Town of Lewisboro, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Lewisboro, New York on RentalSaver.com!

Town of Lewisboro Rentals

From $305 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 $305 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $758 per night (USD)
VRBO
Mid-Century Modern Hilltop Retreat
Bedrooms:
2
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 $758 per night (USD)
VRBO
From $3614 per night (USD)
VRBO
Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!
Bedrooms:
4
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 $3614 per night (USD)
VRBO
From $229 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 $229 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Historic Hideaway with Lake Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape from the busy day-to-day at this charming historic hideaway by the lake. The home, circa 1760s, boasts all the st ...
From $381 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover this delightful gem in Waccabuc. This cozy apartment features 2 queen beds, a living room with a sofa bed, and ...
From $183 per night (USD)
VRBO
From $709 per night (USD)
VRBO
Your Own House on a Lake
Bedrooms:
1
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 $709 per night (USD)
VRBO
$Newly renovated guesthouse with a patio\n$
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $404 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 $404 per night (USD)
VRBO
From $3413 per night (USD)
VRBO
Lakefront Estate in Westchester
Bedrooms:
5
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 $3413 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
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 $484 per night (USD)
Expedia
From $845 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 $845 per night (USD)
VRBO
Click For Pricing
Expedia
Renovated Barn with Pool!
Bedrooms:
3
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 Pricing
Expedia
From $2822 per night (USD)
VRBO
Luxurious 7-Bedroom Katonah Estate with Pool & Scenic Lake Views.
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Ever dreamed of staying in a French-Italian mansion and feeling like royalty—without leaving New York? Welcome to Luxara ...
From $2822 per night (USD)
VRBO
From $808 per night (USD)
Expedia
beautiful contemporary house , only one hour from Manhattan
Bedrooms:
2
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 $808 per night (USD)
Expedia
From $1463 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 $1463 per night (USD)
VRBO

RentalSaver.com Compare. Rent. Save

Search Your Destination Now!

Town of Lewisboro Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 17 Rentals

The Suite at Pound Ridge

Dreamy lake house by the beach only 1h from NYC

Mid-Century Modern Hilltop Retreat

Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!

Cozy country cottage in horse country ,private 1 hour toNYC

Historic Hideaway with Lake Access!

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Your Own House on a Lake

Newly renovated guesthouse with a patio\n

4 Seasons By The Lake

Lakefront Estate in Westchester

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Renovated Barn with Pool!

Luxurious 7-Bedroom Katonah Estate with Pool & Scenic Lake Views.

beautiful contemporary house , only one hour from Manhattan

RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !