
Family-friendly holiday rentals in Orangetown
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Top-rated family-friendly rentals in Orangetown
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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...
4.99 out of 5 average rating, 103 reviews
PrivAPT in House/2Blocks from NJTransit Bus to NYC
Artsy and completely private bottom level apartment in our family home (shared entrance). Full private kitchen and full private bathroom in safe quiet suburban neighborhood surrounded by nature and wildlife (deer, rabbits, fox). Two blocks from NJTransit busses to NYC, walking distance from restaurants, pharmacies, supermarkets, laundromats banks, vintage shops, parks and hiking trails, 15 min drive to Garden State Plaza. NO SMOKING! We take cleanliness very seriously. Note: 6’4” ceiling height.
4.89 out of 5 average rating, 133 reviews
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.
4.96 out of 5 average rating, 134 reviews
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!
4.91 out of 5 average rating, 178 reviews
Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.
4.84 out of 5 average rating, 170 reviews
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.
4.95 out of 5 average rating, 130 reviews
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.
4.86 out of 5 average rating, 165 reviews
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
4.96 out of 5 average rating, 108 reviews
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.
4.88 out of 5 average rating, 446 reviews
Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 15 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.
4.97 out of 5 average rating, 188 reviews
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!
4.92 out of 5 average rating, 290 reviews
Haverstraw Hospitality Suite
Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)
4.94 out of 5 average rating, 444 reviewsPopular amenities for Orangetown family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside villa with 9-mile lake views
4.97 out of 5 average rating, 108 reviews
Red Barn/Heated Salt Pool and Cedar Soaking Tub
4.96 out of 5 average rating, 146 reviews
Serene Private Home • Light-Filled • Hot Tub •Deck
4.92 out of 5 average rating, 170 reviews
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
4.83 out of 5 average rating, 109 reviews
Tuxedo Hilltop Retreat with a Large Hot Tub
4.95 out of 5 average rating, 112 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
5.0 out of 5 average rating, 107 reviews
Stay at beautiful Leisure Lake Lodge
4.94 out of 5 average rating, 327 reviews
Wake up to this view everyday! Relax & recharge!
5.0 out of 5 average rating, 170 reviewsFamily- and pet-friendly home rentals

Woven Winds Retreat
4.99 out of 5 average rating, 203 reviews
Gorgeous Suite w/ Private Entrance & Farm Friends
4.98 out of 5 average rating, 138 reviews
Entire 4BR House, Walk to Train! Yard + Parking
4.99 out of 5 average rating, 114 reviews
Sweet & Cozy Home | Free parking
4.99 out of 5 average rating, 116 reviews
Hudson River Peaceful Getaway, Explore from here
4.96 out of 5 average rating, 559 reviews
1956 House of the Year Award. Easy commute to NYC.
4.91 out of 5 average rating, 146 reviews
Spacious 3BR • Sleeps 12 • Near NYC Train + Parkin
4.92 out of 5 average rating, 178 reviews
2026 World Cup! Beautiful Colonial Near MetLife
4.96 out of 5 average rating, 108 reviewsFamily-friendly home rentals with a pool

E and T Getaway LLC
4.88 out of 5 average rating, 231 reviews
Cozy getaway 1 hr from NYC!
4.91 out of 5 average rating, 186 reviews
Charming Historic Cottage in the Redwoods
4.98 out of 5 average rating, 103 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
5.0 out of 5 average rating, 190 reviews
Cozy Mountain Creek private house with hot tub
4.91 out of 5 average rating, 117 reviews
Modern 3 Bedroom Apartment Oasis PRIME Location
4.95 out of 5 average rating, 127 reviews
Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 167 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
4.96 out of 5 average rating, 141 reviewsDestinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Salem Holiday rentals
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





