Family-friendly vacation rentals in Charlestown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charlestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Charlestown family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Ledyard
4.9 out of 5 average rating, 146 reviewsWaterfront cottage overhanging the water!
Dec 2 – 9
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Apr 6 – 13
Guest suite in Warwick
4.8 out of 5 average rating, 214 reviewsPeaceful retreat in the city
Feb 12 – 19
Villa in Norwich
4.89 out of 5 average rating, 367 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Jul 30 – Aug 6
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
Oct 6 – 13
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Oct 19 – 26
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov 7 – 14
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Apr 25 – May 2
Family- and pet-friendly home rentals
Guest suite in Westerly
4.96 out of 5 average rating, 120 reviewsRoom with a View on Spring Pond
Nov 18 – 25
Home in Montauk
4.91 out of 5 average rating, 419 reviewsDITCH PLAINS SURF HOUSE
Jan 3 – 10
Home in Hopkinton
4.88 out of 5 average rating, 112 reviewsLarge estate with pond near beaches
Mar 12 – 19
Cabin in Chepachet
4.99 out of 5 average rating, 352 reviewsGorgeous cottage on pristine lake
Mar 3 – 10
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Mar 2 – 9
Home in Groton
4.98 out of 5 average rating, 117 reviewsThe Iconic Dutch Bell in Downtown Mystic
Sep 19 – 26
Bungalow in Montauk
4.91 out of 5 average rating, 531 reviewsMontauk Oceanview with Fireplace (2)
Dec 22 – 29
Guest suite in Cutchogue
4.88 out of 5 average rating, 587 reviewsWalk to Vineyards, Beaches, Farms & Town
Aug 20 – 27
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Sep 12 – 19
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Aug 20 – 27
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Jan 15 – 22
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Oct 10 – 17
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 20 – 27
Cottage in Montauk
4.91 out of 5 average rating, 141 reviewsMontauk Cottage Escape
Sep 16 – 23
Home in Woodstock
4.93 out of 5 average rating, 209 reviewsCedar Ridge
Apr 16 – 23
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Oct 31 – Nov 7
Quick stats about vacation rentals that are family-friendly in Charlestown
Total rentals
140 properties
Wifi availability
140 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3.4K reviews
Nightly prices starting at
G$18,794 GYD before taxes and fees
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