
House vacation rentals in Pewaukee
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Top-rated house rentals in Pewaukee
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Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - 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.

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.

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.

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.

Lake House Summer Getaway
Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

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!

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.

Lakeside Getaway
Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

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.

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.

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.

The Little Gray House
Spring is here and it's time to share what we've been up to! Those of you staying with us after April will be treated to new kitchen counter tops, roof, windows and siding :) It'll still be the LGH, but with a little something more! We'll update the photos as soon as it's completed! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!
Popular amenities for Pewaukee house rentals
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

Cute and cozy 2 bedroom house perfectly located!

Lodge Home 4BR - Hot Tub - Sitting Pool and Sauna

Cozy cabin getaway near Lake Como and Lake Geneva

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Private Inground Pool Hot Tub

Forest getaway; Alpacas, fire pit, trail access!
Weekly house rentals

Cozy 3BR Ranch Home Away From Home

Lakefront Retreat • Hot Tub • 4BR • Genesee Lake

Lakefront Sunset

Peaceful 3 Bedroom Home in Sussex, WI

Beautiful safe quiet home in great location

Cheerful, open space, and relaxing 1 bedroom home.

Forest Bay Cottage

Tosa Boho Inn - Modern + No Service/Cleaning Fee!
Private house rentals

Long Lake Retreat - Cottage in Burlington, WI

Modern Family Lake Home: Sunflower House

Pewaukee Lake Home steps from water & restaurants!

3 Bedroom, 2 bath home, with gazebo By stadium

Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10

A-Frame in forest on bike trail!

The Auburn Place: Cozy 3BR Home in Wauwatosa

Cozy Little House in Waukesha, Wisconsin
When is the best time to visit Pewaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,932 GYD | G$41,840 GYD | G$42,886 GYD | G$47,070 GYD | G$55,020 GYD | G$69,036 GYD | G$81,170 GYD | G$73,220 GYD | G$63,388 GYD | G$54,392 GYD | G$48,325 GYD | G$46,443 GYD |
| 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 |
Quick stats about house rentals in Pewaukee

Total vacation rentals
Explore 30 vacation rentals in Pewaukee

Nightly prices starting at
Pewaukee vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 910 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
10 properties have a dedicated workspace

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

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

4.9 Average rating
Pewaukee stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Discovery World
- Riverside Theater
- Marquette University
- American Family Field
- Gurnee Mills
- Fiserv Forum
- Pabst Mansion
- Lake Geneva Public Library
- Betty Brinn Children's Museum
- American Family Insurance Amphitheater
- South Shore Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Atwater Park
- Wisconsin State Fair Park





