Holiday Homes in Pewaukee

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Featured Holiday Homes in Pewaukee

Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pool

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

10.0 out of 10, Exceptional, (321)
"Great house for being in the lake. Has a nice backyard that is fenced in and was perfect for our dogs. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
Property grounds

Pewaukee Lake Home: Sunsets, Dogs & Good Vibes

10.0 out of 10, Exceptional, (22)
"Kristen was an excellent host and made sure we had what we needed. The house and location were awesome and we all had a really great time."
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Fridge, microwave, oven, stovetop

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (14)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is AU$826
includes taxes & fees
30 Nov - 1 Dec
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (53)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is AU$617
includes taxes & fees
2 Dec - 3 Dec
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Large, Private 3 Br Home | Ideal Location
Fridge, microwave, oven, stovetop

Large, Private 3 Br Home | Ideal Location

9.6 out of 10, Exceptional, (32)
"This home has only one flaw, the city of Milwaukee has corrupt leaders and crime is high. We enjoyed the open layout with plenty of seating. The beds are comfy and water pressure in the shower, fantastic. We were sad to come out to our car window busted out in the morning."
The price is AU$613
includes taxes & fees
13 Dec - 14 Dec
Large, Private 3 Br Home | Ideal Location
Blue Store 2000sqft Arcade PoolTable Foosball BBQ
Fridge, microwave, oven, stovetop

Blue Store 2000sqft Arcade PoolTable Foosball BBQ

9.4 out of 10, Exceptional, (24)
"Historic and nice! Comfortable, clean and fun home!"
Blue Store 2000sqft Arcade PoolTable Foosball BBQ
Relax Near Everything in Milwaukee
Interior

Relax Near Everything in Milwaukee

10.0 out of 10, Exceptional, (35)
"We stayed here for the weekend while visiting our daughter at Wisconsin Lutheran College along with the grandparents. The house was clean and it had everything we expected. Very quiet neighborhood. Communication was great! He even checked in a couple times (via text) to make sure everything was okay. We will probably be staying here again in the future for other visits. Highly recommend!"
Relax Near Everything in Milwaukee
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Fridge, microwave, oven, stovetop

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

9.6 out of 10, Exceptional, (9)
"This place is fantastic! The beds and pillows are really comfy and they provide lots of thick towels. The apartment is really well decked out and decorated and in such a great position in Bayview with walking access to shops. I highly recommend this apartment."
The price is AU$405
includes taxes & fees
4 Dec - 5 Dec
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Charming duplex walkable to historic downtown Cedarburg
Exterior

Charming duplex walkable to historic downtown Cedarburg

10.0 out of 10, Exceptional, (1)
"Cutest property! Linda thought of everything! Clean and well appointed. We loved our stay. "
Charming duplex walkable to historic downtown Cedarburg
3 bedroom Bayview house. Located in quiet residential area.
Fridge, microwave, oven, stovetop

3 bedroom Bayview house. Located in quiet residential area.

2.0 star property
10.0 out of 10, Exceptional, (10)
"Quiet, Cozy, Clean. We Enjoyed Our Stay! "
The price is AU$361
includes taxes & fees
27 Nov - 28 Nov
3 bedroom Bayview house. Located in quiet residential area.
Booth Upper · Amazing view, Modern Space
Exterior

Booth Upper · Amazing view, Modern Space

10.0 out of 10, Exceptional, (35)
"Loved everything about this place. Spacious, nice, well stocked, great view of the city. Really liked how it was close enough to the city to get there in 10 minutes, but far enough to have some quiet and privacy. Not sure if I’ll ever visit Milwaukee again but I will definitely look for this place again if I do."
Booth Upper · Amazing view, Modern Space
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Outdoor dining

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
MKE Riverwest Retreat - Newly Renovated
Point of interest

MKE Riverwest Retreat - Newly Renovated

10.0 out of 10, Exceptional, (2)
"Firstly the host made this stay a breeze! Host communicated with me for the booking process, gave plenty of information regarding the area and the house, and had the listing for a fair price. The house itself is awesome! Selection of games was great especially for our group (we play a lot of board and card games), the TV in the living room was quality, the entire house was spotless when we arrived. Everything in the house was too notch condition, great kitchen, everything was well labeled and...
MKE Riverwest Retreat - Newly Renovated
4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
Fridge, microwave, oven, stovetop

4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights

10.0 out of 10, Exceptional, (11)
"We stayed for a family reunion. Lots of space and comfortable place. Easy to get around and close to the fair grounds."
4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
Charming 3-bedrooms house/resort-like with Firepit and Deck.
Smart TV, fireplace, ping pong

Charming 3-bedrooms house/resort-like with Firepit and Deck.

2.0 star property
"He claimed it was too many people in the driveway and it was only 3 cars and 2 in the garage I also told him that it was family members from the wedding reception rehearsal and he popped up and kicked me out and sent me to jail"
The price is AU$930
includes taxes & fees
1 Dec - 2 Dec
Charming 3-bedrooms house/resort-like with Firepit and Deck.
Modern and Convenient Waukesha Home with Hot Tub
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Modern and Convenient Waukesha Home with Hot Tub

8.0 out of 10, Very good, (1)
"This home worked great for our group while in town visiting Carroll University. It was close to downtown and campus. I would stay here again."
The price is AU$495
includes taxes & fees
2 Dec - 3 Dec
Modern and Convenient Waukesha Home with Hot Tub
Spacious 5-bedroom house in awesome Mequon with WiFi, fitness room
Private kitchen

Spacious 5-bedroom house in awesome Mequon with WiFi, fitness room

The price is AU$1,324
includes taxes & fees
27 Nov - 28 Nov
Spacious 5-bedroom house in awesome Mequon with WiFi, fitness room
Charming Riverwest Retreat
Living area

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Exterior

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
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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Other property types in Pewaukee

Spacious Pewaukee Lake/ Pier Access Home
Exterior

Spacious Pewaukee Lake/ Pier Access Home

8.6 out of 10, Excellent, (11)
"Our company needed to send workers out of town to a job site in the Delafield area. The house was perfect for our needs, close to the job site and enough beds for each person. That is always our struggle, enough beds, they will share a room but not a bed. Our employees enjoyed being able to sit out after a long day and sit around the fire pit and relax. Steve was great to work with, as we needed to book an additional week and despite having availability VRBO site showed it unavailable. We...
Spacious Pewaukee Lake/ Pier Access Home
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊
Exterior

🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊
Log Cabin, two mins from Pewaukee Lake Boat Launch
Interior

Log Cabin, two mins from Pewaukee Lake Boat Launch

10.0 out of 10, Exceptional, (15)
"Five of us stayed for the weekend. The house was great, the fire table in the patio in back was perfect for hanging out in the evenings. Spent a day on the lake, which was just down the road."
The price is AU$510
includes taxes & fees
2 Dec - 3 Dec
Log Cabin, two mins from Pewaukee Lake Boat Launch
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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