Town of Lewisboro Rentals
- From $249 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 $249 per night (USD)VRBO
- From $975 per night (USD)
Expedia
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 $975 per night (USD)Expedia
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VRBO
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 $235 per night (USD)
Expedia
South Salem Vacation Rental w\/ Furnished Deck!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $235 per night (USD)Expedia
- From $463 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 $463 per night (USD)VRBO
- From $2381 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 $2381 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Cozy country cottage in horse country ,private 1 hour toNYC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Quiet Country cottage located near New Canaan,Ridgefield,Wilton, Pound Ridge , Bedford. Organic coffee,tea,fruit and sna ...
From $225 per night (USD)VRBO
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VRBO
Modern Hudson Valley Farmhouse just 50 min from NYC
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
A completely renovated 1847 Victorian Farmhouse on a private 10 acre farm. This antique farmhouse features all the moder ...
Click For PricingVRBO
- From $349 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 $349 per night (USD)VRBO
- From $645 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 $645 per night (USD)VRBO
- From $436 per night (USD)
VRBO
Serenity Awaits at this Cozy Lakeside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Twin Lakes Cottage is a dreamy lakeside getaway in South Salem, NY in Westchester County, less than 90 minutes from ...
From $436 per night (USD)VRBO
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Expedia
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 $550 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 $550 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Newly renovated guesthouse with a patio\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway. Our property is located a 5-min walk from Truesdale lake with access t ...
From $200 per night (USD)Expedia
- From $1000 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 $1000 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Spacious Lake Home for Peace and Relaxation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Unwind at our lakefront retreat, just an hour from NYC. The perfect blend of relaxation and recreation. During warmer mo ...
From $639 per night (USD)Expedia
- From $350 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 $350 per night (USD)VRBO
- From $3000 per night (USD)
Expedia
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 $3000 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Lake Front Cozy Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Get back to nature. Hiking trails 1 mile away. Lake view and sunsets to die for. Kayaks available ( in season) Relax and ...
From $325 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Bucolic Pound Ridge with Pool- long term available
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Bucolic Pound Ridge. Short drive to North Salem horse country, Mount Kisco shopping, Ridgefield Ct, Playhouse ...
From $298 per night (USD)Expedia
- From $878 per night (USD)
VRBO
Over Sized Colonial on Private Road.
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 16
8900sqft. 5 bedrooms, 7 baths, 4 fireplaces, large screened in porch, large hot tub, huge stone patio, stone walls, lots ...
From $878 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Peaceful Light-Filled Guesthouse 1 Hour From NYC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enter a thoughtfully furnished peaceful home surrounded by 14 acres of ancient trees, stone walls, and open meadows, in ...
From $625 per night (USD)Expedia
- From $338 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 $338 per night (USD)VRBO
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Expedia
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 $700 per night (USD)
VRBO
beautiful contemporary house , beautiful Vermont only one hour from Manhattan
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seclusion and serenity only an hour's drive from NYC. Beautiful contemporary home sitting on 6.2 gorgeous acres of lush ...
From $700 per night (USD)VRBO
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Expedia
Restored 1860 Historic Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Tinker Toy Farm! Recently renovated, this 1860 modern farmhouse is bursting with charm. Overlooking the Cross ...
Click For PricingExpedia
- From $427 per night (USD)
VRBO
Contemporary Pet-Friendly Retreat w\/ Game Room, Fireplace & HBOMax
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Just an hour from Manhattan by train or car, come retreat to your own 3bedroom, 2.5 bath home with private pool. With it ...
From $427 per night (USD)VRBO
- From $1280 per night (USD)
VRBO
NEW OUTDOOR SPA ROOM WITH HOT TUB, FAST WI-FI, SMART TV AND A BREATHTAKING VIEW.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
WELCOME TO MOUNTAIN VISTA LUXURY RETREAT. Welcome to the Mountain Vista Luxury Retreat. An architectural marvel nestled ...
From $1280 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Cozy Historic Estate on 3 acres with Chef's Kitchen, Fireplaces, Pool, Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Step back in time while you relax with the whole family at this peaceful Revolutionary War-era estate in the Connecticut ...
From $750 per night (USD)VRBO
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Expedia
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