Vacation rentals with a pool in Brookfield

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Brookfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Farm stay in Germantown

4.97 out of 5 average rating, 98 reviews

Lace & Woods Farm "Hammer Hideaway"

RoryRating, 5 stars3 months ago

Such an enchanting stay. The hosts and resident animals were friendly. My family loved the barn cats that snuck their way to us - especially Carl. The wood fireplace added to the coziness. Everything was clean, comfortable, and heat moves well throughout the space. My mother-in-law is already planning our next visit come spring!

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, 152 reviews

Make Yourself At Home! Close to Lake & Airport!

TanyaRating, 5 stars1 month ago

Ann went above and beyond to be a fantastic host!!! Her listing gives a very accurate overview of the living space and what to expect during this airbnb experience. She makes you feel at home and like you're staying at a friend or family member's house vs. an impersonal hotel. Her wonderful pets are an added bonus. There was a furry welcoming committee there to meet us at the door and to offer snuggles :) I would recommend this airbnb to anyone! It's in a peaceful neighborhood and only a short drive to shopping centers and restaurants galore.

Superhost

Home in Hartland

5 out of 5 average rating, 5 reviews

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

LindseyRating, 5 stars6 months ago

A most peaceful and picturesque stay just outside of Delafield. Everything was wonderfully appointed, beds were very comfortable, and the outdoor scenery top notch. Pictures don’t do it justice :) The walk down the to the lake is an absolute must. Highly recommend Kristen and her home. Thank you for such a pleasant stay!

Top guest favorite

Home in Whitewater

5 out of 5 average rating, 78 reviews

Nestled in the Southern Kettle Moraine Forest

JaredRating, 5 stars6 months ago

It is always a welcome refresher to escape to The Den and spend time with the animals, on the trails, and relaxing in such a cozy, inviting home. You have everything you could possibly need to hunker down and enjoy the beautiful surroundings. Jarvis and Chris' hospitality is truly second to none. We are already thinking about our next visit :)

Guest favorite

Villa in Hales Corners

4.92 out of 5 average rating, 36 reviews

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Chip And JenRating, 5 stars6 months ago

Absolutely perfect place to host a large group. peaceful neighborhood and lots of space. Comfortable beds and a well stocked kitchen. We especially enjoyed the outdoor spaces. Hosts were kind and thoughtful during an emotional time for our family. Would highly recommend.

Top guest favorite

A spacious outdoor pool is surrounded by lush greenery, offering a serene environment. Lounge chairs are arranged on the deck, with umbrellas providing shade. A picnic table is positioned nearby, creating a welcoming space for relaxation and gatherings.

Cabin in East Troy

5 out of 5 average rating, 35 reviews

Kettle 2BR Cabin on 15 lush acres w pool and lake

MikeRating, 5 stars4 months ago

Noam was very communicative and friendly. His cabin was cozy and everything I wanted. He had disc golf on the property as well as a beautiful private lake. We will definitely be back next year and highly recommend this spot!

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Popular amenities for Brookfield rentals with a pool

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Pool

Free parking on premises

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House rentals with a pool

Guest favorite

Home in Brewer's Hill

4.93 out of 5 average rating, 134 reviews

The Gem of Brewers Hill w/hot tub & seasonal pool

ChrisRating, 5 stars2 weeks ago

It was in a great location to walk to restaurants and brew pubs. There was enough room for everyone (five adults), and we all appreciated that it had several bathrooms. The rec room was very cute. Overall it was a comfortable place to stay, quite, roomy and it had off-street parking which is a plus.

Aerial view of the property highlights a spacious backyard featuring a heated pool, patio area, and various trees. A trampoline is visible on the left side, with a deck area providing access to the home. The property is partially fenced, offering a sense of privacy.

Home in Caledonia

4.85 out of 5 average rating, 75 reviews

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

SherriRating, 5 stars1 month ago

I think this was my favorite place I’ve rented. I’m glad I found it just an hour outside the suburbs of Chicago. It’s a country feel with a ton of activities as described, plus a few extra. My boys really enjoyed the game room. There’s a TV so we played music videos while playing darts, billiards, and I enjoyed throw back video games like Donkey Kong, Centipede and Dig dug. It was cooler outside so I definitely want to return in the summer to enjoy the pool, bonfire, fishing pond, but we had one nice day so still got to enjoy the large property, paddle boat, swings, bocce ball and hot tub. The house has very comfortable furniture, like the beds and couches. We watched movies at night and slept well. Robert was a great host and I appreciated all the helpful notes around the house. I almost felt guilty it was just me and my boys, but it was a perfect getaway. Plenty to do, or do nothing and enjoy the views.