Old Greenwich Guest Houses

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Guest Houses in Old Greenwich

Ultra-Modern Luxe Sleek & Stunning Stay

66 Dekalb Ave White Plains NY

$399 nightly

$444 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

With a stay at Ultra-Modern Luxe Sleek & Stunning Stay in White Plains, you'll be near the airport, within a 15-minute drive of NewYork-Presbyterian - Westchester Hospital and The Westchester Mall.

Pet friendly

Parking included

Prime Luxury with Balcony Wood Fireplace

51 Vernon Ave Yonkers NY

With a stay at Prime Luxury with Balcony Wood Fireplace in Yonkers (Southeast Yonkers), you'll be within a 15-minute drive of Yankee Stadium and NewYork-Presbyterian - Westchester Hospital.

Pet friendly

Parking included

Mid Century Modern ZEN House with Pool. 50 min from New York City

Stamford CT

Located in Stamford (North Stamford), this guesthouse is within a 5-minute drive of Stamford Museum and Nature Center and Stamford Historical Society Museum.

Pool

Free WiFi

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Pound Ridge NY

Located in Pound Ridge, this guesthouse is in a rural location, within a 10-minute drive of Pound Ridge Town Park and Four winds.

Pool

Pet friendly

Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

Stamford CT

With a stay at this guesthouse, you'll be centrally located in Stamford, within a 10-minute drive of Stamford Museum and Nature Center and Yale New Haven Health Long Ridge Medical Center.

Free WiFi

Air conditioning

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.