Title: Cheshire County Villas | Expedia.ca [Cheshire County Travel Guide](https://expedia.ca/Cheshire-County.dx553248635976430851)[Cheshire County Hotels](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Hotel-Destinations)[Vacation Rentals in Cheshire County](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Cheshire County Car Rentals](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Car-Rental-Destinations)[Cheshire County Vacations](https://expedia.ca/Cheshire-County.d553248635976430851.Destination-Travel-Guides) ![Keene which includes street scenes and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105278-Keene-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Cheshire County Villa Rentals ## Compare and save ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Villas in Cheshire County ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/aac35b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/5a48bd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/b3a824eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/881794ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Myrtle House Heated Pool-Hot Tub-Tennis & More Dover [](https://www.expedia.ca/West-Dover-Hotels-The-Myrtle-House-Heated-Pool-Hot-Tub-Tennis-More.h115500556.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/1399814a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/225100ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/9fd97bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/e3b79b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch House Heated Pool, Sauna Theater,& More Dover 6.0/10 (1) "Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to... [](https://www.expedia.ca/West-Dover-Hotels-The-Birch-House-Heated-Pool.h102116254.Hotel-Information) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94952800/94952707/38c964cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94952800/94952707/e9800192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94952800/94952707/fe468b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94952800/94952707/1a0597d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keene Villa Near Skiing, Swimming & Hiking! Keene [](https://www.expedia.ca/Keene-Hotels-Keene-Villa-Near-Golf-Course-Swimming-Holes.h94952707.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/1d986bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/487432a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/3247d7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/3019c4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artist's Own Luxury Residence Newfane Vermont - Stunning Views 25 Acres Newfane 10/10 Exceptional (13) "The house is beautiful and Nancy is a great host." [](https://www.expedia.ca/Newfane-Hotels-Artists-Own-Luxury-Residence-Newfane-Vermont-Stunning-Views-25-Acres.h32522985.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106410000/106404800/106404757/w904h683x60y0-a63bd6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106410000/106404800/106404757/w905h683x60y0-d161f7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106404800/106404757/eced85dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106404800/106404757/w908h683x58y0-788fd869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa privacy, luxury & relaxation inside or out. Exceptional conveniences Lyndeborough [](https://www.expedia.ca/Lyndeborough-Hotels-Villa-Privacy.h106404757.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=2025-10-21&endDate=2025-10-22®ionId=553248635976430851&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%2FCheshire-County-Villas.d553248635976430851-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCheshire-County-Villas.d553248635976430851-aaVillas.Travel-Guide-Accommodation) ## Top Cheshire County Hotel Reviews ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "The staff was helpful and friendly. The breakfast was good with many choices available. The room was good and the bed was comfortable. My wife would have liked to have a hair dryer available." [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Excellent staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Excellent staff at front desk and Lori who serves breakfast is wonderful " [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Mountaineer Inn](//images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg) ### Mountaineer Inn 10/10 Excellent "Clean room and spacious. Walkable areas around to explore. Would stay again. " [](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information) ![The Colonial Hotel](//images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg) ### The Colonial Hotel 10/10 Excellent "We always love staying at Colonial Inn when we visit family in the area. We informed the front desk concerning an issue with a stairwell door and it was fixed by end of day, on a Saturday!!" [](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information) ![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg) ### Claremont Motor Lodge 10/10 Excellent "Room was clean and comfortable " [](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](//images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg) ### Doubletree by Hilton Hotel Leominster 10/10 Excellent "We love this place, staff is wonderful, convently located, restaurant has great food, comfy beds" [](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg) ### Riverside Hotel, an Ascend Collection Hotel 10/10 Excellent "The hotel is on a beautiful river front and the grounds are lovely. We drove to find dinner and it was easy enough. The hotel has a wonderful, helpful staff. " [](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ## Find out more about Cheshire County ## Cheshire County Villas information | Number of reviews | 1 | | --- | --- | | Accommodation | 6 Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Monadnock Region](https://www.expedia.ca/3Star-Monadnock-Region-Hotels.s30-0-d553248635975749761.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Keene](https://www.expedia.ca/4Star-Keene-Hotels.s40-0-d6057413.Travel-Guide-Filter-Hotels) - [Hotels near Asbury United Methodist Church](https://www.expedia.ca/Asbury-United-Methodist-Church-Hotels.0-l6265749-0.Travel-Guide-Filter-Hotels) - [Chesterfield Hotels](https://www.expedia.ca/Chesterfield-Hotels.d6052872.Travel-Guide-Hotels) - [Hotels near Colonial Theatre](https://www.expedia.ca/Colonial-Theatre-Hotels.0-l553248621532666941-0.Travel-Guide-Filter-Hotels) - 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