Find Guest Houses in Town of Lewisboro, NY from $194
Compare and save
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Top Cities in Town of Lewisboro
Cross River
Our top choices for Town of Lewisboro guest houses
9.0 out of 10, Wonderful, (185)
"Very nice setup. Easy to Book and check in. I will stay there again on my next trip to that area. Thank you-JM"
james
$172 nightly
The price is $194
Jan 11 - Jan 12, 2026
Total with taxes and fees
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pitWest Redding
10.0 out of 10, Exceptional, (88)
"Absolutely wonderfully decorated, organized and clean. Beautiful place. "
Anonymous traveler
2.0 out of 10, (1)
$389 nightly
The price is $434
Jan 11 - Jan 12, 2026
Total with taxes and fees
Mid Century Modern ZEN House with Pool. 50 min from New York City
Mid Century Modern ZEN House with Pool. 50 min from New York CityNorth Stamford
10.0 out of 10, Exceptional, (20)
"Incredible property, great location, and amazing host. We will definitely be coming back!!!"
Marlene P.
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.Brewster
10.0 out of 10, Exceptional, (12)
"Our stay at the cottage was really great, Orestes is an amazing host. The cottage was cozy, clean, and quiet and very dog friendly. Highly recommended!"
Alex J.
Peaceful Light-Filled Guesthouse 1 Hour From NYC
Peaceful Light-Filled Guesthouse 1 Hour From NYCPound Ridge
10.0 out of 10, Exceptional, (9)
"Great stay all around. Beautiful accommodation and property. Excellent communication from host. "
Bobby R.
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYCNorth Stamford
9.6 out of 10, Exceptional, (16)
"Absolutely charming, well appointed, spotless, and cozy apartment. Exceeded expectations and the hosts were wonderful."
Kenneth
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Town of Lewisboro Hotel Reviews
Hyatt Regency Greenwich
10/10 Excellent
Find out more about Town of Lewisboro
Town of Lewisboro Guest Houses information
Number of reviews | 328 |
|---|---|
Accommodation | 10 Guest Houses |
Lowest Price | $194 |
Highest Price | $434 |
Explore a world of travel with Expedia
- New York Hotels
- Cottages in Waccabuc
- Waccabuc Hotels
- 5 Star Hotels in Waccabuc
- 3 Star Hotels in Waccabuc
- 4 Star Hotels in Waccabuc
- B&B in Cross River
- Vacation Homes in Cross River
- Motels in Cross River
- Lodges in Cross River
- Cross River Hotels
- 5 Star Hotels in Cross River
- Marriott Hotels & Resorts in Cross River
- South Salem Hotels
- Hotels near Caramoor Center for Music and the Arts
- B&B in North Salem
- Motels in North Salem
- Cottages in North Salem
- Hotels near John Jay Homestead State Historic Site
- Goldens Bridge Hotels
- Hotels near Katonah Museum of Art
- North Salem Hotels
- 3 Star Hotels in North Salem
- 4 Star Hotels in North Salem
- B&B in Katonah
- Motels in Katonah
- Cottages in Katonah
- Villas in Katonah
- Castles in Katonah
- Lodges in Katonah
- Katonah Hotels
- Marriott Hotels & Resorts in Katonah
- 5 Star Hotels in Katonah
- 4 Star Hotels in Katonah
- B&B in Somers
- Lodges in Somers
- Motels in Somers
- RV Parks in Somers
- B&B in Pound Ridge
- Cottages in Pound Ridge
- Vacation Homes in Pound Ridge
- Villas in Pound Ridge
- Hostels in Pound Ridge
- Condo Rentals in Pound Ridge
- Guest Houses in Pound Ridge
- Motels in Pound Ridge
- Cottages in Croton Falls
- Lodges in Croton Falls
- Condo Rentals in Croton Falls
- Apartments in Croton Falls
- Somers Hotels
- 3 Star Hotels in Somers
- 5 Star Hotels in Somers
- Pound Ridge Hotels
- 5 Star Hotels in Pound Ridge
- Croton Falls Hotels
- B&B in Bedford
- 5 Star Hotels in Croton Falls
- Visit Waccabuc
- Visit Cross River
- Caramoor Center for Music and the Arts
- John Jay Homestead State Historic Site
- Visit Goldens Bridge
- Goldens Bridge Vacations
- Katonah Museum of Art
- Visit North Salem
- North Salem Vacations
- Visit Katonah
- Katonah Vacations
- Pound Ridge Vacations
- Visit Pound Ridge
- Visit Croton Falls
- Car rentals near Waccabuc
- Car rentals near Cross River
- Car rentals near South Salem
- Car rentals near Goldens Bridge
- Car rentals near North Salem
- Car rentals near Purdys
- Car rentals near Katonah
- Car rentals near Somers
- Car rentals near Pound Ridge
- Avis Rental Cars in Pound Ridge
- Car rentals near Croton Falls