Family-friendly holiday rentals in Chesterfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chesterfield
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 Chesterfield family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Marthasville
4.96 out of 5 average rating, 110 reviewsKaty Haus: Hot tub, Wineries, Fenced yard, Dog-fri
17 – 24 Oct
Home in Fairview Heights
4.88 out of 5 average rating, 347 reviewsNear STL, Pool, Jacuzzi, Fire Pit, Lrg Yard!
22 – 29 Apr
Chalet in Wright City
4.82 out of 5 average rating, 38 reviewsThe Innsbrook Oasis by Innsbrook Vacations!
6 – 13 Apr
Home in St. Louis
4.89 out of 5 average rating, 57 reviews4BR/2BA Mod Home w/ Private Heated In-Ground Pool
9 – 16 Aug
Cottage in Saint Clair
4.7 out of 5 average rating, 162 reviewsRiver View Cottage
19 – 26 Nov
Chalet in Innsbrook
4.87 out of 5 average rating, 77 reviewsThe Treetop Escape by Innsbrook Vacations!
25 June – 2 July
Chalet in Innsbrook
4.96 out of 5 average rating, 25 reviewsFireworks Point by Innsbrook Vacations!
8 – 15 Feb
Family- and pet-friendly home rentals
Home in Maryland Heights
4.82 out of 5 average rating, 165 reviewsThe Red Door ★ Comfy 3 Bdr Home - Quiet Cul-de-sac
31 Aug – 7 Sept
Cabin in Waterloo
4.91 out of 5 average rating, 128 reviewsCozy 1953 Countryside Log Cabin Minutes to STL
15 – 22 Sept
Cottage in Saint Charles
4.8 out of 5 average rating, 285 reviewsCharming Completely Renovated French Town Home
5 – 12 Mar
Apartment in St. Louis
4.91 out of 5 average rating, 555 reviewsModern Condo in Center of Soulard— Walk score 87
8 – 15 Feb
Apartment in Saint Louis
4.82 out of 5 average rating, 536 reviewsGreat Deal in Botanical Garden Area
20 – 27 Oct
Apartment in St. Louis
4.93 out of 5 average rating, 688 reviewsSoulard Base Hit!
3 – 10 Sept
Apartment in St. Louis
4.87 out of 5 average rating, 156 reviewsThe Garden on Graham
20 – 27 July
Home in Saint Louis
4.89 out of 5 average rating, 211 reviewsLeamington Lounge
21 – 28 Dec
Family-friendly home rentals with a pool
Home in Saint Charles
4.92 out of 5 average rating, 136 reviewsClark Brick House w/ Pool | Historic St. Charles
17 – 24 Sept
Chalet in Innsbrook
4.81 out of 5 average rating, 73 reviewsRomantic Getaway by Sarah Bernard Chalets
2 – 9 Sept
Home in Union
4.9 out of 5 average rating, 31 reviewsA Frank Llyod Wright inspired paradise on 50 acres
12 – 19 Sept
Townhouse in Grafton
4.84 out of 5 average rating, 85 reviewsHeaven's Gate
17 – 24 Jan
Home in Innsbrook
4.97 out of 5 average rating, 67 reviewsGorgeous Lakeside Getaway Chalet by Sarah Bernard
11 – 18 Oct
Quick stats about holiday rentals that are family-friendly in Chesterfield
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
110 reviews
Destinations to explore
- St. Louis Holiday rentals
- Columbia Holiday rentals
- Saint Charles Holiday rentals
- Springfield Accommodation & holiday rentals
- Hermann Accommodation & holiday rentals
- Innsbrook Accommodation & holiday rentals
- Carbondale Holiday rentals
- Grafton Accommodation & holiday rentals
- Rolla Holiday rentals
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