What are the top rated Cottage Rentals in Lewisboro?

There are a lot of options in Lewisboro. If you plan on staying in the Lewisboro area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Lewisboro: <a href="/property/charming-cottage-located-on-historic-estate-1-hour-from-nyc/HA-3211870601" class="class="static-page-link"">Charming Cottage located on Historic Estate 1 Hour from NYC!</a> <a href="/property/peaceful-light-filled-guesthouse-1-hour-from-nyc/HA-3212576883" class="class="static-page-link"">Peaceful Light-Filled Guesthouse 1 Hour From NYC</a> <a href="/property/rain-snow-or-shine-fun-comfort-and-luxury-await-inside/HA-3213586004" class="class="static-page-link"">Rain, Snow, or Shine! Fun, Comfort, and Luxury await inside.</a> <a href="/property/luxurious-6-bedroom-katonah-estate-with-pool-scenic-lake-views/HA-3214232104" class="class="static-page-link"">Luxurious 6-Bedroom Katonah Estate with Pool &amp; Scenic Lake Views.</a> <a href="/property/the-west-lane-inn-double-queen-room/HA-3212001870" class="class="static-page-link"">The West Lane Inn - Double Queen Room</a> <a href="/property/gorgeous-westchester-home-with-pool-hot-tub-steam-room-tennis/HA-3211811679" class="class="static-page-link"">Gorgeous Westchester Home with Pool, Hot Tub, Steam Room &amp; Tennis!</a> <a href="/property/mountain-vista-luxury-retreat/BC-10839906" class="class="static-page-link"">Mountain Vista Luxury Retreat!</a> <a href="/property/the-west-lane-inn-deluxe-fireplace-king/HA-3212001871" class="class="static-page-link"">The West Lane Inn - Deluxe Fireplace King</a> <a href="/property/the-west-lane-inn-king-room/HA-3212001869" class="class="static-page-link"">The West Lane Inn - King Room</a> <a href="/property/west-lane-inn/EP-24290702" class="class="static-page-link"">West Lane Inn</a>

How much does it cost to rent a cottage in Lewisboro?

The average cost for a cottage rental in Lewisboro is $306 per night. Coffeeshawaii has a wide list of great cottages near Lewisboro that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Lewisboro that allow pets?

Yes, here are the top cottage rentals in Lewisboro that allow you to bring your pet: South Salem Vacation Rental w/Furnished Deck! Cozy country cottage in horse country ,private 1 hour toNYC Historic Pound Ridge Cottage, 2 Beds, Fully Furnished English Cottage and Gardens in Pound Ridge Peaceful Light-Filled Guesthouse 1 Hour From NYC Mountain Vista Luxury Retreat! West Lane Inn Rain, Snow, or Shine! Fun, Comfort, and Luxury await inside. <a href="/all/usa/new-york/lewisboro" class="class="static-page-link"">See all pet-friendly vacation rentals in Lewisboro on Coffeeshawaii</a>

Do you have any rental cottages in Lewisboro that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Lewisboro to find one that works for you.

Are there quality cottages in Lewisboro that have indoor swimming pools?

As of 2026, the data from Coffeeshawaii shows that there are Over 5 private swimming pools or cottages with indoor pools in the Lewisboro area along with other great amenities.

Lewisboro Cottage Rentals By Owner

South Salem Vacation Rental w/Furnished Deck!

From US $262

9.8 (6 Reviews)

Cottage

South Salem Vacation Rental w/Furnished Deck!

Air Conditioner
Parking
TV

Lewisboro Cottage Rentals & Holiday Homes

Find the best cottages in Lewisboro - We found 5 exact matches

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