[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Welcoming 5-bedroom house with AC in charming Chester Vacation home in Chester ![Property grounds](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/afb4ec5d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/4276076f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/f1fe4f09.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/a301e664.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/6c52290f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcoming 5-bedroom house with AC in charming Chester provides amenities like a firepit and laundry facilities. Guests can connect to free in-room WiFi. ### Entire home 5 bedrooms3 bathrooms ## Popular amenities - Washer - Parking available - Barbecue grill - Pet-friendly - Air conditioning - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Welcoming 5-bedroom house with AC in charming Chester Relax with the whole family at this house on 22 private acres. Your group will love this spacious and tranquil home situated at the end of a private road. Everyone will find something to do, whether it's exploring the woods, playing basketball, sitting by the fire pit, or just hanging out on the expansive deck and taking in the forest views. With multiple living rooms and a game room, there is plenty of space to spread out, and entertainment for all. The outdoor kitchen is a chef's dream. The space This cozy and comfortable 5 bedroom/ 2.5 bath home nestled in the woods is warm and inviting. With three levels, there’s always a place for some moments to unwind alone, but when it comes time for the whole group to come together, there’s loads of space for that too. Kick back inside or out. No matter the season, the patio with fire pit makes a great spot for conversation and star gazing. The light-filled living room is the heart of the home and a place for the whole gang to come together for movies and conversation. The expansive room boasts roomy comfortable couches with plenty of throw pillows and a lovely wood-burning rock fireplace. Sun streams in through large windows, giving the living room a cheery feel. The second living room is great for kids who might want to watch their own movie snuggled up in two overstuffed super cozy easy chairs. Guest access All areas of the house and property are available for guests, except the garage. Other things to note Unfortunately we cannot offer early check-in or late checkout at this property. If you absolutely need early check-in or late checkout, please book an extra day in order to account for that. Additional rules \- We have a maximum limit of 12 guests, including day visitors. Please tell us your final guest count at the time of booking. Events are strictly forbidden. \- Any reports of excessive noise from neighbors may result in your immediate removal from the property without a refund. \- Upon booking, you must inform us of the expected number of cars that will be parked at the property during your visit. If you exceed this number of cars you may be asked to leave without a refund. (This rule is needed to prevent unauthorized events.) \- Parking is allowed in the driveway by the house only. Please do not drive or park on the lawn, and do not block the dumpster since it may need to be emptied during your stay. \- Limit of 1 dog per visit. No cats please. Thank you for helping us to maintain this beautiful property! ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Firepit ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - One pet total (up to 22 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/86c12ec0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space Monroe - Pool - Hot tub - Kitchen - Washer 7.6 Good 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=118005460&PinnedHotelID=118005460&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100700000/100694500/100694413/e2081d4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Cozy Goshen Home, 5mins from LEGOLAND and near skiing! Goshen - Kitchen - Pet-friendly - Air conditioning - Parking available 10 Exceptional 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=100694413&PinnedHotelID=100694413&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/441674be.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC Harriman - Pool - Kitchen - Washer - Dryer 10 Exceptional 78 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=21473546&PinnedHotelID=21473546&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120310000/120307700/120307665/c11ebb64.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Marvelous 6-bedroom house with AC in Monroe Monroe - Kitchen - Washer - Pet-friendly - Free WiFi CA $3,505 CA $4,796 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=120307665&PinnedHotelID=120307665&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109850000/109844700/109844689/a73aca06.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Awesome Country Retreat - 4BR - Private & Peaceful Monroe - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=109844689&PinnedHotelID=109844689&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/7ce217c7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Farmhouse-Hot Tub, King Beds, Game Room & View Montgomery - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 15 reviews CA $866 CA $1,632 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=99751209&PinnedHotelID=99751209&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/110000000/109850000/109842400/109842328/248be89b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious Smart Home Retreat on 14 Acres of Nature Monroe - Kitchen - Washer - Dryer - Pet-friendly 6.0 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=109842328&PinnedHotelID=109842328&HadPinnedHotel=true®ionId=-1&adults=2) ![Children's area](https://images.trvl-media.com/lodging/101000000/100580000/100577000/100576937/d7580eca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4 Bedroom Lakefront home retreat with outdoor amenities in the NYC region. Monroe - Pool - Hot tub - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=100576937&PinnedHotelID=100576937&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119500000/119498300/119498240/20e64d99.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 5-bedroom house in charming Monroe with AC Monroe - Pool - Washer - Pet-friendly - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=119498240&PinnedHotelID=119498240&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83650000/83646900/83646889/ede3da47.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard Chester - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=83646889&PinnedHotelID=83646889&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 18 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees 1 total (up to 22 lbs per pet) ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Chester is home to this vacation home. LEGOLAND® New York and Castle Fun Center are local attractions and those in the mood for shopping can visit Woodbury Common Premium Outlets and Old Glory Mall Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Goshen Historic Track or Orange County Tennis Center. [Visit our Chester travel guide](https://www.expedia.ca/Chester.dx6046665) [View more Vacation homes in Chester](https://www.expedia.ca/Chester-Private-Vacation-Homes.d6046665-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.39044,-74.21754&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:k%7Ds%7BFrr%7EcM%3FU%3FS%40U%3FS%40S%40U%40U%40S%40S%40SBU%40SBSBSBSBSBUBSDSDSBQDSDSDQDSFQDSFQFQDQHQFQFQFOHQFQHOFQHMHQJMHQHMHOJMHMJMJOJMJMJKJMJKLKJKJKLKLIJKLILILILILILILELINGLGLELGNENELENELENCLCNENANCLCNANANANALAN%3FN%3FN%3FN%3FN%3FN%3FL%40N%40N%40N%40L%40NBNBN%40LDNBNBLDNDLDNDLDNFLDLFLFNHLDLHLHLHLHLHJHLJLHJJLJJJJJLJJLJJJLJLJNHLJLHLJNHNHNHLHPHNHNFNHPHPFNFPFPFPFPFPDPFRDPFRDPDRBRDPDRBRDRBTBRBRBRBR%40R%40TBR%40R%40R%40T%40T%3FR%40R%3FT%3FR%3FT%3FR%3FR%3FTAT%3FRARATARARCRATARCTCRCRCPCTERCREREPCREREPGREPGREPGPGPGPGPGPGPINIPGPILIPININILIPKLILKNILKLKLKLKJKLMJKJKJMJKJMJMHKHMJMFMJMFMHMFOFMFMFMFOFMDODMDODMBOBODMBO%40ODO%40MBO%3FO%40O%40M%40O%40O%3FO%3FO%3FO%3FOAMAOAOAO%3FOCMAOEOAOCMEOCMCOEMEOEOEMGMGMGOGMGMGMIMGMKMGMKMIKIMKMKKKKKMKKKKMKKKMKMKMKMIOKMIMIOIOKOIOIOGOIQGQIOGQGQGOISEQGQGQESGQESEQESESCQESESCSCUCQCSCSCUASCUASASASAUASAS%3FUAU%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Ros44OHRDOA_r9I93kflGaq90TU=) Chester, NY ### What's nearby - Brotherhood Winery - 9 min drive - 8.2 km - Castle Fun Center - 10 min drive - 9.6 km - The Rock Sports Complex - 10 min drive - 10.3 km - LEGOLAND® New York - 12 min drive - 13.0 km - Woodbury Common Premium Outlets - 17 min drive - 19.4 km ### Getting around - Harriman Station - 17 min drive - Stewart Intl. Airport (SWF) - 25 min drive ### Restaurants - ‪Stewart's Shops - ‬7 min drive - ‪Dunkin' - ‬6 min drive - ‪F & J Pizzeria - ‬7 min drive - ‪Meadow Blues Coffee - ‬7 min drive - ‪Long Lot Farm Brewery - ‬5 min drive ## Frequently asked questions ### Is Welcoming 5-bedroom house with AC in charming Chester pet-friendly? > Yes, this property allows pets (limit 1 total) with a maximum weight of up to 22 lbs per pet. ### What time is check-in at Welcoming 5-bedroom house with AC in charming Chester? > Check-in begins at 4:00 PM. ### What time is check-out at Welcoming 5-bedroom house with AC in charming Chester? > Check-out is at 10:00 AM. ### Where is Welcoming 5-bedroom house with AC in charming Chester located? > Situated in Chester, this vacation home is within 6 mi (10 km) of Brotherhood Winery, Goosepond Mountain State Park, and Castle Fun Center. The Rock Sports Complex and Museum Village are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question