Waukesha places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Waukesha

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 182 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. 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!

Sep 16 – 23

R2,568 ZAR per night

Guest favorite

Home in Wales

4.92 out of 5 average rating, 146 reviews

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

Jan 4 – 11

R2,924 ZAR per night

Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 204 reviews

Cozy old Charm in Tosa

Wauwatosa, Wisconsin Entire house- 3 bedrooms "Charming house in the desireable Wauwatosa community walkable to shops, restaurants, parks, Menomonee river parkway, downtown Tosa; with 5 min drive to Children's Hospital of Wisconsin and Froedtert Hospital. Just 12 min away from Downtown Milwaukee and 7 minutes from Miller Park Stadium, Miller Park Brewery, and Harley Davison Brewery. Our fully furnished 3 bed, 2 bath house is clean, comfortable, cozy. Great for individuals, families, groups.

Dec 24 – 31

R3,071 ZAR per night

Guest favorite

Cottage in Hartland

4.96 out of 5 average rating, 112 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.).

Jun 25 – Jul 2

R2,751 ZAR per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 237 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.

Dec 16 – 23

R1,934 ZAR per night

Guest favorite

Apartment in Wauwatosa

4.82 out of 5 average rating, 262 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Sep 30 – Oct 7

R1,552 ZAR per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

Aug 9 – 16

R2,432 ZAR per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 252 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Jan 14 – 21

R2,577 ZAR per night

Guest favorite

Home in Muskego

4.98 out of 5 average rating, 141 reviews

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Jan 10 – 17

R3,086 ZAR per night

Guest favorite

Apartment in Elkhorn

4.95 out of 5 average rating, 329 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

Feb 4 – 11

R1,815 ZAR per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 160 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Nov 3 – 10

R1,423 ZAR per night

Guest favorite

Apartment in West Allis

4.95 out of 5 average rating, 130 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Oct 2 – 9

R1,384 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Waukesha places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Waukesha's top sights

Minooka Park4 locals recommend

Marcus Majestic Cinema of Brookfield7 locals recommend

Woodman's Food Market13 locals recommend

Other great vacation rentals in Waukesha

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Sep 17 – 24

R3,061 ZAR per night

Guest favorite

Home in Milwaukee

4.99 out of 5 average rating, 121 reviews

Artfully Designed & Cozy Close to Eats & Shopping

Jan 29 – Feb 5

R3,204 ZAR per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

Dec 17 – 24

R2,113 ZAR per night

Guest favorite

Home in Delafield

4.97 out of 5 average rating, 156 reviews

Nagawicka Woods-Beautiful Lake Country Ranch Home

Jan 14 – 21

R3,552 ZAR per night

Guest favorite

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

Glamping Cabin on Cold SpringTree Farm

Aug 2 – 9

R1,751 ZAR per night

Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 532 reviews

Lake Michigan Writer’s Cabin

Feb 1 – 8

R2,558 ZAR per night

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 418 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

R1,229 ZAR per night

Guest favorite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

Jun 11 – 18

R2,597 ZAR per night

Show all

Other great vacation rentals in Waukesha

Guest favorite

Barn in Waukesha

5.0 out of 5 average rating, 50 reviews

Willow Springs Loft @ Wern Valley

Mar 12 – 19

R7,309 ZAR per night

Guest favorite

Home in Oconomowoc

4.89 out of 5 average rating, 19 reviews

Oconomowoc Downtown River View

Mar 6 – 13

R2,448 ZAR per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 13 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Dec 8 – 15

R2,588 ZAR per night

Guest favorite

Home in Milwaukee

4.96 out of 5 average rating, 70 reviews

Charming Milwaukee Bungalow Apartment

Sep 22 – 29

R1,208 ZAR per night

Guest favorite

Cabin in Pewaukee

5.0 out of 5 average rating, 35 reviews

Pewaukee Serenity Cottage: Whimisical by the Lake

Sep 29 – Oct 6

R3,536 ZAR per night

Guest favorite

Home in Hubertus

5.0 out of 5 average rating, 18 reviews

Cozy Cabin On Lake

Mar 13 – 20

R1,994 ZAR per night

Guest favorite

Apartment in Mequon

4.97 out of 5 average rating, 87 reviews

Private Entrance, Patio & Hot Tub -No Shared Space

Nov 9 – 16

R2,793 ZAR per night

Guest favorite

Home in West Allis

4.92 out of 5 average rating, 12 reviews

Green Valley Homes - Updated Lower Apartment

Nov 11 – 18

R1,776 ZAR per night

Show all

Quick stats about vacation rentals in Waukesha

Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
820 reviews

Frequently Asked Questions

Where should I stay in Waukesha?
Make yourself at home in Waukesha by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Thielemans Heights, over 10 vacation rentals in Springbrook, and over 20 vacation rentals in Meadowbrook Heights.
Do house rentals in Waukesha have wifi?
Absolutely! We offer over 20 house rentals with wifi in Waukesha. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Waukesha?
Waukesha has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Waukesha have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Waukesha. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Waukesha?
Four-legged friends are welcome in Waukesha. Choose from more than 10 house rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Waukesha?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Waukesha places to stay

Top-rated places to stay in Waukesha

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Waukesha places to stay

Stay near Waukesha's top sights

Other great vacation rentals in Waukesha

Home in Wauwatosa

Home in Milwaukee

Farm stay in US

Home in Delafield

Cabin in Whitewater

Cabin in Kenosha

Guest suite in Milwaukee

Yurt in Cambridge

Other great vacation rentals in Waukesha

Barn in Waukesha

Home in Oconomowoc

Home in Milwaukee

Home in Milwaukee

Cabin in Pewaukee

Home in Hubertus

Apartment in Mequon

Home in West Allis

Quick stats about vacation rentals in Waukesha

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Waukesha?

Do house rentals in Waukesha have wifi?

Are there family-friendly house rentals in Waukesha?

Do house rentals in Waukesha have air conditioning?

Are there pet-friendly house rentals in Waukesha?

What are the most popular amenities for House Rentals in Waukesha?

Destinations to explore