Family-friendly holiday rentals in Bolingbrook
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bolingbrook
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Bolingbrook family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Chicago
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
24–31 Jan
Chalet in Ingleside
4.84 out of 5 average rating, 369 reviews"A" Frame Brandenburg Lake
24–31 Oct
Flat in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
20–27 Apr
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
10–17 Nov
Flat in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
2–9 Jan
Home in McHenry
4.93 out of 5 average rating, 217 reviewsRiver House with Deck and Hot Tub
2–9 Jul
Cottage in Valparaiso
4.93 out of 5 average rating, 372 reviewsThe Lake Escape -Cozy Lakefront Cottage Valparaiso
22–29 Oct
Home in Miller Beach
4.55 out of 5 average rating, 149 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
16–23 Apr
Family- and pet-friendly home rentals
Apartment in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
13–20 Feb
Flat in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
9–16 May
Bungalow in Valparaiso
4.9 out of 5 average rating, 306 reviewsClose to VU and amazing downtown
13–20 Jan
Home in Streator
4.89 out of 5 average rating, 115 reviewsBaldwin House
17–24 Feb
Loft in Woodstock
4.96 out of 5 average rating, 170 reviewsCurated Loft Retreat in The Heart Of Woodstock
29 Jul – 5 Aug
Flat in Chicago
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
3–10 Nov
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
21–28 Mar
Flat in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
1–8 Dec
Family-friendly home rentals with a pool
Flat in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
8–15 Feb
Cabin in Union
4.71 out of 5 average rating, 59 reviewsRustic Cabin with Patio Swing
9–16 Feb
Home in Ottawa
4.5 out of 5 average rating, 10 reviewsHarbor Inn - Captain`s Quarters
7–14 Dec
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
1–8 Mar
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
10–17 Jun
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
9–16 Dec
Home in Cedar Lake
4.85 out of 5 average rating, 72 reviewsBeautiful Home Oasis
7–14 May
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
15–22 Dec
Quick stats about holiday rentals that are family-friendly in Bolingbrook
Total rentals
40 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
600 reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
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- Chicago Holiday rentals
- Family-friendly rentals United States
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- Family-friendly rentals Illinois
- Pet-friendly rentals Bolingbrook
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- Family-friendly rentals Bolingbrook
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- Rentals with a washing machine and dryer Bolingbrook
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