Family-friendly vacation rentals in Southold
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southold
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 Southold family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Guest suite in Patchogue
4.93 out of 5 average rating, 267 reviewsShores Retreat Suite - Peaceful Relaxation
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Home in Center Moriches
4.98 out of 5 average rating, 188 reviewsWalk to beach and playground. Outdoor hot tub.
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
Home in Southampton
4.82 out of 5 average rating, 198 reviewsCozy & Chic Summer Getaway near village/beaches
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Apartment in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
Home in East Hampton
4.95 out of 5 average rating, 191 reviewsRex- East Hampton Cottage- 5 stars
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
Family-friendly home rentals with a pool
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Home in Sag Harbor
4.81 out of 5 average rating, 108 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
Home in Southampton
4.95 out of 5 average rating, 246 reviewsSouthampton Village Classic Summer Special!
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
Quick stats about vacation rentals that are family-friendly in Southold
Total rentals
190 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
$100 before taxes and fees
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- Rentals with a fireplace Southold
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