
Family-friendly holiday rentals in Mount Pleasant
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Top-rated family-friendly rentals in Mount Pleasant
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Popular amenities for Mount Pleasant family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Getaway
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!

#4 Adorable Lake Cottage-Cypress Resort & Marine
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.

Spacious house, yard & hot tub easy drive downtown
Great place! Fairly private and very comfortable stay with 7 folks.

Stylistic Condo Hot Tub Tosa Village 2 blocks away
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.

#8 Hillside Cottage at Cypress Resort & Marine
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

#1 Old Lake House at Cypress Resort & Marine
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

Restored Victorian w Hottub , 1block to shops
The house was very centrally located and convenient to everything in Lake Geneva. It was a good size for my adult family to stay and we enjoyed the common areas for gathering. The house is old but in a way that we found quirky and charming, and overall clean and functional. There is only one shower but we didn't run out of hot water so it worked out. Parking and entry were very easy. Overall a great find and value if you are okay with an older place and want to prioritize a central location with several private bedrooms.

Amazing view, Modern Space
The home had a stunning view of the city skyline, especially at night when all the lights sparkled. It was the perfect spot to relax and take in the beautiful scenery after a long day of exploring. Would definitely stay here again.
Family- and pet-friendly home rentals

HGTV Renovated Home with GREAT backyard!
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!

Lake Michigan Writer’s Cabin
A lovely stay at the writers cabin, expect a rustic cabin that exudes warmth and comfort!! The views are fantastic and lots of stuff to do in walking distance. Thanks for a wonderful stay!!

Wonderful Family Home Across from Park
We loved this house!!! It had absolutely everything we needed. Great location in a nice neighborhood across the street from a park, but just a few minutes from all the fun in Bay View and a very easy drive to downtown. The house was spotless and comfortable, and it was so nice being able to bring our dogs. We really felt at home. Thank you!

WAVES : Steps to the Harbor ~ Crash Here!
Clean and cozy, comfortable beds. Nice size kitchen to make meals in. Off-street parking. Would stay again.

Cozy Basement Space In Bay View by Lake Michigan
Very nice. Thank you!

Charming Loft - sparkling clean-walk everywhere
Very nice place to stay. Location was in a safe area. Parking garage was a little difficult getting in and out of with a bigger vehicle. Would definitely come back!

Curated Loft Retreat in The Heart Of Woodstock
Susan's place was so comfortable and peaceful. She is so kind and considerate, was always available to answer any questions that we had. We arrived, driving 13 hours, there were wonderful pastries and fruit awaiting in the kitchen area. The coffee was outstanding as well. Susan was so accommadating! Kate & Jim

Full Condo&Garage in Trendy Bay View Milwaukee
I had such a great time in Andrea’s home for the weekend! She is an excellent host, very responsive, warm and friendly. Super cozy find in Milwaukee for a little getaway. Also highly recommend the Sprocket Cafe across the street!
Family-friendly home rentals with a pool

Downtown One Bedroom Apartment #305
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.

2 BD 2 BA Abbey Villa with Pool
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.

2 Bedroom Villa at Lake Geneva's GRAND Resort
This is a great space. The owner is very responsive and helpful. Looking forward to staying there again.

Trailer- Rental Unit
Absolutely loved staying at Sylvia's! The camper is very conveniently located within the park - close to all the amenities and activities! Easy to access, beautiful grounds and a very peaceful stay for my family and I.

Abbey Spring Resort Home |North Shore Hideaway
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.

Flexible rental In Lake Geneva Area
Great place for a low cost! It had plenty of space and was clean. Note that there's not a door on the smaller "bedroom."

Beautiful 137 Year Old Farm Home (3night min)
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!
Quick stats about holiday rentals that are family-friendly in Mount Pleasant
Total rentals
80 properties
Nightly prices starting at
$80 AUD before taxes and fees
Total number of reviews
4.5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
80 properties include access to Wi-Fi
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- Milwaukee Public Museum
- Wilmot Mountain Ski Resort
- Racine North Beach
- Grand Geneva Resort & Spa
- Erin Hills Golf Course
- Six Flags Great America
- Geneva National Resort & Club
- Springs Water Park
- Milwaukee Country Club
- Skokie Country Club
- Illinois Beach State Park
- Moraine Hills State Park
- Alpine Valley Resort
- America's Action Territory
- Blue Mound Golf and Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee County Zoo
- West Bend Country Club
- Heiliger Huegel Ski Club
- The Water Works Indoor Water Park
- Richard Bong State Recreation Area
- Mystic Waters Family Aquatic Center
- Bob O'Link Golf Club
- Old Elm Club