Vacation rentals in Greendale, WI

Best Vacation rentals and Airbnb offers in Greendale, WI

King Bed - Near Froedtert - Fast WiFi - Underground Parking

Apartment, Greendale

King Bed - Near Froedtert - Fast WiFi - Underground Parking is a apartment in Greendale, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About King Bed - Near Froedtert - Fast WiFi - Underground Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking is a apartment in Greendale, 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 $1,173.

From$110/night

Show›

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

Apartment, Greendale

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking is a apartment in Greendale, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking is a apartment in Greendale, 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 $1,214.

From$114/night

Show›

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

Apartment, Greendale

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert is a apartment in Greendale, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert is a apartment in Greendale, 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 $1,218.

From$115/night

Show›

Pool + Free Breakfast | Close to the Airport!

Apartment, Greendale

Pool + Free Breakfast · Close to the Airport! is a apartment in Greendale, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Pool + Free Breakfast | Close to the Airport!

Pool + Free Breakfast · Close to the Airport! is a apartment in Greendale, 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 $1,192.

From$128/night

Show›

Browse Vacation Rentals with a Pool in Greendale, WI

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

Great Suite Near Airport | Free Breakfast + Pool

Condo, Greendale

Great Suite Near Airport · Free Breakfast + Pool is a condo in Greendale, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Great Suite Near Airport | Free Breakfast + Pool

Great Suite Near Airport · Free Breakfast + Pool is a condo in Greendale, 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 $1,367.

From$147/night

Show›

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Apartment, Greendale

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5 is a apartment in Greendale, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5 is a apartment in Greendale, 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,989.

From$211/night

Show›

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Apartment, Greendale

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5 is a apartment in Greendale, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5 is a apartment in Greendale, 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 $1,989.

From$211/night

Show›

Near the Airport | Free Breakfast + Pool and Hot Tub

Condo, Greendale

Near the Airport · Free Breakfast + Pool and Hot Tub is a condo in Greendale, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Near the Airport | Free Breakfast + Pool and Hot Tub

Near the Airport · Free Breakfast + Pool and Hot Tub is a condo in Greendale, 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 $2,100.

From$228/night

Show›

Best Greendale, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The Third Floor A-Frame with King Bed

Apartment, Greendale

The Third Floor A-Frame with King Bed is a apartment in Greendale, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About The Third Floor A-Frame with King Bed

The Third Floor A-Frame with King Bed is a apartment in Greendale, 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 $1,136.

From$113/night

Show›

King Bed - FAST WiFi - Near Froedtert

Apartment, Greendale

King Bed - FAST WiFi - Near Froedtert is a apartment in Greendale, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About King Bed - FAST WiFi - Near Froedtert

King Bed - FAST WiFi - Near Froedtert is a apartment in Greendale, 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 $1,233.

From$117/night

Show›

Quiet Bay View Getaway

Holiday Home, Greendale

Quiet Bay View Getaway is a holiday home in Greendale, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Quiet Bay View Getaway

Quiet Bay View Getaway is a holiday home in Greendale, with easy beach access, 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: free cancellation, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,528.

From$158/night

Show›

Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood

Holiday Home, Greendale

Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood is a holiday home in Greendale, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

Read more

About Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood

Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood is a holiday home in Greendale, with pet-friendly space, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,494.

From$163/night

Show›

Best Pet-Friendly Vacation Rentals in Greendale, WI

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

1 Queen Bed | Non-Smoking, Kitchen

Apartment, Greendale

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Greendale, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Greendale, 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 $769.

From$97/night

Show›

1 King Bed | Non-Smoking, Kitchen

Apartment, Greendale

1 King Bed · Non-Smoking, Kitchen is a apartment in Greendale, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 1 King Bed | Non-Smoking, Kitchen

1 King Bed · Non-Smoking, Kitchen is a apartment in Greendale, 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 $808.

From$102/night

Show›

Stylish Studio in Walkers Point

Apartment, Greendale

Stylish Studio in Walkers Point is a apartment in Greendale, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Stylish Studio in Walkers Point

Stylish Studio in Walkers Point is a apartment in Greendale, 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 $1,390.

From$135/night

Show›

The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee

Holiday Home, Greendale

The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee is a holiday home in Greendale, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

Read more

About The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee

The Yellow Stay - Charming 2-Bed Bayview Retreat Near Downtown Milwaukee is a holiday home in Greendale, 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,502.

From$149/night

Show›

Best Greendale, WI vacation rentals with a kitchen

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

Stylish Modern Studio in Vibrant Walker's Point

Apartment, Greendale

Stylish Modern Studio in Vibrant Walker's Point is a apartment in Greendale, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Stylish Modern Studio in Vibrant Walker's Point

Stylish Modern Studio in Vibrant Walker's Point is a apartment in Greendale, 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 $1,458.

From$143/night

Show›

Charming Walker`s Point Apt with Balcony | Sleeps 4

Apartment, Greendale

Charming Walker`s Point Apt with Balcony · Sleeps 4 is a apartment in Greendale, with outdoor space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Charming Walker`s Point Apt with Balcony | Sleeps 4

Charming Walker`s Point Apt with Balcony · Sleeps 4 is a apartment in Greendale, with outdoor 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,575.

From$169/night

Show›

Charming Walker`s Point Apt with Balcony | Sleeps 4

Apartment, Greendale

Charming Walker`s Point Apt with Balcony · Sleeps 4 is a apartment in Greendale, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Charming Walker`s Point Apt with Balcony | Sleeps 4

Charming Walker`s Point Apt with Balcony · Sleeps 4 is a apartment in Greendale, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,575.

From$169/night

Show›

Walker`s Point Apt with Gym and Balcony | Sleeps 4-5

Apartment, Greendale

Walker`s Point Apt with Gym and Balcony · Sleeps 4-5 is a apartment in Greendale, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Walker`s Point Apt with Gym and Balcony | Sleeps 4-5

Walker`s Point Apt with Gym and Balcony · Sleeps 4-5 is a apartment in Greendale, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,575.

From$169/night

Show›

Our Favorite Family-Friendly Vacation Rentals in Greendale, WI

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

Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall

Cottage, Greendale

Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall is a cottage in Greendale, with room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall

Gorgeous Updated 2-Bedroom Cottage Near Mount Mary University & Mayfair Mall is a cottage in Greendale, 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: heating, internet, and shower.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,635.

From$175/night

Show›

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Holiday Home, Greendale

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer is a holiday home in Greendale, with easy beach access, outdoor space, and parking. This stay gives…

Read more

About Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer is a holiday home in Greendale, with easy beach access, outdoor space, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,997.

From$191/night

Show›

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

Holiday Home, Greendale

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan is a holiday home in Greendale, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

Read more

About Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan is a holiday home in Greendale, 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 $1,905.

From$205/night

Show›

Cozy 2BR Home – 1 Mile to American Family Field!

Holiday Home, Greendale

Cozy 2BR Home – 1 Mile to American Family Field! is a holiday home in Greendale, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Cozy 2BR Home – 1 Mile to American Family Field!

Cozy 2BR Home – 1 Mile to American Family Field! is a holiday home in Greendale, 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 $2,017.

From$232/night

Show›