Pet-friendly vacation rentals in Waukesha County

4.8 out of 5 average rating, 5 reviews

A spacious green yard is presented, surrounded by trees and a hedge, showcasing a serene atmosphere. A fire pit area with seating is visible at the center, while a small shed is located in the background, all framed by a soft twilight sky.

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

4.94 out of 5 average rating, 52 reviews

A charming two-story building is presented with white siding and a grey shingled roof. Large black awnings identify the Education & Conference Center and Virtual Office Suites. The entrance is framed by lush greenery, with outdoor seating areas featuring tables and chairs along the front.

Condo in Delafield

DElafield Rivers Gateway Luxurious Condo

Beautiful fully furnished Condo sitting in the heart of Delafield, living room (1 sofa bed leather couch, 2 leather chairs 2 comfy cushy cloth chairs,an electric fireplace), 2 full bathrooms, 3 bedrooms upstairs, full kitchen, Balcony with table and 3 chairs. Guests have access to the peaceful riverwalk overlooking the Mill run creek (there is 3 rocking chairs & hammock). Guests rent a single or multiple rooms or the whole condo. If the full condo is not rented, guests may share common space.

4.89 out of 5 average rating, 114 reviews

Home in Muskego

Muskego Hideaway on 2 Acre Lot

Forget your worries in this beautifully updated 4 bedroom, 2 bath home on a 2 acre wooded hillside. Convenient location with easy access to the Milwaukee airport. Only a minute's drive to Little Muskego Lake and the sandy beach at Idle Isle Park. Easy drives to Alpine Valley, Lake Geneva, and The Rock Sports Complex. Only 2 minutes from I43 for easy access to Milwaukee for Brewers, Bucks, and the many festivals. Relax on the deck or patio and watch the deer and other wildlife in the backyard.

4.92 out of 5 average rating, 146 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.

4.94 out of 5 average rating, 126 reviews

A spacious lawn with manicured grass stretches toward a historical home featuring multiple gabled roofs. Mature trees and well-maintained shrubs add natural charm around the property, while clear blue skies create a serene backdrop.

Home in Wales

Charming, Updated and Historic

This is truly a memorable, charming, and welcoming place to stay. You will have the home to yourself. You will love the warm feel, woodwork, and historical prominence of this home. It is very charming throughout and is on a large 1.5-acre estate size lot. The price quoted here is for 1-2 people and a 1 Bedroom suite with 1.5 Baths. Under this listing we can open up to three suites and accept six guests. If need more there than 2 guests and 1 suite we are happy to make you a custom offer.

5 out of 5 average rating, 45 reviews

Home in Oconomowoc

Stylish Home w/FirePit by Downtown& Wedding Venues

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!✨

4.92 out of 5 average rating, 36 reviews

Home in Waukesha

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

5 out of 5 average rating, 5 reviews

A winding asphalt driveway leads into the property, flanked by a lush green lawn and scattered autumn leaves. The yard is dotted with trees, some showcasing vivid fall colors, while the home is partially visible in the background, surrounded by nature.

Home in Hartland

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

Meadow Hill Acres is a 3 BR/3 BA home provides a beautiful retreat within a central location, stocked with the comforts of home. Seated on 2 acres of land, the property is fully fenced and dog friendly. Naga-Waukee Park borders the property, offering walking trails (and usually deer friends) right outside your door. Nagawicka Lake and Beach are also just next door. The Delafield shops, restaurants and Hwy 94 are minutes away. Enjoy a nature retreat while central to everything!

4.83 out of 5 average rating, 12 reviews

Home in Oconomowoc

Hidden Gem - Sunset Lake Home w/ Hot Tub

Escape to our exclusive lakeside retreat, nestled on 2 acres of waterfront paradise! Enjoy breathtaking views from 2 living areas, a screen porch, patio with outdoor seating, or private pier. With ample space, king-sized bed in the primary bedroom, large kitchen, & game room, it's perfect for a large family gathering. Indulge in outdoor adventures or relax by the fire pit. With water toys, cozy beds, and nearby activities & great food. Book now for the ultimate family getaway!

4.92 out of 5 average rating, 72 reviews

A single-story ranch-style home is presented, featuring a well-maintained exterior with a light-colored stone façade. Green grass surrounds the property, complemented by neatly trimmed bushes and a paved walkway leading to the front door. The roof is covered with gray shingles under a partly cloudy sky.

Home in Wauwatosa

Relax close to everything in Milwaukee

Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

5 out of 5 average rating, 57 reviews

A still lake reflects the clear blue sky dotted with white clouds. A fishing line extends into the water, with a bobber resting on the surface, hinting at a peaceful fishing experience amidst the serene surroundings.

Cabin in Pewaukee

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.