Vacation rentals in Greenwood, WI

85 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Greenwood, WI

Blakley Hobbit Small Cabin - Greenwood, WI

Blakley Hobbit Small Cabin

Apartment, Greenwood

Blakley Hobbit Small Cabin is a apartment in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin is a apartment in Greenwood, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $554.

From$79/night
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The old projector room apartment - Greenwood, WI

The old projector room apartment

Apartment, Greenwood

The old projector room apartment is a apartment in Greenwood, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The old projector room apartment

The old projector room apartment is a apartment in Greenwood, 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, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $571.

From$82/night
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Blakley Hobbit Large Cabin - Greenwood, WI

Blakley Hobbit Large Cabin

Cabin, Greenwood

Blakley Hobbit Large Cabin is a cabin in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin is a cabin in Greenwood, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $775.

From$111/night
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The Hansen House Is Large Open Suite That Sleeps 12. Near Kickapoo River. - Greenwood, WI

The Hansen House Is Large Open Suite That Sleeps 12. Near Kickapoo River.

Apartment, Greenwood

The Hansen House Is Large Open Suite That Sleeps 12. Near Kickapoo River. is a apartment in Greenwood, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About The Hansen House Is Large Open Suite That Sleeps 12. Near Kickapoo River.

The Hansen House Is Large Open Suite That Sleeps 12. Near Kickapoo River. is a apartment in Greenwood, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $809.

From$116/night
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Best Greenwood, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Peaceful Valley Haven Tree House - Greenwood, WI

Peaceful Valley Haven Tree House

B & B, Greenwood

Peaceful Valley Haven Tree House is a b & b in Greenwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Peaceful Valley Haven Tree House

Peaceful Valley Haven Tree House is a b & b in Greenwood, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $824.

From$94/night
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Peaceful Valley Haven Tree House - Greenwood, WI

Peaceful Valley Haven Tree House

Guest House, Greenwood

Peaceful Valley Haven Tree House is a guest house in Greenwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Peaceful Valley Haven Tree House

Peaceful Valley Haven Tree House is a guest house in Greenwood, 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, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $824.

From$94/night
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Historic Bank Building on the Elroy-Sparta State Trail - Greenwood, WI

Historic Bank Building on the Elroy-Sparta State Trail

Holiday Home, Greenwood

Historic Bank Building on the Elroy-Sparta State Trail is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic Bank Building on the Elroy-Sparta State Trail

Historic Bank Building on the Elroy-Sparta State Trail is a holiday home in Greenwood, 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 $724.

From$103/night
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The Spring Water Retreat - NEW! @MillCreekCabinsWI - Greenwood, WI

The Spring Water Retreat - NEW! @MillCreekCabinsWI

Cabin, Greenwood

The Spring Water Retreat - NEW! @MillCreekCabinsWI is a cabin in Greenwood, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About The Spring Water Retreat - NEW! @MillCreekCabinsWI

The Spring Water Retreat - NEW! @MillCreekCabinsWI is a cabin in Greenwood, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,386.

From$198/night
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Best Pet-Friendly Vacation Rentals in Greenwood, WI

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

Loft-Style Downtown Cashton Studio: Dogs Welcome! - Greenwood, WI

Loft-Style Downtown Cashton Studio: Dogs Welcome!

Apartment, Greenwood

Loft-Style Downtown Cashton Studio: Dogs Welcome! is a apartment in Greenwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Loft-Style Downtown Cashton Studio: Dogs Welcome!

Loft-Style Downtown Cashton Studio: Dogs Welcome! is a apartment in Greenwood, 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 $730.

From$104/night
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Cashton Studio Apartment: Steps to Downtown! - Greenwood, WI

Cashton Studio Apartment: Steps to Downtown!

Apartment, Greenwood

Cashton Studio Apartment: Steps to Downtown! is a apartment in Greenwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cashton Studio Apartment: Steps to Downtown!

Cashton Studio Apartment: Steps to Downtown! is a apartment in Greenwood, 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 $759.

From$108/night
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Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View - Greenwood, WI

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Cabin, Greenwood

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View is a cabin in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View is a cabin in Greenwood, 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 $1,044.

From$149/night
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Hickory Ridge Log Cabin Living - Greenwood, WI

Hickory Ridge Log Cabin Living

Cabin, Greenwood

Hickory Ridge Log Cabin Living is a cabin in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hickory Ridge Log Cabin Living

Hickory Ridge Log Cabin Living is a cabin in Greenwood, 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 $3,146.

From$449/night
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Best Greenwood, WI vacation rentals with a kitchen

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

Step-free Cashton Apartment: Steps to Downtown! - Greenwood, WI

Step-free Cashton Apartment: Steps to Downtown!

Apartment, Greenwood

Step-free Cashton Apartment: Steps to Downtown! is a apartment in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Step-free Cashton Apartment: Steps to Downtown!

Step-free Cashton Apartment: Steps to Downtown! is a apartment in Greenwood, 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 $996.

From$120/night
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A city loft in a country setting! Beautiful and serene... - Greenwood, WI

A city loft in a country setting! Beautiful and serene...

Guest House, Greenwood

A city loft in a country setting! Beautiful and serene... is a guest house in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About A city loft in a country setting! Beautiful and serene...

A city loft in a country setting! Beautiful and serene... is a guest house in Greenwood, 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 $1,101.

From$157/night
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2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC - Greenwood, WI

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

Apartment, Greenwood

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC is a apartment in Greenwood, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About 2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC is a apartment in Greenwood, 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 $1,104.

From$158/night
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Cozy Modern Scandi cabin in SW Wisconsin - Greenwood, WI

Cozy Modern Scandi cabin in SW Wisconsin

Cabin, Greenwood

Cozy Modern Scandi cabin in SW Wisconsin is a cabin in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Modern Scandi cabin in SW Wisconsin

Cozy Modern Scandi cabin in SW Wisconsin is a cabin in Greenwood, 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 $1,393.

From$199/night
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Our Favorite Family-Friendly Vacation Rentals in Greenwood, WI

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

Relax and Rejuvenate at this Cozy Cottage in the Heart of the Driftless Area - Greenwood, WI

Relax and Rejuvenate at this Cozy Cottage in the Heart of the Driftless Area

Holiday Home, Greenwood

Relax and Rejuvenate at this Cozy Cottage in the Heart of the Driftless Area is a holiday home in Greenwood, with kitchen access and a quieter setting. This stay gives travelers a…

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About Relax and Rejuvenate at this Cozy Cottage in the Heart of the Driftless Area

Relax and Rejuvenate at this Cozy Cottage in the Heart of the Driftless Area is a holiday home in Greenwood, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,060.

From$151/night
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12 Mi to Castle Rock Lake: Serene New Lisbon Home! - Greenwood, WI

12 Mi to Castle Rock Lake: Serene New Lisbon Home!

Cottage, Greenwood

12 Mi to Castle Rock Lake: Serene New Lisbon Home! is a cottage in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home! is a cottage in Greenwood, 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 $1,649.

From$187/night
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Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10 - Greenwood, WI

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10

Holiday Home, Greenwood

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10 is a holiday home in Greenwood, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10 is a holiday home in Greenwood, 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,634.

From$233/night
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Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells! - Greenwood, WI

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Cabin, Greenwood

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells! is a cabin in Greenwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells! is a cabin in Greenwood, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,847.

From$264/night
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