Family-friendly holiday rentals in Remsenburg - Speonk

Cottage in Westhampton Beach

A spacious lawn is surrounded by trees, creating a private outdoor area. Several seating arrangements are present, including wooden benches arranged around a fire pit. The cottage, featuring light-colored siding and decorative elements, is visible in the background under clear blue skies.

4.94 out of 5 average rating, 185 reviews

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

KitchenIndoor spacesCheck-in

4.84 out of 5 average rating, 148 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Indoor spacesKitchenCondition

4.89 out of 5 average rating, 109 reviews

Apartment in Ridge

“Golden Acorn”Private Studio Apartment - Retreat

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

Indoor spacesKitchenSleep quality

4.93 out of 5 average rating, 150 reviews

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

KitchenIndoor spacesLocation

Home in Westhampton Beach

A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.

4.97 out of 5 average rating, 108 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

FamilyKitchenLaundry

Apartment in Hampton Bays

A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.

4.97 out of 5 average rating, 419 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

FamilyKitchenBackyard

Place to stay in Remsenburg-Speonk

An outdoor seating area is featured, showcasing a round table with a blue umbrella, surrounded by four white chairs. A brick pathway leads to sliding glass doors, providing access to the interior. Lush greenery enhances the tranquil setting.

4.78 out of 5 average rating, 123 reviews

Hamptons private guest cottage

This bright space with all the amenities fit for living is awaiting your arrival. CONTACT FREE CHECKIN & OUT PROCESS. WIFI INCLUDED. Water Views. POOL NOT INCLUDED. Located near great restaurants and bars as well as Westhampton & Quogue Beaches, Libraries and great outdoor activities. Great for photo shoots & events! The kitchen has a microwave, refrigerator, blender, electric skillet oven, airfryer & coffee maker. There is a King size bed. Please request single beds if you prefer.

FamilyIndoor spacesSleep quality

Superhost

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

Apartment in Center Moriches

4.81 out of 5 average rating, 122 reviews

Cozy Studio 15 Min From Hampton Beaches

Wake up to a quiet Long Island morning. Make yourself a cup of coffee. Decide: beach day, vineyard hopping on the North Fork, or a spontaneous train ride into Manhattan? This cozy open-concept studio is tucked into a peaceful Center Moriches neighborhood on the South Shore — close to everything, but far enough away to actually relax. The Hamptons are just 15 minutes east. The LIRR station is 10 minutes away with free parking, putting Penn Station about 90 minutes from your door.

Indoor spacesKitchenNearby

4.95 out of 5 average rating, 172 reviews

Home in Centerport

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

KitchenFamilyComfort

4.99 out of 5 average rating, 106 reviews

The exterior of a charming cottage displays a white facade with dark blue trim and a welcoming front door. A well-manicured lawn featuring stepping stones leads up to the porch, surrounded by colorful flower beds and greenery.

Home in Patchogue

Hamptons Style Cottage close to everything!

Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

Indoor spacesFamilyAmenities

4.93 out of 5 average rating, 141 reviews

A spacious room features a queen-size bed adorned with a light gray quilt. Bedside tables with lamps flank either side, and a decorative bench sits at the foot of the bed. Natural light filters through the sheer curtains, enhancing the calming color palette.

Apartment in North Fork

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Indoor spacesFamilyAir conditioning

4.9 out of 5 average rating, 136 reviews

A living room is highlighted by a cozy sofa draped with a light throw. A glass coffee table sits atop a soft rug. A fireplace is set within a white mantel, complemented by plants and framed art that add a touch of character.

Home in Bellport

The Stella ~ A 1920s Beach Bungalow

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands.

Indoor spacesKitchenComfort

Popular amenities for Remsenburg - Speonk family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 214 reviews

A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.

Home in North Fork

Private Oasis W/Stunning Vinyard and Pool Views

KitchenFamilyAccess

4.82 out of 5 average rating, 400 reviews

A charming red cottage is set among lush greenery, showcasing a manicured lawn leading to the porch. The house features a rustic stone chimney and a welcoming front porch adorned with white railings. Nearby, a small structure complements the main home with a rounded window.

Home in Port Jefferson

The Hilltop Harborview

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 125 reviews

An outdoor deck is viewed, featuring a swimming pool surrounded by lounge chairs and shaded by red umbrellas. A dining table with ample seating is situated on one side, enhancing the open-air space with lush greenery in the background.

Apartment in Fire Island

"SOUTH APT." Renovated 1 Br Apt. In Great Location

FamilyKitchenQuiet

Superhost

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

4.94 out of 5 average rating, 266 reviews

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

FamilyKitchenOutdoor spaces

4.86 out of 5 average rating, 117 reviews

A spacious living area features exposed wooden beams and a cozy brick fireplace. Comfortable seating includes a brown sofa and recliner, with decorative pillows adding warmth. A glass coffee table stands on a colorful area rug, while large windows overlook the greenery outside.

Cabin in North Fork

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

Indoor spacesFamilyWalkability

4.98 out of 5 average rating, 137 reviews

A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.

Home in East Hampton

Explore the Water & Woods at a Relaxing Retreat

Indoor spacesFamilyLong stay

4.83 out of 5 average rating, 217 reviews

The living area is characterized by high vaulted ceilings and large windows allowing natural light. A sofa with light cushions is centered around a wooden coffee table on a neutral rug. A decorative fireplace is framed with a modern mantle, adding warmth to the space.

Home in Southampton

Stylish & Chic w hot tub/ Near Beaches & Village

KitchenIndoor spacesBiking

Home in Westhampton Beach

A contemporary ranch-style home is surrounded by lush greenery. The custom-shaped heated pool features a waterfall and is bordered by a stone patio with lounge chairs and umbrellas. A state-of-the-art hot tub is positioned nearby, enhancing the outdoor relaxation space.

4.93 out of 5 average rating, 164 reviews

Hampton's Haven

Indoor spacesKitchenNearby

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 149 reviews

A cozy living space features exposed wooden beams and natural light streaming through the windows. A small kitchenette with modern appliances is visible, alongside a comfortable sofa and a rustic wooden coffee table. Decorative shelves and a unique tree branch accent add character to the room.

Tiny home in Mastic

Cozy craftsman style home close to beaches

KitchenFamilyLayout

4.98 out of 5 average rating, 175 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

KitchenIndoor spacesLocation

4.93 out of 5 average rating, 111 reviews

Cottage in Hampton Bays

Hamptons Cottage.

Indoor spacesFamilyTV

4.95 out of 5 average rating, 148 reviews

A modern kitchen is showcased, featuring a large center island with four wooden bar stools. Stainless steel appliances and white cabinetry are complemented by granite countertops. Natural light filters in through a window above the sink, illuminating the inviting space.

Home in North Fork

Modern Farmhouse Retreat North Fork Wine Country

KitchenFamilyBathroom

A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.

4.99 out of 5 average rating, 133 reviews

Charming Retreat Near Ocean Beaches

FamilyKitchenBeach

4.88 out of 5 average rating, 575 reviews

A serene beach scene illustrates a vast stretch of shoreline, with gentle waves lapping at the sand. The water is a mix of blue and green hues under a clear sky, providing a calming seaside atmosphere.

Cabin in Rocky Point

Little, cozy place near beach for a couple.

Indoor spacesFamilyLayout

4.96 out of 5 average rating, 119 reviews

A comfortable sleeping area features a spacious bed with a blue quilt and decorative pillows. Two side tables with lamps are placed beside the bed. A small arrangement of flowers adds a touch of color. Blinds cover the window, allowing for adjustable natural light.

Guesthouse in Shirley

La casita J place

Indoor spacesFamilyOutdoor spaces

A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.

4.93 out of 5 average rating, 106 reviews

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

FamilyIndoor spacesBeach

Family-friendly home rentals with a pool

A seasonal pool is framed by leafy trees, with a stone patio featuring lounge chairs for relaxation. Surrounding gardens are visible, enhancing the tranquil atmosphere of the space.

4.95 out of 5 average rating, 83 reviews

Splendid private cottage

Indoor spacesFamilyWi-Fi

5 out of 5 average rating, 15 reviews

Home in Westhampton

Chic Hamptons Gateway | Pool, Hot Tub, Beach

FamilyIndoor spacesAmenities

5 out of 5 average rating, 30 reviews

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

FamilyIndoor spacesCondition

Home in Remsenburg - Speonk

An open living area is presented with a large gray sofa and a rustic wooden dining table. A television and a contemporary fireplace are visible, surrounded by stacked firewood. Natural light floods in through large windows, illuminating the space and creating a welcoming atmosphere.

5 out of 5 average rating, 15 reviews

Beautiful Hampton’s beach house

FamilyKitchenOutdoor spaces

Cottage in Remsenburg - Speonk

The image captures a spacious outdoor area featuring a large, heated swimming pool surrounded by lounge chairs. A well-maintained lawn is visible, along with a charming cottage that includes an inviting porch. Lush greenery and trees form a serene backdrop.

5 out of 5 average rating, 36 reviews

Newly built cottage near the bay and hamptons

FamilyIndoor spacesPool

4.92 out of 5 average rating, 130 reviews

Home in Springs

Serene with large pool ~ 1 block to water + dining

KitchenFamilyLocation

5 out of 5 average rating, 43 reviews

An expansive view shows a huge heated saltwater pool surrounded by a lawn. Lounge chairs are positioned poolside, and an umbrella offers shade. The home is seen in the background, featuring a spacious deck and access stairs. Lush greenery lines the property, contributing to a tranquil atmosphere.

Home in Center Moriches

40x20 Heated Salt Pool · Sun Deck · Sleeps 6

KitchenFamilyComfort