Pet-friendly vacation rentals in Waukesha

4.89 out of 5 average rating, 140 reviews

A cozy living area features a light-colored sofa adorned with decorative pillows, accompanied by two wooden side tables. A television is mounted on the wall, and a small refrigerator stands nearby. A soft area rug adds comfort underfoot, enhancing the inviting atmosphere.

Home in Milwaukee

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**

4.94 out of 5 average rating, 195 reviews

A historic home features a multi-gabled roof and intricate architectural details. The exterior showcases a blend of light and dark hues, complemented by well-maintained landscaping and a spacious lawn. A charming porch wraps around the front, providing an inviting entrance with rocking chairs nestled on one side.

Home in Wales

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

4.78 out of 5 average rating, 175 reviews

A cozy living room is highlighted by a light gray sofa adorned with decorative cushions. A small blue coffee table sits in front, complemented by a candle and a framed picture. Natural light enters through a window, brightening the neutral-colored walls.

Home in West Allis

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Welcome to this cozy beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets and Towels, Shampoo & Conditioner, Soap & Hand Sanitizer, Fully Stocked Kitchen, and much more!

4.77 out of 5 average rating, 169 reviews

The exterior of the duplex showcases a two-story structure with a modern design. Soft lighting from windows creates a welcoming ambiance, complemented by a small staircase leading to the entrance.

Townhouse in Bay View

Bay View Gem | 1BR | Steps From Lake Michigan | AC

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

4.98 out of 5 average rating, 133 reviews

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

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

4.86 out of 5 average rating, 104 reviews

A two-story house features a blue exterior with large windows illuminated by natural light. Lush green shrubs flank the entrance, while a small seating area consisting of metal chairs is set on a well-maintained lawn. A concrete path leads to the front door.

Home in Oconomowoc

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.

4.98 out of 5 average rating, 203 reviews

A newly remodeled kitchen features wooden cabinetry and a dark countertop, paired with modern appliances. A large sink and a stovetop are highlighted, along with a window that provides a view of the outside. The flooring is made of warm wood, enhancing the overall design.

Home in Wauwatosa

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.

4.92 out of 5 average rating, 103 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.

4.94 out of 5 average rating, 131 reviews

A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.

Home in Bay View

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.

4.91 out of 5 average rating, 361 reviews

A living room area features a cozy sofa complemented by a patterned chair and a wooden coffee table. Natural light filters through three windows adorned with stained glass, illuminating the hardwood floor. An archway leads to a dining area furnished with wooden chairs and a table.

Apartment in West Allis

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.

4.93 out of 5 average rating, 186 reviews

Townhouse in Waukesha

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.

4.97 out of 5 average rating, 186 reviews

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

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

Popular amenities for Waukesha pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.82 out of 5 average rating, 211 reviews

An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.

Home in Lake Geneva

Cozy Cottage 1.5 Blocks From The Lake

4.93 out of 5 average rating, 15 reviews

A serene waterfront view showcases a calm lake under a clear blue sky. A fire pit is placed on a stone patio, surrounded by several white adirondack chairs. A private pier extends into the water, providing a clear line of sight across the lake.

Home in Pewaukee

Cozy Cottage on Pewaukee Lake| Dog Friendly

4.89 out of 5 average rating, 105 reviews

Home in Riverside Park

East Side MKE |3BR | Walkable | Sauna | Parking

4.96 out of 5 average rating, 114 reviews

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

Okauchee Lakefront Cabin Escape

4.92 out of 5 average rating, 183 reviews

A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.

Home in Lake Geneva

Lake Geneva cottage with private beach access

5 out of 5 average rating, 46 reviews

A comfortable living room is depicted, featuring a tan leather sofa and a matching accent chair. A coffee table sits on a light area rug, and natural light filters through large windows. A wooden piano and wall art add character to the space.

Home in Wauwatosa

Beautiful safe quiet home in great location

4.98 out of 5 average rating, 66 reviews

The living area features high, exposed wooden beams and large windows that allow ample natural light. A central island offers workspace in the kitchen, while a cozy seating area consists of a white chair and a unique side table, contributing to the open layout.

Home in Okauchee Lake

Cheerful, open space, and relaxing 1 bedroom home.

4.95 out of 5 average rating, 66 reviews

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

Beautiful Home in Waukesha

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 173 reviews

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

Home in Brewer's Hill

Brewers Hill Gem w/hot tub & seasonal shared pool

4.98 out of 5 average rating, 45 reviews

A charming cabin is surrounded by lush greenery, with well-maintained flower beds featuring red blooms. A large window provides natural light, and a stone border separates the garden from the grassy area. A tall tree offers additional shade, enhancing the serene outdoor environment.

Cabin in East Troy

Kettle 2BR Cabin on15 stunning acres by Ski trails

4.96 out of 5 average rating, 46 reviews

A single-story house is presented with a light exterior and a welcoming porch. A shaded area is provided by the overhanging roof, and a bench is positioned on the porch. A well-maintained lawn stretches in front, framed by lush green trees.

Home in Delafield

Cute and cozy 2 bedroom house perfectly located!

Condo in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Townhouse in Fontana-on-Geneva Lake

A modern dining area features a round table with four upholstered chairs set on a textured area rug. Large glass doors provide access to a deck surrounded by greenery, while a stone accent wall adds visual interest. A glimpse of the kitchen area is visible in the background.

4.81 out of 5 average rating, 94 reviews

Abbey Springs 5 Star Resort on Lake Geneva

5 out of 5 average rating, 66 reviews

A two-story blue house is positioned on a spacious lawn, framed by green grass dotted with yellow flowers. A tree provides shade in the front yard, while a small porch with chairs welcomes visitors. The driveway leads to a single-car garage.

Home in Genoa City

Family Getaway near Lake Geneva Winterfest

4.86 out of 5 average rating, 78 reviews

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.

Home in Caledonia

7 1/2 Acre Private Estate MSG Owner for Discounts

5 out of 5 average rating, 16 reviews

Home in Racine

Bridgerton Themed House/Very Spacious/4bd 3bath

Private, pet-friendly home rentals

4.97 out of 5 average rating, 63 reviews

A light-filled living area showcases a round black dining table with two wooden chairs. A cozy seating area features a simple beige couch, and a wooden shelf displays decorative baskets and glassware. Natural light illuminates the space through a large window, enhancing the minimalist design.

Apartment in Wauwatosa

Cozy Renovated Retreat in Tosa

4.98 out of 5 average rating, 48 reviews

A comfortable living area features two recliner sofas positioned around a soft, neutral-colored area rug. A small tabletop lamp provides gentle lighting beside a window, which is dressed with purple curtains. Glass-paneled doors lead to adjacent spaces, enhancing natural light.

Home in West Allis

Your home away from home

4.91 out of 5 average rating, 22 reviews

Cottage in Pewaukee

Lakeside Pewaukee Cottage

4.84 out of 5 average rating, 712 reviews

A rustic cabin with a wooden exterior is situated near Lake Michigan. A wooden deck leads down to the water, providing easy access for outdoor activities. Lush green grass surrounds the cabin, and trees offer natural shade, creating a serene lakeside atmosphere.

Cabin in Kenosha

Lake Michigan Writer’s Cabin

4.97 out of 5 average rating, 79 reviews

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

Pewaukee Serenity Cottage: Whimisical by the Lake

5 out of 5 average rating, 3 reviews

Home in Riverwest

King Bed, Full Kitchen, Games & Yard

4.9 out of 5 average rating, 247 reviews

A rustic cabin with dark wooden logs is situated among tall green trees. The spacious porch features a railing and several chairs, inviting relaxation. Sunlight casts warm tones across the facade, while the surrounding grass and woods enhance the cabin's natural setting.

Guesthouse in Racine

Charming log cabin in the woods