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) ![Great spot for hiking, picnicking and camping. Lots of great trails in the woods and through the fields. Dog friendly. ](https://images.trvl-media.com/place/3000448270/a6652d18-8c91-4d4e-9b86-bd66ddf0fd56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo # 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 Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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 one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-01-30&endDate=2026-02-01&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) ## 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/bffdf7f9.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) ### Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-10BR-Escape-W-Pool.h118869279.Hotel-Information) Stony Point [](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) ![Living area](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/d745a3e2.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) ### Spacious Retreat w/ Pool, Hot Tub & Game Room [](https://www.expedia.ca/Stony-Point-Hotels-Spacious-Retreat-W-Pool.h113603125.Hotel-Information) Stony Point 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/0fd6b5a5.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) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/9d428ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Retreat with Autumn Views and Game Room [](https://www.expedia.ca/Stony-Point-Hotels-5-Bdrm-Luxury-Near-West-Point-With-Gym.h107826191.Hotel-Information) Stony Point 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) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/77444f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101880000/101878400/101878310/w1896h1262x4y4-cfbd0bcf.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) ### Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT [](https://www.expedia.ca/Brewster-Hotels-Upstate-Historical-Artist-Villa-W-Firepit.h101878310.Hotel-Information) Brewster 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) ![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) ![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) ![Sport court](https://images.trvl-media.com/lodging/76000000/75820000/75814300/75814274/a155f00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom villa in bridgeport [](https://www.expedia.ca/Bridgeport-Hotels-Vrbo-Property.h75814274.Hotel-Information) North End 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/115000000/114320000/114311000/114310925/34f3e338.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) ### Family Retreat With Autumn Views and Fireplace [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-5-Bdrm-Getaway-Near-West-Point.h114310925.Hotel-Information) Stony Point [](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/d7b8b432.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/112000000/111480000/111471200/111471114/3b20b97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Estate on 4 Acres w/ Private Pool! [](https://www.expedia.ca/Nyack-Hotels-Hudson-Valley-Estate-On-4-Acres-W-Private-Pool.h111471114.Hotel-Information) Nyack [](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) ![Dining](https://images.trvl-media.com/lodging/49000000/48760000/48754300/48754225/cc1b8c2b.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) ![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) ### Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York [](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) 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) ![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) ![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) ![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/w1170h775x0y0-956d3b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom villa in serene Holmes with AC, WiFi [](https://www.expedia.ca/Holmes-Hotels-Charming-2-Bedroom-Villa-In-Serene-Holmes-With-AC.h108457494.Hotel-Information) Holmes [](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) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/9fb7c35e.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) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122690000/122685100/122685085/8c0aef8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Garden in New Canaan [](https://www.expedia.ca/New-Canaan-Hotels-Amara-Garden-In-New-Canaan.h122685085.Hotel-Information) New Canaan [](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=2026-01-18&endDate=2026-01-19®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 ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "room was very clean...Ac was a bit too cool as its winter and we had a snow storm..overall everything was beyond expectation...will come again" [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![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) ![HYATT house White Plains](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/458cd7c2_y.jpg) ### HYATT house White Plains 10/10 Excellent "Room was very clean, the staff was very friendly accommodating" [](https://expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.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) ![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) ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Very nice room and staff as usual " [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.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) - 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