Family-friendly vacation rentals in Roselle

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Roselle family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Apartment in The Loop
4.98 out of 5 average rating, 41 reviews

The Playwright's Palace

JeffreyRating, 5 stars1 month ago
Loved our stay. Right in the middle of everything we wanted to do in Chicago. If we couldn't walk to it, public transportation was readily available. Stephanie was always friendly and responsive. Would definitely stay here again.
Guest favorite
Home in West Town
4.85 out of 5 average rating, 316 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars3 weeks ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
Superhost
Apartment in Near South Side
5 out of 5 average rating, 35 reviews

Lux Loop Retreat: Amazing Views, Free Parking

JanRating, 5 stars2 days ago
Run, don't walk, to book this location for your Chicago stay. The view of the Chicago skyline is perfect, even better than if you stayed in Downtown itself, sometimes all you see is the wall of another building and no view. The instructions how to get there are very clear, if you're a little intimidated like I was about going to a big city never fear. The instructions are clear, easy to follow, and transit is close by to take you wherever you want to go. Overall great trip, 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 stars34 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
Apartment in The Loop
4.71 out of 5 average rating, 63 reviews

The Professional's Playground

BrianRating, 5 stars3 weeks ago
This apartment had everything that I needed during my work-and-play trip to Chicago. Easy access to public transportation, pleasant walks to the river and the west loop, and the gym and pool were awesome. Stephanie was extremely quick to respond and friendly from start to finish. I would be very comfortable staying here again next time I’m in Chicago.
Top guest favorite
Condo in Logan Square
4.98 out of 5 average rating, 277 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

CindyRating, 5 stars1 week ago
This is a wonderful spot. The place was totally immaculate, Bryan was very responsive and accommodated us arriving early. The place has everything you could want/need. We would definitely stay again!
Superhost
Apartment in Near South Side
4.88 out of 5 average rating, 205 reviews

Stunning Panoramic Chicago Views & Free Parking

KariRating, 5 stars3 days ago
We knew from the photos on the listing that the view was spectacular and that the apartment was nice. We were not prepared for all of the extra, thoughtful touches that were part of this property. It was like staying in a spa! The lavender oil infused warm washcloths, towel warmer, and bathrobes were unexpected and much appreciated! Thank you, Amanda, for having us at your property. We'll be back.

Family- and pet-friendly home rentals

Guest favorite
Apartment in Logan Square
4.9 out of 5 average rating, 404 reviews

Sunny Logan Square Artists' home

SarahRating, 5 stars2 weeks ago
Beautiful location, close to transit and very walkable to great lunch and coffee spots and a local grocery store. I especially appreciated all the details like gorgeous plants in every room and every utensil you might need for you r stay. Hosts were welcoming and provided excellent local recommendations.
Top guest favorite
Guest suite in Logan Square
4.97 out of 5 average rating, 293 reviews

Stylish Studio in Historic Logan Square

Wayne & LainieRating, 5 stars1 week ago
Loved, loved, loved Liz and Martin's place. Beautiful, clean, comfortable, and within walking distance to the blue line. We were able to park our car and not have to get back in it for our entire stay. Great neighborhood with great restaurants and bars nearby. We would definitely stay with them again!
Top guest favorite
Apartment in Andersonville
4.93 out of 5 average rating, 435 reviews

Andersonville Living

AnnaliseRating, 5 stars3 weeks ago
We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there again.
Top guest favorite
Apartment in Logan Square
4.95 out of 5 average rating, 516 reviews

2nd floor of 1908 brick two-flat in Logan Square

NatalieRating, 5 stars1 week ago
Great host. Would definitely stay again. Good location, convenient subway within a few minutes walking. 12 min to Downtown.
Guest favorite
Apartment in Logan Square
4.96 out of 5 average rating, 122 reviews

Garden Unit Getaway-Bucktown

HaleyRating, 5 stars2 weeks ago
great stay, super clean apartment, great communication on keith’s end would definitely stay again. thank you for accommodating me!
Guest favorite
Apartment 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!!
Guest favorite
Condo in Evanston
4.77 out of 5 average rating, 641 reviews

Spacious Evanston Unit - Walk to Northwestern U

JimRating, 5 stars2 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.
Top guest favorite
Loft in Woodstock
4.96 out of 5 average rating, 197 reviews

Curated Loft Retreat in The Heart Of Woodstock

ToddRating, 5 stars2 months ago
We both enjoyed choosing Susan’s residence, clean, quiet and just what we were hoping for. When we come back to town I hope we can stay at Susan’s again.

Family-friendly home rentals with a pool

Cabin in Union
4.5 out of 5 average rating, 4 reviews

Trailer- Rental Unit

KarissaRating, 5 stars23 months ago
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.
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 The Loop
4.63 out of 5 average rating, 62 reviews

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

SeanRating, 5 stars4 months ago
Great location in downtown Chicago with easy access to the city.
Apartment in The Loop
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars1 week ago
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.
Guest suite in Berwyn
4.68 out of 5 average rating, 44 reviews

Music Hot Spot’s Main Level

JamesRating, 5 stars2 months ago
A great stay right near a Main Street. Tons of options for going out but still quiet in your space. Warning. You will smell the BBQ restaurant and you will salivating.
Place to stay in Berwyn

Beat-Town Flex Stays

KimberlyRating, 5 stars25 months ago
Second stay. Rose accomplishes blending comfortable clean accommodations with a relaxed and folksy vibe. Recommended!
Cabin in Union
4.71 out of 5 average rating, 82 reviews

Rustic Cabin

MaryRating, 5 stars3 days 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 stars3 weeks 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.

Destinations to explore