Family-friendly holiday rentals in Mamaroneck

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!

Charming 3BR Home - Quiet Stay, Close to NYC

Welcome to your White Plains retreat- a beautifully renovated townhouse designed for convenience and a relaxing stay. Perfect for families or small groups, the home features a modern kitchen, three cozy bedrooms, and inviting spaces that truly feel like home. Just a 12-minute walk to North WP Station, you can reach Manhattan in about 45 minutes while still enjoying the restaurants, shops, and charm of Westchester. As Airbnb Superhosts, we’re dedicated to making every stay seamless and memorable.

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!

Fully renovated 3 bedroom, 2 bath private home

Come and enjoy our beautifully renovated 3 bedroom, 2 bath home. A fully stocked kitchen with stainless steel appliances await. There is a king size bed (bedroom 1) and two twin beds (bedroom 2) and a twin size bed plus dedicated work space (bedroom 3). Plenty of storage space. Washer, dryer and second bathroom are downstairs. Private driveway. Fenced backyard space w/patio set. We are three blocks away from Metro North, and Mamaroneck Village, which has some the best restaurants around.

Entire 2nd floor House: yard, parking, train NYC.

Entire 2nd floor of our house with private entrance. Enjoy this cozy and very newly renovated 2 + bedroom, couch'TV, WIFI, free street or back yard parking. The train is literally 2 blocks away ,Metro North, quick way to NYC to avoid parking. A few blocks from downtown Mamaroneck with dozen of restaurants and the harbor/beach under a 10 minute walk. With a washer & Dryer, Full kitchen, table and chairs, folding couch and love seat. You'll have a great time at this comfortable place to stay.

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 hot 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.

Walk to Train! Entire Family Home w Parking + Yard

Experience the charm of a historic, family-friendly neighborhood just 40 minutes from NYC. ✔ Entire Private Home (full duplex used as one single-family home) ✔ Modern, Fully Equipped Kitchen w/ Stainless Steel Appliances ✔ On-site Washer & Dryer ✔ Fios Gigabit Wi-Fi — perfect for remote work ✔ 13-minute walk to the train | ~40-minute ride to NYC ✔ 2-minute walk to park with tennis & basketball courts + playground ✔ Private Fenced Yard — great for kids ✔ Free Driveway Parking for 2 Cars

Cozy 2 BR Greenwich Apt. with easy access to NYC

Cozy two bedroom apartment on a quiet street in Greenwich with brand new appliances. Walking distance to Metro North train station, beach, park, tennis court, pickle ball court, restaurants, shops. Just 38 minutes from NYC. Few minutes drive to downtown. Fully stocked kitchen and laundry with everything you may need. Living room with 65" Smart TV. Master BR with 45" Smart TV. The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay.

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

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!

New Rochelle Apartment

Enjoy a stylish experience at this centrally-located place. Located in Downtown New Rochelle. 5 min drive/12 min walk to train station. A 30-minute train ride away from Grand Central. Right next to 24-hour CVS, 24-hour McDonald's, Taco Bell, Starbucks & Sunoco (Gas station). Laundromat Becky's Bubbles is located two blocks away.

Sunny & Cozy Stay by Capitol Theatre/Downtown

Within walking distance of downtown Port Chester, Capitol Theatre, Metro North, and so much more; this 2 bedroom apartment with PRIVATE ENTRANCE provides a comfortable, inviting stay for those visiting the New York City/Metropolitan area. We are centrally located near the I-287, I-95, so commuting to and from the area is easy.