8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! | House in Old Chatham
4 Bedroom House in Old Chatham
Unplug and unwind at this charming multi-level 4BR/1.5BA Cape Cod set on 8 serene acres in historic Old Chatham, NY, in the heart of the Hudson Valley and directly across the street from a picturesque working farm. Comfortably sleeps 8 with stunning views of the rolling Taconic Hills. Enjoy a 6-person hot tub, stone firepit with Adirondack chairs, oversized 38-ft deck, high-speed WiFi, pond, and wide-open space. Under 2.5 hrs from NYC. Kids & pets welcome.
Follow on IG @oscarspondestate
Welcome to Oscar's Pond Estate, your Hudson Valley retreat. This 4-bedroom, 1.5-bathroom home has been thoughtfully curated with a blend of vintage charm and modern design, the home offers a welcoming mix of warmth, personality, and quiet sophistication.
First Floor:
*Spacious great room with a kitchen, induction stove, large island, and eat-in kitchen table
*Living area with beautiful exposed wood beams, fully stocked with games, TV and Sonos System
*1 bedroom with a queen bed
*1 Large bedroom with a king bed and large closet
*1 full bathroom with bathtub and laundry room
Second Floor:
*1 Large bedroom with a king bed and crib
*1 Large bedroom with two queen beds
*1 Half bathroom
*1 Office Area
*Strong Wi-Fi throughout, ideal for remote work or extended stays
All bedrooms has custom blackout shades.
Outdoors:
*6 Person hot tub with lighting and integrated cooler
*6 Person fire pit
*Man Made Pond (please do NOT use or go on the dock)
*Outdoor kitchen table with umbrella
*Outdoor lounge chairs
*Bistro Lighting
Prime Hudson Valley Location
Private, wooded setting in charming Old Chatham
3 miles / ~5 mins to Chatham Village (restaurants, shops, farmers market)
12 miles / ~18 mins to Kinderhook Village (cafés, historic sites)
15 miles / ~25 mins to Hudson, NY (Amtrak, Warren St, antiques, dining)
20 miles / ~30 mins to Catamount Mountain Resort (skiing & zipline)
18 miles / ~30 mins to Jiminy Peak Mountain Resort
14miles / ~20 mins to Balderdash Cellars
25 miles / ~35 mins to Tanglewood in Lenox, MA (summer concerts)
Prioritizing Guest Safety, this home is equipped with smoke and carbon monoxide detectors, fire extinguishers, and outdoor security cameras.
Instant Booking
If you don't yet have any reviews from other hosts, reach out before booking—we’d love to connect first.
Booking Requirements
To receive door access, this listing requires:
- A signed rental agreement
- The booker’s ID verification
- A $1000 security deposit, collected via our property management system Guesty 2 days before check-in and released 2 days after check-out provided no damage or excessive cleaning.
Pet Policy
• Up to 2 house-trained dogs (age 2+) with approval. A third may be considered for an additional fee.
• No cats or other pets
• Rabies vaccination & flea/tick prevention required
• Add no. of pets under “Guests > Pets” to apply the pet fee
• Provided: Bowls
Please note: Due to the home’s peaceful country setting, guests may encounter seasonal wildlife and insects, including ticks.
Enjoy the best of both relaxation and adventure, all just a short distance from The Berkshires!
Township Permit #: 2025-146
Must be 25+ to rent, Max guests 10.
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! is located in Old Chatham. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! provides accommodation, featuring Bedding/Linens, Child Friendly, Hot Tub, among other amenities. This House features Bedding/Linens, Child Friendly, Hot Tub, to make your stay a comfortable one.
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! has 4 Bedrooms , 1 Bathroom, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Old Chatham has interesting places to visit. If you want to learn more about the House in Old Chatham, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Heating
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Air conditioning
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Toilet paper
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Towels provided
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Bathtub or shower
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1+ bathrooms
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Soap
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Bed sheets provided
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4 bedrooms
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Laundry facilities
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Washing machine and dryer
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Onsite parking
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Pet friendly
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2 total pets
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Welcoming dogs only
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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No elevators
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Upper floors accessible by stairs only
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Smoke-free property
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Smart TV
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Unit size: 2000 sq ft (186 sq m)
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Free WiFi
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Patio
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Fire extinguisher
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Hot tub
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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
FAQ's
Is this Old Chatham house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Old Chatham house have a swimming pool?
No, this Old Chatham house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Old Chatham house?
Best-rates for the Old Chatham house starts from $404 per night with includes Laundry, Air Conditioner, TV, Balcony/Terrace, Fireplace/Heating, Internet, Parking, Pet Friendly, Security/Safety, Bedding/Linens, Child Friendly, Hot Tub, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Old Chatham house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Old Chatham house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Old Chatham house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Old Chatham house?
Based on the information reported by the owner or manager, the Old Chatham house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Old Chatham house?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
