Overlook

Overlook Welcome to the beautiful and green countryside of upstate New York. This charming property has something for everyone looking for that serene lake or skiing life. You’ll love being centrally located between downtown Chestertown and Warrensburg, just steps from Tripp Pond and countless hikes and only a short driving distance to Green Mansions Golf Club. Take the kayaks out for a tranquil trip around the lake, or indulge in friendly competition on the nearby tennis court. Summer visitors can enjoy playing Pickleball or spending time on the sandy beach. Winter guests will love visiting Gore Mountain, Hickory Hill, and West Mountain for some cross-country and downhill skiing. Head over to Dynamite Hill for sledding and ice skating, and be sure to get in some ice fishing and snowmobiling during your stay. Inside you’ll find a bright interior and a warm feeling of welcome throughout the space. Relax and make yourself at home on comfortable furniture, curl up with a good book by the fireplace, or stream your favorite movies on the large TV. Hobby chefs will love creating culinary charms in the sophisticated kitchen, outfitted with stainless steel appliances and a formal dining table. With four beds, there’s more than enough room for everyone to get a great night’s sleep from the day’s adventures. Make memories that’ll last a lifetime here in the beautiful countryside. THINGS TO KNOW Parts of this home are air-conditioned from approximately Memorial Day until Labor Day each year. This home does not have central air conditioning. Streaming services available with guests’ own accounts No dog(s) are welcome in this home. No other animals are allowed without specific Property Manager approval. Parking notes: There is free parking available for 2 vehicles. Air conditioning is only available in certain parts of the home. Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximun occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices -not any personal conversation or information. Thank you for supporting our efforts to be good neighbors! Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page. Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation. Active 2024