Holiday rentals with a pool in Milwaukee County

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Top-rated rentals with a pool in Milwaukee County

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An indoor swimming area features a heated pool with a series of lounge chairs nearby. A hot tub is visible in the foreground, with water gently bubbling. Large windows allow natural light to enter, illuminating the contemporary design and soothing color palette.
Apartment in Wauwatosa
1.8 out of 5 average rating, 5 reviews

Rare Gem! 4 Relaxing Units, Parking, Pet-friendly!

The property is excellently situated downtown in Milwaukee, the heart of Wauwatosa in the beautiful state of Wisconsin. Visitors to the area should explore the charming city of Wauwatosa, with the Mayfair Collection shopping center and the Milwaukee County Zoo only 2 miles away. Visit the Harley-Davidson Museum and Miller Park, both a short drive away. Discover the historic Pabst Mansion and experience the natural beauty of the Mitchell Park Horticultural Conservatory, also known as The Domes.

The lobby features a spacious seating area with beige lounge chairs and a purple ottoman. A colorful art installation hangs from the ceiling, and two computers are available for guest use in a bright corner. Natural light filters in, creating an open atmosphere.
Apartment in Wauwatosa
3.75 out of 5 average rating, 4 reviews

You Found it! 2 Relaxing Units, Free Parking

The property is excellently situated downtown in Milwaukee, the heart of Wauwatosa in the beautiful state of Wisconsin. Visitors to the area should explore the charming city of Wauwatosa, with the Mayfair Collection shopping center and the Milwaukee County Zoo only 2 miles away. Visit the Harley-Davidson Museum and Miller Park, both a short drive away. Discover the historic Pabst Mansion and experience the natural beauty of the Mitchell Park Horticultural Conservatory, also known as The Domes.

Apartment in Wauwatosa
4.26 out of 5 average rating, 34 reviews

Discover Wauwatosa! Indoor Pool, Free Parking!

The property is excellently situated downtown in Milwaukee, the heart of Wauwatosa in the beautiful state of Wisconsin. Visitors to the area should explore the charming city of Wauwatosa, with the Mayfair Collection shopping center and the Milwaukee County Zoo only 2 miles away. Visit the Harley-Davidson Museum and Miller Park, both a short drive away. Discover the historic Pabst Mansion and experience the natural beauty of the Mitchell Park Horticultural Conservatory, also known as The Domes.

An impressive exterior of the Harley-Davidson Museum is depicted, featuring a modern architectural design with angular glass and steel structures. A prominent sculpture of a motorcyclist performing a stunt is positioned in front, complemented by softly illuminated pathways and landscaped areas, creating an inviting atmosphere.
Apartment in Wauwatosa
4.33 out of 5 average rating, 3 reviews

Look No More! 3 Spacious Units, Free Parking

The property is excellently situated downtown in Milwaukee, the heart of Wauwatosa in the beautiful state of Wisconsin. Visitors to the area should explore the charming city of Wauwatosa, with the Mayfair Collection shopping center and the Milwaukee County Zoo only 2 miles away. Visit the Harley-Davidson Museum and Miller Park, both a short drive away. Discover the historic Pabst Mansion and experience the natural beauty of the Mitchell Park Horticultural Conservatory, also known as The Domes.

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.
Home in Cudahy
4.78 out of 5 average rating, 153 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

Guest favourite
A cozy living room features a light-colored sectional sofa complemented by colorful throw pillows. A plush, vibrant area rug adds warmth to the space. Two windows with light-filtering shades allow natural light, while a recliner and wooden table provide additional seating and surface space.
Home in Milwaukee
4.89 out of 5 average rating, 18 reviews

Big BLUE Skyline VIEW

This bright and roomy 2 bedroom unit is the lower level of a 1900 Victorian duplex in the heart of Milwaukee was renovated 3 years ago. Situated on the edge of downtown, overlooking the river and downtown skyline you’ll have easy walking access to all the best neighborhoods. With 9 foot ceilings and a big fenced in yard with basketball hoop and patio furniture you'll be very comfortable staying with us. We are not a corporation, just a nice couple sharing our place. FREE PARKING too

Superhost
Apartment in West Allis
4.94 out of 5 average rating, 17 reviews

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

✨ Modern & Cozy Stay in the Heart of West Allis ✨ Stylish, light-filled apartment just steps away from the State Fair Grounds! Enjoy a cozy living room, fully equipped kitchen, peaceful bedroom, and access to a pool & lounge areas. Perfectly located near dining, shopping, and entertainment — right in the heart of West Allis, only steps away from the State Fair Grounds. 10 mins to Downtown Milwaukee 7 mins away to American Family Field

Guest favourite
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 Milwaukee
4.93 out of 5 average rating, 167 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance to Brady Street, the Milwaukee River Walk, shops, restaurants and coffee houses. Less than a mile from Fiserv Forum, downtown Milwaukee and just minutes from Bradford Beach. This pet friendly unit has a private fenced in yard, BBQ grill, off street parking for your vehicles and motorcycles, and a hot tub for your use.

A modern living space features a light-colored carpet underfoot. A gray sofa with decorative cushions is positioned across from a sleek coffee table. A dining area is visible with a round table and upholstered chairs, while large windows allow natural light to fill the room.
Apartment in Milwaukee

North End 519

This special place is close to everything, making it easy to plan your visit. North End is a lively property where we offer fully furnished studios, stocked with everything you need to feel at home. North End is in a community that includes a Fitness Center, Lounge, and Covered Parking - Fee may apply. North End is a Walker's Paradise with a Walk Score of 92, a Transit Score of 67, and a Bike Score of 83.

A modern living room showcases a sleek sofa with decorative cushions, a glass coffee table featuring an artistic arrangement, and a large mirror reflecting natural light. Set against a neutral grey wall, a wall-mounted television and elegant wall decor contribute to the stylish ambiance.
Apartment in Milwaukee

Beautiful Downtown 2 Bedroom 2 Bathroom Apartment

Take it easy at this unique and tranquil getaway. This is a Beautiful cozy two bedroom two bedroom unit. That offer a peaceful relax environment, with a view of Downtown. There's balcony, a gym, pool and game run available for your convenience. You will be in walking distance. From the Fiserv Forum (Bucks Arena), grocery stores, restaurants and night life. You're going to Love your stay here.... 😊

Guest favourite
A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.
Home in Milwaukee
4.97 out of 5 average rating, 197 reviews

The Peacock Place w/ Shared Seasonal Outdoor Pool

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

The exterior of the two-story townhouse is visible, featuring a beige facade with dark brown trim. Large windows allow for natural light, while a patio area is accessible through a glass door. Lush greenery surrounds the property, adding a tranquil feel to the entrance.
Townhouse in Milwaukee
4.67 out of 5 average rating, 3 reviews

2 Story - 2Br Condo

Forget your worries in this spacious and serene space. 2 story townhouse story 2 Bedroom 1.5 bathroom condo with a patio and pool and courtyard for a simple stay. Perfect for in town family visits or quick work stays. The pool is open in the summer months which should be upcoming. Smoking area outside on patio or in vestibule. NO SMOKING IN HOUSE

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