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.

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Guest favorite

Home in Delafield

4.99 out of 5 average rating, 108 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.

Nov 1 – 8

G$44,351 GYD per night

Guest favorite

Home in Wales

4.92 out of 5 average rating, 146 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Jan 13 – 20

G$31,927 GYD per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. 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!

Sep 16 – 23

G$28,293 GYD per night

Guest favorite

Cottage in Hartland

4.96 out of 5 average rating, 113 reviews

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

Jul 24 – 31

G$30,032 GYD per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 178 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 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!

Apr 3 – 10

G$27,136 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 240 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Mar 16 – 23

G$21,122 GYD per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Aug 7 – 14

G$28,820 GYD per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

Aug 9 – 16

G$24,751 GYD per night

Guest favorite

Apartment in Germantown

4.94 out of 5 average rating, 107 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Sep 20 – 27

G$22,068 GYD per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Dec 31 – Jan 7

G$23,067 GYD per night

Guest favorite

Apartment in Elkhorn

4.95 out of 5 average rating, 330 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

Nov 3 – 10

G$19,701 GYD per night

Guest favorite

Cabin in Hubertus

4.96 out of 5 average rating, 482 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Jan 2 – 9

G$47,981 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pewaukee places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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

Home in Delafield

4.97 out of 5 average rating, 158 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Feb 27 – Mar 6

G$38,968 GYD per night

Guest favorite

Cottage in Richfield

4.95 out of 5 average rating, 238 reviews

Peaceful weekend or extended stay, full amenities

Nov 23 – 30

G$37,647 GYD per night

Guest favorite

Guesthouse in East Troy

4.86 out of 5 average rating, 306 reviews

Deligo Valley Cottage

Jan 23 – 30

G$28,137 GYD per night

Guest favorite

Guesthouse in Hubertus

4.96 out of 5 average rating, 137 reviews

Quiet retreat-golf, bike, hike, motorcycle

Dec 21 – 28

G$39,840 GYD per night

Guest favorite

Apartment in Wauwatosa

4.83 out of 5 average rating, 263 reviews

Tosa Village Studio Apartment

Sep 17 – 24

G$16,711 GYD per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 255 reviews

The Cheese House

Oct 7 – 14

G$20,699 GYD per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 161 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Nov 29 – Dec 6

G$18,208 GYD per night

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 420 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Jul 25 – Aug 1

G$14,992 GYD per night

Show all

Other great vacation rentals in Pewaukee

Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 207 reviews

Cozy old Charm in Tosa

Nov 19 – 26

G$34,276 GYD per night

Guest favorite

Home in Oconomowoc

4.92 out of 5 average rating, 142 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Oct 23 – 30

G$41,904 GYD per night

Guest favorite

Home in Hubertus

4.86 out of 5 average rating, 360 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

Dec 21 – 28

G$56,666 GYD per night

Guest favorite

Guesthouse in Racine

4.91 out of 5 average rating, 191 reviews

Charming log cabin in the woods

May 22 – 29

G$21,415 GYD per night

Guest favorite

Apartment in Milwaukee

4.89 out of 5 average rating, 138 reviews

MKE Bungalow, Driveway Parking, Long-Stays Welcome

Jan 1 – 8

G$21,270 GYD per night

Guest favorite

Apartment in Milwaukee

4.93 out of 5 average rating, 291 reviews

Chic King Suite in the Heart of Downtown Milwaukee

Aug 16 – 23

G$25,923 GYD per night

Guest favorite

Home in Milwaukee

4.88 out of 5 average rating, 99 reviews

Cheerful-Quiet 2-bedroom Bungalow

Sep 23 – 30

G$20,358 GYD per night

Superhost

Place to stay in Racine

4.86 out of 5 average rating, 621 reviews

Wisconsin Treehouse Getaway!

Oct 6 – 13

G$43,577 GYD per night

Show all

Quick stats about vacation rentals in Pewaukee

Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
730 reviews
Nightly prices starting at
G$8,356 GYD 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 Springdale Estates, over 20 vacation rentals in Rolling Ridge, over 20 vacation rentals in Meadowbrook Heights, and over 20 vacation rentals in Rocky Point.
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 20 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.

Pewaukee places to stay

Top-rated places to stay in Pewaukee

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Pewaukee places to stay

Stay near Pewaukee's top sights

Other great vacation rentals in Pewaukee

Home in Delafield

Cottage in Richfield

Guesthouse in East Troy

Guesthouse in Hubertus

Apartment in Wauwatosa

Apartment in West Allis

Home in West Allis

Guest suite in Milwaukee

Other great vacation rentals in Pewaukee

Home in Wauwatosa

Home in Oconomowoc

Home in Hubertus

Guesthouse in Racine

Apartment in Milwaukee

Apartment in Milwaukee

Home in Milwaukee

Place to stay in Racine

Quick stats about vacation rentals in Pewaukee

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

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

Where should I stay in Pewaukee?

Are there house rentals with a dedicated workspace in Pewaukee?

Are there family-friendly house rentals in Pewaukee?

Do house rentals in Pewaukee have wireless internet?

Are there pet-friendly house rentals in Pewaukee?

Destinations to explore