Pet-friendly vacation rentals in Waukesha County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Waukesha County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

The exterior of the stone farmhouse features a charming fenced area with a patio, shaded by an umbrella. Large windows adorn the building, allowing natural light to illuminate the inviting stone facade. Lush greenery surrounds the entrance, enhancing the serene atmosphere.

Home in Waukesha

5 out of 5 average rating, 4 reviews

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.

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.

Guest favorite

A game room showcases a classic red pool table, illuminated by overhead lights. A functional jukebox stands nearby, alongside wooden accents and a view of an upper loft. Rustic railings and a mounted deer head complete the inviting, recreational atmosphere.

Barn in Waukesha

5 out of 5 average rating, 65 reviews

Willow Springs Loft @ Wern Valley

Looking for that beautiful once in a lifetime opportunity to sleep in the hay loft? Look no further. No expense has been spared in the space. It is beyond beautiful with every rustic feel you can think of, yet extremely classy. Railings made from cattle stanchions, shower heads that are watering cans and sinks from wash tubs. The evening view of deer and turkeys in the valley from your 30 foot deck is priceless. Ride your ATV to Wern Valley Sportsmen’s Club for a pheasant hunt or clays shooting.

Guest favorite

The open kitchen features modern appliances, including a dishwasher and sink with a spacious countertop. Natural light fills the adjoining living area, which is equipped with a large smart TV and comfortable seating, creating an inviting space for relaxation.

Townhouse in Waukesha

4.92 out of 5 average rating, 157 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

A modern kitchen is showcased, featuring a large island with three bar stools. White cabinetry complements the sleek appliances, while a rustic brick accent wall adds character. Natural light floods in through windows, illuminating the clean and functional layout.

Home in Oconomowoc

5 out of 5 average rating, 49 reviews

Chic Retreat w/ Fire Pit by Wedding Venues + Lakes

Discover the Iron Ore Retreat, a stylish getaway mere minutes from downtown Oconomowoc! Situated in a quiet neighborhood, our pet-friendly🐶retreat boasts a whimsical backyard, close proximity to nearby lakes, golf courses, and wedding venues. Whether you’re planning a family retreat or a wedding haven, our delightful space is sure to capture your heart! ✨Traveling with a larger group or your preferred dates taken? Browse our host profile for the details on other listings in the area!✨

Top guest favorite

The exterior of a spacious home is displayed, showcasing a well-maintained lawn with seasonal foliage. A covered entrance is flanked by windows, and decorative plants are positioned at the base of the house. The facade features sleek horizontal siding and contrasting blue shutters.

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

Top guest favorite

An open-concept living area showcases contemporary design elements. A cozy seating area is complemented by a large sectional sofa. Bright yellow chairs surround a dining table, while modern lighting fixtures and unique wall art add character to the space. Large windows provide ample natural light.

Cabin in Pewaukee

5 out of 5 average rating, 62 reviews

Pewaukee 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.

Superhost

A modern living space is showcased, featuring a light-colored sofa paired with soft pillows. A large wall-mounted television is visible along with a decorative side table. Warm wooden flooring extends throughout the room, complemented by subtle artwork on the walls and natural light from windows.

Cottage in Pewaukee

5 out of 5 average rating, 12 reviews

Lakeside 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.

Top guest favorite

The interior of the log cabin features warm wood finishes and an open layout. Soft lighting is provided by string lights, enhancing the cozy atmosphere. A large screen TV is visible in the living area, while the fully equipped kitchen is designed for convenience and social gatherings.

Home in Pewaukee

4.92 out of 5 average rating, 59 reviews

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Those wishing to experience natural beauty, we welcome you to come relax and enjoy our rustic log cabin retreat situated in a peaceful neighborhood with a private wooded yard. This 3 bedroom 2 bath log cabin is surrounded by Wisconsin goodness, perfect for relaxing and viewing wildlife, yet we are just 5 minutes from grocery stores, superb local cuisine, plenty of shopping and only 30 min. from Downtown Milwaukee Breweries. 4 person Hot tub now added

Top guest favorite

A quiet country home is nestled among trees and well-maintained shrubs, showcasing a wide, inviting front lawn. The façade features a mix of symmetry with multiple windows and a central entrance, complemented by a light-colored exterior that reflects a serene environment.

Home in Muskego

4.98 out of 5 average rating, 177 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

Superhost

A lakeside fire pit surrounded by several chairs provides a cozy seating area. A pier extends into the calm water, framed by tall trees offering shade. A shed and canoe are visible in the background, enhancing the tranquil outdoor setting.

Cottage in Oconomowoc

4.84 out of 5 average rating, 25 reviews

Lake Home (weekly discount-canoe & kayak included)

This quaint lakeside cottage is located in a quiet neighborhood on the east shore of beautiful Lower Nemahbin Lake. The cottage is steps from swimmable frontage, has a pier for easy lake access, includes a canoe and kayak, and offers a lakeside brick fire-pit to warm up and enjoy evening sunsets! Cottage comes furnished with; wifi, smart TV, grill, kitchen supplies, and has several new mattresses to ensure a comfortable stay!

Guest favorite

A log cabin sits perched on a grassy embankment, framed by trees. The exterior features large windows and a spacious deck with steps leading down to the water's edge. Two red chairs are placed near the shoreline, reflecting the cabin's warm colors on the water.

Home in Nashotah

4.97 out of 5 average rating, 88 reviews

Okauchee Lakefront Cabin Escape

The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.