Title: Town of Lewisboro Villas | Expedia.ca [Town of Lewisboro Hotels](https://expedia.ca/Destinations-In-Town-Of-Lewisboro.d553248635976002127.Hotel-Destinations)[Vacation Rentals in Town of Lewisboro](https://expedia.ca/Destinations-In-Town-Of-Lewisboro.d553248635976002127.Vacation-Rental-Destinations)[Town of Lewisboro Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Lewisboro.d553248635976002127.Car-Rental-Destinations)[Town of Lewisboro Vacations](https://expedia.ca/Town-Of-Lewisboro.d553248635976002127.Destination-Travel-Guides) ![Sunrise Reflection on the Cross River Reservoir. Cross River New York](https://images.trvl-media.com/place/553248635976002127/ca787ea5-ad59-42dc-b7aa-d6e91373396d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Town of Lewisboro Villa Rentals ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Lewisboro ![](https://mediaim.expedia.com/destination/2/f982fdf104102ad635b6a554672a811e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Cross River [](https://expedia.ca/Cross-River-Villas.d3000448270-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Town of Lewisboro villas ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/05de4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/6e29adf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/1a8c928b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/65834f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-10BR-Escape-W-Pool.h118869279.Hotel-Information) [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-10BR-Escape-W-Pool.h118869279.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/d28d79cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/84a1c5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/e8ace80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/d745a3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-Spacious-Retreat-W-Pool.h113603125.Hotel-Information) 4.0/10 (1) "The house itself was fine but the pool was unusable and not maintained. We were frequently promised it would be fixed each day but there was no maintenance done. Even going through support, there was no attempt to make things right and we were unable to use the pool during a hot summer weekend. (There aren't even any pool towels for use)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin L. [](https://www.expedia.ca/Stony-Point-Hotels-Spacious-Retreat-W-Pool.h113603125.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/eadd18aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/9d428ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/0df11d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/7512a663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-5-Bdrm-Luxury-Near-West-Point-With-Gym.h107826191.Hotel-Information) 9.6/10 Exceptional (5) "Stayed for 3 nights with friends and family had an absolute blast! Amazing house! 100% would book this house again. I highly recommend this house. Very clean and very comfortable. If you had any questions owner would get back to you very quickly. Overall 10/10 stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg S. [](https://www.expedia.ca/Stony-Point-Hotels-5-Bdrm-Luxury-Near-West-Point-With-Gym.h107826191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/abd47b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/31f65901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/fca95a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/77444f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Brewster [](https://www.expedia.ca/Brewster-Hotels-Upstate-Historical-Artist-Villa-W-Firepit.h101878310.Hotel-Information) 9.2/10 Wonderful (7) "Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric L. [](https://www.expedia.ca/Brewster-Hotels-Upstate-Historical-Artist-Villa-W-Firepit.h101878310.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75820000/75814300/75814274/8033fecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/76000000/75820000/75814300/75814274/a155f00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75820000/75814300/75814274/857f4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75820000/75814300/75814274/aa42b2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in North End [](https://www.expedia.ca/Bridgeport-Hotels-Vrbo-Property.h75814274.Hotel-Information) 9.8/10 Exceptional (8) "This was a great house. Very clean, centrally located right on the lake. I enjoyed my weekend there. I definitely will book this again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc [](https://www.expedia.ca/Bridgeport-Hotels-Vrbo-Property.h75814274.Hotel-Information) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/1415e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/e3942d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/w3000h2168x0y0-977f5e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/34f3e338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-5-Bdrm-Getaway-Near-West-Point.h114310925.Hotel-Information) [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-5-Bdrm-Getaway-Near-West-Point.h114310925.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/1db73b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/e89833ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/d7b8b432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/f4044c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Nyack [](https://www.expedia.ca/Nyack-Hotels-Hudson-Valley-Estate-On-4-Acres-W-Private-Pool.h111471114.Hotel-Information) [](https://www.expedia.ca/Nyack-Hotels-Hudson-Valley-Estate-On-4-Acres-W-Private-Pool.h111471114.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48760000/48754300/48754225/351f4f43_edited_671d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48760000/48754300/48754225/w1440h962x0y0-5a36ee0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/49000000/48760000/48754300/48754225/0e28770b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48760000/48754300/48754225/340300f8_edited_83c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Rye Brook [](https://www.expedia.ca/White-Plains-Hotels-Historic-Castle-1876-13-Mins-To-Wing-Foot-Cc-Border-Of-Greenwich-And-New-York.h48754225.Hotel-Information) [](https://www.expedia.ca/White-Plains-Hotels-Historic-Castle-1876-13-Mins-To-Wing-Foot-Cc-Border-Of-Greenwich-And-New-York.h48754225.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h778x0y21-c749911c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h800x0y11-79646726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h777x0y16-fc127d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h765x0y1-420694a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes [](https://www.expedia.ca/Holmes-Hotels-Charming-2-Bedroom-Villa-In-Serene-Holmes-With-AC.h108457494.Hotel-Information) [](https://www.expedia.ca/Holmes-Hotels-Charming-2-Bedroom-Villa-In-Serene-Holmes-With-AC.h108457494.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/a70be3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/w1080h1439x0y0-60181a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/8c0aef8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/4ccf34d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in New Canaan [](https://www.expedia.ca/New-Canaan-Hotels-Amara-Garden-In-New-Canaan.h122685085.Hotel-Information) [](https://www.expedia.ca/New-Canaan-Hotels-Amara-Garden-In-New-Canaan.h122685085.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18®ionId=553248635976002127&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Lewisboro-Villas.d553248635976002127-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Lewisboro-Villas.d553248635976002127-aaVillas.Travel-Guide-Accommodation) ## Top Town of Lewisboro Hotel Reviews ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "This is an older affordable hotel. The room was very clean. Everything worked except the tub stopper. The staff is friendly and helpful. There is free onsite parking. A basic continental breakfast. It is convenient to the metro north station. The neighborhood is quiet and safe. Fast food and convenience stores are walkable." [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg) ### EVEN Hotel Norwalk by IHG 10/10 Excellent "The staff was accommodating & helpful. The room was very clean & comfortable. I can’t say about the breakfast as I didn’t have breakfast there. " [](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 10/10 Excellent "Everything was great thanks & God Bless." [](https://expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![Red Carpet Inn](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/49d204da_y.jpg) ### Red Carpet Inn 10/10 Excellent "It was decent for a nights rest an hour away from the city. Not bad " [](https://expedia.ca/Stamford-Hotels-Red-Carpet-Inn.h2928037.Hotel-Information) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 10/10 Excellent "." [](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg) ### Hampton Inn White Plains/Tarrytown 10/10 Excellent "Very convenient" [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Clean, quiet room, helpful staff, beautiful restaurant/bar area." [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg) ### DoubleTree by Hilton Stamford 10/10 Excellent "Good " [](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![The Stamford Hotel](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Everyone and everything was amazing from start to finish! They allowed us to check in a few minutes early, upgraded our room to a better suit and view for our first couples getaway weekend! The hotel was spotless and there was always someone cleaning or there to answer questions we had! We swung by the bar a few times throughout the night, before and after the comedy show we were attending around the corner, the food (we got the arancini balls) and drinks (we ordered a proper old fashioned that was made to perfection and wine) were not only amazing fresh and perfect, but the bar tender was so fun and hilarious! He made great conversation, and was always ready to attend to us before we even noticed our drinks were getting Low! Everyone was so professional and warm and welcoming! We definitely love the privacy and security of the building and going up to our room with having to tap your room key to use the elevator! It made me feel safer being so far from home! The snacks and desserts we got at the cafe were so good too! We got the cookie dough cake slice to share and that was the perfect way to end our night! We will definitely be staying at the Stamford Hotel anytime we come back to visit the area! Thank you to the team for making every step easy and perfect for our first getaway together! " [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ## Find out more about Town of Lewisboro ## Town of Lewisboro Villas information | Number of reviews | 20 | | ----------------- | --------- | | Accommodation | 11 Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Bedford ](https://www.expedia.ca/Bedford-Bed-And-Breakfast.d553248628384502029-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Bedford ](https://www.expedia.ca/Bedford-Castles.d553248628384502029-aaCastles.Travel-Guide-Accommodation) - [Chalets in Bedford ](https://www.expedia.ca/Bedford-Chalets.d553248628384502029-aaChalets.Travel-Guide-Accommodation) - [Aparthotels in Bedford Hills ](https://www.expedia.ca/Bedford-Hills-Apart-Hotels.d3000448022-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bedford Hills ](https://www.expedia.ca/Bedford-Hills-Bed-And-Breakfast.d3000448022-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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