Vacation rentals in Lake Windsor, WI

35 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Lake Windsor, WI

1 Bedroom Apartment at Canterbury Court - Lake Windsor, WI

1 Bedroom Apartment at Canterbury Court

Apartment, Lake Windsor

1 Bedroom Apartment at Canterbury Court is a apartment in Lake Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 1 Bedroom Apartment at Canterbury Court

1 Bedroom Apartment at Canterbury Court is a apartment in Lake Windsor, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $819.

From$117/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool access, parking, and kitchen access. This stay gives…

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About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $840.

From$120/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool access, parking, and kitchen access. This stay gives…

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About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $883.

From$126/night
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King Suite | Free Breakfast. Pool and Hot Tub - Lake Windsor, WI

King Suite | Free Breakfast. Pool and Hot Tub

Condo, Lake Windsor

King Suite · Free Breakfast. Pool and Hot Tub is a condo in Lake Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About King Suite | Free Breakfast. Pool and Hot Tub

King Suite · Free Breakfast. Pool and Hot Tub is a condo in Lake Windsor, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $892.

From$127/night
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Browse Vacation Rentals with a Pool in Lake Windsor, WI

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

Free Breakfast. Pool and Hot Tub. Downtown Area - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Area

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Area is a condo in Lake Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Free Breakfast. Pool and Hot Tub. Downtown Area

Free Breakfast. Pool and Hot Tub. Downtown Area is a condo in Lake Windsor, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $961.

From$137/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Lake Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip! is a condo in Lake Windsor, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,390.

From$199/night
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Free Breakfast. Pool & Hot Tub. Near UW-Madison! - Lake Windsor, WI

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Condo, Lake Windsor

Free Breakfast. Pool & Hot Tub. Near UW-Madison! is a condo in Lake Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Free Breakfast. Pool & Hot Tub. Near UW-Madison! is a condo in Lake Windsor, 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 $1,825.

From$261/night
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Free Breakfast. Pool & Hot Tub. Near UW-Madison! - Lake Windsor, WI

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Condo, Lake Windsor

Free Breakfast. Pool & Hot Tub. Near UW-Madison! is a condo in Lake Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Free Breakfast. Pool & Hot Tub. Near UW-Madison! is a condo in Lake Windsor, 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: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,952.

From$279/night
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Best Lake Windsor, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cape Cod Loft + King Bed - Lake Windsor, WI

Cape Cod Loft + King Bed

Holiday Home, Lake Windsor

Cape Cod Loft + King Bed is a holiday home in Lake Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cape Cod Loft + King Bed

Cape Cod Loft + King Bed is a holiday home in Lake Windsor, 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 $1,381.

From$197/night
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Amazing townhouse, amazing attractions, amazing city! - Lake Windsor, WI

Amazing townhouse, amazing attractions, amazing city!

Holiday Home, Lake Windsor

Amazing townhouse, amazing attractions, amazing city! is a holiday home in Lake Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Amazing townhouse, amazing attractions, amazing city!

Amazing townhouse, amazing attractions, amazing city! is a holiday home in Lake Windsor, 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 $1,596.

From$228/night
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Escape to tranquility – your countryside haven, and at times with a horse or two - Lake Windsor, WI

Escape to tranquility – your countryside haven, and at times with a horse or two

Holiday Home, Lake Windsor

Escape to tranquility – your countryside haven, and at times with a horse or two is a holiday home in Lake Windsor, with parking. This stay gives travelers a comfortable base for exploring…

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About Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two is a holiday home in Lake Windsor, 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,783.

From$255/night
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Renovated 4 BR Home Near Madison - Lake Windsor, WI

Renovated 4 BR Home Near Madison

Holiday Home, Lake Windsor

Renovated 4 BR Home Near Madison is a holiday home in Lake Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Renovated 4 BR Home Near Madison

Renovated 4 BR Home Near Madison is a holiday home in Lake Windsor, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,856.

From$408/night
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Best Pet-Friendly Vacation Rentals in Lake Windsor, WI

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

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! - Lake Windsor, WI

Free Breakfast. Pool. Downtown Location. Great for Business Travelers!

Apartment, Lake Windsor

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! is a apartment in Lake Windsor, with pool access and parking. This stay gives travelers a comfortable base for…

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About Free Breakfast. Pool. Downtown Location. Great for Business Travelers!

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! is a apartment in Lake Windsor, with pool 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, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,321.

From$189/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison!

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool access, parking, and kitchen access. This stay gives…

Read more

About Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,358.

From$194/night
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Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! - Lake Windsor, WI

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Condo, Lake Windsor

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool access, parking, and kitchen access. This stay gives…

Read more

About Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Lake Windsor, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,371.

From$196/night
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2 Bed/ 2 Bath At Cannery Square - Lake Windsor, WI

2 Bed/ 2 Bath At Cannery Square

Apartment, Lake Windsor

2 Bed/ 2 Bath At Cannery Square is a apartment in Lake Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Bed/ 2 Bath At Cannery Square

2 Bed/ 2 Bath At Cannery Square is a apartment in Lake Windsor, 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 $1,389.

From$198/night
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Best Lake Windsor, WI vacation rentals with a kitchen

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

Spacious 4-bedroom house in delightful Sun Prairie with Theater Room! - Lake Windsor, WI

Spacious 4-bedroom house in delightful Sun Prairie with Theater Room!

Holiday Home, Lake Windsor

Spacious 4-bedroom house in delightful Sun Prairie with Theater Room! is a holiday home in Lake Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Spacious 4-bedroom house in delightful Sun Prairie with Theater Room!

Spacious 4-bedroom house in delightful Sun Prairie with Theater Room! is a holiday home in Lake Windsor, 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 $3,018.

From$431/night
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3-bedroom house in fabulous Sun Prairie with AC and charm - Lake Windsor, WI

3-bedroom house in fabulous Sun Prairie with AC and charm

Holiday Home, Lake Windsor

3-bedroom house in fabulous Sun Prairie with AC and charm is a holiday home in Lake Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About 3-bedroom house in fabulous Sun Prairie with AC and charm

3-bedroom house in fabulous Sun Prairie with AC and charm is a holiday home in Lake Windsor, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,049.

From$436/night
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Remodeled 3 bedroom home in Monona. Close to Downtown! - Lake Windsor, WI

Remodeled 3 bedroom home in Monona. Close to Downtown!

Holiday Home, Lake Windsor

Remodeled 3 bedroom home in Monona. Close to Downtown! is a holiday home in Lake Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Remodeled 3 bedroom home in Monona. Close to Downtown!

Remodeled 3 bedroom home in Monona. Close to Downtown! is a holiday home in Lake Windsor, 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 $3,650.

From$521/night
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Our Favorite Family-Friendly Vacation Rentals in Lake Windsor, WI

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

Cheerful 3-bedroom cottage 2 blocks from the lake - Lake Windsor, WI

Cheerful 3-bedroom cottage 2 blocks from the lake

Cottage, Lake Windsor

Cheerful 3-bedroom cottage 2 blocks from the lake is a cottage in Lake Windsor, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cheerful 3-bedroom cottage 2 blocks from the lake

Cheerful 3-bedroom cottage 2 blocks from the lake is a cottage in Lake Windsor, with 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,121.

From$303/night
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Entire duplex next to waterfront - Lake Windsor, WI

Entire duplex next to waterfront

Holiday Home, Lake Windsor

Entire duplex next to waterfront is a holiday home in Lake Windsor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Entire duplex next to waterfront

Entire duplex next to waterfront is a holiday home in Lake Windsor, with pet-friendly space, easy beach 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,857.

From$408/night
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Spacious 5-bedroom house with fitness room and AC in charming Cottage Grove - Lake Windsor, WI

Spacious 5-bedroom house with fitness room and AC in charming Cottage Grove

Holiday Home, Lake Windsor

Spacious 5-bedroom house with fitness room and AC in charming Cottage Grove is a holiday home in Lake Windsor, with parking, kitchen access, and room for a group. This stay gives travelers…

Read more

About Spacious 5-bedroom house with fitness room and AC in charming Cottage Grove

Spacious 5-bedroom house with fitness room and AC in charming Cottage Grove is a holiday home in Lake Windsor, 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, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,302.

From$900/night
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