Kid-friendly holiday rentals in Lake Montauk

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Lake Montauk

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Sag Harbor

4.9 out of 5 average rating, 182 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence and gates around pool. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

Guest favourite

Guest house in Southampton

4.95 out of 5 average rating, 440 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

Guest favourite

Home in Narragansett

4.97 out of 5 average rating, 114 reviews

The Surf Shack - Ocean Views From Every Room

This home was featured in the June 2021 issue of SO RI magazine! Located on a quiet cul-de-sac this home has a welcoming front porch with ocean views, an open concept family room w/ fireplace, a spacious eat-in kitchen and a park-like backyard. Private beach connects to Scarborough State Beach. There are 3 king bedrooms and a separate kids room. Master bath has a jacuzzi tub and 2nd bath has a standing rain shower with sprawling marble sink. House has towels, beach chairs and bikes.

Guest favourite

Villa in Water Mill

4.97 out of 5 average rating, 29 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

Luxury 9000 SF Southampton villa with a heated gunite pool & hot tub, steam shower, 9-bedroom, 8.5-bathroom, nestled on a quiet cul-de-sac in Watermill. Bright with large windows, e-shades in bedrooms, indoor/outdoor sound system, W/D on every floor (3 sets). Formal dining/living area, chefs' kitchen, TV room, movie room, gym, outdoor kitchen, sauna, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 109 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

Guest favourite

Home in Stonington

4.97 out of 5 average rating, 187 reviews

Relax or roam from our private spacious home

Bright and sunny newly renovated second and third floor of house built in late 1800s. Three blocks from Mystic Seaport, a short walk to downtown Mystic. Off street parking on the side of the house. House has plenty of space with two bedrooms plus a bonus room with a queen size futon. I Homey and comfortable to make you feel you can put your feet up and relax. User friendly. First floor is used as an office only on weekdays. Only 1/2 mile from Mystic Amtrak station, an easy walk.

Guest favourite

Home in New London

4.86 out of 5 average rating, 22 reviews

Room for everyone! Ocean Beach!

Convenient to everything Southeastern CT has to offer. Short drive to renowned Ocean Beach Park(two complimentary parking passes w/stay. Allows up to 10 guests) 20 mins to Mystic, Niantic, Mohegan Sun resort and casino. 5 mins to downtown New London and Block Island ferry. Walking distance to Thames river w/ excellent restaurants. Home provides room for multiple families and generational families. Charming New England neighborhood perfect for morning and afternoon strolls.

Guest favourite

Home in Stonington

4.98 out of 5 average rating, 163 reviews

Historic charm & modern luxury in downtown Mystic

We are long-time AirBNB guests who have tried to create the home we are always looking to book -- family friendly with modern amenities. Open floor plan on the main level, new heat and air con throughout the house, three bedrooms and family bathroom on the second floor. Art supplies, toys and children's books all ready for you as well as a pack n play and booster seat. Backyard oasis with pergola, walking distance to drawbridge. Pets considered on a case by case basis.

Guest favourite

Home in Stonington

4.99 out of 5 average rating, 170 reviews

Seaport Sanctuary: walking distance to downtown Mystic

Enjoy a family friendly getaway, centrally located in Mystic. Just a short walk from downtown Mystic and an even shorter walk to the Mystic Seaport. The Mystic Aquarium and Mystic Village are also both only 1.5 miles away from the house, making it a very quick drive there. Free on-site parking for 2 to 3 vehicles, depending upon size. Come see why USA Today named Mystic as the 4th best travel destination in the entire country!

Guest favourite

Home in New London

4.95 out of 5 average rating, 132 reviews

House in NL near CGA, Sub Base, Mohegan Casino

House is located in New London CT. Off I95 near Coast Guard Academy 3 mins, Connecticut College 4 mins, Mitchell 11 mins, Navy Base 9 mins,Yale L&M Hospital 10 mins, Branford House Avery Point 15 mins, Ocean Beach 16 mins, Millstone 19 mins, Mohegan 16 mins, Foxwoods 24 mins, Electric Boat 9 mins. Enjoy private house with full kitchen, and dining room for family get together. 20% Discount weekly stay. 35% on monthly stay

Guest favourite

Home in Southold

5 out of 5 average rating, 22 reviews

NoFo Family Beach House — Walk To Private Beach

Nestled on the beautiful North Fork of Long Island, our family-friendly vacation home is a tranquil haven for wine enthusiasts and beach lovers alike. This updated, four-bedroom home offers the perfect blend of comfort and charm, ensuring a memorable escape for your family and friends. Explore the region's wineries and vineyards, savor in local farm to table cuisine, and create special memories with your loved ones.

Superhost

Home in East Hampton

4.83 out of 5 average rating, 6 reviews

Cozy Town Cottage - Minutes from EH Town

This charming, historic home is perfect for a young family! The original mudroom with laundry, farm kitchen (no dishwasher), spacious dining and living rooms, two bedrooms and one bathroom welcome you on the main level. Upstairs is a larger bedroom. Take a half mile, tree-covered walk to town, or stop at the grocery store or restaurants just down the street. Absolutely no animals as owner has severe allergy.