
House vacation rentals in Pewaukee
Find and book unique houses on Airbnb
Quick stats about house rentals in Pewaukee

Total vacation rentals
Explore 40 vacation rentals in Pewaukee

Nightly prices starting at
Pewaukee vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Pewaukee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pewaukee rentals

4.8 Average rating
Pewaukee stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Pewaukee
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
LocationFamilyBackyard

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.
LocationFamilyHeating

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!
FamilyLocationPets

The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.
LocationFamilyBreakfast

West Allis Oasis
Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!
FamilyLocationSleep quality

Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.
FamilyLocationNearby

Entire Wauwatosa Home!
Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard
ValueLocationHeating

Oconomowoc Downtown River View
Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.
FamilyLocationNearby

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.
FamilyValueBackyard

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.
ValueLocationQuiet

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.
LocationFamilyParks

The Little Gray House
The Little Gray House is better than ever! This spring we completed many upgrades inside and out - check out our photos! We've got a few small openings left this summer, maybe they work for you? Time to book for fall and winter holidays so you can get in on the best little Airbnb around! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
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Popular amenities for Pewaukee house rentals
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!
ValueLocationAmenities

Vacation home: heated inground pool on 4+ acres
FamilyValueCleanliness

Private Pool and Hot Tub! Private Backyard Oasis!
ValueFamilyPool

Rosie’s Eastside Garden Bungalow
LocationFamilySleep quality

Private Inground Pool Hot Tub
FamilyLocationHot tub

Wooded Retreat w/ Hot Tub & Private Beach
LocationFamilyNearby

7 1/2 Acre Private Estate w/inground pool, hot tub
LocationFamilyHot tub

Farmhouse with Heated Pool on almost 160 Acres!
ValueLocationBreakfast
Weekly house rentals

Lakefront Views, Walk to Dining | Kayaks + Firepit
FamilyLocationNearby

Luxe Spa Cabin: Hot Tub + Sauna + Fire
ValueFamilyLayout

Designer Lake Country Haven w/ Balcony
LocationFamilyAmenities

Lake Country Wellness Escape- Sauna, Hot Tub- Pier
ValueLocationHospitality

Lake Country Retreat| Shared Pier Access|Lake View
LocationSleep qualityOutdoor spaces

Spa House By The Beach whole house
FamilyParkingComfort

Forest Bay Cottage
FamilyValueQuiet

Beautiful Home in Waukesha
LocationValueNearby
Private house rentals

Cozy 3BR Ranch Home Away From Home
ValueLocationLaundry

Waters Edge Retreat
LocationFamilySleep quality

The Paddle House
LocationFamilyKitchen

Private House on 5 acres - Walk to Alpine Valley
LocationFamilyCleanliness

Beautiful safe quiet home in great location
LocationFamilyWalkability

Cheerful, open space, and relaxing 1 bedroom home.
LocationValueParking

Waukesha 3BR House | Sleeps 7 Comfortably | 4 beds
ValueLocationLayout

Pewaukee Lake Home steps from water & restaurants!
FamilyValueCheckout
When is the best time to visit Pewaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 771 | ﺩ.ﺇ 735 | ﺩ.ﺇ 753 | ﺩ.ﺇ 757 | ﺩ.ﺇ 973 | ﺩ.ﺇ 1,157 | ﺩ.ﺇ 1,425 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,113 | ﺩ.ﺇ 955 | ﺩ.ﺇ 848 | ﺩ.ﺇ 815 |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
Destinations to explore
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- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Illinois Beach State Park
- Baird Center
- Milwaukee County Zoo
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Fiserv Forum
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- Discovery World
- South Shore Park
- Atwater Park
- Lake Geneva Cruise Line
- Lake Park
- Little Switzerland Ski Area
- Racine North Beach
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre





