Vacation rentals in Winter, WI

26 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winter, WI

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin - Winter, WI

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Cabin, Winter

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $873.

From$125/night
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Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin - Winter, WI

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Cabin, Winter

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $873.

From$125/night
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Charming 2-bedroom house near Loretta - Winter, WI

Charming 2-bedroom house near Loretta

Holiday Home, Winter

Charming 2-bedroom house near Loretta is a holiday home in Winter, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Charming 2-bedroom house near Loretta

Charming 2-bedroom house near Loretta is a holiday home in Winter, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $899.

From$128/night
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Bucktail Lodge Pineview cabin on Winter, Wisconsin. - Winter, WI

Bucktail Lodge Pineview cabin on Winter, Wisconsin.

Cabin, Winter

Bucktail Lodge Pineview cabin on Winter, Wisconsin. is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bucktail Lodge Pineview cabin on Winter, Wisconsin.

Bucktail Lodge Pineview cabin on Winter, Wisconsin. is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $969.

From$138/night
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Vacation rentals with parking in Winter, WI

Find vacation rentals that make arriving by car easier.

Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI - Winter, WI

Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI

Cabin, Winter

Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI

Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,099.

From$300/night
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Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna - Winter, WI

Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna

Holiday Home, Winter

Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna is a holiday home in Winter, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna

Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna is a holiday home in Winter, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,456.

From$351/night
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Muskie Ridge- beautiful and rustic 3 bedroom cabin near the Chippewa Flowage. - Winter, WI

Muskie Ridge- beautiful and rustic 3 bedroom cabin near the Chippewa Flowage.

Cabin, Winter

Muskie Ridge- beautiful and rustic 3 bedroom cabin near the Chippewa Flowage. is a cabin in Winter, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Muskie Ridge- beautiful and rustic 3 bedroom cabin near the Chippewa Flowage.

Muskie Ridge- beautiful and rustic 3 bedroom cabin near the Chippewa Flowage. is a cabin in Winter, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,627.

From$375/night
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Tall Pines Retreat on Chippewa Flowage - Winter, WI

Tall Pines Retreat on Chippewa Flowage

Cabin, Winter

Tall Pines Retreat on Chippewa Flowage is a cabin in Winter, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Tall Pines Retreat on Chippewa Flowage

Tall Pines Retreat on Chippewa Flowage is a cabin in Winter, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,801.

From$400/night
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Pet-friendly vacation rentals in Winter, WI

Bring your pet along with stays that welcome four-legged travelers.

Little House In The Big Woods - Winter, WI

Little House In The Big Woods

Cabin, Winter

Little House In The Big Woods is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little House In The Big Woods

Little House In The Big Woods is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,557.

From$222/night
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Hayward Retreat on the Chippewa Flowage w/ Dock! - Winter, WI

Hayward Retreat on the Chippewa Flowage w/ Dock!

Holiday Home, Winter

Hayward Retreat on the Chippewa Flowage w/ Dock! is a holiday home in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Hayward Retreat on the Chippewa Flowage w/ Dock!

Hayward Retreat on the Chippewa Flowage w/ Dock! is a holiday home in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,929.

From$276/night
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3-bedroom lake front cabin on Chippewa Flowage -Dun Rovin Road - Hayward, WI - Winter, WI

3-bedroom lake front cabin on Chippewa Flowage -Dun Rovin Road - Hayward, WI

Cabin, Winter

3-bedroom lake front cabin on Chippewa Flowage -Dun Rovin Road - Hayward, WI is a cabin in Winter, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About 3-bedroom lake front cabin on Chippewa Flowage -Dun Rovin Road - Hayward, WI

3-bedroom lake front cabin on Chippewa Flowage -Dun Rovin Road - Hayward, WI is a cabin in Winter, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,077.

From$297/night
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Spacious Cabin on the Chippewa River - Winter, WI

Spacious Cabin on the Chippewa River

Holiday Home, Winter

Spacious Cabin on the Chippewa River is a holiday home in Winter, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious Cabin on the Chippewa River

Spacious Cabin on the Chippewa River is a holiday home in Winter, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,966.

From$424/night
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Vacation rentals with a kitchen in Winter, WI

Compare stays with kitchen access for longer trips and easier meals.

Dun Rovin Duplex1 On the Chippewa Flowage - Winter, WI

Dun Rovin Duplex1 On the Chippewa Flowage

Cabin, Winter

Dun Rovin Duplex1 On the Chippewa Flowage is a cabin in Winter, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Dun Rovin Duplex1 On the Chippewa Flowage

Dun Rovin Duplex1 On the Chippewa Flowage is a cabin in Winter, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,444.

From$349/night
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4 bedroom cabin with level frontage on Big Chip! - Winter, WI

4 bedroom cabin with level frontage on Big Chip!

Holiday Home, Winter

4 bedroom cabin with level frontage on Big Chip! is a holiday home in Winter, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 4 bedroom cabin with level frontage on Big Chip!

4 bedroom cabin with level frontage on Big Chip! is a holiday home in Winter, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,459.

From$637/night
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Charming 2-bedroom cabin with WiFi, AC in wonderful Hayward Wisconsin - Winter, WI

Charming 2-bedroom cabin with WiFi, AC in wonderful Hayward Wisconsin

Cabin, Winter

Charming 2-bedroom cabin with WiFi, AC in wonderful Hayward Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About Charming 2-bedroom cabin with WiFi, AC in wonderful Hayward Wisconsin

Charming 2-bedroom cabin with WiFi, AC in wonderful Hayward Wisconsin is a cabin in Winter, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,715.

From$959/night
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Exclusive Home On Chippewa Flowage- 3.6 acres with sand beach and two Private docks - Winter, WI

Exclusive Home On Chippewa Flowage- 3.6 acres with sand beach and two Private docks

Cabin, Winter

Exclusive Home On Chippewa Flowage- 3.6 acres with sand beach and two Private docks is a cabin in Winter, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Exclusive Home On Chippewa Flowage- 3.6 acres with sand beach and two Private docks

Exclusive Home On Chippewa Flowage- 3.6 acres with sand beach and two Private docks is a cabin in Winter, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,060.

From$1,294/night
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