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Vacation rentals in Lewisboro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lewisboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Pound Ridge
The Suite at Pound Ridge
Enjoy the beauty Pound Ridge and the surrounding area have to offer from the comfort of your large private suite. The land surrounding the home is state-owned, allowing for a canopy of trees everywhere you look. Check out Leon Levy preserve known for hiking trails right down the road or other preserves right near by. Hungry? The Pound Ridge Inn restaurant is a must and is only a few minutes away. Be sure to also check out the local town shops and take a quick trip over the border to CT. Enjoy!
$199 per night
Guesthouse in Waccabuc
French Guest House in Waccabuc
A mini Versailles just outside of NYC - located on a private and gated 8 acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s like staying in a 5-Star European luxury hotel suite (house designed by David Easton) with heated stone floors and heated towel rack, new top of the line Sealy mattress, gold taps, private entrance and it’s very serene. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train station).
$248 per night
Guest suite in Bedford
Sweet Suite in walkable historic Bedford Village
Bright and cozy 2 BR apartment with a vintage vibe. High speed Internet/Wifi/Smart TV. Walk right into historic Bedford Village for shops, restaurants, the Bedford Playhouse, churches, groceries, galleries, the public library and the Village Green.
$148 per night

Stay near Lewisboro's top sights

Stop & Shop4 locals recommend
Ridgefield Playhouse32 locals recommend
King Kone11 locals recommend
Le Chateau3 locals recommend
Muscoot Tavern10 locals recommend
Bareburger13 locals recommend

Other great vacation rentals in Lewisboro

Private room in Brewster
Private Bedroom & Bath with Separate Entrance
$68 per night
Cottage in Bedford
Clover Cottage
$189 per night
Private room in Stamford
North Stamford Peaceful King Bdrm w/desk & walk-in
$79 per night
Home in Pound Ridge
Private farm cottage +hiking
$200 per night
Private room in Brewster
Spacious Room In a Beautiful Estate House
$70 per night
Private room in Pound Ridge
Treetop View
$59 per night
Private room in Katonah
Sweet Suite, walk to train and Katonah
$120 per night
Private room in Pound Ridge
Red Library
$63 per night
Guest suite in South Salem
1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
$174 per night
Guest suite in Wilton
Serene Pond Views charming private patio…
$104 per night
Rental unit in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
$126 per night
Guest suite in Stamford
Retreat in North Stamford
$123 per night

Other types of stays on Airbnb

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  2. United States
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  5. Lewisboro