
House holiday rentals in Pewaukee
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Top-rated house rentals in Pewaukee
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. Included are 2 off street parking spaces directly across from unit. We’ve just added a new hot tub!

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.

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

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

KING BED/Amazing Location/Free parking/Wi-Fi
Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

Quiet Lake Country Retreat
Charming single family home located in the Village of Oconomowoc Lake. Well appointed for longs stays or perfect for a weekend retreat. Easy access to I94 and Hwy. 16. Minutes away from Olympia Resort, stores, restaurants, downtown Oconomowoc. 10 minute drive to Delafield. 20 minute drive to Erin Hills, site of the 2017 US Open. 35 minutes to downtown Milwaukee. 45 minutes to Madison. *** Coming fall 2024 the back patio will be completely renovated.

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.
Popular amenities for house rentals in Pewaukee
House rentals with a pool

Lighthouse | 9BR Resort · Pool · Arcade · Hot Tub

Cute and cozy 2 bedroom house perfectly located!

Vacation home: heated inground pool on 4+ acres

Cedar Hot Tub•Spacious Home•Quite Neighborhood

Big BLUE Skyline VIEW

Nestled in the Southern Kettle Moraine Forest

Dream Country Retreat on 15 acres

7 1/2 Acre Private Estate MSG Owner for Discounts
Weekly house rentals

Cozy 3BR Ranch Home Away From Home

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Beautiful safe quiet home in great location

Cheerful, open space, and relaxing 1 bedroom home.

Forest Bay Cottage

Spacious 3BR Home | Modern Comfort in Waukesha

Mid-Century Modern Dream Getaway

Pewaukee Lake Home steps from water & restaurants!
Private house rentals

Your home away from home

The Good Land Getaway: Ideal location, hot tub

Cozy Home in Central Milwaukee

Bass & Sparrow - Spa Retreat on the MKE River

NY Loft Style 1 Bed PKG|30M to Airport & Downtown

Whispering Pines | Downtown 3BR + Game Room & Yard

Cozy Cabin On Lake

Fenced Yard | AC | Garage | Master Suite | Arcade
When is the best time to visit Pewaukee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £164 | £161 | £164 | £168 | £196 | £247 | £290 | £261 | £226 | £182 | £165 | £164 |
| 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 holiday rentals
Explore 30 holiday rentals in Pewaukee

Nightly prices starting at
Pewaukee holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Pewaukee holiday rentals include wifi 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
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
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- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Twin Cities Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- Milwaukee Country Club
- Discovery World
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Springs Water Park
- The Rock Snowpark
- America's Action Territory
- Little Switzerland Ski Area
- Blue Mound Golf and Country Club




