Pewaukee places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Pewaukee

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 175 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min. to Froedtert & The Medical College of WI & Children’s Hospital of WI. near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Oct 6 – 13

R2,404 ZAR per night
Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 180 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! If you're looking for party central…this isn't it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you're in luck! Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We're in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Aug 16 – 23

R3,104 ZAR per night
Guest favorite

Home in Delafield

4.99 out of 5 average rating, 107 reviews

Modern Lake Country Farmhouse in Delafield

Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.

Jan 3 – 10

R3,984 ZAR per night

Popular amenities for Pewaukee places to stay

Stay near Pewaukee's top sights

Walmart6 locals recommend
Asiana Fine Dining Restaurant4 locals recommend
5 O'Clock Club3 locals recommend

Other great vacation rentals in Pewaukee

Guest favorite

Guesthouse in East Troy

4.86 out of 5 average rating, 302 reviews

Deligo Valley Cottage

Aug 1 – 8

R2,714 ZAR per night
Guest favorite

Apartment in West Allis

4.96 out of 5 average rating, 158 reviews

Clean 1bd/1bath close to everything!

Aug 29 – Sep 5

R1,015 ZAR per night
Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 198 reviews

Cozy old Charm in Tosa

Oct 2 – 9

R2,778 ZAR per night
Guest favorite

Cottage in Richfield

4.95 out of 5 average rating, 236 reviews

Peaceful weekend or extended stay, full amenities

Oct 22 – 29

R3,413 ZAR per night
Guest favorite

Guesthouse in Hubertus

4.96 out of 5 average rating, 136 reviews

Quiet retreat-golf, bike, hike, motorcycle

Oct 8 – 15

R3,611 ZAR per night
Guest favorite

Home in Muskego

4.98 out of 5 average rating, 140 reviews

3 Bedroom Muskego Home

Oct 14 – 21

R3,054 ZAR per night
Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 249 reviews

The Cheese House

Jun 7 – 14

R2,081 ZAR per night
Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 416 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Jun 18 – 25

R1,230 ZAR per night
Guest favorite

Apartment in Cedarburg

4.98 out of 5 average rating, 240 reviews

Creekside Apartment

May 1 – 8

R1,834 ZAR per night
Guest favorite

Cabin in Whitewater

4.94 out of 5 average rating, 281 reviews

Glamping Cabin on Cold SpringTree Farm

Jul 30 – Aug 6

R1,733 ZAR per night
Guest favorite

Home in Hubertus

4.86 out of 5 average rating, 345 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

Oct 23 – 30

R5,955 ZAR per night
Guest favorite

Home in Waukesha

4.92 out of 5 average rating, 83 reviews

Remodeled 2 bedroom 1 bath private home

Sep 25 – Oct 2

R2,242 ZAR per night

Other great vacation rentals in Pewaukee

Superhost

Home in Pewaukee

5.0 out of 5 average rating, 4 reviews

Lakeside Pewaukee Cottage

Sep 9 – 16

R4,424 ZAR per night
Guest favorite

Home in Hubertus

5.0 out of 5 average rating, 17 reviews

Cozy Cabin On Lake

Feb 22 – Mar 1

R1,974 ZAR per night
Superhost

Home in Pewaukee

4.79 out of 5 average rating, 82 reviews

Pewaukee Lake Access/Slip 5 bedroom 2 bath home

Jan 30 – Feb 6

R5,131 ZAR per night
Guest favorite

Home in Pewaukee

5.0 out of 5 average rating, 13 reviews

Lake Home|Pier, Dog Friendly , Walk to town

Sep 24 – Oct 1

R7,099 ZAR per night
Guest favorite

Home in Waukesha

5.0 out of 5 average rating, 31 reviews

Convenient & Spacious Suburban Escape w/ KING BED

May 28 – Jun 4

R4,617 ZAR per night
Superhost

Home in Colgate

5.0 out of 5 average rating, 6 reviews

Remodeled Ranch home - Extended Stays Available

May 1 – 8

R2,955 ZAR per night
Guest favorite

Home in Pewaukee

4.88 out of 5 average rating, 43 reviews

Hidden Gem Log Cabin Hidden Hideaway 3BR/2BA

Nov 4 – 11

R5,875 ZAR per night
Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 44 reviews

The Boho Ranch at Timmerman Airport

Apr 26 – May 3

R1,657 ZAR per night
Guest favorite

Home in Okauchee

4.97 out of 5 average rating, 30 reviews

Cheerful, open space, and relaxing 1 bedroom home.

Nov 30 – Dec 7

R3,557 ZAR per night
Guest favorite

Home in Oconomowoc

5.0 out of 5 average rating, 15 reviews

Oconomowoc Downtown River View

Mar 19 – 26

R2,455 ZAR per night
Guest favorite

Cottage in Delafield

5.0 out of 5 average rating, 33 reviews

Lake Country 3 Bedroom Retreat

Sep 13 – 20

R6,273 ZAR per night
Guest favorite

Guest suite in East Troy

5.0 out of 5 average rating, 35 reviews

Mini Moon Hideaway

Aug 21 – 28

R1,986 ZAR per night

Quick stats about vacation rentals in Pewaukee

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

820 reviews

Nightly prices starting at

R757 ZAR before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Pewaukee?

    Experience the best of Pewaukee with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Pewaukee?

    Make yourself at home in Pewaukee by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Rolling Ridge, over 20 vacation rentals in Rocky Point, over 20 vacation rentals in Springdale Estates, and over 20 vacation rentals in Meadowbrook Heights.

  • Are there house rentals with a dedicated workspace in Pewaukee?

    Yes! Work meets play with ease at over 10 house rentals in Pewaukee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Pewaukee?

    Pewaukee has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Pewaukee have wireless internet?

    Absolutely! We offer over 30 house rentals with wireless internet in Pewaukee. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Pewaukee?

    Four-legged friends are welcome in Pewaukee. Choose from more than 10 house rentals for guests traveling with pets.

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Waukesha County
  5. Pewaukee