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 - MUST BE 25 years old or older to BOOK
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.
Just a heads up before your stay: there is a nearby freight train line and train horns can occasionally be heard, particularly at night. Most guests enjoy the property's peaceful setting, but we like to make sure guests are aware in advance so there are no surprises.
Enjoy the best of both relaxation and adventure, all just a short distance from The Berkshires!
denna semesterbostad ligger i Chatham. Vackra naturupplevelser kan du få i området kring Hand Hollow State Forest och Hand Hollow Conservation Area, och Mac-Haydn Theatre och Shaker Museum and Library tillhör de kulturella höjdpunkterna. Omi International Arts Center och Art Omi International Arts Center - Fields Sculpture Park är också värda ett besök. Gå till vår reseguide för Chatham
Hudson, New York (HCC-Columbia County) - 23 min med bil
Restauranger
Stewart's Shops
7 min med bil
Dairy Queen
10 min med bil
Jackson's Old Chatham House
10 min med bil
Main Street Diner
13 min med bil
Yiannis
6 min med bil
Vanliga frågor och svar
Är 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! husdjursvänligt?
Ja, detta boende tillåter hundar (högst 2 per rum).
Hur mycket kostar det att bo på 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!?
Enligt uppgifter från den 13 nov. 2026, startar priserna från 5 936 kr för en natts vistelse för två vuxna på 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views! den 16 nov. 2026, inklusive skatter och avgifter. Priset baseras på det lägsta priset per natt som hittats under det senaste dygnet för vistelser under de 30 kommande dagarna. Priserna kan ändras. Välj datum för att få rätt priser.
Hur mycket kostar det att parkera vid 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!?
Parkering är tillgänglig på boendet.
Vilka är incheckningstiderna för 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!?
Incheckning börjar 15.00.
Vilken utcheckningstid gäller för 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!?
Utcheckning sker senast klockan 11.00.
Var ligger 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!?
Semesterbostad i Chatham ligger mindre än 15 km från Mac-Haydn Theatre, Shaker Museum and Library och Kinderhook Lake. Valatie Free Library och Valatie Family Care ligger också mindre än 15 km härifrån.
Recensioner
Recensioner för 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
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Alla recensioner som visas är recensioner från verkliga gäster. Endast resenärer som har bokat en vistelse med oss kan publicera en recension. Vi verifierar recensioner i enlighet med våra riktlinjer och publicerar alla recensioner, både positiva och negativa.Mer informationÖppnas i ett nytt fönster
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10 - Fantastiskt i betyg. 5 av 5 recensioner
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Recensioner
Verifierad recension
10/10 Utmärkt
Kevin G.
26 juli 2026
Gillade: Renlighet, incheckning, kommunikation, plats och annonsens riktighet
Very well described beautiful home. Great communication, beautiful views great hot tub and fire pit area would highly recommend this property for a relaxing vacation.
Bodde här 3 nätter i juli 2026
Verifierad recension
10/10 Utmärkt
Terri E.
27 maj 2026
Gillade: Renlighet, incheckning, kommunikation, plats och annonsens riktighet
We enjoyed our stay at this property. The hot tub was great and the home was immaculate!
Bodde här 3 nätter i maj 2026
Verifierad recension
10/10 Utmärkt
Betsy H.
26 apr. 2026
Gillade: Renlighet, incheckning, kommunikation, plats och annonsens riktighet
My family and I had a lovely stay at Oscar’s Pond Estate! The house was clean and inviting, and provided everything we needed for a comfortable stay. The surrounding area provided beautiful views as we enjoyed the back deck and yard, complete with a hot tub and fire pit. I highly recommend the nearby Art Omi sculpture park if you stay here. It was a perfect outing for our 2 families with 4 kids ages 2 to 9. The owner was incredibly warm and responsive and provided clear and easy check-in instructions along with a guidebook which detailed anything else about the house we needed to know. We would gladly stay here again should we go back to the gorgeous Hudson Valley!
Bodde här 3 nätter i april 2026
Verifierad recension
10/10 Utmärkt
Lisa O.
16 juni 2026
Gillade: Renlighet, incheckning, kommunikation, plats och annonsens riktighet
We had a wonderful stay at Oscar’s Pond. The host was exceptionally responsive and communicative throughout our visit. Since we were visiting during one of the hottest days of the week, he even offered to have someone come by and turn on the air conditioning units before our arrival, which was greatly appreciated.We encountered one minor issue during our stay, and he responded immediately with helpful solutions. He also followed up the next day to make sure everything was resolved and that we were comfortable.The home was thoughtfully stocked with everything we could need, including games, toys for children, plenty of towels, and baby-friendly amenities such as a full-size crib. It was especially well-equipped for families traveling with young children.We didn’t end up using the hot tub because there were quite a few mosquitoes, but that’s to be expected in a rural setting.We thoroughly enjoyed our stay and look forward to returning to Oscar’s Pond in the future