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 20 – 27

ﺩ.ﺇ662 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.

Dec 17 – 24

ﺩ.ﺇ773 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 9 – 16

ﺩ.ﺇ526 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 18 – 25

ﺩ.ﺇ561 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.).

Jun 26 – Jul 3

ﺩ.ﺇ528 per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 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

ﺩ.ﺇ477 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.

Nov 20 – 27

ﺩ.ﺇ371 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.

May 4 – 11

ﺩ.ﺇ429 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

ﺩ.ﺇ447 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 11 – 18

ﺩ.ﺇ388 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!

Dec 25 – Jan 1

ﺩ.ﺇ346 per night

Guest favorite

Apartment in West Allis

4.95 out of 5 average rating, 133 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Sep 13 – 20

ﺩ.ﺇ266 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 7 – 14

ﺩ.ﺇ680 per night

Guest favorite

Guesthouse in East Troy

4.86 out of 5 average rating, 306 reviews

Deligo Valley Cottage

Nov 2 – 9

ﺩ.ﺇ504 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 26 – Dec 3

ﺩ.ﺇ320 per night

Guest favorite

Home in Greendale

4.99 out of 5 average rating, 176 reviews

Guesthouse on Clover - Historic Greendale

Mar 18 – 25

ﺩ.ﺇ587 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 19 – 26

ﺩ.ﺇ264 per night

Guest favorite

Guesthouse in Hubertus

4.96 out of 5 average rating, 137 reviews

Quiet retreat-golf, bike, hike, motorcycle

Jan 15 – 22

ﺩ.ﺇ700 per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

Sep 24 – Oct 1

ﺩ.ﺇ411 per night

Guest favorite

Apartment in Milwaukee

4.93 out of 5 average rating, 289 reviews

Chic King Suite in the Heart of Downtown Milwaukee

Nov 8 – 15

ﺩ.ﺇ283 per night

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Other great vacation rentals in Pewaukee

Guest favorite

Home in Oconomowoc

4.92 out of 5 average rating, 142 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Sep 15 – 22

ﺩ.ﺇ737 per night

Guest favorite

Home in Milwaukee

4.88 out of 5 average rating, 99 reviews

Cheerful-Quiet 2-bedroom Bungalow

Sep 4 – 11

ﺩ.ﺇ392 per night

Guest favorite

Guesthouse in Racine

4.91 out of 5 average rating, 190 reviews

Charming log cabin in the woods

May 19 – 26

ﺩ.ﺇ373 per night

Superhost

Home in Cudahy

4.81 out of 5 average rating, 105 reviews

Make Yourself At Home! Close to Lake & Airport!

Nov 19 – 26

ﺩ.ﺇ267 per night

Superhost

Home in West Allis

4.84 out of 5 average rating, 105 reviews

Designer Cottage with Parking, Patio & Netflix

Oct 8 – 15

ﺩ.ﺇ544 per night

Guest favorite

Home in Muskego

4.98 out of 5 average rating, 142 reviews

3 Bedroom Muskego Home

Oct 10 – 17

ﺩ.ﺇ592 per night

Guest favorite

Home in Wauwatosa

4.99 out of 5 average rating, 184 reviews

The Little Gray House

Oct 15 – 22

ﺩ.ﺇ807 per night

Guest favorite

Farm stay in Sullivan

5.0 out of 5 average rating, 152 reviews

The Beekeeper's Inn- Quiet country retreat

Mar 21 – 28

ﺩ.ﺇ656 per night

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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
ﺩ.ﺇ147 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

Guesthouse in East Troy

Home in West Allis

Home in Greendale

Guest suite in Milwaukee

Guesthouse in Hubertus

Farm stay in US

Apartment in Milwaukee

Other great vacation rentals in Pewaukee

Home in Oconomowoc

Home in Milwaukee

Guesthouse in Racine

Home in Cudahy

Home in West Allis

Home in Muskego

Home in Wauwatosa

Farm stay in Sullivan

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