House vacation rentals in Pewaukee

Find and book unique houses on Airbnb

Top-rated house rentals in Pewaukee

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Hubertus

4.86 out of 5 average rating, 360 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Oct 31 – Nov 7

G$57,983 GYD per night

Guest favorite

Home in Wauwatosa

4.99 out of 5 average rating, 184 reviews

The Little Gray House

If you are looking to book for the RNC, please contact us via Airbnb if you have any additional questions. Spring is almost here and we're busy making plans for the garden-nights are still chilly, so book a stay and have an evening in the hot tub. Our Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. For 2024 we've added a outdoor movie screen and projector, new bedroom furniture, new fiber internet and a high tech bidet!

Oct 10 – 17

G$45,925 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.

Mar 10 – 17

G$43,384 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 14 – 21

G$31,939 GYD per night

Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 207 reviews

Cozy old Charm in Tosa

Wauwatosa, Wisconsin Entire house- 3 bedrooms "Charming house in the desireable Wauwatosa community walkable to shops, restaurants, parks, Menomonee river parkway, downtown Tosa; with 5 min drive to Children's Hospital of Wisconsin and Froedtert Hospital. Just 12 min away from Downtown Milwaukee and 7 minutes from Miller Park Stadium, Miller Park Brewery, and Harley Davison Brewery. Our fully furnished 3 bed, 2 bath house is clean, comfortable, cozy. Great for individuals, families, groups.

Oct 16 – 23

G$34,678 GYD per night

Guest favorite

Home in Oconomowoc

4.92 out of 5 average rating, 142 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!

Aug 15 – 22

G$41,921 GYD per night

Superhost

Home in Cudahy

4.81 out of 5 average rating, 105 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

Dec 21 – 28

G$13,177 GYD per night

Guest favorite

Home in Watertown

4.97 out of 5 average rating, 126 reviews

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

Jul 7 – 14

G$30,226 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!

Dec 5 – 12

G$26,533 GYD per night

Guest favorite

Home in Delafield

4.97 out of 5 average rating, 158 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

Oct 10 – 17

G$40,180 GYD per night

Guest favorite

Home in Muskego

4.98 out of 5 average rating, 142 reviews

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Feb 14 – 21

G$33,704 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

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Sep 1 – 8

G$15,696 GYD per night