Milwaukee Holiday Houses

Milwaukee Holiday Homes
Wisconsin
United States of America
Holiday Homes
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Our top choices for Milwaukee holiday homes

A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

A kitchen with a round table, two chairs, and various kitchen items on shelves.

A living room with a sofa, a small table, a lamp, and a TV.

A two-story house with a front porch, a staircase, and a small deck.

1. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street

Lower East Side

The price is NZ$458

NZ$458

includes taxes & fees

14 Oct - 15 Oct

The Nohl | A Lake Effect Stay Near Brady Street

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

A narrow hallway with wooden cabinets, a kitchen area with a sink, stove, and cabinets, and a trash bin.

A narrow hallway with wooden flooring leading to a dining area with a table and chairs.

A bedroom with a bed, a desk, and a chair. There are two framed pictures on the wall.

2. Quiet House

Quiet House

Milwaukee

7.6 out of 10, Good, (22 reviews)

7.6/10

Good

(22 reviews)

"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."

Steven

The price is NZ$373

NZ$373

includes taxes & fees

27 Oct - 28 Oct

Quiet House

A modern living room with a sofa, a coffee table, and a TV with a mirror above it.

A pool table with a city view, a Pac-Man arcade machine, and a sign about table etiquette.

An indoor basketball court with a basketball hoop, wooden flooring, and blue and white wall colors.

A hotel room with a large bed, two bedside lamps, a view of the outdoors, and a balcony.

3. Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

Westown

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great location. Secure building. Well maintained and clean. Responsive host via text."

Irvin J.

The price is NZ$644

NZ$644

includes taxes & fees

27 Oct - 28 Oct

Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

A beach with people walking and swimming, a lifeguard tower, and a clear sky.

A bedroom with a bed, a ceiling fan, two bedside tables with lamps, and a window with blinds.

A campus with historic buildings, including a large red brick building and a modern white building.

Two teal armchairs with white cushions and a vase of colorful flowers on a white table.

4. 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

Downtown Milwaukee

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "

Kristen M.

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

5. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit

Downtown Milwaukee

8.6 out of 10, Excellent, (25 reviews)

8.6/10

Excellent

(25 reviews)

"Overall good stay in a charming Milwaukee duplex. Primary bedroom could use some blackout curtains. Shower/tub is a little small."

Laura R.

The price is NZ$300

NZ$300

includes taxes & fees

14 Oct - 15 Oct

Best location in Milwaukee! Upper Duplex Unit

A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

A living room with a sofa, coffee table, TV, and two lamps.

A modern living room with a flat-screen TV, a coffee table, and a dining area with chairs and a table.

A room with two beds, wooden flooring, white walls, and a window with blinds.

6. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Nice place, close to Brady Street."

Kevin M.

The price is NZ$511

NZ$511

includes taxes & fees

19 Oct - 20 Oct

Remodeled Home - Steps from Brady Street!

7. The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home

Fifth Ward

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"Great time. Fun place to stay"

syed a.

The price is NZ$563

NZ$563

includes taxes & fees

2 Nov - 3 Nov

The Pink Lady - Stylish Walker’s Point Home

A spacious living room with a large TV, a wooden coffee table, and a gray sofa. There is a dining area with a table and chairs, and a kitchen area with a fridge and a microwave.

A spacious living room with a sofa set, a coffee table, and a bookshelf.

A patio with a red umbrella, outdoor furniture, and potted plants.

A modern kitchen with a central island, pendant lighting, and a view to the outside.

8. Barclay House in Walker's Point

Barclay House in Walker's Point

Fifth Ward

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"The house was a good location, clean and perfect for our stay during Summerfest."

Brianna E.

The price is NZ$669

NZ$669

includes taxes & fees

14 Oct - 15 Oct

Barclay House in Walker's Point

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

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

Fifth Ward

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."

Holly B.

The price is NZ$517

NZ$517

includes taxes & fees

1 Nov - 2 Nov

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

A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

A wooden deck with potted plants, a fire pit, and outdoor furniture.

A cozy living room with a leather sofa, a bookshelf, a fireplace, and wooden doors.

A spacious living room with a large leather sofa, a smaller sofa, a coffee table, and a fireplace.

10. Three Bedroom Upper

Three Bedroom Upper

Riverwest

9.6 out of 10, Exceptional, (106 reviews)

9.6/10

Exceptional

(106 reviews)

"Close to everything in Milwaukee"

Terri E.

The price is NZ$411

NZ$411

includes taxes & fees

14 Oct - 15 Oct

Three Bedroom Upper

A modern living room with a sofa, a coffee table, and a television mounted on the wall.

A bedroom with a large bed, a headboard with a unique design, a bedside lamp, and a view of the outside through a window.

A coffee-themed display with shelves, coffee cups, and a coffee machine.

A bathroom with a sink, mirror, vanity, and toilet.

11. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace

Milwaukee

The price is NZ$935

NZ$935

includes taxes & fees

20 Oct - 21 Oct

Near Lake Michigan • Coffee Bar • Workspace

A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

A dining area with a wooden table and chairs, a ceiling fan, and a kitchen area with cabinets and a countertop.

A corner room with two wooden chairs, a small table, a stained glass window, and a patterned rug.

A two-story brick house with a sloped roof, a covered porch, and a well-maintained lawn.

12. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Bay View

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"Great place to stay in Milwaukee! The house was clean and very well stocked with everything we could need! I didn’t realize someone lived upstairs, but there wasn’t any issues with it. The neighborhood was close to many great things to do We would definitely stay here again!"

Jenna H.

The price is NZ$775

NZ$775

includes taxes & fees

10 Nov - 11 Nov

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

A room with a wooden floor, a desk with a chair, a potted plant, and a large wooden cabinet.

A bedroom with a large bed, a dresser, a ceiling fan, and skylights.

A modern kitchen with wooden cabinets, a marble backsplash, and a dining area with a gray table and chairs.

13. Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Lower East Side

9.6 out of 10, Exceptional, (44 reviews)

9.6/10

Exceptional

(44 reviews)

"Great location to Brady Street."

Andrew C.

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

A dining area with a table set for two, a coffee maker, and a window with blinds.

A hallway with a white door, a wooden column, and a bed in the adjacent room.

A bedroom with a bed, a dresser, a lamp, and a door.

A living room with a sofa, a coffee table, a TV mounted on the wall, and a ceiling fan.

14. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard

Fair Park

The price is NZ$666

NZ$666

includes taxes & fees

8 Nov - 9 Nov

1BR Pro Flat + Office; near Hospitals. Garage + Yard

A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

A two-story house with a balcony, a front porch, and a well-maintained lawn.

A living room with a large flat-screen TV, two armchairs, a coffee table, and a potted plant.

A dining area with a wooden table, three candle holders, a potted plant, a painting on the wall, and a bench.

15. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Upper East Side

9.2 out of 10, Wonderful, (13 reviews)

9.2/10

Wonderful

(13 reviews)

"Great stay!The house was perfect for us with an excellent location."

Mike G.

The price is NZ$616

NZ$616

includes taxes & fees

19 Oct - 20 Oct

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

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

A living room with a sectional sofa, a coffee table, and a painting on the wall.

A kitchen with a microwave, coffee maker, and pantry sign.

16. Quiet Bay View Getaway

Quiet Bay View Getaway

Town of Lake

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."

Carl B.

The price is NZ$401

NZ$401

includes taxes & fees

14 Oct - 15 Oct

Quiet Bay View Getaway

A courtyard with a wooden fence, a gravel path, and a variety of plants.

A staircase with wooden steps and a wooden handrail, leading to a landing with a wall-mounted thermostat and framed cityscape pictures.

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

A wooden deck with a bench, overlooking a river and buildings.

17. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Lower East Side

9.4 out of 10, Exceptional, (75 reviews)

9.4/10

Exceptional

(75 reviews)

"Clean, strong communication, great location. Thank you!"

Jenna L.

The price is NZ$712

NZ$712

includes taxes & fees

14 Oct - 15 Oct

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

A single-story house with a green exterior, a front porch, and a garage.

A bedroom with a bed, a window with blinds, a wardrobe, a mirror, and a rug.

A modern kitchen with stainless steel appliances, a dining area with a wooden table and chairs, and a view of greenery outside.

A kitchen with a built-in shelf unit containing kitchenware, a coffee maker, and a framed American flag.

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

King Bed • Vintage Urban Oasis • Near MKE Airport

Town of Lake

"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."

Rachel C.

King Bed • Vintage Urban Oasis • Near MKE Airport

A Victorian-style house with a prominent front staircase, multiple windows, and lush greenery.

A dining room with a fireplace, wooden chairs, a table, and a chandelier.

A cozy living room with a sofa, a coffee table, and a chandelier.

A wooden staircase leading to a bathroom with a sink and mirror.

19. Classic Victorian with modern amenities in the heart of Downtown Milwaukee

Classic Victorian with modern amenities in the heart of Downtown Milwaukee

Downtown Milwaukee

8.8 out of 10, Excellent, (11 reviews)

8.8/10

Excellent

(11 reviews)

"Perfect location had a great time "

Andrew H.

Classic Victorian with modern amenities in the heart of Downtown Milwaukee

A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

A modern kitchen with white cabinets, a built-in oven, and a dining area with yellow chairs.

A kitchen counter with a coffee maker, a plate of cookies, and Torani syrup.

A dining area with a wooden table set for four, surrounded by yellow chairs, a chandelier, and a potted plant.

20. Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Murray Hill

10.0 out of 10, Exceptional, (18 reviews)

10/10

Exceptional

(18 reviews)

"Beautiful house, excellent location, attentive host! It was a great stay! "

Cary W.

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Milwaukee Hotel Reviews

Potawatomi Hotel & Casino

8/10 Good

"Great experience"

George 2-night trip

Posted 2 hours ago

Potawatomi Hotel & Casino

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent

"I appreciated the luggage holding and shuttle services. Free breakfast was a standard continental type breakfast."

Angela 1-night trip

Posted 8 hours ago

Days Inn & Suites by Wyndham Milwaukee

The Pfister Hotel

10/10 Excellent

"Kind staff and gorgeous interiors. Truly a classic hotel."

Angela 1-night trip

Posted 8 hours ago

The Pfister Hotel

Sybaris Pool Suites Mequon

10/10 Excellent

"We booked for a mini honeymoon after our wedding to relax. The room was fantastic. The staff was super nice and helpful. Everything worked as it should. The room really helped set the mood for me and my wife to celebrate."

Michael 2-night trip

Posted 9 hours ago

Sybaris Pool Suites Mequon

DoubleTree by Hilton Milwaukee Downtown

8/10 Good

"Great hotel, would stay again!"

Ashley 2-night trip

Posted 9 hours ago

DoubleTree by Hilton Milwaukee Downtown

The Brewhouse Inn & Suites

10/10 Excellent

"Super fun place to stay!"

Julie 1-night trip

Posted 15 hours ago

The Brewhouse Inn & Suites

Sheraton Milwaukee Brookfield Hotel

8/10 Good

"The bathrooms need updating. Rooms were clean but also need updating. We had broken closet doors. It was quiet and staff were friendly!"

Andrew 1-night trip

Posted 15 hours ago

Sheraton Milwaukee Brookfield Hotel

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews	261
Accommodation	339 Holiday Homes
Lowest Price	NZ$300
Highest Price	NZ$935

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Milwaukee on Expedia.com

Holiday Homes in Milwaukee

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Milwaukee holiday homes

1. The Nohl | A Lake Effect Stay Near Brady Street

2. Quiet House

3. Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

4. 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

5. Best location in Milwaukee! Upper Duplex Unit

6. Remodeled Home - Steps from Brady Street!

7. The Pink Lady - Stylish Walker’s Point Home

8. Barclay House in Walker's Point

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

10. Three Bedroom Upper

11. Near Lake Michigan • Coffee Bar • Workspace

12. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

13. Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

14. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

15. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

16. Quiet Bay View Getaway

17. Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

19. Classic Victorian with modern amenities in the heart of Downtown Milwaukee

20. Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Find holiday rentals that suit your style

Top Milwaukee Hotel Reviews

Potawatomi Hotel & Casino

Find out more about Milwaukee

Milwaukee Holiday Homes information

Explore a world of travel with Expedia