Holiday rentals with a patio in Waukesha County

5 out of 5 average rating, 4 reviews

Home in Waukesha

Farmhouse "The Inn"

Enjoy the simplicity and comfort of the 1800's at The Inn with the comfort of today. Our beautifully restored 1850's farmhouse has everything you need to have a peaceful stay conveniently located 20 minutes from Milwaukee to the East & beautiful Kettle Moraine area to the west. Welcome to the City of Festivals, Land of Harley hiking, biking, cross country skiing & golf. The 3 Bed Chambers accommodates 6 guests. Olde Homestead Cottage can be rented separately to sleep 2 additional; guests.

4.83 out of 5 average rating, 6 reviews

Home in Menomonee Falls

Fully Furnished 2BR+Study Home in Menomonee Falls

Welcome to our beautifully remodeled 2BR+Study home in a prime neighborhood! This property offers both comfort and convenience and is ideal for a variety of guests, including travel nurses, weekly visitors, solo travelers, and families. Whether staying short-term or seeking a monthly rental, we offer exclusive weekly and monthly discounts. The home is fully furnished and centrally located, making it a perfect choice. Check out the reviews on our other listings for added assurance of a great stay

4.93 out of 5 average rating, 81 reviews

Home in Nashotah

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 large bonfire pit and yard for playing games by the lake. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. The Nashotah Park is down the block.

4.97 out of 5 average rating, 31 reviews

Guest suite in Waukesha

Tucked Away

For those in need of a "home away from home" while on the road working or just passing though on your travels. This private, quaint backyard parking/entrance mini apartment located in Waukesha's "Historic District" is for you. Enjoy large outer deck as weather permits. Stairs are required outside to enter. Walking distance to lively downtown area. Easy access from this location to Madison (65 miles) and Milwaukee (12 miles). Located near Carroll University and Waukesha Memorial Hospital.

4.95 out of 5 average rating, 136 reviews

Home in Menomonee Falls

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.

5 out of 5 average rating, 64 reviews

Cottage in Delafield

Lake 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.

4.92 out of 5 average rating, 26 reviews

Home in Pewaukee

Bougie by the Beach

Welcome to Bougie by the Beach!! Enjoy lake life, making unforgettable memories with family & friends steps from Pewaukee Lake, the beach, boat launch, shops, restaurants, bars & more! Our cozy & inviting 1890 farmhouse has been completely renovated from top to bottom but is still filled with the charm of tall ceilings, 2 screened porches, hand hewn beams & hardwood floors. Furnished w/ beachy vibes from RH, Pottery Barn, West Elm & Anthropologie, including deluxe linens & super comfy beds.

4.92 out of 5 average rating, 158 reviews

Townhouse in Waukesha

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!

Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

5 out of 5 average rating, 9 reviews

Home in Pewaukee

Designer Home w/ Lake Views + Walk to Beachfront

💫This custom home is in the heart of Pewaukee! It’s equipped with a gourmet kitchen, comfy Pottery Barn furniture & stunning lake views. You’re a quick walk to the shops, restaurants, activities and the beautiful Pewaukee Lake. ⏩️Traveling with a larger group? You can also rent additional space at this home. Browse our host profile. 🏡🏡The home is part of another rental. With the layout, you will hardly hear other guests as there is minimal shared wall space and private entries.

Campervan/Motorhome in Brookfield

4.82 out of 5 average rating, 17 reviews

Vintage Camper

Enjoy the sounds of nature when you stay in this unique Avion camper. A cozy place to unwind and experience camping with a touch of nostalgia. Just 15 minutes from downtown Milwaukee! Within 1 mile of just about every fast food restaurant/local stores you can think of. Please be aware this a 50 year old camper, do not expect it to be a full household and it should be treated with respect. This is a great glamping, outdoor experience within miles of Milwaukee’s buzzing city life.

4.88 out of 5 average rating, 112 reviews

Home in Sussex

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.