Greendale Vacation Rentals from $85: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Greendale has to offer?

Three Bedroom Upper : This vacation home rental near Greendale is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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Our top choices for Greendale vacation rentals

A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

1. Historic home - walk to village center. Original features with modern updates.

Greendale

Kristi T.

$299 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hammock bridge with two cushioned seating areas and a central fire pit.

2. The Crows Nest Cottage 1

Franklin

$258 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and bar stools.

3. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View

Nicole W.

$111 nightly

Nov 12 - Nov 13

Total with taxes and fees

A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

4. Quiet Bay View Getaway

Town of Lake

Carl B.

$214 nightly

Nov 23 - Nov 24

Total with taxes and fees

A bar area with a vintage cash register, a wooden counter, and a menu board.

5. Kegel`s Inn - Studio - Classic Apartment #3

West Allis

Zachary

$160 nightly

Nov 12 - Nov 13

Total with taxes and fees

A compact kitchen with white cabinets, a built-in microwave, a gas stove, and a granite countertop.

6. King Bed • Vintage Urban Oasis • Near MKE Airport

Town of Lake

Rachel C.

$240 nightly

Dec 9 - Dec 10

Total with taxes and fees

A laundry room with stacked washers and dryers, a wooden floor, and visible plumbing.

7. The Luxe Living 1 - Modern Retreat Near Milwaukee

West Allis

$222 nightly

Dec 1 - Dec 2

Total with taxes and fees

A bedroom with a bed, bedside table, lamp, and a painting on the wall.

8. Near Froedtert MCW with Garage Pkg and King Bed

Wauwatosa

Jenna F.

$382 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

9. The Plaza Hotel

Downtown Milwaukee

Savannah

$144 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

10. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Westown

Elizabeth

$117 nightly

Nov 22 - Nov 23

Total with taxes and fees

A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

11. Walk to Tosa Village | Cafés & Shops | King Bed

Wauwatosa

Margaret M.

$284 nightly

Nov 15 - Nov 16

Total with taxes and fees

A large, stately building with a formal garden, including a fountain and neatly trimmed hedges.

12. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Westown

A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

13. Deer District Studio Apt - One Block from Fiserv and Baird

Westown

Thomas G.

$113 nightly

Nov 22 - Nov 23

Total with taxes and fees

A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

14. Quiet House

Milwaukee

Steven

$165 nightly

Nov 12 - Nov 13

Total with taxes and fees

A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

15. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown

Jennifer

$111 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with a large island, built-in appliances, and ample natural light.

16. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

Downtown Milwaukee

Laura H.

$110 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

17. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Westown

Mary W.

$125 nightly

Nov 12 - Nov 13

Total with taxes and fees

A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

18. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Fifth Ward

Erin G.

$135 nightly

Nov 12 - Nov 13

Total with taxes and fees

A two-story house with a garage, a covered porch, and a well-maintained lawn.

19. NEW! Comfortable 9-bedroom house near local attractions, handicap accessible

West Allis

$432 nightly

Nov 12 - Nov 13

Total with taxes and fees

A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

20. 1 Queen Bed | Non-Smoking, Kitchen

Milwaukee WI

Laurie

$75 nightly

Nov 18 - Nov 19

Total with taxes and fees

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Find vacation rentals that suit your style

Top Greendale Hotel Reviews

A spacious lobby with a reception desk, seating area, and a view of the outdoors through large windows.

Fairfield Inn & Suites by Marriott Milwaukee Airport

Oak Creek

10/10 Excellent

Jackie

A modern bar area with a long counter, multiple hanging pendant lights, and a variety of bottles on shelves.

Homewood Suites by Hilton Oak Creek Milwaukee

Oak Creek

10/10 Excellent

Wendy

A large indoor pool with a 4'0" depth marking, surrounded by lounge chairs and a staircase leading to an upper level.

Hampton Inn Milwaukee-Airport

Maitland Park

10/10 Excellent

Bruce

An outdoor seating area with stone fire pit, blue chairs, and a grill.

Home2 Suites by Hilton Milwaukee Airport

New Coeln

10/10 Excellent

Michael

A spacious living area with a stone fireplace, comfortable seating, a television, and a staircase leading to an upper level.

Comfort Suites Milwaukee Airport

Oak Creek

10/10 Excellent

Rosa

A Holiday Inn Express & Suites building with a modern facade, multiple windows, and an American flag.

Holiday Inn Express Milwaukee West Allis by IHG

West Allis

10/10 Excellent

Louise

A spacious lobby with a curved walkway, a seating area with a sofa and armchairs, a refreshment bar, and hanging pendant lights.

Hilton Garden Inn Milwaukee Airport

New Coeln

10/10 Excellent

Keith

A hotel room with two beds, a bench, and a large wall mural of a cityscape at sunset.

Clarion Pointe Milwaukee Airport

Mitchell West

10/10 Excellent

Cassandra

An indoor swimming pool with wooden ceiling beams, a poolside lounge area, and large windows offering a view of the sunset.

Hyatt Place Milwaukee Airport

Holler Park

10/10 Excellent

Tina

An indoor swimming pool with multiple water jets, a basketball hoop, and a lifeguard sign.

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

College Heights

10/10 Excellent

Patrick

A hotel with multiple stories, a brick facade, and a sign indicating it is a Candlewood Suites.

Candlewood Suites Milwaukee Airport by IHG

Oak Creek

10/10 Excellent

Nicole

Find out more about Greendale

Everything you need to know about Greendale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greendale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greendale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greendale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greendale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greendale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greendale rentals

At Expedia, we put the best Greendale vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greendale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greendale vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greendale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Greendale?

Yes, there are vacation rentals close to popular local attractions in Greendale, or you can go with a more remote option if you want a relaxing place to stay. Greendale is known for its restaurants.

What are some of the best vacation rentals that Greendale has to offer?

Three Bedroom Upper: This vacation home rental near Greendale is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Greendale?

Expedia has 5 vacation rentals for your stay in Greendale.

What’s there to see and do in Greendale?

While exploring the area, visit family-friendly sights like Pettit National Ice Center, or get outside and enjoy nature at Boerner Botanical Gardens. In the larger area, you’ll find Rock Snow Park and The Rock Sports Complex.

What’s a vacation rental in Greendale like?

Vacation rentals are private properties where you can stay for several days or longer in Greendale. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.

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