Family-friendly holiday rentals in Twin Lakes

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Twin Lakes 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.
Superhost
Home in Kenosha
4.92 out of 5 average rating, 277 reviews

Hot tub getaway Extra Large capacity home

KimberlyRating, 5 stars1 day ago
This was a wonderful place for our family get together. The house has a few different places for a large group to hang out and was close to the beach.
Superhost
Cottage in Antioch
4.89 out of 5 average rating, 84 reviews

#8 Hillside Cottage at Cypress Resort & Marine

DaveRating, 5 stars4 weeks ago
This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!
Superhost
Home in Antioch
4.94 out of 5 average rating, 106 reviews

#1 Old Lake House at Cypress Resort & Marine

NallelyRating, 5 stars8 months ago
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!
Guest favourite
Apartment in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars3 months ago
Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.
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!
Top guest favourite
Home in Kenosha
4.94 out of 5 average rating, 152 reviews

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

DianeRating, 5 stars3 weeks ago
We had a wonderful stay at Daniel’s place! The house is beautiful and the view is stunning. It was really clean and felt very welcoming. We traveled with grandparents and kids and everyone found something to enjoy. The pool table was a huge hit, as was the badminton set and the multiple outdoor seating areas. This one is highly recommended!

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 ❤️
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.
Superhost
Home in Cudahy
4.83 out of 5 average rating, 103 reviews

Wonderful Family Home Across from Park

AustinRating, 5 stars2 weeks ago
Matthew was very helpful and friendly… the house was amazing had everything you need to feel right at home and top of that the park was across the street.. very nice and relaxing would definitely recommend this place to anyone!
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
Flat in Bay View
4.85 out of 5 average rating, 241 reviews

Cozy Basement Space In Bay View by Lake Michigan

KatieRating, 5 stars2 weeks ago
By far this was my best experience throughout all of my years of using Airbnb. I’ve never had a host make me feel more at home & safe. Even one of the days by chance my girlfriend & I got to talk to Carlos in person because he was outside with his puppy when we were coming back to the Airbnb. He was super kind & sweet. Their place was comfy & cozy too just how I like & prefer it. LGBTQ+ friendly & very open about it. As someone who’s in a queer relationship this made me feel incredibly secure which is extremely important to me in today’s world. Also their location is walking distance from the Cactus Club which is one of our favorite local spots in MKE. My partner & I would definitely love to stay here again in the future sometime & recommend it to anyone. 🙂🌈
Guest favourite
Home in Racine
4.94 out of 5 average rating, 161 reviews

Root River Home - Waterfront property - Sleeps 8+

LyRating, 5 stars1 week ago
Great weekend stay! The house was spacious, clean, and had everything we needed for a home away from home. Loved the outdoor space, plus it was dog-friendly with kayaks, games, and a ping pong table. Peaceful location and great communication—would definitely stay again!
Guest favourite
Flat in Evanston
4.9 out of 5 average rating, 152 reviews

Clean and Bright Stay 2BRM close NU campus

SummerRating, 5 stars7 months ago
Tracy's home is clean, comfortable, and feels like a great home to return to when you are visiting Evanston. we didn't get a chance to cook in their fabulous kitchen, but I plan to next time!!

Family-friendly home rentals with a pool

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 stars3 weeks 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 stars1 month 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
4.85 out of 5 average rating, 110 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.
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
4.89 out of 5 average rating, 198 reviews

Lakeview at CasaComo

LisaRating, 5 stars2 weeks ago
We absolutely loved this location. We ended up not even going into Lake Geneva until we were driving out. Close to Williams Bay for the Shoreline Trail. Close to restaurants and walking distance to activities. We fished right from the dock and caught a lot of Blue Bill, Northern Pike and Bass. We encountered a lot of wild life; turtles (we watched her laying eggs, cranes, deer, a snake) Pool was fun, listened to music up at the Lodge by the fire and enjoyed the condo. It was very comfortable and welcoming. We will be back!
Apartment in Lake Geneva
4.55 out of 5 average rating, 11 reviews

Grand Geneva in Lake Geneva

ChrisRating, 5 stars27 months ago
Place was better than I expected--looked more updated than the photos displayed. It was very roomy with a large bathroom and a full-size kitchen. With good weather, you can simply walk up the hill to the Grand Geneva. Will definitely plan to book again!

Quick stats about holiday rentals that are family-friendly in Twin Lakes

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹6,923 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore