Town of Lewisboro Rentals
From $286 per night (USD)VRBO
The Suite at Pound Ridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the beauty Pound Ridge and the surrounding area have to offer from the comfort of your large private suite. The la ...
From $286 per night (USD)VRBO
Click For PricingExpedia
Westchester Escape - Estate in Waccabuc 60 Min from NYC
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Thinking of escaping fast paced NYC life for the spring/summer? Look no further. Beautiful Westchester estate on 3 acres ...
Click For PricingExpedia
From $1044 per night (USD)VRBO
Lakefront\/nature retreat, 50 miles from NYC, close to Le Chateau (South Salem
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Newly renovated modern lakefront house (3 full bathrooms and 3 bedrooms), in a charming and relaxing neighborhood, with ...
From $1044 per night (USD)VRBO
From $3152 per night (USD)VRBO
Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 12
This one of a kind home sits on 10 acres of enclosed compound consisting of the main house (5 bedrooms & 4.5 baths), a 1 ...
From $3152 per night (USD)VRBO
From $262 per night (USD)VRBO
Serenity with Pool in Pound Ridge, NY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
privacy and room to relax, work, or entertain. The home features three generously sized bedrooms, including a fourth roo ...
From $262 per night (USD)VRBO
From $599 per night (USD)VRBO
LIVE ON A BEAUTIFUL LAKE one hour from New York City NEW LISTING!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy dinner with a view of Lake Waccabuc, a glacial lake one hour north of New York City. It is connected by canal to ...
From $599 per night (USD)VRBO
Click For PricingVRBO
Dreamy lake house by the beach only 1h from NYC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to our home. Steps to Truesdale lake beach and 1h drive to NYC, you will love summertime here. Enjoy our kayak, ...
Click For PricingVRBO
From $681 per night (USD)VRBO
Mid-Century Modern Hilltop Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Spacious modern country retreat sited privately on a hill surrounded by trees with plenty of light. This one of a kind 3 ...
From $681 per night (USD)VRBO
From $735 per night (USD)VRBO
Peaceful Light-Filled Guesthouse 1 Hour From NYC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, ...
From $735 per night (USD)VRBO
From $1076 per night (USD)VRBO
Over Sized Colonial on Private Road.
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 16
8900sqft. 5 bedrooms, 7 baths, 4 fireplaces, large screened in porch, large hot tub, huge stone patio, stone walls, lots ...
From $1076 per night (USD)VRBO
From $677 per night (USD)VRBO
Your Own House on a Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Perfect house on the lake! Wake up to serene lake views! Kayak from your own private dock and sun deck. Host a diner on ...
From $677 per night (USD)VRBO
From $476 per night (USD)Expedia
Serenity Awaits at this Cozy Lakeside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Twin Lakes Cottage is a dreamy lakeside getaway in South Salem, NY in Westchester County, less than 90 minutes from ...
From $476 per night (USD)Expedia
From $253 per night (USD)VRBO
Cozy country cottage in horse country ,private 1 hour toNYC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Quiet Country cottage located near New Canaan,Ridgefield,Wilton, Pound Ridge , Bedford. Organic coffee,tea,fruit and sna ...
From $253 per night (USD)VRBO
From $460 per night (USD)VRBO
Charming Cottage located on Historic Estate 1 Hour from NYC!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
If you are looking to experience the true essence of southern New England this is the place! Impeccably restored in the ...
From $460 per night (USD)VRBO
From $3064 per night (USD)VRBO
Lakefront Estate in Westchester
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Spectacular estate nestled on over 10 private acres with over 300 feet of direct waterfront on Lake Waccabuc, only 1 hou ...
From $3064 per night (USD)VRBO
From $724 per night (USD)Expedia
beautiful contemporary house , only one hour from Manhattan
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seclusion and serenity in the quaint small town of Pound Ridge only an hour's drive from NYC. Beautiful and renovated co ...
From $724 per night (USD)Expedia
From $365 per night (USD)VRBO
Historic Hideaway with Lake Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Escape from the busy day-to-day at this charming historic hideaway by the lake. The home, circa 1760s, boasts all the st ...
From $365 per night (USD)VRBO
Click For PricingExpedia
Relaxing summer retreat across from 4,000-acre reservation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our charming house is one half 1940s woodworker’s dream, one half bright and contemporary open space with high ceilings. ...
Click For PricingExpedia
From $414 per night (USD)VRBO
4 Seasons By The Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Adorable, three bedroom three bath cottage with all the luxurious amenities you could possibly want! Master bathroom wit ...
From $414 per night (USD)VRBO
Click For PricingExpedia
Renovated Barn with Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Enjoy summer days by the pool or winters snuggled up by the fire. Unique home with 4+ bedrooms. Situate ...
Click For PricingExpedia
From $1321 per night (USD)VRBO
RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
WELCOME TO MOUNTAIN VISTA LUXURY RETREAT. Welcome to the Mountain Vista Luxury Retreat. An architectural marvel nestled ...
From $1321 per night (USD)VRBO
From $236 per night (USD)Expedia
South Salem Vacation Rental w\/ Furnished Deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover a hidden gem in South Salem, NY, at this charming 1-bed (with a loft), 1-bath vacation rental. Nestled in a ser ...
From $236 per night (USD)Expedia
From $839 per night (USD)VRBO
Large lakehouse, fishing, kayaking, heated pool, fireplaces multiple bedrooms!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Situated on a private lake with direct access to Lake Whatmore, our property has sprawling views of the water where you ...
From $839 per night (USD)VRBO
Click For PricingExpedia
Modern Retreat w\/ Pool GameRoom Firepit HBO
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Private Pool [MidMay - MidSeptember] Grill & Outdoor Seating Area, Firepit Unforgettable Game Room with life size games, ...
Click For PricingExpedia
From $477 per night (USD)VRBO
Charming 2 Bedroom Cottage in Peaceful New Canaan
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This historical 2-bedroom cottage sits next door to the main house, with a separate driveway and entrance, and four park ...
From $477 per night (USD)VRBO
From $2540 per night (USD)VRBO
Majestic 6-bedroom mansion in enchanting Katonah with pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
This impressive mansion is set on over 2 acres of private organic lawns and gardens, with a heated gunite pool overlooki ...
From $2540 per night (USD)VRBO