Greendale Vacation Rentals from CA $120: Short-Term Rentals for 2026

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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In two weeks

In two months

In three months

In four months

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.

CA $458 total

includes taxes & fees

Nov 9 - Nov 10

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

2. The Crows Nest Cottage 1

Franklin

CA $422 total

includes taxes & fees

Nov 8 - Nov 9

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

3. The Plaza Hotel

Downtown Milwaukee

Bryan

CA $207 total

includes taxes & fees

Dec 7 - Dec 8

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

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

West Allis

Zachary

CA $250 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a sectional sofa, a ceiling fan, large windows, and a TV.

5. Babich Building - 3 Bedroom - Upper Apt #4

West Allis

Douglas T.

CA $537 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Westown

CA $431 total

includes taxes & fees

Nov 9 - Nov 10

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

7. Quiet Bay View Getaway

Town of Lake

Carl B.

CA $353 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

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

Westown

John R.

CA $192 total

includes taxes & fees

Nov 8 - Nov 9

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

9. Near Froedtert MCW with Garage Pkg and King Bed

Wauwatosa

Lucas Y.

CA $598 total

includes taxes & fees

Nov 16 - Nov 17

A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

10. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee

Jenna N.

CA $441 total

includes taxes & fees

Nov 8 - Nov 9

Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

11. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods

Dan K.

CA $488 total

includes taxes & fees

Nov 15 - Nov 16

A living room with a sofa, a coffee table, a TV, a lamp, and a rug with 'A'ROYAL HOME & SERVICES' text.

12. A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside

Milwaukee

CA $669 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Westown

Mary W.

CA $208 total

includes taxes & fees

Nov 12 - Nov 13

A modern living room with a sofa, armchair, and a TV.

14. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown

Jess

CA $186 total

includes taxes & fees

Nov 8 - Nov 9

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

15. Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6

Bay View

Carla D Paschal P.

CA $224 total

includes taxes & fees

Nov 8 - Nov 9

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

16. Modern Studio Apt with Rooftop, Gym, and Parking

Westown

Hannah S.

CA $199 total

includes taxes & fees

Nov 9 - Nov 10

A wooden structure with a black latch, partially covered in snow, against a brick wall.

17. Spacious Studio near Brady St

Lower East Side

M E.

CA $258 total

includes taxes & fees

Nov 9 - Nov 10

18. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

Fifth Ward

Holly B.

CA $358 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with stainless steel appliances, a glass dining table, and grey upholstered chairs.

19. The Crow’s Nest Lake Shore

Cudahy

CA $904 total

includes taxes & fees

Nov 8 - Nov 9

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

20. Quiet House

Milwaukee

Steven

CA $282 total

includes taxes & fees

Nov 16 - Nov 17

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Top Greendale Hotel Reviews

Hyatt Regency Milwaukee

10/10 Excellent

"Fix up the entrance to the parking garage."

The Pfister Hotel

10/10 Excellent

"Perfection! The location is a walkable distance to restaurants and culture. The lobby is sumptuous, with comfortable furniture, a pianist, and a fireplace that took away the autumn chill. Our room was gorgeous! Small, but well-appointed with a glorious bathroom. The staff were incredibly friendly and efficient. It was the best valet experience we've ever had at a hotel--Noelia greeted us immediately and unloaded our bags, not a moment of waiting. We stayed here back in 2010 with our young children and loved the Pfister then. Sixteen years later with the kids grown and flown, it is even better! It will definitely be a destination for us in our future travels."

Four Points by Sheraton Milwaukee North Shore

10/10 Excellent

"I had such a wonderful experience at this hotel! ❤️ The staff was incredibly nice, kind, welcoming, and helpful. There was one lady in particular who went above and beyond to make my stay even better. Unfortunately, I forgot her name, but she was a Black lady, and OMG, her customer service was NEXT LEVEL! 👏🏾❤️ She was so sweet, professional, and genuinely caring. You can tell she truly loves helping people. I wish I remembered her name because she deserves special recognition! Thank you for making my experience so memorable. I truly appreciate it! ❤️"

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greendale vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greendale vacation rentals we have selected for you start as low as CA $120 per night. Entering your travel dates in the search wizard 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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Check prices for these dates

Our top choices for Greendale vacation rentals

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

2. The Crows Nest Cottage 1

3. The Plaza Hotel

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

5. Babich Building - 3 Bedroom - Upper Apt #4

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

7. Quiet Bay View Getaway

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

9. Near Froedtert MCW with Garage Pkg and King Bed

10. Downtown Eastside gem near Fiserv Forum Water St Brady St

11. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

12. A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside

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

14. Westown Studio Apt Near Fiserv, Baird, and Theater District

15. Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6

16. Modern Studio Apt with Rooftop, Gym, and Parking

17. Spacious Studio near Brady St

18. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

19. The Crow’s Nest Lake Shore

20. Quiet House

Find vacation rentals that suit your style

Top Greendale Hotel Reviews

Hyatt Regency Milwaukee

The Pfister Hotel

Four Points by Sheraton Milwaukee North Shore

Drury Plaza Hotel Milwaukee Downtown

Ramada by Wyndham Milwaukee

Motel 6 Milwaukee, WI - Glendale

Sybaris Pool Suites Mequon

Find out more about Greendale

Frequently asked questions

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