Family-friendly vacation rentals in Pewaukee

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pewaukee family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A balcony extends from the home, offering a view of the vibrant sunset over the water. Chairs are positioned for relaxation, while a fire pit surrounded by seating is seen on the patio below. Lush greenery adds a natural touch to the scenic landscape.
Home in Kenosha
4.94 out of 5 average rating, 149 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

LaKeishaRating, 5 stars1 month ago
It was comfortable and everything was clearly labeled. There were tons of amenities that were not expected from the games in the closet to the extra seasons for cooking and counter top ice maker. This place really truly felt like a home, not one complaint from this group of 10 women. I would highly recommend this place.
Guest favorite
The exterior of the home features a charming back patio area surrounded by vibrant yellow flowers. A wooden deck is furnished with a dining table and seating, while a shaded area provides additional comfort. String lights enhance the inviting outdoor space, ideal for gatherings.
Home in Milwaukee
4.95 out of 5 average rating, 231 reviews

Spacious house, yard & hot tub easy drive downtown

CharissaRating, 5 stars1 week ago
Paul was flexible and super easy to communicate with. Check in and out are simple. Neighborhood was a quiet cul-de-sac and close to downtown. So convenient. We were a party of 9 and had plenty of room to gather and lounge. LOVED the saltwater hot tub. So relaxing at the start and end of our days 😊
A spacious deck is furnished with a dining table beneath a sun umbrella, alongside several lounge chairs. A hot tub is positioned on one side, with a view of the backyard and a garage in the distance under clear skies.
Condo in Wauwatosa
4.63 out of 5 average rating, 113 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IanRating, 5 stars9 months ago
We booked for 2 weeks and enjoyed each day! Great neighborhood for walking our dog and loads of restaurants nearby to try out. The home was furnished with everything you could need. Sarah was accommodating to meet our needs and we would definitely come back here.
A cozy living area is highlighted by a bookshelf filled with various books and a stylish armchair adorned with a decorative pillow. A potted plant adds a touch of greenery, while framed artwork and a small window create a warm and inviting space.
Home in Oconomowoc
4.76 out of 5 average rating, 29 reviews

Lake home on Lower Nehambin Lake

StephRating, 5 stars9 months ago
Andrew and Lance are great hosts! We also stayed here last year and it’s always a nice and peaceful time. We kayaked and paddle boarded around the lake. My husband fished off the pier. The lake water was a nice temp. I also wfh during this time and WiFi worked well.
Guest favorite
Cabin in Elkhorn
4.97 out of 5 average rating, 298 reviews

The Retreat: 5 Acre Log Cabin

MarleyRating, 5 stars1 month ago
Omg!!! All I can say, it's well worth it. The place is BEAUTIFUL, Yecenia put so much thought in decorating. You don't need to bring anything, but your change of clothes. Everything you need is there. Yecenia thank you so much, for taking the time and effort to make your guests feel at home. I'm definitely coming back, and please whoever book this airbnb, treat the place as if it's your home.
Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A large island with bar seating is complemented by unique pendant lighting, while a subtle tile backsplash adds texture to the space. The overall design is bright and inviting.
Townhouse in Riverwest
4.92 out of 5 average rating, 241 reviews

Amazing view, Modern Space

HelenRating, 5 stars1 week ago
We booked the entire house—both units—for a bachelorette party, and I was able to do early check in to decorate. The girls loved staying there, and there was plenty of room for all 14 of us. It was the perfect location since we did a Lakefront Brewery tour, and the view was great! Riverwest is a great neighborhood in the heart of the city with a lot of wonderful local places, and eclectic charm!

Family- and pet-friendly home rentals

Guest favorite
The dining area features a wooden table with six black chairs, positioned on a decorative rug. A tall vase with dried flowers serves as a centerpiece. The kitchen area includes white cabinetry and bar stools at the counter, illuminated by pendant lighting above.
Home in Walker's Point
4.93 out of 5 average rating, 186 reviews

HGTV Renovated Home with GREAT backyard!

HaileyRating, 5 stars7 months ago
Jenni and David’s place was exactly as described, it was wonderful! Jenni was so responsive, respectful and flexible! We LOVED the location of the home, it was very walkable, we always felt safe. It was close to some great restaurants and bars that we visited. I would highly recommend staying here!
Guest favorite
Guesthouse in Brewer's Hill
4.95 out of 5 average rating, 256 reviews

The Carriage House in Sanger House Gardens

JackieRating, 5 stars6 months ago
Look no further. The Carriage House is exceptional… a comfortable space with artifacts harkening back to its origins. The Gardens are spectacular… winding pathways, fountains, benches, pools, statuary. Peace, tranquility, and serenity abound. Steve is a wealth of information and willingly engages with guests. Staying at Sanger House Gardens is reason enough to come to Milwaukee!
Guest favorite
The airy living space is adorned with colorful string lights and features a cozy seating arrangement. A large window allows natural light, with a view of the balcony. A workspace with a desk, a comfortable chair, and plants enhances the inviting atmosphere.
Apartment in Riverwest
4.87 out of 5 average rating, 415 reviews

Riverwest Loft with city skyline view

DylanRating, 5 stars3 weeks ago
Nathan’s place was great. Felt right at home and the art and quirkiness feels like your staying in an art installation. Which was much appreciated! Also love that it’s pet friendly as well will have to return with my dog so they can enjoy the place as much as I did. Would recommend for anyone to stay close enough to downtown to be able to go out and about and just far enough in residential area where it’s nice and quaint.
Guest favorite
The exterior of a spacious brick home is displayed amidst a well-kept lawn. A patio area is visible, furnished with colorful Adirondack chairs. The home features multiple windows and a chimney, with trees and greenery framing the property.
Home in Mequon
4.92 out of 5 average rating, 60 reviews

Mequon Wedding Retreat

LianeRating, 5 stars6 months ago
David met us for check in and walked through everything! Throughout the reservation process and when we left he was very responsive. It was a beautiful home!!
Superhost
A bright living area features large windows letting in natural light, decorated with elegant dark curtains. Two red-accented chairs are positioned beside a small table and a lamp. A light-colored sofa faces a modern television atop a light wood stand.
Apartment in Bay View
4.92 out of 5 average rating, 117 reviews

Allis in Dairyland-2 Bdm flat in heart of Bay View

ninaRating, 5 stars3 months ago
The perfect location for my stay!! The hosts were quick to respond if I had any issues and the actual place itself was so cute.
Guest favorite
A bright living area is furnished with a light-colored sofa and a pink accent chair. A wooden ladder serves as decor against the wall. Large windows invite natural light, and a cabinet displays decorative items. A table sits on a patterned rug, enhancing the space.
Apartment in Racine
4.9 out of 5 average rating, 283 reviews

WAVES : Steps to the Harbor ~ Crash Here!

GarettRating, 5 stars2 weeks ago
Angela was a good communicator and the place was just what we needed for the weekend.
Superhost
An open-concept studio apartment features a spacious layout with a queen bed covered in a patterned blanket and a small futon. A cozy seating area is arranged in one corner, while a work area with a desk is visible in the background. Natural light enters through a window, complemented by warm yellow walls.
Apartment in Bay View
4.84 out of 5 average rating, 231 reviews

Cozy Basement Space In Bay View by Lake Michigan

IanRating, 5 stars2 weeks ago
Very nice. Thank you!
Guest favorite
A spacious living room features a dark leather sectional sofa, complemented by a soft throw blanket. A round ottoman is positioned nearby on a light-colored area rug, while natural light filters through sheer curtains, adding warmth to the room.
Home in West Allis
4.84 out of 5 average rating, 55 reviews

3BR Duplex With Garage Just Outside of the City

JillRating, 5 stars20 months ago
We felt very comfortable in this house. It was perfect for our family and close to everything we needed. Jessica was accurate in her description of the house. The upstairs neighbor was really quiet. I will definitely stay here again when in the area.

Family-friendly home rentals with Wifi

Top guest favorite
The living area features large windows dressed in dark curtains, allowing natural light to illuminate the space. Two couches offer seating, complemented by a coffee table. Art pieces adorn the walls, adding character to the inviting room. A television is mounted for entertainment.
Condo in Milwaukee
4.98 out of 5 average rating, 269 reviews

Downtown MKE Vibes • Roomy Stay + Cool Perks

ErikRating, 5 stars1 week ago
Very nice place got it last minute and nikki was very helpful
Guest favorite
A welcoming front porch is framed by lush gardens and colorful flower beds. A pathway of natural stones leads to a wooden door, while wicker chairs and loveseats are arranged under the porch beams. Hanging plants add a touch of greenery to the inviting entrance.
Guest suite in Sussex
4.96 out of 5 average rating, 287 reviews

The Loft @ The Butler Place. 1846 homestead.

KelseyRating, 5 stars3 weeks ago
This was my second time staying at this Airbnb, and it was just as enjoyable the second time as it was the first! I will definitely be back again in the future! The place is clean, welcoming, relaxing, and overall a very enjoyable experience!
Top guest favorite
A comfortable leather sofa with patterned cushions is positioned in the living area. A wooden cabinet with glass doors displays decorative items. The room features a colorful area rug and walls that are partially adorned with wooden accents, contributing to a cozy ambiance.
Apartment in Port Washington
4.93 out of 5 average rating, 290 reviews

Homeport

BeverlyRating, 5 stars6 days ago
Amy's place was comfortable, peaceful and relaxing. Everything in the apartment worked great - there was nothing to need. Amy's place is within walking distance to many restaurants and shops in Port Washington and has a great view of the lake and marina. I highly recommend staying at Amy's Homeport.
Superhost
A dining area features a large wooden table surrounded by eight brown leather chairs. Natural light fills the space through two windows, highlighting a decorative chandelier above the table. A wall adorned with greenery and a mirror adds elegance to the setting.
Home in Shorewood
4.85 out of 5 average rating, 110 reviews

Beautiful Luxury Suite A of Shorewood Home

WendiRating, 5 stars8 months ago
We really enjoyed our visit to Shorewood in Corey’s home. It was comfortable, clean and the kitchen was stocked with everything we could possibly need. We had a family of 6 and the layout was perfect, with plenty of room for everyone. Corey was helpful and flexible and I highly recommend Corey’s home for your next visit to Shorewood.
Guest favorite
A sunken living room features hardwood flooring and elegant crown moldings. A light-colored sectional sofa is positioned beside a wooden coffee table. Built-in bookcases are mounted on the walls, complemented by natural light streaming through large windows adorned with soft curtains.
Condo in Shorewood
4.92 out of 5 average rating, 280 reviews

English Tudor - Upper Flat blocks from the beach

BrigidRating, 5 stars3 months ago
These accommodations were fantastic! It was comfortable, homey, and was a great place for us to hang out and celebrate Christmas with our family. I can honestly say this is the first time I've been on a family vacation where i was NOT itching to go home, and i attribute that to Jodi's excellent hospitality. We were sorry to leave!
Top guest favorite
A spacious kitchen is equipped with modern appliances, including a stainless steel stove and hood. A large granite island complements dark cabinetry, and a window allows natural light to brighten the space. Two stools are positioned at the island, providing additional seating.
Townhouse in Bay View
4.95 out of 5 average rating, 407 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

JaceyRating, 5 stars1 week ago
Had an amazing long weekend here! Amazing recommendations, accommodations and such an amazing space! Thank you!
Top guest favorite
A bright living area is filled with natural light from large windows. A dark blue sofa is complemented by an armchair and a coffee table, which holds magazines. A decorative plant adds greenery, while a patterned area rug anchors the space.
Home in Wauwatosa
4.92 out of 5 average rating, 158 reviews

AVL-Entire Home-MKE/Tosa (next to Hart Park)

ChristopherRating, 5 stars8 months ago
This place was very nice and clean. It was set up very well. It’s also in a great neighborhood and within walking distance to some great restaurants. Marc was very responsive and helpful.
Top guest favorite
The exterior of a two-story building is presented, showcasing a yellow wooden facade with large windows on the ground level. A sign labeled 'The Cottage' hangs above the entrance. Neighboring buildings feature traditional architecture with awnings. The street is lined with parked cars and pedestrian pathways.
Apartment in Cedarburg
4.98 out of 5 average rating, 254 reviews

Creekside Apartment

NicoleRating, 5 stars1 week ago
Our stay at Jackie's place in Cedarburg was perfect. Location is walkable to everything and the unit was comfortable and clean.

Quick stats about vacation rentals that are family-friendly in Pewaukee

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    750 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore