
Family-friendly holiday rentals in Watermill
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Watermill
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 Watermill family-friendly rentals
Family-friendly home rentals with a hot tub

Private Oasis W/Stunning Vinyard and Pool Views

Greenport Village walking distance to all

Montauk Waterfront Condo w/ Sunset Views

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

1800 Historical East Hampton Home, 1 Mile to Town!

East Hampton (walking distance to village)

Explore the Water & Woods at a Relaxing Retreat

Chic Southampton Retreat – Near Beaches & Village
Family- and pet-friendly home rentals

Luxe| Pool|BeachCar Beach Pass|GameRm|Movie|HotTub

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Whaling Captain Pierson's Cottage

Private Bridgehampton home with Pool

Southampton Village Studio

New Chic SH Villa with Pool Sauna Gym Firepit

Amagansett Dunes Gem

Large heated pool, games room, near private beach
Family-friendly home rentals with a pool

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Bright & Airy Hamptons Home, Pool and Beach Access

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Hamptons Dream Suite

Amazing Southampton Home with Private Heated Pool

AMG-Salt Water Pool Open & Heated, Walk to Town

Be our guest! Private poolside ste Ez access 2 all

Secluded Luxury: New Gunite Pool, Walk to Bay
Quick stats about holiday rentals that are family-friendly in Watermill
Total rentals
230 properties
Nightly prices starting at
$341 NZD before taxes and fees
Total number of reviews
3.2K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
210 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Villa rentals Watermill
- Beachfront rentals Watermill
- Rentals with pools Watermill
- Rentals with a washing machine and dryer Watermill
- Rentals with outdoor seating Watermill
- Pet-friendly rentals Watermill
- Rentals with beach access Watermill
- Luxury rentals Watermill
- Fitness-friendly rentals Watermill
- Rentals with a fireplace Watermill
- Rentals with a hot tub Watermill
- House rentals Watermill
- Rentals with a fire pit Watermill
- Rentals with a patio Watermill
- Family-friendly rentals Suffolk County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Napeague Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Jennings Beach
- Silver Sands Beach
- Cedar Beach
- Sandy Beach
- Groton Long Point Main Beach
- Ninigret Beach
- Sunken Meadow State Park
- Seaside Beach
- Wildemere Beach
- Harveys Beach
- Amagansett Beach