Family-friendly holiday rentals in Pelham

4.91 out of 5 average rating, 144 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

KitchenFamilyPets

4.91 out of 5 average rating, 171 reviews

A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.

Home in White Plains

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Indoor spacesFamilyCondition

4.97 out of 5 average rating, 114 reviews

A cozy living room features a large flat-screen TV mounted on the wall, accompanied by a sleek entertainment unit. A comfortable couch is draped with a soft blanket, and an armchair is positioned nearby. Natural light enters through two windows, brightening the neutral decor.

Guesthouse in Mamaroneck

Spacious guest suite near water

Welcome to your perfect home away from home! Enjoy a spacious and newly renovated basement suite with windows and separate entrance in a private house, perfect for up to four guests. Ideal for couples, small families, or business travelers. This cozy retreat, combines privacy and comfort in a quiet neighborhood. Whether you’re here for a short trip or an extended stay, this apartment offers everything you need for a comfortable and relaxing experience. Book now and start planning your visit.

FamilyIndoor spacesNearby

4.96 out of 5 average rating, 143 reviews

A charming red barn-style house is framed by a vibrant field of wildflowers. Various hues of blue, red, and white blossoms create a colorful foreground, while lush greenery surrounds the property, contributing to a serene natural setting.

Barn in Katonah

Magic Red Barn with Heated Salt Pool (opened now)

Escape to magic, just one hour from NYC. No car really necessary. Immerse yourself in nature’s wonderland: wildflowers blooming in June, scenic trails, and vibrant local farmers’ markets. Unwind in a heated saltwater pool and cedar soaking tub. Sleep in a stunning renovated loft — 1,000 sq ft of luxury in a private barn. Ideal for family or friends: 1 king, 2 queens, and a toddler bed. Full kitchen with oven, microwave, and half fridge. Fiber optic Wi-Fi. Privacy guaranteed: no other guests.

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 338 reviews

A day bed featuring a floral blanket and decorative pillows is positioned against a textured brick wall. A soft area rug with a geometric pattern lies beneath. Blue curtains frame a window, while a clock and dresser add functional elements to the welcoming space.

Home in Mount Vernon

Cozy home away from home . Come relax

Small full size kitchen. 1 large bedroom, with a queen bed. Living room has a day bed that sleeps another 2 adults. Great place to relax after a long day in the city. 15 min walking distance to Pelham Metro North station which takes you to Grand Central in 35 minutes. Or a 15 minute bus ride to the Dyer ave 5 train which takes about 45 min to Grand Central and cost a lot less then Metro North. Please be sure you can handle commute. If u dont wish to walk or take bus you can take cab.

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 107 reviews

Sweet & Cozy Home | Free parking

Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.

FamilyKitchenAccess

Guest suite in Mount Vernon

An open floor plan showcases a cozy living space. A comfortable seating area is paired with a wooden coffee table, while a small kitchen with stainless steel appliances is visible. A spacious bed is positioned in the background, creating an inviting atmosphere.

4.84 out of 5 average rating, 322 reviews

Cozy Studio Getaway w/easy access to NYC/CT

Enjoy a relaxing stay with a home away from home; in this 1 bedroom studio apartment. Equipped with a comfortable bed, clean bathroom, kitchen, fridge, microwave, sink, counter top & stove. - 1 bedroom apartment with open floor plan (Fits 1-2 adults) - Private Individual Entrance (basement level) - Convenient & easy street parking - 5 minute drive from Metro North Railroad (Mount Vernon East station) which gives access to other parts of Westchester, Manhattan, and CT areas.

KitchenFamilyCheck-in

4.92 out of 5 average rating, 226 reviews

A hallway view features a white table with a small plant atop it, positioned beside a laundry area with stacked washer and dryer. The tiled floor reflects soft lighting, and white walls give a clean appearance, while a door is visible at the end of the corridor.

Guest suite in Yonkers

Modern Apartment with Jacuzzi

Beautiful remodeled apartment with a private entrance perfect for couples and small groups. It is only 30 minutes from Grand Central Station on the Metro-North. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). The Cross County mall and Ridge Hill shopping center are less than 10 minutes away as well as great restaurants/bars located within a 5 mile radius. The apartment includes a microwave, washer/dryer, jacuzzi, coffee maker, TV, Wi-Fi and more.

KitchenIndoor spacesAccess

4.93 out of 5 average rating, 121 reviews

Modern 2BR Sleeps 6 | Free Parking | Near Metro

Welcome to our charming 2 bedroom apartment nestled in the heart of Yonkers, NY! This cozy haven boasts modern amenities and a serene ambiance, providing the perfect blend of comfort and convenience. Escape the hustle and bustle of the city while still being within easy reach. Experience the best of both worlds by residing in our suburban oasis with the exhilarating NYC just a stone's throw away. Book your stay today and make unforgettable memories in our home away from

KitchenFamilyBathroom

A spacious sleeping area is highlighted by a large white bed with a patterned quilt. Two decorative lamps are positioned on either side of the bed. A dresser and a decorative shelf with small plants and art are visible against the blue wall, enhancing the room's appeal.

4.87 out of 5 average rating, 237 reviews

Near Empire Casino Cross County Mall Yonkers

This is a private one-bedroom apartment perfect for a comfortable stay. The unit features a cozy bedroom and a pull-out sofa in the living room, allowing the space to accommodate up to four guests. Enjoy the privacy of your own apartment while being just minutes from New York City, with easy access to transportation, dining, and local attractions. Parking: Street parking is available. Please do not park in the driveway.

FamilyIndoor spacesCheck-in

An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.

4.88 out of 5 average rating, 233 reviews

Elegant Riverfront Getaway with Beautiful Views

Enjoy stunning Hudson River views from your private balcony in this elegant, historic one-bedroom featuring a resort-style spa bath with steam room, and a warm, relaxing ambiance, perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro-North, you can reach NYC in under 45 minutes. A free designated parking spot is included.

Indoor spacesKitchenGetting around

Apartment in New Rochelle

A spacious bedroom is presented, featuring a sizable bed dressed in soft white linens and accented by numerous decorative pillows. Two lamps provide gentle illumination on either side, while artwork adorns the walls. A wooden bench is positioned at the foot of the bed.

4.99 out of 5 average rating, 198 reviews

Woven Winds Retreat

Looking to escape the city for some much-needed rest and relaxation? Come and enjoy our spacious apartment, featuring two bedrooms, one bathroom, a fully equipped kitchen, and a large living and dining area. Want to spend time outdoors? Step outside to our sizable backyard with an enclosed pavilion with lounging furniture. An added bonus: we're only 10 minutes away from Orchard Beach!

FamilyIndoor spacesGetting around

Popular amenities for Pelham family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 150 reviews

The home theater features a large screen and 15 electric recliner seats arranged in a semi-circle. Dark blue walls and patterned carpeting create a cozy movie-watching environment. Subtle lighting enhances the overall ambiance without overwhelming brightness.

Guest suite in Northport

Coastal Villa Suite pool•sauna•gym•theater•beach

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 207 reviews

A sunlit deck overlooks the serene lake, featuring a glass-top table and comfortable seating. Flower pots add color, while the gentle waves can be seen against the wooden dock. The expansive waterway and surrounding hills create a peaceful backdrop.

Home in Greenwood Lake

The Best Lake House! *Ask About Boat Use Promo*

FamilyIndoor spacesHot tub

Cottage in Highland Lakes

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

4.97 out of 5 average rating, 386 reviews

The Mountaintop Lakehouse that Time Forgot.

FamilyIndoor spacesBarbecue

4.92 out of 5 average rating, 116 reviews

Home in Bedford

Bedford Paradise Getaway | Hot Tub | Town Center

FamilyKitchenAccess

4.99 out of 5 average rating, 183 reviews

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

FamilyIndoor spacesAccuracy

5 out of 5 average rating, 165 reviews

Two wooden docks extend into the calm waters of Greenwood Lake, framed by lush trees and houses on the opposite shore. A partially cloudy sky with blue patches creates a serene atmosphere, complementing the peaceful lakefront setting.

Home in Greenwood Lake

Wake up to this view everyday! Relax lakefront!

Indoor spacesFamilyLocation

4.96 out of 5 average rating, 210 reviews

A private hot tub with soft blue lighting is surrounded by an inviting backyard space. String lights create a warm ambiance overhead, enhancing the outdoor seating area with comfortable furnishings. A staircase leads to the entrance of the home, partly visible in the background.

Guest suite in Elmont

Private Studio & SPA near JFK| UBS arena.

Indoor spacesFamilySleep quality

4.95 out of 5 average rating, 110 reviews

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

Tuxedo Hilltop Retreat with a Large Hot Tub

KitchenFamilyView

Family- and pet-friendly home rentals

Superhost

The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.

Home in Ossining

4.84 out of 5 average rating, 168 reviews

Lower Hudson Valley Idyllic Retreat

KitchenIndoor spacesPets

4.94 out of 5 average rating, 384 reviews

The exterior of a historic three-story building is visible, featuring a red brick façade adorned with lush green planters and vibrant flowers. Large windows allow natural light to enter. A welcoming entryway with a green door and potted plants enhances the inviting ambiance.

Loft in Yonkers

Blacksmith Bldg Guesthouse Upscale in downtown.

FamilyKitchenLocation

Cabin in Cold Spring Harbor

The open kitchen features white cabinetry and modern appliances, complemented by a spacious countertop. A cozy living area includes a brown leather couch and an overhanging chandelier. A library ladder provides access to the small loft, while natural light filters through the windows.

4.86 out of 5 average rating, 298 reviews

Captain's Cottage on Working Farm with Animals

Indoor spacesKitchenLocation

4.98 out of 5 average rating, 123 reviews

The living room features a modern design with a gray couch and patterned area rug. Two armchairs and matching poufs are arranged around a central coffee table. Floor-to-ceiling windows provide ample natural light, showcasing views of the outside while a mounted TV adds to the entertainment options.

Apartment in Edgewater

NYC, MSG & Metlife Stadium Commute|Garage Parking!

KitchenIndoor spacesLocation

4.98 out of 5 average rating, 149 reviews

A charming two-story house is presented, featuring a stone facade and white trim. Lush greenery surrounds the home, with a large tree providing shade in the front yard. A wide staircase leads to the welcoming front porch, enhancing the inviting appearance of the entrance.

Home in Mamaroneck

Bright & Modern Victorian in NY Suburbs

FamilyIndoor spacesBarbecue

Guest suite in Bergenfield

4.82 out of 5 average rating, 345 reviews

Private ground level Studio Available.

Indoor spacesFamilySleep quality

Apartment in Hastings-on-Hudson

A scenic view of the river is framed by lush greenery and trees. Nearby buildings can be seen, with one featuring a sloped roof and another brick structure. The calm water reflects the blue sky and surrounding hills.

4.98 out of 5 average rating, 156 reviews

Spacious apartment in Hastings-on-Hudson near NYC

FamilyIndoor spacesHospitality

4.98 out of 5 average rating, 259 reviews

A charming country house with a mix of siding colors, framed by lush greenery and landscaped gardens. The structure features multiple gables, large windows, and a two-car garage with a gravel driveway leading to the entrance.

Home in Stamford

Bright Stylish Chic 4BR 4BA Home

Indoor spacesKitchenShared spaces

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 524 reviews

An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.

Apartment in Union

2 Bed Apt | Quick Access to NYC

Indoor spacesFamilyLaundry

Guest suite in Massapequa

A well-lit studio space features a Murphy bed with soft bedding, ready for use. A flat-screen TV is mounted on the wall opposite. A black dresser with woven baskets provides storage, complementing the simple, clean design of the room.

4.86 out of 5 average rating, 118 reviews

Private Murphy Bed Style Studio

KitchenIndoor spacesCleanliness

4.88 out of 5 average rating, 226 reviews

A spacious living area exhibits warm wooden floors and large windows adorned with decorative curtains. A cozy futon is positioned on a textured rug, complemented by a decorative welcome sign on the wall. A spiral staircase leads to the upper level, enhancing the open layout.

Apartment in Stony Point

E and T Getaway LLC

FamilyKitchenCondition

4.97 out of 5 average rating, 175 reviews

A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.

Apartment in Chester

Private Country Getaway

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 269 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

KitchenFamilyLocation

5 out of 5 average rating, 187 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse salt pool/sauna

Indoor spacesFamilyWi-Fi

4.74 out of 5 average rating, 155 reviews

Home in Massapequa

Private 1br apt/private entrance/shared pool

FamilyKitchenDecor