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

Cottage in Richfield

4.95 out of 5 average rating, 238 reviews

Peaceful weekend or extended stay, full amenities

The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

Nov 14 – 21

G$37,571 GYD per night

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.

Jan 6 – 13

G$43,627 GYD per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 183 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 9 – 16

G$31,176 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 8 – 15

G$31,863 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.).

May 12 – 19

G$31,501 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 238 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.

Sep 3 – 10

G$21,080 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.

Sep 11 – 18

G$31,627 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$24,670 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.

Aug 9 – 16

G$22,024 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.

Nov 2 – 9

G$23,265 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 30 – Dec 7

G$19,805 GYD per night

Guest favorite

Cabin in Hubertus

4.96 out of 5 average rating, 480 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 12 – 19

G$47,335 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

Guesthouse in East Troy

4.86 out of 5 average rating, 304 reviews

Deligo Valley Cottage

Sep 23 – 30

G$28,601 GYD per night

Guest favorite

Home in Greendale

4.99 out of 5 average rating, 175 reviews

Guesthouse on Clover - Historic Greendale

Feb 20 – 27

G$33,308 GYD per night

Guest favorite

Home in Watertown

4.97 out of 5 average rating, 125 reviews

Beautiful Victorian in Historic District

Aug 22 – 29

G$27,247 GYD per night

Guest favorite

Apartment in Wauwatosa

4.83 out of 5 average rating, 263 reviews

Tosa Village Studio Apartment

Oct 2 – 9

G$17,002 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 189 reviews

Brew City Hideaway - Historic Brewers Hill

Mar 3 – 10

G$33,034 GYD per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 160 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Jan 8 – 15

G$18,231 GYD per night

Guest favorite

Home in Delafield

4.97 out of 5 average rating, 157 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Feb 20 – 27

G$38,829 GYD per night

Guest favorite

Guesthouse in Hubertus

4.96 out of 5 average rating, 137 reviews

Quiet retreat-golf, bike, hike, motorcycle

May 20 – 27

G$39,760 GYD per night

Show all

Other great vacation rentals in Pewaukee

Superhost

Home in Pewaukee

5.0 out of 5 average rating, 4 reviews

Lakeside Pewaukee Cottage

May 11 – 18

G$42,372 GYD per night

Superhost

Apartment in Hartland

5.0 out of 5 average rating, 3 reviews

Private Fenced-in yard-hot tub-dog friendly-Wifi

May 18 – 25

G$32,434 GYD per night

Guest favorite

Home in Menomonee Falls

4.93 out of 5 average rating, 71 reviews

Exhale, rest

Aug 28 – Sep 4

G$28,133 GYD per night

Guest favorite

Home in Waukesha

5.0 out of 5 average rating, 33 reviews

Convenient & Spacious Suburban Escape w/ KING BED

Aug 7 – 14

G$50,828 GYD per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 13 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Dec 8 – 15

G$27,462 GYD per night

Guest favorite

Apartment in Delafield

5.0 out of 5 average rating, 12 reviews

Historic Downtown Luxury-Lake-Coffee-Spa like BA

May 26 – Jun 2

G$35,572 GYD per night

Guest favorite

Apartment in Mequon

4.97 out of 5 average rating, 90 reviews

Private Entrance, Patio & Hot Tub -No Shared Space

Jan 2 – 9

G$30,314 GYD per night

Guest favorite

Guest suite in East Troy

5.0 out of 5 average rating, 36 reviews

Mini Moon Hideaway

Sep 22 – 29

G$21,861 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$8,339 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 Meadowbrook Heights, over 20 vacation rentals in Rolling Ridge, over 20 vacation rentals in Rocky Point, and over 20 vacation rentals in Springdale Estates.
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

Guesthouse in East Troy

Home in Greendale

Home in Watertown

Apartment in Wauwatosa

Home in Milwaukee

Home in West Allis

Home in Delafield

Guesthouse in Hubertus

Other great vacation rentals in Pewaukee

Home in Pewaukee

Apartment in Hartland

Home in Menomonee Falls

Home in Waukesha

Home in Milwaukee

Apartment in Delafield

Apartment in Mequon

Guest suite in East Troy

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