Family-friendly vacation rentals in Orangetown

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!

Indoor spaces · Family · Nearby

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

This special place, recently renovated and lovingly decorated, has a private entrance, off-street parking, and a washer/dryer. Close to everything the Sleepy Hollow/Tarrytown area offers: a short walk to both downtowns, the Metro North train to NYC, Hudson River parks, the Jazz Forum, the Tarrytown Music Hall, a Saturday farmers market. A mile walk to the incomparable Rockefeller Park Preserve, 1.5 miles to Kykuit, 2 miles to Lyndhurst. The list of attractions and destinations goes on and on...

Family · Kitchen · Location

Piermont Getaway Mt. Village Home. 30 min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live & thrive enjoying life on the simpler side. Sip coffee on the porch overlooking the Sparkill creek. Stroll down Main Street to visit an array shops/restaurants. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike along the firetrail to the state park will overlook the backyard mountain, a view of the Hudson & catching a glimpse of NYC or a picnic.

Kitchen · Family · Walkability

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!

Family · Indoor spaces · Hospitality

Stylish 4bed 2bath Home in White Plains

Our renovated townhouse, a perfect blend of suburban calm & NYC charm, is your home away from home. This stylish & peaceful accommodation, situated right outside White Plains downtown, affords you effortless access to train stations, freeways, and vibrant restaurants & shops. With a well equipped kitchen, 2 full baths, and 4 bedrooms spreading across 3 floors, it has everything you need whether you come to visit family, for business, or to simply seek an escape from the bustling big city life.

Kitchen · Indoor spaces · Getting around

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Kitchen · Indoor spaces · TV

Spacious NYC Getaway | Sleeps 10 | Parking

Stay just outside Manhattan in this modern 4BR home designed for groups and families who want space, comfort, and easy access to NYC. Sleeps up to 10 comfortably (6 beds across 4 bedrooms) 4 bedrooms + 3.5 bathrooms Open-plan kitchen & dining – perfect for gathering Free driveway and street parking Washer & dryer Located a short walk from McLean Avenue’s lively restaurants and bars. Getting to NYC is simple: Quick Uber ride to the subway or Metro-North 30 minutes to Midtown Manhattan

Family · Kitchen · Outdoor spaces

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.

Kitchen · Family · Bathroom

Beautiful Hudson River Bungalow in Dobbs Ferry

Serene, modern apartment in a beautifully renovated historic home on Main Street in the heart of Dobbs Ferry. Located just minutes from the train to Manhattan and surrounded by the beauty of the Hudson Valley, this private second-floor apartment offers a separate entrance and complete privacy. The scenic Old Croton Aqueduct Trail runs directly behind the property, perfect for walking, running, and biking. Easy self check-in. Ideal for business travelers, couples, and extended stays.

Kitchen · Family · Access

Fair Lawn 1bedrm apt ,wi-fi ,TV,kitch,parking,ent

Fully furnished 1 bedroom apt. with Qn size bed, European kitchen, bath, private parking, entrance, bedroom/living room, dining. Queen size Aerobed for additional guests. Fastest 5G/400MBps Wi-Fi, cable TV, + Netflix, Showtime. The kitchen/dining room has Tyent ACE-11 water system, refrigerator (water and ice), microwave, large countertop toaster oven, coffee maker, dishwasher, and other appliances. Great for couples, solo adventurers, business travelers, or small families.

Family · Kitchen · Accuracy

Stylish Tarrytown Studio | Walk to Train & Main St

Modern designer studio 1 block from Main St, 8-min walk to Metro-North (35 mins to NYC). Private entrance, fast Wi-Fi, full kitchen, Queen bed + King sofa bed. Small front yard for a breath of fresh air. Walk to restaurants, cafes, and Hudson River parks. Ideal for couples, solo travelers, and remote workers. Explore charming Tarrytown, Sleepy Hollow, Rockefeller trails, and the Hudson Valley. A stylish, comfortable base for your next getaway!

Family · Indoor spaces · Quiet

Private ground level Studio Available.

This spacious and serene space has an attached garage. Street parking and overnight street parking is allowed until October 15, 2026. You may also park in the attached garage as best you can. Up to you. Set the heat or AC, watch TV, nuke a meal, do some laundry, and there's a small office to gather your thoughts. There's high speed WI-FI and your own private entrance through your garage to come and go as you please.

Indoor spaces · Family · Value