Vacation rentals in Waukesha County

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Top-rated vacation rentals in Waukesha County

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Guest favorite

The exterior showcases a charming home set against a lush green lawn. A circular stone fire pit is visible, surrounded by well-kept grass. A patio, furnished with seating, is located at the back of the house, framed by trees and vibrant landscaping.

Home in Nashotah

4.93 out of 5 average rating, 81 reviews

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.

Top guest favorite

A spacious outdoor deck is featured, overlooking a lush green backyard. Visible are various plants and garden elements, along with a patio umbrella. Stairs lead down from the deck to the garden area, providing access to the vibrant surroundings.

Guest suite in Waukesha

4.97 out of 5 average rating, 31 reviews

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.

Top guest favorite

A screened porch is shown with natural light streaming through large windows. A long wooden table with a bench is positioned beside the entrance. Lush greenery is visible through the screens, offering a peaceful view of the outdoor space.

Home in Delafield

4.99 out of 5 average rating, 140 reviews

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.

Guest favorite

A grand staircase features intricate wooden detailing and balusters, leading to the upper level. The entrance area includes a beautifully crafted wooden railing, a cozy seating area on the left, and decorative elements along the walls. Natural light filters through the nearby windows.

Home in Wales

4.91 out of 5 average rating, 171 reviews

Historic, Vintage, Classy, 12 bed, 6 bath!

This charming estate will make your special occasion a memory of a lifetime! It offers 5+ bedrooms all with their own baths, four w/private suites, 5 full baths + 2 half baths total. Suites offer a variety of whirlpool tubs, glass/tile showers and romantic gas FP's. Large main floor offers a huge kitchen with double oven, breakfast bar and two living rooms. Dining room, kitchen table and bar seat 20. LL offers a 6th bedroom with new queen bed, rec room with new 50" TV and three more twins.

Top guest favorite

A view of the well-maintained outdoor area is presented, showcasing a neatly paved pathway bordered by lush green lawns and mature trees. The scene is complemented by a clear blue sky, providing a tranquil atmosphere in a tree-filled neighborhood.

Guest suite in Brookfield

5 out of 5 average rating, 235 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Guest favorite

A charming white cottage sits within a landscaped area, surrounded by a white picket fence. Lush greenery and flowering plants are visible in the foreground, while trees stand in the background under a clear blue sky.

Cottage in Hartland

4.95 out of 5 average rating, 139 reviews

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

Guest favorite

The modern kitchen features a large granite countertop with seating for two. A small dining area is visible, along with a television mounted on the wall. Natural light fills the space through the windows, complemented by dark curtains, and a green plant adds a touch of greenery.

Townhouse in Waukesha

4.92 out of 5 average rating, 158 reviews

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.

Top guest favorite

Home in Waukesha

4.93 out of 5 average rating, 40 reviews

Beautiful Home in Waukesha

What a wonderful location with a view from the front porch and a park in your back yard. Beautiful Brazilian Tiger wood floors in dining, living, and family room. Spacious family living area has an attractive gas fireplace as it's center point that is open to kitchen area. Off the dinette the three pane patio door has private woods view and patio area. Workout equipment in rec room. Minutes from lakes and hiking paths, Old Town Waukesha boutiques, and restaurants. Quick access to I-94

Guest favorite

A well-equipped kitchenette is shown, featuring a stainless steel refrigerator, microwave, and a coffee maker. Above the countertop, mugs are neatly arranged on a hanging rack. A glass-paned door leads to another room, adding a touch of elegance with a chandelier visible through the glass.

Guest suite in Sussex

4.96 out of 5 average rating, 291 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Top guest favorite

An outdoor living space features a stone grill area beside a wood-burning oven, surrounded by lush greenery. Soft lighting from suspended bulbs adds warmth as the sun sets in the background, casting a gentle glow over the patio with a decorative stone surface.

Guest suite in Sussex

4.99 out of 5 average rating, 143 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Top guest favorite

A charming two-story building features classic colonial architecture, with white and brick facades. A spacious outdoor seating area is visible, adorned with black metal tables and chairs. Balconies with white railings extend along the front, inviting guests to relax and enjoy the surroundings.

Apartment in Delafield

5 out of 5 average rating, 43 reviews

Luxury Delafield Retreat | Walk to Lake & Shops!

⭐ 5-Star Comfort | Prime Location |Historic Downtown| Self Check-In ⭐ Welcome to Your Ultimate Delafield Getaway! Nestled in the heart of Historic Downtown Delafield, this luxury apartment is steps from Lake Nagawicka, top-rated restaurants, boutique shops, and scenic parks. Designed for both relaxation and adventure, this stylish retreat offers modern comforts, high-end finishes, and a perfect location for exploring everything Delafield has to offer.

Guest favorite

The bathroom features a modern vanity with a vessel sink atop a dark cabinet, complemented by multiple drawers. A full-length mirror is mounted above the sink. A glass shower enclosure is visible alongside neatly arranged towels on a nearby shelf.

Home in Waukesha

4.98 out of 5 average rating, 86 reviews

Brand New Studio w. Private Entry + Garden Patio

Beautiful studio unit, sleeps 3. Professionally landscaped patio for morning coffee, or late night stargazing. Free parking, 3 miles from I94, W/D, fully stocked kitchenette, induction stove, microwave, deluxe coffee maker, toaster oven, mini refrigerator, WiFI, Smart TV, Wireless Printer,, private fenced yard, patio heater for chilly nights. Telescope experience available for stargazing. Perfect for the traveling professional, or couple.

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Popular amenities for Waukesha County vacation rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Waukesha County

Top guest favorite

The image captures a modern kitchen with a stainless steel range hood above a gas stove, featuring a granite countertop. Light filters through a nearby window, illuminating the living area in the background with a comfortable sofa and decorative accents.

Private room in New Berlin

4.99 out of 5 average rating, 262 reviews

The Orchard Room-Quiet Private Suite Near Milw

JosephRating, 5 stars3 days ago

As a fellow host and a guest I was very impressed by Michelle’s space. It was very nice and she has an eye for detail and the comfort of her guests. She’s thought through everything. I took notes to improve my own space. The room and bathroom were great. The bed was very comfortable. It’s 15 minutes from downtown and the airport. Communication was very quick. It’s a great value for Milwaukee. It’s less expensive than most and delivers. We have had a hard time finding a good spot in MKE and now we have one.

Top guest favorite

Private room in Nashotah

4.96 out of 5 average rating, 182 reviews

Lake Country Loft , Quiet & Clean.

LaurenRating, 5 stars2 weeks ago

Nice place to stay

Top guest favorite

Wall shelving displays various decorative items and plants, adding a touch of greenery to the space. A small potted plant sits next to a white ceramic vase, while a decorative metal tree and a teal-colored container are visible on a tabletop, all contributing to a relaxed ambiance.

Private room in Menomonee Falls

4.95 out of 5 average rating, 101 reviews

Private space in quiet neighborhood

JenniferRating, 5 stars1 month ago

Emily’s place is comfortable, clean and welcoming. You can tell she’s thoughtful in the amenities she offers her guests and we enjoyed meeting her adorable cats too. Thank you, Emily!

Guest favorite

A compact bathroom is presented with a white vanity and sink, featuring a large mirror above. Soft lighting is provided by a row of light fixtures. Decorative items are placed on the countertop, while a rug and a small wastebasket are visible. Towels hang neatly by the sink.

Private room in Waukesha

4.89 out of 5 average rating, 256 reviews

Cozy Room For Rent

RethaRating, 5 stars1 month ago

What a lovely stay and a wonderful host! Thank you so much for your hospitality.

A bathroom is shown featuring a compact vanity with a mirror above. A colorful shower curtain with horizontal stripes decorates the tub area, while a small wastebasket sits next to the toilet. A potted flower adds a touch of color to the vanity.

Apartment in Menomonee Falls

4.64 out of 5 average rating, 39 reviews

Nice safe clean super quiet and comfy studio

DavidRating, 5 stars1 week ago

Al was a great host and very responsive to any questions we had. 10/10 experience

A spacious outdoor patio area is set with six seating chairs surrounding a fire pit. Lush green grass extends downward toward a secluded lake, with trees framing the scene. The water's surface reflects the greenery, inviting relaxation and outdoor gatherings.

Home in Mukwonago

5 out of 5 average rating, 3 reviews

Lake House Retreat on Phantom Lake

KristinRating, 5 stars1 week ago

Loved Every Minute! Spent the weekend at the lake and it was exactly what I needed. Peaceful mornings, fun on the water, great company, and beautiful sunsets—what more could you ask for? Already planning my next trip back. Highly recommend for anyone needing a recharge!

Top guest favorite