
Pet-friendly holiday rentals in Waukesha
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Waukesha
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

That 70s Bungalow
A tranquil retreat. You can get away solo, with your family, or 4 legged friends. This new renovation is clean, furnished with 2 queen beds, and a queen size sofa sleeper. Located in Milwaukee, close to festivities, attractions, and events. Free parking is off street, and video monitored. Refrigerator/freezer, counter top stove, pots/pans, microwave, pizza oven, waffle maker, coffee pot, crockpot, steamer, crib/bassinet, desk, iron/ board, hair dryer. **NO CANCELATION OR REFUND DUE TO WEATHER**

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

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

Oconomowoc 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.

Spacious Wauwatosa Home In Prime Location
We just finished remodeling the kitchen and all 3 bathrooms in our unique tri-level mid-century modern home. There are 4 bedrooms offering an array of accommodations as well as a couch with a pull-out queen bed. If you like to cook, our new kitchen is amazing! There is a fireplace room with a lovely view outside, a laundry room and a TV with cable, a DVR, and streaming apps like Netflix. WIFI is available. This is a quiet family neighborhood. No parties and please be respectful.

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!
Wake up to the sunrise over a peaceful backyard and enjoy your favorite blend on your private balcony. Evenings are perfect by the fire pit under a starry sky. This renovated home has gas stove/oven, microwave, coffee maker, full-size fridge/freezer, in-unit washer & dryer, smart TV, and Wi-Fi - ideal for couples, small families, or traveling professionals. Only 1 mile from I-94 and 20 minutes from Milwaukee, blending quiet comfort with city convenience.

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.

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

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!!!

*FREE PARKING*Milwaukee Haven-Modern Central-Brady
Welcome to your Milwaukee home-away-from-home! Located just a short stroll from the iconic Brady Street, this spacious and thoughtfully designed unit puts you right in the heart of the city’s energy—boutiques, cafes, restaurants, nightlife, and local flavor are all just steps away Book now and experience Milwaukee like a local—with all the comfort and convenience you need to relax, recharge, and explore.
Popular amenities for Waukesha pet-friendly home rentals
Pet-friendly house rentals

Cozy Cottage on Pewaukee Lake| Dog Friendly

Guesthouse on Clover - Historic Greendale

Lake Geneva cottage with private beach access

Beautiful safe quiet home in great location

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

Stunning Home Across The Street From North Beach

Beautiful Home in Waukesha

House in Alverno Neighborhood
Pet-friendly home rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

Kettle 2BR Cabin on15 stunning acres by Ski trails

Cute and cozy 2 bedroom house perfectly located!

FUN-tana All Year Round Abbey Springs Fontana WI

Abbey Springs 5 Star Resort on Lake Geneva

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym

7 1/2 Acre Private Estate MSG Owner for Discounts

Luxury Log Cabin retreat home
Private, pet-friendly home rentals

* NEW* *Black Sheep Cottage*

Cozy Home in Central Milwaukee

Lakeside Pewaukee Cottage

Pewaukee Serenity Cottage: Whimisical by the Lake

East Side 2nd floor Gem

Cheerful, open space, and relaxing 1 bedroom home.

Willow Springs Loft @ Wern Valley

Cabin, Waterfront, Firepit, Dog Friendly
Quick stats about holiday rentals that are pet-friendly in Waukesha

Total holiday rentals
Explore 10 holiday rentals in Waukesha

Nightly prices starting at
Waukesha holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Waukesha holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waukesha rentals

4.6 Average rating
Waukesha stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Chicago Holiday rentals
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- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
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- Twin Cities Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- 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
- Bradford Beach
- West Bend Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Country Club
- Sunburst
- Moraine Hills State Park
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- The Rock Snowpark
- Little Switzerland Ski Area
- Blue Mound Golf and Country Club
- Staller Estate Winery




