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
Apr 19 – 26
Guest suite in Patchogue
4.93 out of 5 average rating, 267 reviewsShores Retreat Suite - Peaceful Relaxation
Jul 21 – 28
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul 5 – 12
Home in Southampton
4.82 out of 5 average rating, 199 reviewsCozy & Chic Summer Getaway near village/beaches
May 28 – Jun 4
Home in Center Moriches
4.98 out of 5 average rating, 188 reviewsWalk to beach and playground. Outdoor hot tub.
Oct 26 – Nov 2
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Sep 7 – 14
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
Oct 30 – Nov 6
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov 14 – 21
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Nov 14 – 21
Home in East Marion
4.95 out of 5 average rating, 104 reviews* Restored Farmhouse on the North Fork
Jun 2 – 9
Apartment in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
Apr 2 – 9
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Feb 15 – 22
Home in East Hampton
4.95 out of 5 average rating, 191 reviewsRex- East Hampton Cottage- 5 stars
Jun 10 – 17
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
Dec 2 – 9
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Dec 7 – 14
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
Oct 23 – 30
Family-friendly home rentals with a pool
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Sep 2 – 9
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct 8 – 15
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Oct 12 – 19
Home in Southampton
4.95 out of 5 average rating, 246 reviewsSouthampton Village Classic Summer Special!
Oct 4 – 11
Home in New London
4.91 out of 5 average rating, 155 reviewsSUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Jan 22 – 29
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
Feb 7 – 14
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Apr 13 – 20
Home in Southampton
5.0 out of 5 average rating, 45 reviewsPerfect Family Escape with Heated Pool
May 11 – 18
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
ﺩ.ﺇ367 before taxes and fees
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