are sitting on the deck or on the dock you can obser ...
From $162 per night (USD)
VRBO
From $134 per night (USD)
Expedia
Bucktail Lodge Pineview cabin on Winter, Wisconsin.
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Pineview Cabin is our largest cabin at Bucktail Lodge out of four cabins, with the ability to sleep up to 10. Beautiful ...
From $134 per night (USD)
Expedia
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VRBO
Historic prohibition Lodge next to golf course with private beach
Bedrooms:
5
Bathrooms:
10
Sleeps:
45
Legacy Lodge is an eloquent historic lodge with an additional five cabins on the property! Offering accommodations for u ...
Click For Pricing
VRBO
From $161 per night (USD)
Expedia
Beautiful sunsets, water access, close to trails, Wi-Fi, sml dogs
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated 4 season cottage: lake fun, close to ATV trails, wi-fi, and pet friendly. Two bedroom, 1 bath, 1000 sq ...
From $161 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Pfaff Winter Retreat on Lake Winter. Minutes from Tuscobia trail.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our peaceful retreat offers beautiful sunrises on Lake Winter. Our home has 5 bedrooms and 2.5 bathrooms. Enjoy fishing ...
From $353 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Private Island on Lake Winter
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Escape to Haven Island - your own private Island! Experience the beautiful Northwoods of Wisconsin. Explore trails, swim ...
From $1057 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Renewed Lakeside Retreat with Stunning View
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to our cozy cedar filled cabin nestled among tall pines overlooking Barber Lake near Winter, WI. Featuring modern ...
From $594 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Welcome to The Hideaway on Highland.
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to our cozy 3 bedroom, 1 bathroom cabin(newly constructed), the perfect place for year-round fun! Nestled just 0 ...
From $268 per night (USD)
Expedia
$Park and Ride-Lucky Charlie is on ATV\/Snowmobile trail and fish Lake Winter.$
From $401 per night (USD)
VRBO
Park and Ride-Lucky Charlie is on ATV\/Snowmobile trail and fish Lake Winter.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lucky Charlie Lodge is a 3-bedroom 2-bath vacation home on Lake Winter. This Vacation Home has it all; an open layout wi ...
From $401 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Hunter Lake Lodge awaits...
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Our gorgeous lodge nestled in the pines boasts an open floorplan with a beautiful 2-story wall of windows looking out on ...
From $506 per night (USD)
VRBO
$ATV\/Snowmobiling Cozy Retreat$
From $164 per night (USD)
VRBO
ATV\/Snowmobiling Cozy Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Newly Renovated WI cabin! This is a private setting with your own private driveway and yard, down the street there is a ...
From $164 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Winter Nights Cottages: Cottage 3 Winter, Wisconsin vacation rental.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our cozy one-bedroom humble abode! This cottage is nestled away in the quiet town of WInter, WI. During your ...
From $116 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Two Bedroom Cabin with a beautiful view of Barker Lake and the Eastern Fork of the Chippewa Flowage. Trails for Snowmobi ...
From $115 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Bucktail Lodge Bayview Cabin, view of the East Fork of the Chippewa flowage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is located just outside of Winter, Wisconsin on Barker Lake. No matter what you are looking for, Hunting, ...
From $142 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Öur Cabin was originally built in 1979 using the butt-and pass method with full logs. In 2022 the Magnuson family fully ...
From $269 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Private, Pet Friendly Lakefront Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This year-round 2 bedroom, 1 bath cabin is the perfect getaway for a family vacation, a couple's long weekend or a frien ...
From $185 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Just off a 260+ acre lake and part of the East Fork of the Chippewa Flowage. This two bedtime cabin has plenty of lake a ...
From $115 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Winter Nights Cottages: Cottage 1 Winter, Wisconsin vacation rental.
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Welcome to our cozy one-bedroom humble abode! This cottage is nestled away in the quiet town of WInter, WI. During your ...
From $116 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Winter Nights Cottages: Cottage 5 Winter, Wisconsin vacation rental.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to your home away from home! Our one-bedroom, one-bathroom cozy cottage will make you and your guests never want ...
From $116 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Winter Nights Cottages: Cottage 4 Winter, Wisconsin vacation rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
ou’ve never “glamped” like this before! Our one-bedroom, one-bathroom cozy, secluded, little cottage will have you feeli ...
From $116 per night (USD)
Expedia
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VRBO
River retreat with excellent fishing & kayaking from dock.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our Chippewa River retreat will offer a tranquil escape where hunting, fishing, 4 wheeling and swimming are a stones thr ...
Click For Pricing
VRBO
From $259 per night (USD)
Expedia
Northwoods Escape in Winter
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The ultimate getaway for ATV/UTV enthusiasts and nature lovers! Located between Winter and Ojibwa, WI is family cabin is ...
From $259 per night (USD)
Expedia
From $105 per night (USD)
VRBO
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful little cabin is 1 of 3 at Eagle Lodge Resort & Campground, has a great view of the river, your only about ...
From $105 per night (USD)
VRBO
From $228 per night (USD)
Expedia
EAGLE LODGE - Large log cabin on the E. Fork of Chippewa River
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
This 2 bedroom cabin (1 or 3 at Eagle Lodge Resort & Campground) is spacious for your whole family and offers 2 living r ...
From $228 per night (USD)
Expedia
From $202 per night (USD)
VRBO
EAGLE LODGE - River Retreat - amazing views of the East Fork of the Chippewa Rvr
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is 1 of 3 log cabins situated within Eagle Lodge Resort & Campground. These cabins are within 50ft of the water, so ...
From $202 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Sleeps 12, Allows Dogs! Minutes from Chippewa Flowage Boat Landing!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
This great cabin is located at the head of the Chippewa river below the dam of the Chippewa flowage. The boat ramp is lo ...
From $299 per night (USD)
VRBO

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Town of Winter Rentals

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Results: 48 Rentals