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, 107 reviews

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

Guest favorite

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.

A cozy living area is depicted, featuring a comfortable couch and a wooden coffee table amidst light green walls. A television is positioned next to a bookshelf filled with books. A dining area with black chairs and a large table is visible in the background, enhancing the inviting atmosphere.

Home in Milwaukee

4.75 out of 5 average rating, 12 reviews

Lilac Cottage

2 bedroom 1 bath house close to the airport and easy access to the freeway to go downtown. 7 minutes to airport, 9 minutes to downtown. Parking for two vehicles available in the back via alleyway access. Pets welcome, fenced in backyard This quaint house is perfect for your time in Milwaukee, wonderfully located, and perfectly comfortable. Enjoy board games or enjoy some TV with almost every streaming service available. I have 2 dogs but they will not be present during your stay.

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

4.86 out of 5 average rating, 77 reviews

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

Any event needs to be approved. First 4 guests 10 y/o and up are included in the nightly rate. Then I charge per person per night over 4 guests. PETS ALLOWED FOR $200.00 3 Bedroom, 3 Bathroom, 3000 Sq/ft Heated Pool!!, Hot Tub!!, Fishing Pond!!, Game Room all on 7 1/2 Acres!!!!!! It is a ONE OF A KIND!! NEW REC ROOM!! 1/2 Acre Fishing pond Stocked with MANY FISH!!! Sand Beach and Pier with boat, Paddle Boards. heated in ground pool, (open May1 - October 1st), hot tub.

Guest favorite

Home in Hartland

5 out of 5 average rating, 8 reviews

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!

Guest favorite

An outdoor pool area is shown, surrounded by a spacious deck. Umbrellas provide shade over lounge chairs, and various seating options are arranged around the pool. Lush greenery is visible in the background under a partly cloudy sky.

Home in Mequon

5 out of 5 average rating, 11 reviews

Vacation home: heated inground pool on 4+ acres

TIMELESS CHARM MEETS MODERN ELEGANCE Where the charm of classic aesthetics seamlessly intertwines with the conveniences of contemporary living. Nestled amidst the serene landscapes of Wisconsin. 4 acre + estate with plenty of room for outdoor activities such as swimming, water basketball & volleyball, outdoor basketball, sunbathing, barbecues or picnics. This vacation retreat is only minutes away from Lake Michigan, movie theaters, restaurants, golf courses, coffee shops.

Superhost

A spacious indoor pool area is showcased, featuring a large, well-maintained pool surrounded by smooth flooring and exposed stone walls. Wooden beams and decorative lighting add character to the space, while comfortable seating areas and bar stools offer ample places to relax.

Home in Sussex

4.88 out of 5 average rating, 115 reviews

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

Guest favorite

A sparkling blue swimming pool is surrounded by a spacious sun deck. Multiple lounge chairs, featuring neutral tones, are placed alongside the pool, inviting relaxation. Lush greenery and trees provide a serene backdrop, contributing to the tranquil ambiance of the outdoor space.

Home in Racine

4.92 out of 5 average rating, 38 reviews

Amazing Private Pool /Cedar Hot Tub•Spacious Home

Experience tranquility in this family friendly spacious home just steps away from Lake Michigan and local parks. Tucked away in a peaceful neighborhood yet close to dining and shopping, it boasts a beautiful fenced backyard with a 10 foot deep pool and cedar soaking hot tub. Inside, enjoy many smart TVs with free access to Disney+ and Hulu, and indulge in the fully stocked coffee and espresso bar for the ultimate relaxation. Parties are not allowed.

Guest favorite

Home in Brewer's Hill

4.93 out of 5 average rating, 151 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.

Guest favorite

Villa in Hales Corners

4.93 out of 5 average rating, 41 reviews

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Relax with the whole family at this peaceful place to stay right in the middle of beautiful Whitnall Park. You won't find a more peaceful view of the woods and park. Our beautiful home has a large heated pool with brand new 6 person jacuzzi. Brand new Kitchen and updated bathrooms. Master suite is very romantic with steam shower, jacuzzi tub, and luxury bed and fireplace. Family Friendly OR Romantic Getaway!

Guest favorite

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

4.95 out of 5 average rating, 43 reviews

Cute and cozy 2 bedroom house perfectly located!

You’ll have everything you need within miles of you. Located conveniently right in between Milwaukee and Madison, you won’t have to travel far for anything. Delafield also offers a ton of great restaurants, coffee shops and cute boutiques within walking distance! Unfortunately during the winter months the pool is not able to be used and outside furniture is tucked away.

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