
Vacation rentals in Lewisboro
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Top-rated vacation rentals in Lewisboro
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Lewisboro vacation rentals
Other great vacation rentals in Lewisboro

The Cottage on Maple Grove Farm

Guest Suite in the Woods

Charming Cottage in historic Bedford Village

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Bedford Paradise Getaway | Hot Tub | Town Center

Historic Hideaway - Spacious home - Lake Access

Casa Luna Lake House

Private farm cottage +hiking
Quick stats about vacation rentals in Lewisboro
Total rentals
140 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Frequently Asked Questions
Are there family-friendly vacation rentals in Lewisboro?
Lewisboro has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Lewisboro?
Yes! Work meets play with ease at over 90 vacation rentals in Lewisboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Lewisboro?
Four-legged friends are welcome in Lewisboro. Choose from more than 50 vacation rentals for guests traveling with pets.
Do boutique hotel rentals in Lewisboro have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Lewisboro. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Lewisboro?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do boutique hotel rentals in Lewisboro have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Lewisboro. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Lewisboro?
Make yourself at home in Lewisboro by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Ridgefield, over 50 vacation rentals in Bedford Hills, and over 20 vacation rentals in Katonah.
Do house rentals in Lewisboro have free parking?
Absolutely! We offer over 80 house rentals with free parking in Lewisboro. Enjoy a tailored experience with all the comforts you desire.
Are there Lewisboro vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Lewisboro, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in cottage rentals in Lewisboro?
Experience the best of Lewisboro with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Plainview Vacation rentals
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- Pet-friendly rentals Lewisboro
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- Family-friendly rentals Lewisboro
- Rentals with outdoor seating Lewisboro
- Rentals with a fireplace Lewisboro
- Rentals with a fire pit Lewisboro
- Rentals with a washer and dryer Lewisboro
- Rentals with pools Lewisboro
- Rentals with lake access Lewisboro
- House rentals Lewisboro
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Yale University
- Jones Beach
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- Gilgo Beach
- The Metropolitan Museum of Art
- Robert Moses State Park