Family-friendly vacation rentals in Lake Montauk

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Montauk

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

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Guest favorite

A welcoming display includes two wine glasses beside a bottle of wine on a granite countertop. A wicker basket holds assorted snacks, while a blue candle and a bouquet of white tulips add a touch of elegance. An information guide is also visible.

Villa in Norwich

4.89 out of 5 average rating, 400 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Guest favorite

A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.

Guesthouse 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!

Superhost

A bright bathroom features a clean, neutral color palette. A vanity with a dark wooden cabinet supports a mirror and a sink. A shower area is enclosed by a white curtain, with towels neatly hung on a rack nearby.

Condo in Newport

4.94 out of 5 average rating, 508 reviews

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

Top guest favorite

The exterior of a two-story house is shown, featuring light gray siding and black shutters. Window boxes are adorned with flowers. A front porch with steps leads to the main entrance. A fenced yard is visible to the side, complemented by green grass.

Home in Newport

4.97 out of 5 average rating, 282 reviews

Atlantic Street Guesthouse

In order to book you have to be 30 years of age! This is NOT A PARTY HOUSE! Spacious, beautiful walking distance to restaurants, parks, wharfs & beaches. Everyone's best kept secret! The neighborhood is quiet, a beautiful yard, patio, chairs & grill. Pet friendly $45-fee per night, per pet (max 2). Driveway parking. Respect neighbors & mandatory noise ordinance rules. 4 Capacity or Perfect for family 5 w/ children. Small gatherings of 7 is fine. No gatherings outside after 10pm

Guest favorite

A large, fenced-in backyard features a wooden playground with a slide and climbing structure, surrounded by lush greenery. Soft grass covers the ground, creating a safe play area for children. Mature trees provide natural shade in this private outdoor space.

Home in East Hampton

4.93 out of 5 average rating, 110 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.

Top guest favorite

The exterior of a two-story house is featured, showcasing a light tan façade with white trim. A covered front porch is adorned with multiple seating areas, surrounded by well-kept landscaping and tall trees. The clear blue sky adds a serene backdrop, enhancing the home's welcoming appearance.

Home in Stonington

4.97 out of 5 average rating, 188 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.

Superhost

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Guest favorite

The entryway features a welcoming wooden door with a glass panel, flanked by a decorative stained glass window. A dark wooden bench provides seating, alongside light-colored walls and original hardwood flooring. Recessed lighting illuminates the space, accentuated by a beam overhead.

Home in Stonington

4.98 out of 5 average rating, 171 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.

Top guest favorite

The entryway features a light-colored door with a glass panel, allowing natural light to enter. A decorative compass wall sign reading 'Aqua Vista Greenport' is displayed nearby, adding a nautical touch to the welcoming atmosphere.

Home in Greenport

4.98 out of 5 average rating, 215 reviews

Aqua Vista

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Guest favorite

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in Greenport

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Guest favorite

The open kitchen area features a light color palette with horizontal stripes on the walls. A doorway leads to a garden, inviting natural light. A natural fiber rug lines the floor, and a comfortable seating arrangement is visible to the left.

Guest suite in Montauk

4.94 out of 5 average rating, 124 reviews

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)

Guest favorite

Purple allium flowers bloom prominently in the foreground, while a light-colored two-story home is visible in the background. The house features a deck and a children's playhouse, with soft sunlight illuminating the scene.

Home in Middletown

4.84 out of 5 average rating, 135 reviews

Between Two Beaches - for Six and Family Sprawl

There is 2 night minimum through 2024. There are air conditioners in the bedroom windows and a portable unit in the living room. Towels, linens, soap, shampoo, wifi, tv, deck, grill, yard w/ swing set & kid's clubhouse - 1st & 2nd Beaches are nearby - Newport Center: 7 min by car. Groups of Unrelated Individuals: 22 & Older Only. NO EXCEPTIONS! Capacity: 6 adults with room for family sprawl (1-3 kids under 7)