Family-friendly holiday rentals in Mount Pleasant

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Popular amenities for Mount Pleasant family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lake Villa
4.84 out of 5 average rating, 44 reviews

Lakeside Getaway

AndreRating, 5 stars11 months ago
Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!
Guest favourite
Cottage in Antioch
4.93 out of 5 average rating, 149 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars10 months ago
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.
Guest favourite
Home in Milwaukee
4.95 out of 5 average rating, 235 reviews

6BR house, yard, hot tub - 5 min drive downtown

FrankRating, 5 stars3 weeks ago
If i could give Paul and his home 6 stars I would. He was an excellent host. The home had everything and more than our group expected. It was close enough to down town but far enough to feel like we were away from the city.
Apartment in Wauwatosa
4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars11 months ago
Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!
Home in Lake Geneva
4.68 out of 5 average rating, 124 reviews

Restored Victorian w Hottub , 1block to shops

GraceRating, 5 stars1 week ago
This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!
Guest favourite
Townhouse in Riverwest
4.92 out of 5 average rating, 245 reviews

Amazing view, Modern Space

TammyRating, 5 stars1 month ago
This place was súper clean and beautiful. We were very comfortable and never heard the neighbors downstairs. The only thing that happened was the that the thermostat stopped working and they weren’t able to come and fix it. Then the bathroom switch kept tripping and we had to find the fuse box and various times the light didn’t work. But it was such a nice place and I would totally stay there again. We had a very comfortable experience.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 156 reviews

"About Time" You will love it! -12 beds

SteveRating, 5 stars5 months ago
Very nice place to host our large family Christmas gathering. Plenty of room for everybody. The game room was very much appreciated and well used.
Home in Oconomowoc
4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars3 weeks ago
We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.

Family- and pet-friendly home rentals

Guest favourite
Home in Walker's Point
4.93 out of 5 average rating, 188 reviews

HGTV Renovated Home with GREAT backyard!

JoshRating, 5 stars3 weeks ago
This place was stunning and Jenni was fabulous to work with. Literally zero complaints! Thank you so so much for everything ❤️
Top guest favourite
Guest house in Richfield
4.94 out of 5 average rating, 257 reviews

Peaceful weekend or extended stay, full amenities

LauraRating, 5 stars1 month ago
Cute stay! We had a wedding at Homestead Hollow and this place was perfect! Cute and fresh baked cookies on arrival. Entrance is on the backside of the house, but the host was super helpful on finding it. Plenty of room to spread out. Also exactly as described. It is a working farm with the family living there, but the space is as described. Although, it’s in the country - it’s also fairly close to lots of shopping, restaurants and parks.
Superhost
Home in Walker's Point
4.89 out of 5 average rating, 231 reviews

Historic Home Sleeps 16 in MKEs Best Neighborhood

LynneRating, 5 stars8 months ago
Always love staying with Daniel and Anne's place! Not only are they always super responsive, but their property is beautiful and well set up for large groups. walk friendly, and lots of nearby food options. 100% would recommend, and we definitely hope to be back in the future!
Guest favourite
Home in Bay View
4.95 out of 5 average rating, 116 reviews

This Must Be the Place- Bayview Bohemian Vibes

KristenRating, 5 stars2 weeks ago
Easy to access beautiful home which looks just like the photos. The host was extremely responsive when I had questions - would absolutely stay again.
Guest favourite
Flat in Riverwest
4.87 out of 5 average rating, 420 reviews

Riverwest Loft with city skyline view

RhyomiRating, 5 stars2 weeks ago
What a great stay! This is such a colorful and unique loft and really was a great experience. The location was close to a lot of things, and plenty of street parking if you need an extra space. We had such a great time!
Superhost
Flat 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 stars5 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.
Superhost
Chalet in Williams Bay
4.88 out of 5 average rating, 254 reviews

The Bay Chalet

ShaneRating, 5 stars3 days ago
Tucked beneath whispering pines and wrapped in the quiet hush of the lake, this log cabin retreat was pure magic. From the moment we arrived, the rustic charm wrapped around us like a flannel blanket—warm, comforting, and timeless. The cabin was spotless, thoughtfully maintained, and had just enough creak in the floorboards to remind you it had stories of its own. Mornings were slow and golden, coffee steaming as the sun danced on the water. The first day, a flock of wild turkeys wandered by like some ancient welcoming committee. On our last, a pair of deer watched us from the tree line—silent, curious, and strangely fitting for a farewell. It’s the kind of place that invites stillness, that gives you back your breath. Perfect for getting away, for remembering what silence sounds like, or just for sitting still long enough to notice how the wind moves through the trees. A rare kind of peace.
Guest favourite
Loft in Walker's Point
4.84 out of 5 average rating, 429 reviews

Charming Loft - sparkling clean-walk everywhere

AllisonRating, 5 stars1 month ago
My husband and I stayed here for a quick Milwaukee getaway. We loved the space and felt like we were at home. The location is perfect and walkable to everything we needed. Jori was ultra responsive and very helpful. We already talked about booking this place again!

Family-friendly home rentals with a pool

Flat in Milwaukee
4.65 out of 5 average rating, 136 reviews

Downtown One Bedroom Apartment #305

RebeccaRating, 5 stars8 months ago
We were in town for a wedding and Juneau Village was the perfect choice for us. The church was only 2 blocks away and the reception was about 5 so we could walk to both. Although we explored the downtown area by car the free HOP transit line is close by Juneau Village and a great option. The kitchen was very clean and equipped with all the basics. It was nice having coffee provided to brew. I liked all the windows to let in sunshine and to enjoy the view. The bed and linens were comfy. We liked the security of the building and offstreet parking spots for our vehicle. Although we didn't have time to relax by the pool it looked nice. The hotels downtown Milwaukee were expensive (and booked) so we felt this unit was a good value and convenient for us.
Guest favourite
Apartment in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars10 months ago
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.
Superhost
Villa in Lake Geneva
4.9 out of 5 average rating, 77 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

LoriRating, 5 stars1 month ago
What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!
Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars11 months ago
We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.
Apartment in Lake Geneva
4.64 out of 5 average rating, 277 reviews

Flexible rental In Lake Geneva Area

LindseyRating, 5 stars2 months ago
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!
Guest favourite
Cabin in Lake Geneva
4.86 out of 5 average rating, 111 reviews

Luxury Log Cabin retreat home

AbbyRating, 5 stars3 days ago
Debbie was fabulous to work with. Communication and helpful instructions were provided at both check in and check out. Would to come down this house as it exceeded expectations.
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars10 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!
Apartment in Lake Geneva
4.9 out of 5 average rating, 200 reviews

Lakeview at CasaComo

ErinRating, 5 stars1 week ago
We took an unexpected trip to the lake and needed a peaceful, relaxing place to stay. Regina’s house was perfect. The condo is fully stocked with all you’ll need including a beautiful view of the lake. Regina gave great recommendations and was very responsive.

Quick stats about holiday rentals that are family-friendly in Mount Pleasant

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹4,300 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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