Title: Town of Lewisboro Cottages from CA $428 | 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) ![](https://mediaim.expedia.com/destination/2/f982fdf104102ad635b6a554672a811e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo # Search Town of Lewisboro Cottage Rentals from CA $428 ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976002127&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=COTTAGE&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-Cottages.d3000448270-aaCottages.Travel-Guide-Accommodation) ## Featured Cottages in Town of Lewisboro ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands Fort Montgomery 9.8/10 Exceptional (122) "It has an incredible mountain and water view. " CA $262 CA $428 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/b74b1e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/60db8f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/6b06b203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven Croton-on-Hudson 9.6/10 Exceptional (10) "Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. " [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109920000/109918200/109918168/8998ceb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109920000/109918200/109918168/c87a82fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/110000000/109920000/109918200/109918168/dce53716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109920000/109918200/109918168/6c5e684d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cos Cob Cottage- Full Kitchen, Pet Friendly Greenwich 10/10 Exceptional (4) "2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area " [](https://www.expedia.ca/Cos-Cob-Hotels-Cos-Cob-Cottage-Full-Kitchen.h109918168.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812263/562b2376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812263/3c2b6fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812263/17927bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812263/5bc4aa9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westport "Gold Coast" across from Southport beach Fairfield 10/10 Exceptional (94) "Easy communication, clean apartment, good location for beach and nearby towns. " [](https://www.expedia.ca/Stamford-Hotels-Westport-Gold-Coast-Across-From-Southport-Beach.h19812263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/e74463e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/08a3846a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/2ca37619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/1c766ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cottage with Grill | Walk to Lake Putnam Valley 9.8/10 Exceptional (21) "This property was great. Clean, roomy and about 1/2 hour from West Point." CA $222 CA $631 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Putnam-Valley-Hotels-Cottage-Getaway-DogFriendly.h91391396.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90700000/90694500/90694498/42c33e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90700000/90694500/90694498/132bb8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90700000/90694500/90694498/4573b840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90700000/90694500/90694498/c2e1f3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Second floor cottage apartment located in a private community. Cove - East Side - Shippan 9.6/10 Exceptional (16) "Great time, nice little private neighborhood! Pretty views if you go for nice walks. 2 great parks near by. Lovely stay. Had everything we needed " [](https://www.expedia.ca/Stamford-Hotels-Second-Floor-Cottage-Apartment-Located-In-A-Private-Community.h90694498.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103816700/103816658/1330fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103820000/103816700/103816658/3a952091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103820000/103816700/103816658/f468b550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103820000/103816700/103816658/5fabeac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break? Weston 10/10 Exceptional (10) "Wonderful stay!" [](https://www.expedia.ca/Weston-Hotels-Escape-To-River-Cottage-Ready-For-Hiking.h103816658.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186905/339d07ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186905/788e0bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186905/64d14de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186905/01a73673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT Bethel 10/10 Exceptional (8) "Great relaxing stay quite and comfortable " [](https://www.expedia.ca/Bethel-Hotels-Charming-1-Bedroom-Cottage-With-WiFi-And-AC-In-Enchanting-Bethel.h107186905.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/0c99c9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/1f260241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/fa2cef8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/16d10761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnificent Lake View Holmes [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118950000/118948200/118948200/8efdb114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118950000/118948200/118948200/ab8c4a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118950000/118948200/118948200/71887b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118950000/118948200/118948200/0c464f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio-Cottage with WiFi & TV free parking in Greenwich Greenwich [](https://www.expedia.ca/Cos-Cob-Hotels-Charming-Studio-Cottage-With-WiFi-TV-Free-Parking-In-Greenwich.h118948200.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74650000/74640700/74640684/d32bbef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/75000000/74650000/74640700/74640684/6a03f4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74650000/74640700/74640684/431e8c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74650000/74640700/74640684/dee1f81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy 1 bedroom +loft apartment w/ parking West Side 10/10 Exceptional (12) "Perfect for my needs. Would stay again for sure" [](https://www.expedia.ca/Stamford-Hotels-Trendy-1-Bedroom-Loft-Apartment-W-Parking.h74640684.Hotel-Information) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/6050b244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/4d825089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/a50bc069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/d8967df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Brewster Vacation Rental w/ Private Dock Brewster [](https://www.expedia.ca/Brewster-Hotels-Lakefront-Brewster-Vacation-Rental-W-Private-Dock.h98550476.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108730000/108722100/108722014/46b6c1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108730000/108722100/108722014/c41aec29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108730000/108722100/108722014/357e067e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108730000/108722100/108722014/67bef6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly! New Canaan 10/10 Exceptional (3) "We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around." [](https://www.expedia.ca/New-Canaan-Hotels-Charming-2-BdRm-Cottage-In-Peaceful-New-Canaan.h108722014.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/23bf9aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/0b85872b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/008285de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/537830fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Highland Falls Home < 2 Mi to West Point! Highland Falls [](https://www.expedia.ca/Highland-Falls-Hotels-Charming-Highland-Falls-Home-2-Mi-To-West-Point.h105549790.Hotel-Information) ![Cottage (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/6044cee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/fccc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/328c78ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/7a05e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Holmes Cottage Near Lakes & Trails! Holmes [](https://www.expedia.ca/Holmes-Hotels-Serene-Holmes-Cottage-Near-Lakes-Trails.h109808229.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102402600/102402574/54357bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102402600/102402574/c0f5dba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102402600/102402574/6f3bfc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102402600/102402574/d4f1fc35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamy Hudson Valley Cottage w/ State Park Views Garrison 10/10 Exceptional (1) "The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! " [](https://www.expedia.ca/Garrison-Hotels-Dreamy-Hudson-Valley-Cottage-W-State-Park-Views.h102402574.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654427/ab023d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654427/5748f882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654427/e6022470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654427/ff9add5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront cottage located in the heart of Fairfield Beach!! Fairfield 9.6/10 Exceptional (18) "I grew up here! Always fun" [](https://www.expedia.ca/New-Haven-Hotels-Waterfrontbeachfront-Cottage-Located-In-The-Heart-Of-Fairfield-Beach.h33654427.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98550000/98547800/98547757/faec9ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/99000000/98550000/98547800/98547757/89f45ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/99000000/98550000/98547800/98547757/c0c78a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98550000/98547800/98547757/91ba9159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Fairfield Vacation Rental w/ Lake Views! New Fairfield [](https://www.expedia.ca/New-Fairfield-Hotels-Candlewood-Isle-Home-With-Lake-Views-Deck.h98547757.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/89000325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/8ba2ef19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/fd5ddc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/c0e5b79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Home w/ Patio Half Mile to West Point Highland Falls [](https://www.expedia.ca/Highland-Falls-Hotels-Updated-Home-W-Patio-Half-Mile-To-West-Point.h94370734.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156092/b63e67bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156092/aafd38af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156092/a0b65cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24160000/24156100/24156092/85b8a586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Fairfield Beach 3BR 2BA Cottage By The Sea Fairfield 10/10 Exceptional (33) "Clean, quaint spot for a family gathering. A little chilly in February but very calming and pleasant stay." [](https://www.expedia.ca/Fairfield-Hotels-Charming-Cottage-By-The-Sea-On-Fairfield-Beach.h24156092.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=2025-10-15&endDate=2025-10-16®ionId=553248635976002127&adults=2&lodging=COTTAGE&sort=RECOMMENDED&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-Cottages.d553248635976002127-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Lewisboro-Cottages.d553248635976002127-aaCottages.Travel-Guide-Accommodation) ## Top Town of Lewisboro Hotel Reviews ![The Armon Stamford Hotel & Conference](//images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b_y.jpg) ### The Armon Stamford Hotel & Conference 10/10 Excellent "Facility wax clean and quiet. We were visiting our daughter in college. Very Disappointing the facility offered not food, especially coffee on location. " [](https://expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "N/A. Wi-Fi was adequate. " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Sonesta White Plains Downtown](//images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "The best" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Tarrytown House Estate](//images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 10/10 Excellent "Room was awesome and staff was very courteous " [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](//images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "Short stay however. The Front desk was very nice. Clean hotel at a fair price. Happy overall." [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Wonderful staff!" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Microtel Inn & Suites by Wyndham Bethel/Danbury](//images.trvl-media.com/lodging/1000000/580000/579300/579216/ef7dd368_y.jpg) ### Microtel Inn & Suites by Wyndham Bethel/Danbury 10/10 Excellent "Excellent service" [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![Hotel Nyack, a JdV by Hyatt Hotel](//images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c_y.jpg) ### Hotel Nyack, a JdV by Hyatt Hotel 10/10 Excellent "Staff at the front desk and restaurant were thoughtful and responsive. The hotel and room were beautifully designed. The decor made it feel very much like a boutique hotel. Thanks!" [](https://expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ## Find out more about Town of Lewisboro ## Town of Lewisboro Cottages information | Number of reviews | 317 | | --- | --- | | Accommodation | 72 Cottages | | Lowest Price | CA $428 | | Highest Price | CA $631 | ## 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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