Vacation rentals in Winona, MI

70 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Winona, MI

2 Blocks off the Beautiful Shores of Lake Superior! - Winona, MI

2 Blocks off the Beautiful Shores of Lake Superior!

Holiday Home, Winona

2 Blocks off the Beautiful Shores of Lake Superior! is a holiday home in Winona, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 2 Blocks off the Beautiful Shores of Lake Superior!

2 Blocks off the Beautiful Shores of Lake Superior! is a holiday home in Winona, with 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, gym, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $863.

From$98/night
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Cozy 1-bedroom house in amazing L'Anse with AC - Winona, MI

Cozy 1-bedroom house in amazing L'Anse with AC

Holiday Home, Winona

Cozy 1-bedroom house in amazing L'Anse with AC is a holiday home in Winona, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy 1-bedroom house in amazing L'Anse with AC

Cozy 1-bedroom house in amazing L'Anse with AC is a holiday home in Winona, 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $816.

From$99/night
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Vacation home in Mass City, MI - 4BD-1BA, located on ATV & Snowmobile Trail - Winona, MI

Vacation home in Mass City, MI - 4BD-1BA, located on ATV & Snowmobile Trail

Holiday Home, Winona

Vacation home in Mass City, MI - 4BD-1BA, located on ATV & Snowmobile Trail is a holiday home in Winona, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Vacation home in Mass City, MI - 4BD-1BA, located on ATV & Snowmobile Trail

Vacation home in Mass City, MI - 4BD-1BA, located on ATV & Snowmobile Trail is a holiday home in Winona, with 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $943.

From$109/night
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3 bed 1 bath ranch style home a half a block to trail and 10 mins to MTU - Winona, MI

3 bed 1 bath ranch style home a half a block to trail and 10 mins to MTU

Holiday Home, Winona

3 bed 1 bath ranch style home a half a block to trail and 10 mins to MTU is a holiday home in Winona, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About 3 bed 1 bath ranch style home a half a block to trail and 10 mins to MTU

3 bed 1 bath ranch style home a half a block to trail and 10 mins to MTU is a holiday home in Winona, with 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,194.

From$136/night
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Best Winona, MI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Eiffel tower retreat - Winona, MI

Eiffel tower retreat

Holiday Home, Winona

Eiffel tower retreat is a holiday home in Winona, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Eiffel tower retreat

Eiffel tower retreat is a holiday home in Winona, with parking 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: parking, free parking, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,004.

From$125/night
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Country Home Close to Town with WiFi - Winona, MI

Country Home Close to Town with WiFi

Holiday Home, Winona

Country Home Close to Town with WiFi is a holiday home in Winona, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Country Home Close to Town with WiFi

Country Home Close to Town with WiFi is a holiday home in Winona, with 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,074.

From$128/night
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Comfort and warmth, convenience to Campus at Pike Bay Apartment - Winona, MI

Comfort and warmth, convenience to Campus at Pike Bay Apartment

Apartment, Winona

Comfort and warmth, convenience to Campus at Pike Bay Apartment is a apartment in Winona, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the…

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About Comfort and warmth, convenience to Campus at Pike Bay Apartment

Comfort and warmth, convenience to Campus at Pike Bay Apartment is a apartment in Winona, with 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,104.

From$140/night
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2BR SXS Trail Access,Near MTU, Keweenaw, Houghton, walk to Dining Bars - Winona, MI

2BR SXS Trail Access,Near MTU, Keweenaw, Houghton, walk to Dining Bars

Apartment, Winona

2BR SXS Trail Access,Near MTU, Keweenaw, Houghton, walk to Dining Bars is a apartment in Winona, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About 2BR SXS Trail Access,Near MTU, Keweenaw, Houghton, walk to Dining Bars

2BR SXS Trail Access,Near MTU, Keweenaw, Houghton, walk to Dining Bars is a apartment in Winona, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,311.

From$141/night
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Best Pet-Friendly Vacation Rentals in Winona, MI

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

Nautical theme retreat located in the Ivory Mansion - Winona, MI

Nautical theme retreat located in the Ivory Mansion

Guest House, Winona

Nautical theme retreat located in the Ivory Mansion is a guest house in Winona, with a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Nautical theme retreat located in the Ivory Mansion

Nautical theme retreat located in the Ivory Mansion is a guest house in Winona, with 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: ac, air conditioning, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $908.

From$113/night
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AC4 Northwoods Getaway perfect for relaxing getaway - Winona, MI

AC4 Northwoods Getaway perfect for relaxing getaway

Cabin, Winona

AC4 Northwoods Getaway perfect for relaxing getaway is a cabin in Winona, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About AC4 Northwoods Getaway perfect for relaxing getaway

AC4 Northwoods Getaway perfect for relaxing getaway is a cabin in Winona, with pet-friendly space 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,253.

From$136/night
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Couples Getaway & Business Travel- 6 Miles to MTU - Winona, MI

Couples Getaway & Business Travel- 6 Miles to MTU

Apartment, Winona

Couples Getaway & Business Travel- 6 Miles to MTU is a apartment in Winona, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Couples Getaway & Business Travel- 6 Miles to MTU

Couples Getaway & Business Travel- 6 Miles to MTU is a apartment in Winona, 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 $1,253.

From$140/night
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1BR Close to MTU, Keweenaw, Houghton w/Full Amenities on the SXS SnowmobileTrail - Winona, MI

1BR Close to MTU, Keweenaw, Houghton w/Full Amenities on the SXS SnowmobileTrail

Apartment, Winona

1BR Close to MTU, Keweenaw, Houghton w/Full Amenities on the SXS SnowmobileTrail is a apartment in Winona, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About 1BR Close to MTU, Keweenaw, Houghton w/Full Amenities on the SXS SnowmobileTrail

1BR Close to MTU, Keweenaw, Houghton w/Full Amenities on the SXS SnowmobileTrail is a apartment in Winona, 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 $1,371.

From$148/night
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Best Winona, MI vacation rentals with a kitchen

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

Beautiful Sunrise Overlooking Portage Canal - Winona, MI

Beautiful Sunrise Overlooking Portage Canal

Apartment, Winona

Beautiful Sunrise Overlooking Portage Canal is a apartment in Winona, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Sunrise Overlooking Portage Canal

Beautiful Sunrise Overlooking Portage Canal is a apartment in Winona, 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 $1,275.

From$150/night
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Close to snowmobile and atv trails. Minutes from Porcupine mountains. - Winona, MI

Close to snowmobile and atv trails. Minutes from Porcupine mountains.

Country House, Winona

Close to snowmobile and atv trails. Minutes from Porcupine mountains. is a country house in Winona, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Close to snowmobile and atv trails. Minutes from Porcupine mountains.

Close to snowmobile and atv trails. Minutes from Porcupine mountains. is a country house in Winona, with 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,460.

From$158/night
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3BR on SXS Snowmobile Trail w/Full Bar, Walk to Dining &Bars, Near MTU &Houghton - Winona, MI

3BR on SXS Snowmobile Trail w/Full Bar, Walk to Dining &Bars, Near MTU &Houghton

Apartment, Winona

3BR on SXS Snowmobile Trail w/Full Bar, Walk to Dining &Bars, Near MTU &Houghton is a apartment in Winona, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About 3BR on SXS Snowmobile Trail w/Full Bar, Walk to Dining &Bars, Near MTU &Houghton

3BR on SXS Snowmobile Trail w/Full Bar, Walk to Dining &Bars, Near MTU &Houghton is a apartment in Winona, 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 $1,543.

From$165/night
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Silver Mountain Cabins #2 (sleeps 9) - Winona, MI

Silver Mountain Cabins #2 (sleeps 9)

Cabin, Winona

Silver Mountain Cabins #2 (sleeps 9) is a cabin in Winona, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Silver Mountain Cabins #2 (sleeps 9)

Silver Mountain Cabins #2 (sleeps 9) is a cabin in Winona, 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 $1,456.

From$167/night
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Our Favorite Family-Friendly Vacation Rentals in Winona, MI

Plan a trip with stays that give families more room to spread out.

Cottage in Oskar Bay, along Houghton Portage Canal - Winona, MI

Cottage in Oskar Bay, along Houghton Portage Canal

Cottage, Winona

Cottage in Oskar Bay, along Houghton Portage Canal is a cottage in Winona, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cottage in Oskar Bay, along Houghton Portage Canal

Cottage in Oskar Bay, along Houghton Portage Canal is a cottage in Winona, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,248.

From$135/night
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Chassell Boathouse at Portage Lake - Winona, MI

Chassell Boathouse at Portage Lake

Holiday Home, Winona

Chassell Boathouse at Portage Lake is a holiday home in Winona, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Chassell Boathouse at Portage Lake

Chassell Boathouse at Portage Lake is a holiday home in Winona, with 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,573.

From$162/night
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Trailside Cabin #4, across the Lake from MTU, next to boat & snowmobile rentals - Winona, MI

Trailside Cabin #4, across the Lake from MTU, next to boat & snowmobile rentals

Cabin, Winona

Trailside Cabin #4, across the Lake from MTU, next to boat & snowmobile rentals is a cabin in Winona, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Trailside Cabin #4, across the Lake from MTU, next to boat & snowmobile rentals

Trailside Cabin #4, across the Lake from MTU, next to boat & snowmobile rentals is a cabin in Winona, with 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, hot tub, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,680.

From$188/night
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