Vacation rentals in North Castle

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!

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!

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.

Amazing 1 Bdrm Apt w Sep Entrance in Bedford Home

Enjoy a relaxing retreat or ideal country getaway in beautiful Bedford. Perfect for long term stays. Fully private one bedroom apartment on the downstairs level of our home. Separate walk-out entrance, private patio with seating and free parking. Set on 5 acres in tranquil setting. Close to shops, hospital, major highways and MetroNorth. 1 hour from NYC. Kitchen has been fully renovated with brand new ss appliances. Washer/dryer in unit. WiFi TV (no cable TV) available. 2 night minimum.

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Chic and Cozy 2BD 1920's Cottage Retreat

Welcome to the Sugar Shack! My feel-good, bright, clean and cozy and 2 bedroom / 2 bath cottage nestled in the woods off a quiet street. Stylish, comfortable, and perfect for a couple or small family. With just-renovated kitchen and bathrooms- it’s vintage charm meets modern comfort in spaces that feel fresh and connected to their roots. And comfy beds and 100% organic cotton bedding- a must! Enjoy the privacy and total comfort of a country setting and the ease of proximity to town.

Comfortable Mid-Century on Quiet Country Road

Dine al fresco and then gather around the firepit for s’mores at this peaceful home on 4 wooded acres on a secluded country road…less than 1 hour drive to NYC! Hike the nearby gorge, enjoy piano sing-alongs, conquer that jigsaw puzzle and then prep dinner on the grill. Perhaps end the night with a movie in the TV room? Full kitchen with coffee station & wine fridge. Need to work? Private office has sit/stand desk & 1G wifi. Plus: Automatic house generator = peace of mind.

Woodland Cottage Retreat with Saltwater Pool

*Pool closes for the season on Sept 15 and reopens May 2027* inquire for details The Perch, a design-forward woodland cottage surrounded by nature just one hour from NYC perfect for couples escaping the city for a quiet Hudson Valley weekend. Spend slow mornings overlooking the woods, afternoons by the saltwater pool, and evenings exploring Bedford’s historic village restaurants and trails. "The Perch is a peaceful, thoughtfully appointed woodland haven." - Elyssa

5BR Coastal Home, Walk to Beach, Private Yard

Make yourself at home in this bright 5-bedroom getaway just a short walk from Cove Beach and Park. Enjoy a private fenced yard, game room, fire pit and plenty of ways to spend time together—whether you’re here for a family trip, weekend with friends or an extended stay. Downtown Stamford is just a few minutes away, while the beach, waterfront trails, playgrounds and recreational areas are close enough to enjoy throughout your stay.

Spacious Retreat with Game Room, 60 min to NYC

Escape to a spacious 5-bed, 2.5-bath home on the Norwalk-Darien border, just 60 mins from NYC. Perfect for families & groups, this retreat features a game room with air hockey, a foosball table, basketball hoop game, a gourmet kitchen, a gas fire pit, and a large yard. Enjoy a stylish, comfortable stay on the CT Gold Coast with room for everyone.

Incredible barn in country setting

Country setting with Vermont feel. Indoor /outdoor fireplaces with large entertainment areas. Small kitchenette, 2 BR. Pull out coach, and sleeping loft . Wifi, CAC, washer/dryer, local hiking w 3 nature preserves nearby. Major estate area. 6 min. from Mt. Kisco train station. One hour NYC. Great local restaurants. Out of the ordinary!

Charming Retreat in North Stamford

Whether you are in town for business or simply to enjoy the peace and quiet of the suburbs, WELCOME TO OUR HOME! A great getaway suite in perfectly located North Stamford home, just 60 minutes away from New York City. Please be advised, this unit as pictured is on a lower lever and part of our main family home.