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.
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
Guest suite in Redding
4.9 out of 5 average rating, 109 reviewsArtist Retreat in Beautiful Country Setting
Guesthouse in Brewster
5.0 out of 5 average rating, 291 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Cottage in Easton
4.98 out of 5 average rating, 192 reviewsCozy Modern Cottage with Fireplace
Guesthouse in Peekskill
4.94 out of 5 average rating, 213 reviewsPeekskill Carriage House Downtown Studio
Cottage in Cortlandt
4.99 out of 5 average rating, 162 reviewsThe Little Cottage in the Woods
Apartment in Ossining
4.98 out of 5 average rating, 189 reviewsHudson River Views 1-Bedroom Apt.
Home in Pound Ridge
5.0 out of 5 average rating, 23 reviewsPrivate farm cottage +hiking
Apartment in Stamford
5.0 out of 5 average rating, 61 reviewsStandalone Cottage surrounded by woods
Quick stats about vacation rentals in Lewisboro
Total rentals
130 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$60 before taxes and fees
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 80 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 40 vacation rentals for guests traveling with pets.
Do house rentals in Lewisboro have air conditioning?
Absolutely! We offer over 80 house 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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Lewisboro have wifi?
Absolutely! We offer over 80 house rentals with wifi in Lewisboro. Enjoy a tailored experience with all the comforts you desire.
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 20 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.
Do cottage rentals in Lewisboro have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in Lewisboro. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Pocono Mountains Vacation rentals
- Montauk Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with a washer and dryer Lewisboro
- Rentals with outdoor seating Lewisboro
- House rentals Lewisboro
- Pet-friendly rentals Lewisboro
- Fitness-friendly rentals Lewisboro
- Monthly Rentals Lewisboro
- Rentals with a fireplace Lewisboro
- Rentals with lake access Lewisboro
- Rentals with a patio Lewisboro
- Kid-friendly rentals Lewisboro
- Rentals with a fire pit Lewisboro
- Family-friendly rentals Lewisboro
- Rentals with pools Lewisboro
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes