
Holiday houses in Waukesha County
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Top-rated holiday rentals in Waukesha County
Guests agree: these stays are highly rated for location, cleanliness and more.

Condo in Delafield
4.94 out of 5 average rating, 52 reviewsDElafield Rivers Gateway Luxurious Condo
Beautiful fully furnished Condo sitting in the heart of Delafield, living room (1 sofa bed leather couch, 2 leather chairs 2 comfy cushy cloth chairs,an electric fireplace), 2 full bathrooms, 3 bedrooms upstairs, full kitchen, Balcony with table and 3 chairs. Guests have access to the peaceful riverwalk overlooking the Mill run creek (there is 3 rocking chairs & hammock). Guests rent a single or multiple rooms or the whole condo. If the full condo is not rented, guests may share common space.

Home in Delafield
4.99 out of 5 average rating, 133 reviewsModern 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.

Home in Menomonee Falls
4.95 out of 5 average rating, 118 reviewsExhale, 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.

Cottage in Delafield
5 out of 5 average rating, 56 reviewsLake Country Guest Cottage
This 1930s fisherman’s cottage is tucked away and feels like you’re in the Northwoods or at your own private resort, yet is so close to it all. It is truly a recreation haven due to the proximity of lakes and rivers, as well as State and county parks. This is a quiet neighborhood and the cottage is amazing for relaxation- hotels would be best for a party. Choose from many amazing restaurants downtown, within a mile drive or 15 minute walk or stay in to cook at home/barbecue on the gas grill.

Home in Muskego
4.88 out of 5 average rating, 110 reviewsMuskego Hideaway on 2 Acre Lot
Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

Home in Waukesha
4.91 out of 5 average rating, 23 reviewsModern Convenient 3BR W/ 2 King beds
Welcome to your Waukesha Retreat! Convenient location, welcoming clean space, relaxing backyard, and numerous amenities; this is the Airbnb for you. Here you will be minutes away from; American Family Field for your summer baseball games & concerts, downtown Milwaukee & the airport, diverse event halls, and the State Fairgrounds. Enjoy the luxury double shower and master suite as well as an outdoor private hot tub ready for guest use. Your home away from home! (Hot Tub closed Nov-Mid May)

Home in Pewaukee
5 out of 5 average rating, 12 reviewsLakeview Luxe Escape: Main & Guest House|Sleeps 10
Welcome to your exquisite escape on Pewaukee Lake! This spacious property comfortably accommodates up to 10 guests, making it ideal for large families or two separate groups. The home features a primary suite and a guest house, ensuring privacy and comfort. With the layout, you will hardly hear your other group as there is minimal shared wall space and shared areas. From time to time, you will hear the train go through and blow the horn. White noise machines are provided if you need it!

Home in Oconomowoc
4.89 out of 5 average rating, 55 reviewsOconomowoc 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.

Home in Mukwonago
4.97 out of 5 average rating, 34 reviewsLake House w/ Amazing Views includes 6 Kayaks
Welcome to Eagle Spring Lake, a hidden gem. This home is the closest one to the water with unobstructed views. Offers great boating, kayaking and ice fishing. Just across the street is 1300- plus acres of Kettle Moraine State Forest/Lulu Lake Preserve offering miles of hiking, skiing, snowmobiling and hunting. Has up north feel, yet close to Alpine Valley, restaurants, wineries and specialty breweries. 6 Kayaks included. There are 76 steps to the cabin, but it is worth the climb.

Home in Oconomowoc
4.83 out of 5 average rating, 12 reviewsNEW Luxury Lake Home - Hidden Gem w Sunset Views
Escape to our exclusive lakeside retreat, nestled on 2 acres of waterfront paradise! Enjoy breathtaking views from 2 living areas, a screen porch, patio with outdoor seating, or private pier. With ample space, king-sized bed in the primary bedroom, large kitchen, & game room, it's perfect for a large family gathering. Indulge in outdoor adventures or relax by the fire pit. With water toys, cozy beds, and nearby activities & great food. Book now for the ultimate family getaway!

Cabin in Pewaukee
5 out of 5 average rating, 53 reviewsPewaukee Serenity Cottage: Whimisical by the Lake
Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

Cottage in Pewaukee
5 out of 5 average rating, 11 reviewsLakeside Pewaukee Cottage
Get ready to enjoy this cozy, completely updated cottage. The property has neighborhood lake access to Pewaukee Lake just a short 5 minute walk away. Enjoy fishing off the piers, utilizing the provided kayaks or stand up paddle boards, or enjoying the sunset over the never-ending view of the Lake. Only a 25 minute drive to downtown Milwaukee! What better way to relax after a day on the lake than sitting in the 7 person hot tub or having a small fire in the backyard.
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Popular amenities for Waukesha County holiday rentals
Other great holiday rentals in Waukesha County

Apartment in Delafield
4.73 out of 5 average rating, 11 reviewsDelafield Vacation Rental Near Lakes & Parks!

Holiday home in Oconomowoc
4.88 out of 5 average rating, 104 reviewsScenic 4 Bedroom WI Lake Home - Newly Renovated!

Guest suite in Sussex
4.96 out of 5 average rating, 282 reviewsThe Loft @ The Butler Place. 1846 homestead.

Home in Oconomowoc
5 out of 5 average rating, 5 reviewsOkauchee Lake Home

Home in Mukwonago
5 out of 5 average rating, 24 reviewsThe Lake House on Shady Lane

Home in Muskego
4.98 out of 5 average rating, 163 reviews3 Bedroom Muskego Home

Home in Sussex
4.88 out of 5 average rating, 104 reviewsAmazing Five Bedroom Milwaukee Vacation Home!!

Home in Menomonee Falls
5 out of 5 average rating, 15 reviewsSuburban Comfort
Destinations to explore
- Rentals with a washing machine and dryer Waukesha County
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- Rentals with a kayak Waukesha County
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