Family-friendly holiday rentals in Lake Monona

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Lake Monona family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars1 month 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
4.69 out of 5 average rating, 121 reviews

Restored Victorian w Hottub , 1block to shops

LaralynneRating, 5 stars11 months ago
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.
Superhost
Home in Poynette
4.85 out of 5 average rating, 262 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

NickRating, 5 stars3 weeks ago
Views were amazing, hot tub was clean and place felt like home. Wildlife everywhere. Would stay again.
Guest favourite
Cabin in Lake Geneva
4.85 out of 5 average rating, 109 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars2 days 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.
Home in Oconomowoc
4.76 out of 5 average rating, 29 reviews

Lake home on Lower Nehambin Lake

StephRating, 5 stars10 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 suite in Waunakee
4.82 out of 5 average rating, 300 reviews

Private guest suite on beautiful Lake Mendota

BrianRating, 5 stars2 weeks ago
An amazing spot with an amazing view. comfortable bed, great shower, and friendly host. Always look forward to staying at Ken's.
Top Guest favourite
Guest suite in Madison
4.97 out of 5 average rating, 558 reviews

Lakefront downtown private 3 BR. Hot Tub. Kayaks.

JuliRating, 5 stars1 week ago
Beautiful area, convenient to many place and downtown. Very clean and host were very responsive with questions. Very nice amenities. With very detailed instructions. Would definitely stay there again if ever in Madison again.
Condo in Lake Geneva
4.55 out of 5 average rating, 11 reviews

Grand Geneva in Lake Geneva

ChrisRating, 5 stars25 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!

Family- and pet-friendly home rentals

Guest favourite
Home in Madison
4.84 out of 5 average rating, 193 reviews

House on water! Near UW, Capital & Alliant Center

KathleenRating, 5 stars2 days ago
We very much enjoyed this quaint home. So many nice touches and the views are fabulous! Douglas is a wonderful host and we very much appreciated his info about the house and its environs. I will note that some amenities of the house could use a good cleaning, for example, bathroom rugs, wall moldings, and glassware. That said, the most important aspects of the bathrooms, kitchen, living room, and bedrooms, were nice and clean. Lovely linens!
Guest favourite
Loft in Belleville
4.98 out of 5 average rating, 417 reviews

Mill House Retreat

GrahamRating, 5 stars1 week ago
One of a kind stay in an incredible town. Booked because of the beautiful pictures. Didn't even realize there was a taphouse, live music, amazing restaurants, and the best host. We'll be back!
Guest favourite
Home in Baraboo
4.9 out of 5 average rating, 108 reviews

Wild Rose Ranch Guest house

ChristyRating, 5 stars4 months ago
The house was very spacious for our family of 6. We loved the location, view, and short drive to everything we wanted to do.
Superhost
Farm stay in Rockton
4.91 out of 5 average rating, 64 reviews

Farmhouse in Rockton Sleeps 12-14

AndrewRating, 5 stars59 months ago
What a truly amazing experience! Our families came from opposite sides of the country to enjoy some amazing racing at Blackhawk Farms Raceway. We don’t get a chance to see each other that often so we wanted a place that we could gather together to relax and enjoy. We arrived from our two day journey from Montana to a beautiful evening and a wonderful sunset. Our friends from South Carolina were already there and the rest of our group followed shortly after. Once we took just a minute to see the house and walk the grounds we knew we picked the perfect spot!!!! Our first two evenings were spent enjoying the grounds, the house, the porch, the view and the beauty!! We hosted several families for dinner and the space was amazing for gathering, eating and fellowship. Tracy and Leif have made the space so user friendly and inviting that we really felt amazingly comfortable!! They have provided every detail you can imagine from s’more packages to basketballs to lots of wood for the fire ring to every local tip you could imagine!!! The combination of a lovely comfortable home and the quaint and beautiful grounds make for a truly wonderful experience. We left wanting out experience to last a few more days, so we knew it was special place. We would highly recommend this experience!!! Andy and crew
Top Guest favourite
Guesthouse in Stoughton
4.94 out of 5 average rating, 368 reviews

Country cabin, birders paradise.

AndreaRating, 5 stars2 days ago
Wonderful stay - thank you so much!
Top Guest favourite
Guesthouse in Spring Green
4.95 out of 5 average rating, 111 reviews

Teacher’s Lounge

SuzanneRating, 5 stars1 month ago
The studio was just as described, homey and neat. Our hosts were very friendly and responsive. They recommended cool places to go and even helped us when we had some car issues. Highly recommend this Airbnb!
Top Guest favourite
Guesthouse in Mount Horeb
4.96 out of 5 average rating, 597 reviews

Cool, Scenic Country Art Studio

CharlieRating, 5 stars1 week ago
We had a wonderful few days at Nina’s retreat. She was a lovely host and full of local knowledge and recommendations. Her directions were clear and useful. The setting was tranquil and removed from suburban sprawl yet still relatively close to downtown Mount Horeb. We enjoyed strolling around the grounds with our dog and the view from the cabin was quite pastoral. A great place to kick back and relax. We hope to return someday soon.
Superhost
Cottage in Baraboo
4.78 out of 5 average rating, 50 reviews

Cozy Cottage in Baraboo Bluffs

RiesRating, 5 stars3 months ago
We very much enjoyed our stay at Granny's cottage. We went skiing at Devil's Head for the weekend and this place was the perfect place to stay! (Especially after reading the online reviews about the Devil's Head hotel/lodging...yikes!!). This place has everything you could possibly need, and then some. I would definitely recommend staying here to anyone looking for a simple, peaceful, country getaway! Gretchen was very clear and upfront with her communication, and always very responsive to any questions we had. She does have a lot of "rules" but none of them are hard to follow as long as you are a semi-decent human being.

Family-friendly home rentals with a pool

Guest favourite
Home in Apple River
4.92 out of 5 average rating, 79 reviews

The Ho Hum East on Apple Canyon Lake

LatashaRating, 5 stars7 months ago
Alex was a Great host! His lake house was clean and cozy.. The view was beautiful! My children and I really enjoyed ourselves.. Thanks Alex!!
Top Guest favourite
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars8 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
4.89 out of 5 average rating, 76 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

JaredRating, 5 stars1 month ago
This is a great space. The owner is very responsive and helpful. Looking forward to staying there again.
Superhost
Apartment in Madison
5 out of 5 average rating, 15 reviews

1BR Professionally Serviced Private Apartment

LisaRating, 5 stars1 month ago
Sally's place was amazing for my first month in Madison. It was 15 minutes away from everything but tucked away in a quiet neighborhood. the roo. was beautiful, any issues were addressed quickly. communication was great. I loved having a maid service come by. Will definitely be staying here when I come back to Madison!
Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars9 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.
Top Guest favourite
Guest suite in Mount Horeb
4.99 out of 5 average rating, 74 reviews

Rural Luxury w/pool in the heart of Wisconsin!

AllyRating, 5 stars8 months ago
Joen and her husband were spectacular hosts! Stayed with my husband and 2 young children while I had a nearby work conference. The place was just as listed with all amenities we needed. The pool was great for the kids while I was away during the day. Plenty of space for the 4 of us to live for 3 days!
Condo in Lake Geneva
4.64 out of 5 average rating, 275 reviews

Flexible rental In Lake Geneva Area

LindseyRating, 5 stars1 week ago
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!
Condo in Lake Geneva
4.89 out of 5 average rating, 196 reviews

Lakeview at CasaComo

JamesRating, 5 stars2 months ago
nice place, was represented well in the pictures. we went for Valentines weekend and enjoyed the fireplace. It snowed our first evening there but the association cleared the drive and sidewalks quickly. I can imagine this would be a summer location with proximity and closeness to Lake Como.

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Madison
  6. Lake Monona
  7. Family-friendly rentals