A riverside town with colorful buildings and a sandy beach.

Pewaukee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Pewaukee vacation homes

A beach with a view of the water, boats, and a distant shoreline.

1. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is CA $403
CA $650 total
includes taxes & fees
Oct 17 - Oct 18
Spa House by the beach. Pewaukee Lake
A modern kitchen with a large island, stainless steel sink, and pendant lights.

2. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (39 reviews)
"Great place and very clean"
United States
Jason d.
The price is CA $235
CA $522 total
includes taxes & fees
Sep 28 - Sep 29
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A modern kitchen with stainless steel appliances, a granite countertop, and a large window.

3. New: Tremendous 4-bedroom house on private lot in charming Brookfield

New: Tremendous 4-bedroom house on private lot in charming Brookfield
Brookfield
The price is CA $214
CA $628 total
includes taxes & fees
Sep 28 - Sep 29
New: Tremendous 4-bedroom house on private lot in charming Brookfield
A deck with a view of a lake, docked boats, and a covered area with a bench.

4. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is CA $336
CA $981 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Lake Cottage - Upper Nemahbin Lake
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

5. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is CA $253
CA $482 total
includes taxes & fees
Sep 28 - Sep 29
Private Hot Tub • Bright Home Near Downtown
A spacious interior with a stone staircase, a large window, and a cozy seating area.

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is CA $387
CA $1,118 total
includes taxes & fees
Sep 27 - Sep 28
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

7. Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (21 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."
United States
Steven
The price is CA $95
CA $299 total
includes taxes & fees
Sep 28 - Sep 29
Quiet House
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

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

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (47 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is CA $276
CA $539 total
includes taxes & fees
Oct 12 - Oct 13
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

9. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is CA $69
CA $377 total
includes taxes & fees
Sep 28 - Sep 29
Remodeled Home - Steps from Brady Street!

10. Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking

Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking
Bluemound Heights
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay!"
United States
Suzanne S.
The price is CA $272
CA $844 total
includes taxes & fees
Sep 28 - Sep 29
Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is CA $119
CA $367 total
includes taxes & fees
Sep 28 - Sep 29
The Nohl | A Lake Effect Stay Near Brady Street
A bedroom with two beds, a window with curtains, a wall-mounted shelf with decorative items, and a ceiling light fixture.

12. EKO Stay - Your Home Away From Home

EKO Stay - Your Home Away From Home
Wauwatosa
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect. The unit is clean and nicely updated. The pictures are a good representation. The hosts were great and very open to helping and answering questions (even if it was the same question again). It's ideal for a small family and sleeps the number posted in the listing. Would definitely stay again!"
United States
sussan s.
The price is CA $377
CA $821 total
includes taxes & fees
Oct 4 - Oct 5
EKO Stay - Your Home Away From Home
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

13. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (24 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is CA $104
CA $238 total
includes taxes & fees
Sep 28 - Sep 29
Best location in Milwaukee! Upper Duplex Unit
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

14. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (103 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is CA $219
CA $291 total
includes taxes & fees
Sep 29 - Sep 30
Three Bedroom Upper
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

15. 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, (41 reviews)
"Nice location"
United States
Lyndsay K.
The price is CA $204
CA $627 total
includes taxes & fees
Sep 28 - Sep 29
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

16. 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)
"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. "
United States
Kristen M.
The price is CA $162
CA $480 total
includes taxes & fees
Sep 28 - Sep 29
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

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

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (55 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is CA $251
CA $484 total
includes taxes & fees
Oct 1 - Oct 2
Historic home - walk to village center. Original features with modern updates.

18. 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)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
United States
Holly B.
The price is CA $140
CA $377 total
includes taxes & fees
Sep 28 - Sep 29
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

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

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.0 out of 10, Wonderful, (12 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
The price is CA $210
CA $484 total
includes taxes & fees
Sep 27 - Sep 28
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A modern living room with a sofa, a coffee table, and a television mounted on the wall.

20. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is CA $133
CA $776 total
includes taxes & fees
Oct 5 - Oct 6
Near Lake Michigan • Coffee Bar • Workspace
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 Pewaukee Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"The hotel and room are beyond 5STAR and Maureen at the downstairs bar is a rockstar, she has the best customer service skills ever witnessed."
Jason 1-night trip
Posted 2 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Pewaukee

Pewaukee Vacation Homes information

Number of reviews
416
Accommodation
405 Vacation Homes
Lowest Price
CA $238
Highest Price
CA $1,118

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