Family-friendly holiday 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.
Holiday 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
Home in Wading River
4.96 out of 5 average rating, 488 reviewsYour Zen Retreat
Cottage in Southampton
4.96 out of 5 average rating, 176 reviewsSecluded Southampton Cottage w/Pool & Spa
Home in Bridgehampton
5 out of 5 average rating, 31 reviewsA Fall/Winter Escape from the City
Rental unit in Fire Island Pines
5 out of 5 average rating, 101 reviews"NORTH APT." Renovated 1 Br Apt. In Great Location
Home in Southampton
5 out of 5 average rating, 10 reviewsHamptons Modern Retreat NEW CONS
Home in Bayport
4.83 out of 5 average rating, 161 reviewsExquisite spacious waterfront all modern-sleeps 8
Home in North Fork
4.96 out of 5 average rating, 52 reviewsMattituck Dream House - Summer Rental Opportunity
Home in Southampton
4.83 out of 5 average rating, 210 reviewsCozy & Chic Summer Getaway near village/beaches
Family- and pet-friendly home rentals
Home in East Hampton
4.89 out of 5 average rating, 109 reviewsGorgeous East Hampton Getaway
Home in East Hampton
4.88 out of 5 average rating, 109 reviewsModern East Hampton Home w/ Heated Saltwater Pool
Home in Sag Harbor
4.81 out of 5 average rating, 133 reviewsThanksgiving Special - Sag Harbor Gem
Cottage in Shelter Island
4.96 out of 5 average rating, 104 reviews3 Bedroom Cottage Gem
Home in Water Mill
4.91 out of 5 average rating, 106 reviewsPeaceful 1850s barn w/Pool
Home in Southampton
4.94 out of 5 average rating, 270 reviewsSouthampton Village Classic-Summer Special!
Rental unit in Southampton
4.87 out of 5 average rating, 127 reviewsSouthampton Village Studio
Cottage in Port Jefferson Station
4.8 out of 5 average rating, 428 reviewsThe Red Cottage Circa 1936
Family-friendly home rentals with a pool
Home in North Fork
4.98 out of 5 average rating, 43 reviewsPrivate pool/walk to beach; farms/vineyards abound
Home in New London
4.91 out of 5 average rating, 175 reviewsSunset Oasis @ Ocean Beach: $1Mil View w/ 6 Queen
Home in North Fork
4.88 out of 5 average rating, 16 reviewsEat, Love, Stay, and Swim
Home in North Fork
4.95 out of 5 average rating, 61 reviewsNassau Point, North Fork Home w/ Pool
Home in Sag Harbor
4.85 out of 5 average rating, 258 reviewsExclusive Sag Harbor Compound
Guest house in Shelter Island
4.96 out of 5 average rating, 115 reviewsWaterfront carriage house studio
Home in Watermill
4.88 out of 5 average rating, 138 reviewsModern House close to the beach
Home in Southampton
4.98 out of 5 average rating, 104 reviewsSouthampton Summer Oasis on private road
Quick stats about holiday rentals that are family-friendly in Southold
Total rentals
180 properties
Nightly prices starting at
₹6,754 before taxes and fees
Total number of reviews
2.5T reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
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- Rentals with a patio Southold
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- Family-friendly rentals Suffolk County
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