Title: Chester Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d183058.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c5d2a9a368de96fc49a7ea71252ca638.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Annette Babek # Chester Vacation Rentals ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183058&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/f7b0c3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/4ed75f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/0c0a866f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/8aa6190f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rogers Lake House (87) · CT College+Beach+USCGA Old Lyme 10/10 Exceptional (2) "My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hemie J. CA $121 CA $563 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/w1349h899x0y1-aabfa980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/26e77899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/3819ae46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/19ce922b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private Salem 10/10 Exceptional (3) " Beautiful home, safe and lovely walkable neighborhood in a lake community. The home was clean, spacious and well appointed. We used it as a home base for a family wedding at Salem Herb Garden which was 7 minutes away and so convenient. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna C. CA $128 CA $497 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/bf5d2058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/c537ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/314c977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/94637ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Once the old Schools house now a newly furnished Apartment Wallingford Center 9.0/10 Wonderful (13) "Excellent option for a short stay near the heart of it all in Wallingford." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette W. CA $153 CA $392 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7f49dba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/05304b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/367417ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Stays: Middletown, CT Middletown 10/10 Exceptional (16) "The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cari M. CA $129 CA $272 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/14a45cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/cb15d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/dd739b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112380000/112376100/112376012/6653ba42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shantok Queen suites walk to Mohegan casino/Wi-Fi Montville 10/10 Exceptional (1) "This was just a quick one night, Stay. As we were at the casino for a concert. The house was a great location clean, access was easy. Everything was as was stated on the website. I would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $123 CA $490 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montville-Hotels-Shantok-Queen-Suites-Walk-To-Mohegan-CasinoWi-Fi.h112376012.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/1c55c50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/d4679987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/5860a5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/ca71fb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks Waterford 10/10 Exceptional (9) "The property was very clean, nicely decorated, and well stocked. The location close to the beach and several state parks. The host was very responsive. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephan H. CA $132 CA $504 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366805/05b27857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366805/b0ff55e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366805/b2f9c083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76370000/76366900/76366805/35197f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy and Private 3BR/2BA Near Casinos Westside Norwich 9.6/10 Exceptional (5) "4 adults plus one dog stayed here and it was wonderful. Clean quiet home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan P. CA $147 CA $552 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Norwich-Hotels-Cozy-And-Private-3BR2BA-Near-Casinos.h76366805.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/53aab435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/ffda393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/f9f66e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/fbefb98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insta-worthy Couples Retreat: Perfect for romantic getaway! Old Lyme 9.6/10 Exceptional (52) "Great stay, charming cottage, hope to return" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen C. CA $117 CA $328 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Mystic-New-London-Hotels-Seaside-Beach-Bungalow-At-Hawks-Nest.h52069712.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/10b29b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/6b0c0082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/4ead6828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90770000/90765600/90765591/w1024h493x0y95-05dc1994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA New London 8.0/10 Very good (13) "Easy access. We loved our short stay. I would return again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne M. CA $91 CA $277 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-London-Hotels-Cozy-2-Bedroom-Vacation-Home-Free-WiFi-Parking.h90765591.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114400800/114400746/52658b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114410000/114400800/114400746/25d234f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114410000/114400800/114400746/w1740h900x0y0-8bc55db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114410000/114400800/114400746/20f06711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos! Montville 10/10 Exceptional (2) "The property was perfect for our trip. Wonderful stay and amazing contact with the hosttess. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Redebaron 7. CA $182 CA $452 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montville-Hotels-Cozy-3-Bedroom-House-Near-Mystic-And-Mohegan-Foxwood-Casinos.h114400746.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/c78f7795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/7b7719e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/87e567b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/8280e405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with WiFi, AC in lovely Waterford Waterford 10/10 Exceptional (1) "The home was very clean and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle M. CA $266 CA $588 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Waterford-Hotels-Charming-2-Bedroom-House-With-WiFi.h114187476.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/04508426_edited_1287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/af23948e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/e8f968ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/ab91a76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled 1-BR Close to Everything yet Very Private Wallingford 10/10 Exceptional (9) "I was very pleased with the accomodations. I had everything I needed and it was comfortable and quiet. I was able to get my research done and enjoyed the peaceful setting, and it was convenient to the friends and family I visited during my stay. I will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula S. CA $161 CA $403 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-1-BR-Close-To-Everything-Yet-Very-Private.h57696731.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103050000/103041100/103041064/78f09ebf.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/104000000/103050000/103041100/103041064/2ac2d140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103050000/103041100/103041064/ee7a1018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103050000/103041100/103041064/c674cbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thames River Retreat · CT College+Casinos+USCGA Waterford 10/10 Exceptional (17) "We stayed for my Bachelor trip and it was a very good location regarding the casinos which is what we mainly visited for. The house was awesome and the backyard and river access was a huge plus. I would recommend this house to anyone looking to stay in the area near Foxwoods or Mohegan" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $267 CA $815 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Quaker-Hill-Hotels-Thames-River-Retreat-CT-CollegeCasinosUSCGA.h103041064.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82960000/82951600/82951570/84135737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/83000000/82960000/82951600/82951570/e9f5eab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82960000/82951600/82951570/2954d6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/83000000/82960000/82951600/82951570/6f0a6bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winner's Getaway - 2mi to Mohegan Sun Westside Norwich 10/10 Exceptional (12) "This place was as beautiful as the pictures and descriptions said it was.We are looking forward tonext year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl O. CA $282 CA $781 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Norwich-Hotels-Renovated-4BR-Close-To-Casinos.h82951570.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/63307396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/62ac79d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/00a0d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/325fc50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin Berlin 9.2/10 Wonderful (5) "We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy B. CA $165 CA $444 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Guest Suite in Historic Home Middletown CA $183 CA $271 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106390000/106381400/106381352/57ee2426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106390000/106381400/106381352/cc3d5620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106390000/106381400/106381352/a001054f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106390000/106381400/106381352/2ef5cce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Vacation Home in Waterford Connecticut Waterford 9.0/10 Wonderful (2) "Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer A. CA $399 CA $769 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Waterford-Hotels-Entire-Vacation-Home-In-Waterford-Connecticut.h106381352.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112650000/112645300/112645225/48b7cdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112650000/112645300/112645225/4e8f3792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112650000/112645300/112645225/53f84998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112650000/112645300/112645225/16e51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury, New, Quiet - King Beds, 5 minutes to Mohegan Sun Montville 9.8/10 Exceptional (6) "Very clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen A. CA $280 CA $679 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Montville-Hotels-Charming-3-Bedroom-House-2-King-Beds-5-Mins-To-Mohegan.h112645225.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/a0e54ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/623abb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Bliss w/ Game Room, Gym & Golf Green Westbrook CA $171 CA $682 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106860000/106850500/106850455/8b948694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106860000/106850500/106850455/548aebce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106860000/106850500/106850455/e1c11784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106850500/106850455/066e1f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom ranch 1 minute from Mohegan Sun. Montville 10/10 Exceptional (14) "Great place! Super clean and easy check in. Plenty of parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel W. CA $420 CA $723 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montville-Hotels-Charming-3-Bedroom-Ranch-In-Soothing-Montville.h106850455.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=2025-11-11&endDate=2025-11-12®ionId=183058&adults=2&lodging=VACATION_HOME&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%2FChester-Private-Vacation-Homes.d183058-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Private-Vacation-Homes.d183058-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ## Find out more about Chester ## Chester Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Chester Center](https://www.expedia.ca/4Star-Chester-Center-Chester-Hotels.s40-n553248635976479536-0.Travel-Guide-Filter-Hotels) - 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