Vacation rentals in Harbor Springs, WI

Best Vacation rentals and Airbnb offers in Harbor Springs, WI

Downtown Tiny Home - Oshkosh

Holiday Home, Harbor Springs

Downtown Tiny Home - Oshkosh is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Downtown Tiny Home - Oshkosh

Downtown Tiny Home - Oshkosh is a holiday home in Harbor Springs, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $901.

From$92/night

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Redbrick Inn Hickory Suite

Holiday Home, Harbor Springs

Redbrick Inn Hickory Suite is a holiday home in Harbor Springs, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Redbrick Inn Hickory Suite

Redbrick Inn Hickory Suite is a holiday home in Harbor Springs, with 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, free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$138/night

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Studio cottage at mouth of the Fox River

Holiday Home, Harbor Springs

Studio cottage at mouth of the Fox River is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Studio cottage at mouth of the Fox River

Studio cottage at mouth of the Fox River is a holiday home in Harbor Springs, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,300.

From$150/night

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Redbrick Inn Courtney Suite

Holiday Home, Harbor Springs

Redbrick Inn Courtney Suite is a holiday home in Harbor Springs, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Redbrick Inn Courtney Suite

Redbrick Inn Courtney Suite is a holiday home in Harbor Springs, 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,401.

From$168/night

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Browse Waterfront Vacation Rentals in Harbor Springs, WI

Discover vacation rentals close to the coast, water, and beach areas around Harbor Springs, WI.

Charming Neenah House w/ Porch on Lake Winnebago!

Holiday Home, Harbor Springs

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Harbor Springs, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,431.

From$118/night

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Charming Neenah House w/ Porch on Lake Winnebago!

Holiday Home, Harbor Springs

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Harbor Springs, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Harbor Springs, with 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,374.

From$127/night

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House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

Holiday Home, Harbor Springs

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access. is a holiday home in Harbor Springs, with pet-friendly space, parking, and kitchen access. This stay gives…

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About House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access. is a holiday home in Harbor Springs, 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 $3,617.

From$386/night

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Beautiful home on Lake Butte des Morts for vacation or EAA Convention stay

Holiday Home, Harbor Springs

Beautiful home on Lake Butte des Morts for vacation or EAA Convention stay is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Beautiful home on Lake Butte des Morts for vacation or EAA Convention stay

Beautiful home on Lake Butte des Morts for vacation or EAA Convention stay is a holiday home in Harbor Springs, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,318.

From$975/night

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Browse Vacation Rentals with a Pool in Harbor Springs, WI

Add a pool to the search when you want an easy place to cool off between outings.

Single Family House in a quiet, friendly subdivision with a park near.

Holiday Home, Harbor Springs

Single Family House in a quiet, friendly subdivision with a park near. is a holiday home in Harbor Springs, with pool access, kitchen access, and room for a group. This stay gives travelers…

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About Single Family House in a quiet, friendly subdivision with a park near.

Single Family House in a quiet, friendly subdivision with a park near. is a holiday home in Harbor Springs, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,617.

From$550/night

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Beautiful house located 5 minutes drive to EAA AIRVENTUE

Holiday Home, Harbor Springs

Beautiful house located 5 minutes drive to EAA AIRVENTUE is a holiday home in Harbor Springs, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful house located 5 minutes drive to EAA AIRVENTUE

Beautiful house located 5 minutes drive to EAA AIRVENTUE is a holiday home in Harbor Springs, with pool 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, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,143.

From$1,000/night

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Amazing family home on almost 2 acres!

Holiday Home, Harbor Springs

Amazing family home on almost 2 acres! is a holiday home in Harbor Springs, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Amazing family home on almost 2 acres!

Amazing family home on almost 2 acres! is a holiday home in Harbor Springs, with pool 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, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,792.

From$1,125/night

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EAA 2026!! Close to highway, amenities and the EAA airshow grounds.

Holiday Home, Harbor Springs

EAA 2026!! Close to highway, amenities and the EAA airshow grounds. is a holiday home in Harbor Springs, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About EAA 2026!! Close to highway, amenities and the EAA airshow grounds.

EAA 2026!! Close to highway, amenities and the EAA airshow grounds. is a holiday home in Harbor Springs, with pool access 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: pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,877.

From$1,786/night

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Best Harbor Springs, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”

Holiday Home, Harbor Springs

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart” is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable…

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About Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart”

Welcome to Our Home in Oshkosh – “Close to Everything, Cozy and Full of Heart” is a holiday home in Harbor Springs, 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, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,383.

From$248/night

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\"Shorewood\" - 10 steps away from the water!

Holiday Home, Harbor Springs

\"Shorewood\" - 10 steps away from the water! is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About \"Shorewood\" - 10 steps away from the water!

\"Shorewood\" - 10 steps away from the water! is a holiday home in Harbor Springs, 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 $2,241.

From$269/night

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Great for EAA rental! Less than 2.5 miles from EAA grounds!

Holiday Home, Harbor Springs

Great for EAA rental! Less than 2.5 miles from EAA grounds! is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Great for EAA rental! Less than 2.5 miles from EAA grounds!

Great for EAA rental! Less than 2.5 miles from EAA grounds! is a holiday home in Harbor Springs, 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 $4,821.

From$482/night

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Beautiful Home Available for EAA AirVenture 2026!

Holiday Home, Harbor Springs

Beautiful Home Available for EAA AirVenture 2026! is a holiday home in Harbor Springs, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful Home Available for EAA AirVenture 2026!

Beautiful Home Available for EAA AirVenture 2026! is a holiday home in Harbor Springs, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,005.

From$850/night

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Best Pet-Friendly Vacation Rentals in Harbor Springs, WI

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

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Holiday Home, Harbor Springs

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! is a holiday home in Harbor Springs, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! is a holiday home in Harbor Springs, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,754.

From$195/night

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Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Holiday Home, Harbor Springs

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago is a holiday home in Harbor Springs, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago is a holiday home in Harbor Springs, 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 $1,855.

From$196/night

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Luxury Loft Riverfront Condo, prime Oshkosh location with spacious rooftop patio

Condo, Harbor Springs

Luxury Loft Riverfront Condo, prime Oshkosh location with spacious rooftop patio is a condo in Harbor Springs, with outdoor space, parking, and kitchen access. This stay gives travelers a…

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About Luxury Loft Riverfront Condo, prime Oshkosh location with spacious rooftop patio

Luxury Loft Riverfront Condo, prime Oshkosh location with spacious rooftop patio is a condo in Harbor Springs, with outdoor 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,178.

From$219/night

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Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Holiday Home, Harbor Springs

Cozy 2BR · Firepit · Minutes to Downtown & UW Campus · Near Lake Winnebago is a holiday home in Harbor Springs, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR · Firepit · Minutes to Downtown & UW Campus · Near Lake Winnebago is a holiday home in Harbor Springs, 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 $3,158.

From$333/night

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Best Harbor Springs, WI vacation rentals with a kitchen

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

Log Cabin on the channel to Lake Poygan

Cabin, Harbor Springs

Log Cabin on the channel to Lake Poygan is a cabin in Harbor Springs, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Log Cabin on the channel to Lake Poygan

Log Cabin on the channel to Lake Poygan is a cabin in Harbor Springs, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,067.

From$227/night

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Close to the big events in Oshkosh when you stay at Doty Landings

Apartment, Harbor Springs

Close to the big events in Oshkosh when you stay at Doty Landings is a apartment in Harbor Springs, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings is a apartment in Harbor Springs, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,093.

From$338/night

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Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Holiday Home, Harbor Springs

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh. is a holiday home in Harbor Springs, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh. is a holiday home in Harbor Springs, 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 $3,333.

From$356/night

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Roomy home on 18 acres 15 Min to EAA Airventure

Holiday Home, Harbor Springs

Roomy home on 18 acres 15 Min to EAA Airventure is a holiday home in Harbor Springs, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Roomy home on 18 acres 15 Min to EAA Airventure

Roomy home on 18 acres 15 Min to EAA Airventure is a holiday home in Harbor Springs, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,906.

From$675/night

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