Vacation rentals in Westport, WI

Best Vacation rentals and Airbnb offers in Westport, WI

1 Bedroom Apartment at Canterbury Court

Apartment, Westport

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

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About 1 Bedroom Apartment at Canterbury Court

1 Bedroom Apartment at Canterbury Court is a apartment in Westport, 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 $921.

From$92/night

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Studio Apartment at Cannery Square

Apartment, Westport

Studio Apartment at Cannery Square is a apartment in Westport, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Studio Apartment at Cannery Square

Studio Apartment at Cannery Square is a apartment in Westport, 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 $962.

From$99/night

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Studio Apartment at Cannery Square

Apartment, Westport

Studio Apartment at Cannery Square is a apartment in Westport, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Studio Apartment at Cannery Square

Studio Apartment at Cannery Square is a apartment in Westport, 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 $1,029.

From$100/night

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

Condo, Westport

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Westport, 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 Westport, 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 $954.

From$105/night

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Browse Vacation Rentals with a Pool in Westport, WI

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

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Apartment, Westport

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Westport, with pool access, parking, and kitchen access. This stay gives travelers a…

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About King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Westport, 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 $1,196.

From$130/night

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Pool with Slide. Great for Business Travelers!

Apartment, Westport

Pool with Slide. Great for Business Travelers! is a apartment in Westport, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers! is a apartment in Westport, 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 $1,188.

From$130/night

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Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Apartment, Westport

Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Westport, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens! is a apartment in Westport, 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 $1,222.

From$135/night

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Free Breakfast. Pool with a Slide. Your Next Trip!

Condo, Westport

Free Breakfast. Pool with a Slide. Your Next Trip! is a condo in Westport, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Free Breakfast. Pool with a Slide. Your Next Trip!

Free Breakfast. Pool with a Slide. Your Next Trip! is a condo in Westport, 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 $1,248.

From$138/night

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Best Westport, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Condo, Westport

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens! is a condo in Westport, with pool access, parking, and kitchen access. This stay gives travelers a…

Read more

About King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens! is a condo in Westport, 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 $1,268.

From$140/night

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King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!

Condo, Westport

King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers! is a condo in Westport, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

Read more

About King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers!

King Suite. Free Breakfast. Pool with a Slide. Great for Business Travelers! is a condo in Westport, 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 $1,283.

From$140/night

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Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Condo, Westport

Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens! is a condo in Westport, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens! is a condo in Westport, 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 $1,313.

From$145/night

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Cape Cod Loft + King Bed

Holiday Home, Westport

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

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About Cape Cod Loft + King Bed

Cape Cod Loft + King Bed is a holiday home in Westport, 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 $1,533.

From$171/night

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Best Pet-Friendly Vacation Rentals in Westport, WI

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

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

Apartment, Westport

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

Read more

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

Free Breakfast. Pool. Downtown Location. Great for Business Travelers! is a apartment in Westport, 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 $1,499.

From$167/night

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

Condo, Westport

Free Breakfast. Pool and Hot Tub. Downtown Location. Close to the University of Wisconsin-Madison! is a condo in Westport, 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 Westport, 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 $1,541.

From$170/night

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

Condo, Westport

Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison! is a condo in Westport, 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 Westport, 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 $1,556.

From$170/night

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

Condo, Westport

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

Read more

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 Westport, 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 $1,578.

From$170/night

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Best Westport, WI vacation rentals with a kitchen

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

2 Bed/ 2 Bath At Cannery Square

Apartment, Westport

2 Bed/ 2 Bath At Cannery Square is a apartment in Westport, 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 Westport, 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 $1,562.

From$157/night

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

Condo, Westport

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

Read more

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

Free Breakfast. Pool + Hot Tub. Near UW-Madison! is a condo in Westport, 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 $1,522.

From$165/night

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Amazing townhouse, amazing attractions, amazing city!

Holiday Home, Westport

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

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About Amazing townhouse, amazing attractions, amazing city!

Amazing townhouse, amazing attractions, amazing city! is a holiday home in Westport, 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 $1,812.

From$183/night

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

Condo, Westport

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

Read more

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

Free Breakfast. Pool & Hot Tub. Near UW-Madison! is a condo in Westport, 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 $2,254.

From$240/night

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Our Favorite Family-Friendly Vacation Rentals in Westport, WI

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

Cheerful 3-bedroom cottage 2 blocks from the lake

Cottage, Westport

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

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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 Westport, 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 $2,408.

From$246/night

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Family-Friendly Lake Waubesa Home: Boat + Swim!

Holiday Home, Westport

Family-Friendly Lake Waubesa Home: Boat + Swim! is a holiday home in Westport, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Family-Friendly Lake Waubesa Home: Boat + Swim!

Family-Friendly Lake Waubesa Home: Boat + Swim! is a holiday home in Westport, 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 $3,453.

From$317/night

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Entire duplex next to waterfront

Holiday Home, Westport

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

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About Entire duplex next to waterfront

Entire duplex next to waterfront is a holiday home in Westport, 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 $3,243.

From$330/night

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Family-friendly Lake Waubesa Home: Boat + Swim!

Cottage, Westport

Family-friendly Lake Waubesa Home: Boat + Swim! is a cottage in Westport, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Family-friendly Lake Waubesa Home: Boat + Swim!

Family-friendly Lake Waubesa Home: Boat + Swim! is a cottage in Westport, 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 $3,387.

From$383/night

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