Photo by Marina Timo

Town of Lewisboro holiday homes

We found 253 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Town of Lewisboro that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Town of Lewisboro

Showing deals for:18 Jul - 25 Jul

Image gallery for Cozy country cottage in horse country ,private 1 hour toNYC

Cottage
9.6 out of 10 rating
Exceptional
(28 reviews)

Cozy country cottage in horse country ,private 1 hour toNYC

South Salem, NY

8% off
Price is NZ$3,005
NZ$429 per night
includes taxes & fees
Cozy country cottage in horse country ,private 1 hour toNYC

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Town of Lewisboro getaway

Learn about the unique charm of Town of Lewisboro with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Town of Lewisboro

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Town of Lewisboro a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Centennial Golf Club (11.7 mi / 18.8 km)
  • Putnam County Golf Course (12.2 mi / 19.7 km)
  • Norwalk Maritime Aquarium (14.6 mi / 23.5 km)
  • Chelsea Piers (15.4 mi / 24.8 km)
  • Thunder Ridge Ski Resort (16.5 mi / 26.5 km)
  • Fairchild Wheeler Golf Course (18 mi / 29 km)

Exploring the natural landscape of Town of Lewisboro

Whether you're looking for adventure or just want to take in the scenery, Town of Lewisboro is a great place to get outside. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Tarrywile Park and Mansion (10.2 mi / 16.4 km)
  • Rogers Park (10.8 mi / 17.5 km)
  • Lake Mahopac (11.3 mi / 18.2 km)
  • Teatown Lake Reservation (13.3 mi / 21.4 km)
  • Bear Mountain Reservation (13.9 mi / 22.3 km)
  • Lake Zoar (15.9 mi / 25.6 km)

Frequently asked questions

What is the best area to stay in Town of Lewisboro when booking a holiday home?
Goldens Bridge is one of the most popular locations for a Bookabach holiday home in Town of Lewisboro. Check out our collection of comfy properties and then go out and discover this destination like a local.
What is the most popular type of holiday home accommodation in Town of Lewisboro?
The most in-demand types of holiday homes in Town of Lewisboro are houses. Looking for something different? Bookabach has a variety of options to match our guests’ unique needs, so you’ll see holiday homes in all shapes and sizes. The perfect fit is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Town of Lewisboro?
Season, length of stay and property type are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your ideal fit. From comfy cabins to sprawling villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Town of Lewisboro?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Town of Lewisboro travel dates to see your options on Bookabach. Can’t live without a private pool? Use our filters to select the amenities and features you want in your home.
Are there pet-friendly holiday homes in Town of Lewisboro?
Yes. You can choose from 14 holiday homes that allow pets in Town of Lewisboro. Plenty of our pet-friendly holiday homes even have a backyard for your four-legged fur baby to play in, complimentary treats, special dog beds and proximity to parks or green space. Apply the “Pets allowed” filter to find your pawfect pad on Bookabach.
Can I rent a house with a pool in Town of Lewisboro?
Add another level of fun to your holiday by booking your group into one of the five houses with a private pool in Town of Lewisboro. Use our search filter to find properties with pools on Bookabach, then spend leisurely days splashing about in a swimming pool that’s only for you.
What are popular home amenities in Town of Lewisboro?
A water view, nearby museums and a sauna head the list of most popular home amenities in Town of Lewisboro. Whether you’re taking a trip as a party of one, with your spouse or a group of best friends, Bookabach will help you find a holiday home that matches your style with a load of extras you’ll love.
Are there large group holiday homes in Town of Lewisboro?
Take your pick of four holiday properties in Town of Lewisboro that can host a group of 10 or more guests. Whether you’re organising a trip with extended family or a celebration like an anniversary, there’s ample space to get your group together under the same roof.
Are there holiday homes in Town of Lewisboro that welcome kids?
Town of Lewisboro has 14 family-friendly holiday homes to pick from. And finding a stay that welcomes kiddos is super easy with Bookabach’s “Properties good for families” filter. On top of having the entire place to yourselves, you’ll enjoy access to perks and amenities such as extra bedrooms, kitchens and pools.
What are the top attractions for families in Town of Lewisboro?
There are tons of wonderful things to see and do with the family in Town of Lewisboro, including:

  • Wolf Conservation Centre
  • Grand Prix New York / Spins Bowl
  • Muscoot Farm

Are there one-bedroom holiday homes in Town of Lewisboro?
Yes, Town of Lewisboro has two one-bedroom homes available. Usually situated in popular spots because of their smaller size, a one-bedroom holiday home is perfect if you’re getting away with your partner or a buddy. And with home comforts like full kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while discovering this incredible destination.
Are there holiday homes with WiFi in Town of Lewisboro?
You can pick from eight holiday homes with WiFi in Town of Lewisboro. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Town of Lewisboro?
Pick your dates and then use our filters to search for holiday homes with ac in Town of Lewisboro on Bookabach. With 13 air-conditioned properties on offer here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a holiday home in Town of Lewisboro?
The minimum age allowed can differ between properties on Bookabach, so double-check the rules of the holiday home in Town of Lewisboro you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Town of Lewisboro for?
The amount of time you can stay in a Town of Lewisboro holiday home for is up to the property. Simply tap in your travel dates to see available options that offer long-term stays. They have the things you need to make your extended holiday more convenient and enjoyable, such as kitchens and laundries. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.

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