Title: Private 5-Bed Country Estate on 22 Acres - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Private 5-Bed Country Estate on 22 Acres Vacation home in Chester ## Photo gallery for Private 5-Bed Country Estate on 22 Acres ![Property grounds - Private 5-Bed Country Estate on 22 Acres (Chester)](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/afb4ec5d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Private 5-Bed Country Estate on 22 Acres (Chester)](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/38f11513.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Private 5-Bed Country Estate on 22 Acres (Chester)](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/449c0860.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Private 5-Bed Country Estate on 22 Acres (Chester)](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/c3e872a4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Private 5-Bed Country Estate on 22 Acres (Chester)](https://images.trvl-media.com/lodging/121000000/120310000/120305100/120305089/f1fe4f09.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Private 5-Bed Country Estate on 22 Acres provides amenities like a firepit and laundry facilities. Guests can connect to free in-room WiFi. ### Entire home 5 bedrooms3 bathrooms ## Popular amenities - Washer - Pet friendly - Free WiFi - Air conditioning - Parking available - Barbecue grill ## 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. ### Private 5-Bed Country Estate on 22 Acres About this space Unwind with family and friends at this spacious private retreat set on 22 acres at the end of a quiet private road. Surrounded by woods and nature, this home offers the perfect blend of privacy, comfort, and room to spread out, making it ideal for large families, multiple families traveling together, or group getaways. With multiple living areas, expansive outdoor space, and thoughtful amenities for all ages, everyone will find their favorite place to relax — whether that’s exploring the woods, shooting hoops, gathering around the fire pit, or enjoying peaceful forest views from the deck. The space This warm and inviting 5-bedroom, 2.5-bath home spans three full levels, offering plenty of space to come together — and just as many places to enjoy quiet moments apart. Inside, the home feels cozy yet open, designed for both connection and comfort. Large windows fill the living areas with natural light, creating a bright, welcoming atmosphere year-round. The main living room is the heart of the home — perfect for movie nights, conversation, and relaxing by the wood-burning fireplace. Comfortable seating, soft throw pillows, and a calm, airy feel make it a favorite gathering spot. A second living room provides an ideal space for kids or anyone who wants to enjoy their own movie or downtime, making this home especially well-suited for families and groups with mixed ages. Step outside and you’ll find plenty of ways to enjoy the natural setting. The expansive deck and patio areas, along with a fire pit for evening conversations and stargazing, make the outdoor space just as inviting as the interior — no matter the season. Whether you’re planning a relaxing weekend, a family celebration, or a quiet escape from the city, this home offers the space, privacy, and setting to truly unwind. Guest access Guests have access to the entire house and surrounding property, except for the garage, which is reserved for owner use. Other things to note Early check-in and late checkout may be available upon request and subject to availability. Please contact us in advance if you’d like to request either option. Additional fees may apply. ## 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/121000000/120310000/120307700/120307665/7bc69563.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 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=120307665&PinnedHotelID=120307665&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120280000/120276500/120276417/0c626cb5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 9-bedroom house in tranquil Monroe with AC Monroe - Pool - Washer - Pet friendly - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=120276417&PinnedHotelID=120276417&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/120febc1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King Cornwall - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 3 reviews CA $291 CA $574 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=122929001&PinnedHotelID=122929001&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/120000000/119500000/119498300/119498240/a8dcba03.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 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=119498240&PinnedHotelID=119498240&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112250000/112245700/112245667/d2d5aea0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Cottage near Hiking and Storm King Cornwall - Kitchen - Pet friendly - Air conditioning - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=112245667&PinnedHotelID=112245667&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/92000000/91360000/91352900/91352828/7fab1e4d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy House 3 Blocks From West Pt Highland Falls - Kitchen - Free WiFi - Air conditioning - Outdoor Space 9.8 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&selected=91352828&PinnedHotelID=91352828&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101338800/101338751/2f70a5ff.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Easy Access to the Best of the Hudson Valley! 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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. Museum Village and Museum Village are local landmarks, and some of the area's attractions include LEGOLAND® New York and Castle Fun Center. Harness Racing Museum and Hall of Fame and Orange County Arboretum are also worth visiting. [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 7 min drive \- 8.2 km - Castle Fun Center 7 min drive \- 9.6 km - The Rock Sports Complex 8 min drive \- 10.3 km - Goosepond Mountain State Park 8 min drive \- 8.8 km - LEGOLAND® New York 9 min drive \- 13.0 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 - The Horse & Sulky Pub & Grill 11 min drive - Village Hands 11 min drive ## Frequently asked questions ### Is Private 5-Bed Country Estate on 22 Acres pet-friendly? ### How much is parking? ### What time is check-in at Private 5-Bed Country Estate on 22 Acres? ### What time is check-out at Private 5-Bed Country Estate on 22 Acres? ### Where is Private 5-Bed Country Estate on 22 Acres located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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