Family-friendly vacation rentals in Dundee Township

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dundee Township 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 favorite
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 favorite
Home in West Town
4.85 out of 5 average rating, 318 reviews

Lux Urban 3BR/3BA Duplex + Parking!

MariaRating, 5 stars1 week ago
This was our third time staying at this property and we’re looking forward to stay again next time we’re in Chicago. Hans was very responsive and easy to communicate with. The place is spacious and comfortable. It’s quite, full equipped kitchen and nice backyard. I highly recommend this place
Loft in Garfield Ridge
4.76 out of 5 average rating, 88 reviews

Super Paradise Chicago

KaileyRating, 5 stars64 months ago
Great place to stay! Fausto was very responsive and left treats/drink in the fridge for us. He was a wonderful host and would go back!
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!
Apartment in Bronzeville
4.33 out of 5 average rating, 27 reviews

Spacious 2bdm unit 15min to Dwtn

HeavenaRating, 5 stars1 month ago
i loved this airbnb, great spot if you just want to explore chicago. max was super quick with responses and helpful with any questions i had.
Condo in Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars35 months ago
We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.
Superhost
Home in Bristol
4.85 out of 5 average rating, 111 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

AbigailRating, 5 starstoday
We had a great stay here. We had a large party but felt like there was plenty of space to relax and spend time together. Kitchen was well equipped with appliances. Sound system was great! Lots of great games to play inside and amenities for the lake as well to use outside. Surrounding area is peaceful and relatively quiet. Easy to get to stores/shops via short drive.

Family- and pet-friendly home rentals

Superhost
Home in Williams Bay
4.87 out of 5 average rating, 341 reviews

The Bay House - one block from Geneva Lake

JessicaRating, 5 stars1 month ago
The house was cozy and had everything we needed for a comfortable stay. Very close to Geneva National and Lake Geneva trail.
Guest favorite
Apartment in Roscoe Village
4.96 out of 5 average rating, 303 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

LetaRating, 5 stars2 weeks ago
I would highly recommend Dennis' place. It was super clean. Had all the amenities you may want. Close to a lot of places yet quiet. We felt totally safe and loved the balcony.
Guest favorite
Apartment in Logan Square
4.9 out of 5 average rating, 405 reviews

Sunny Logan Square Artists' home

KatyRating, 5 stars3 weeks ago
We loved our stay at Kyle’s place - it was decorated SO cute (I went with two girlfriends and I’m pretty sure we all squealed with joy when we first opened the door). The location was perfect - just a quick walk to all the shops and restaurants Logan Square had to offer - and to public transportation (which we used the whole time in Chicago). The neighborhood was very peaceful and quiet; we all felt very safe. When I come back to Chicago, I will absolutely be staying here again. Thanks for sharing your space with us, Kyle! We loved it! (Side note: you gave me so many ideas for house decor, your style is impeccable!)
Top guest favorite
Guest suite in Logan Square
4.97 out of 5 average rating, 295 reviews

Stylish Studio in Historic Logan Square

AlyssaRating, 5 stars4 days ago
⭐️⭐️⭐️⭐️⭐️ 5/5 We had a wonderful stay! The space was clean, cozy, and exactly as described in the listing. The host was super responsive and made check-in seamless. We especially appreciated the little touches and great local recommendations. The neighborhood felt safe and was close to everything we needed. Would absolutely stay here again and recommend it to anyone visiting the area!
Guest favorite
Cabin in Kenosha
4.83 out of 5 average rating, 661 reviews

Lake Michigan Writer’s Cabin

MaryRating, 5 stars1 week ago
The cabin is very cute great location. right by Kenosha harbor. They have great amenities, shampoo, snacks. we got to enjoy our favorite restaurant Carl's pizza. ♥️
Top guest favorite
Guest suite in Portage Park
4.95 out of 5 average rating, 164 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

TerenieRating, 5 stars1 week ago
Jamie was a really amazing host! She was friendly, helpful, caring and went over and beyond to make sure me and my kids were comfortable and had everything we need. Gave us lots of great recommendations to restaurants and as a first timer in Chicago she made sure I was aware of the traffic and other helpful information! My kids LOVE her she was vey nice, patient and gentle with them. Kid friendly house/area VERY quiet. The beds are the BEST after a long day of traveling very comfortable. The place was beautiful very nice decor and nicely maintained. We will definitely be staying here on our next visit to Chicago.
Guest favorite
Apartment in Logan Square
4.96 out of 5 average rating, 125 reviews

Garden Unit Getaway-Bucktown

JasonRating, 5 stars1 day ago
Keith's place was exactly what we were looking for! We could walk from the Blue Line (which we took to/from O'Hare and to/from the Loop), and within a mile or so there were a ton of fun shops and dining options. We were there in the midst of a heat wave, and the basement apartment + AC unit keep us cool and comfortable the entire time.
Guest favorite
Condo in Evanston
4.77 out of 5 average rating, 641 reviews

Spacious Evanston Unit - Walk to Northwestern U

JimRating, 5 stars3 weeks ago
Great place! Felt homey and comfortable. Though I stayed on my own, my family would have enjoyed the games and nook areas to hang out. This is a basement apartment that feels like a cabin or summer get away. Note that the kitchen is not a full kitchen (this is described on the listing) but is equipped very well for a kitchenette.

Family-friendly home rentals with a pool

Superhost
Condo 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
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.
Condo 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!
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!
Condo in Lake Geneva
4.9 out of 5 average rating, 200 reviews

Lakeview at CasaComo

ErinRating, 5 stars6 days 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.
Superhost
Chalet in Ingleside
4.84 out of 5 average rating, 389 reviews

"A" Frame Brandenburg Lake

LisaRating, 5 stars3 weeks ago
Stephen was a great host. The grounds are beautiful! Very peaceful and quiet. The house is nice and cozy. I will definitely stay there again!
Cabin in Union
4.71 out of 5 average rating, 82 reviews

Rustic Cabin

MaryRating, 5 stars1 week ago
Just what I wanted, a nice basic cabin to camp with my dogs. Lots of family activities and a great little dog park and paths to walk the dogs without disturbing other campers. Good bathrooms and showers. Firewood delivered to your camp site. I’ll be back whenever I need a little getaway 🙂.
Apartment in The Loop
4.76 out of 5 average rating, 242 reviews

Luxury Corner 2 Bedroom in the Loop | Roof Deck

RobertRating, 5 stars1 month ago
Great location and nice floor plan. A bit noisy because of the elevated train, however, earplugs were provided and I enjoyed watching the trains. I would definitely stay there again.

Quick stats about vacation rentals that are family-friendly in Dundee Township

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$23,013 GYD before taxes and fees

  • Total number of reviews

    430 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore