•
19 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
Tucked behind a private gated drive on 27 wooded acres, Kingston Ridge Chalet is a stunning A-frame retreat perched above the Hudson Valley with sweeping skyline views and complete privacy. This hilltop escape features an above-ground pool, wraparound deck, expansive lawn, fire pit, and grill, offering the perfect Catskills getaway just minutes from Kingston and Woodstock.
BEDROOMS AND BATHROOM
✔ 3 Bedrooms featuring 2 King beds and 1 Queen bed
✔ Additional sleeping space with 2 Twin-over-Full bunk beds (lower level)
✔ 3 Full Bathrooms (2 ensuite)
✔ 1 Half Bathroom
✔ Primary suite with private deck and soaking tub
LIVING ROOM
✔ 60" Smart TV
✔ Sonos bluetooth speaker system
✔ Fireplace (firewood not provided; any firewood available on the property may be used)
✔ Board games and puzzles
KITCHEN & DINING
✔ Indoor dining table seating up to 10
✔ Drip coffee maker
✔ SMEG oven
✔ Fully equipped kitchen with dishwasher, microwave, refrigerator, stove, toaster, blender, wine fridge, cookware, and utensils
OUTDOOR SPACE
✔ Above-ground pool (typically open Memorial Day–Labor Day; please inquire to confirm dates)
✔ Grill (propane tank provided)
✔ Fire pit (firewood not provided; any firewood available on the property may be used)
✔ Private wraparound deck
✔ Lounge chairs and patio furniture
✔ Private pond
OTHER AMENITIES
✔ 4 Dedicated workspaces
✔ Finished basement (children's playroom w/ Smart TV)
✔ Peloton stationary bike
✔ Free weights & yoga mat
✔ Washer & Dryer
✔ Central Air Conditioning
✔ Children's Crib
✔ You’ll have access to the entire home.
If you have any questions or issues, feel free to reach out through the app.
✔ High Speed Wi-Fi
✔ Early Check-In allowed (if space is open)
✔ Extra towels & sheets provided
✔ Driveway parking with space for many cars
✔ Guests are welcome to supplies in the fridge and pantry
✔ The kitchen has all the essentials (and a fair number of non-essentials) for preparing meals
ATTRACTIONS
✔ 11 min drive to Kingston Uptown Historic District (Stockade District)
✔ 14 min drive to Rondout Waterfront District
✔ 17 min drive to Woodstock – Arts & Music Town
✔ 18 min drive to Kingston Point Beach & Park
RESTAURANTS & BARS
✔ 8 min drive to SushiMakio
✔ 11 min drive to Hotel Kinsley
✔ 11 min drive to Chleo
✔ 11 min drive to Good Eat’n
✔ 12 min drive to LOLA Pizza
✔ 12 min drive to Hotel Kinsley
✔ 15 min drive to Rosie General
✔ 15 min drive to Savona's Trattoria & Bar - Kingston
✔ 16 min drive to Ship to Shore
✔ 17 min drive to Sonder
IMPORTANT NOTES
✔ Travel Insurance: We encourage guests to purchase travel insurance, as our cancellation policy is strictly enforced and we cannot offer refunds beyond its terms.
✔ Weather Policy: Be sure to check the weather forecast before your stay. We do not issue refunds for weather-related disruptions, as they are beyond our control.
✔ Check-In & Check-Out Extensions: Early check-in and late check-out are available for $25 per additional hour and must be requested ahead of time. Approval is subject to availability.
✔ Pets: Maximum of 1 pet allowed with prior written approval. Pet must be at least 2 years old and under 30 lbs. A $150 pet fee applies.
✔ We are available for both Short-Term and Long-Term Stays.
GUEST GUIDELINES
✔ Check-in after 4 PM; checkout by 11 AM unless otherwise arranged.
✔ To book this property, the primary guest must be at least 25 years old. They must also be present during the stay, and only registered guests are permitted on the premises.
✔ In-home parcel deliveries accepted with prior approval. Guests are responsible for all personal items and unattended deliveries; we are not liable for loss, theft, or damage.
✔ No parties, events, or unapproved visitors are allowed. A violation of this rule will result in a $1,500 fee.
✔ Smoking, vaping, or drug use is strictly prohibited on the premises. A $500 violation fee will apply, along with any additional cleaning costs if required.
✔ Guests are liable for any damage or missing items.
✔ Use outdoor amenities at your own risk.
✔ No commercial use or subletting without approval.
✔ Replacement fees will be charged for any lost keys, remotes, or gate openers.
✔ Do not move or remove furniture, décor, appliances, electronics, or amenities (e.g., hot tub, board games, etc.). Any damages, especially those caused by misuse or failure to follow instructions, will result in additional charges. Guests/Tenants are responsible for the full cost of repair or replacement of each damaged item, plus a 10% service fee applied to the invoice.
✔ The use of any items, food, or beverages that could clog, contaminate, or impact the cleanliness and proper operation of the pool or hot tubs (e.g., balloons, unauthorized toys, or trash) is strictly prohibited, if applicable. A violation fee of $500 will be assessed.
✔ Report any issues within 24 hours of arrival.
✔ Unauthorized early check-in/late checkout incurs a fee equal to the peak nightly rate.
✔ Cancellations and refunds follow platform policies.
✔ We recommend travel insurance. Refunds aren’t guaranteed during outages or severe weather.
✔ Quiet hours: 10 PM–7 AM. Neighbor complaints may lead to termination without refund.
✔ In alignment with the Department of Environmental Conservation’s efforts to prevent pollution and wildfires, any fire created outside of a designated fire pit by guests or tenants is strictly prohibited and subject to a $5,000 fine.
By booking, you agree to these terms. We look forward to hosting you!
Angie H.
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August 2026
Nadia P.
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July 2026
Juliana G.
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June 2026
Kingston, New York 12401, United States
Kingston, New York, United StatesFree cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 11:00 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 25, 2026 | $275 | Not Available |
| Oct 26, 2026 | $275 | Not Available |
| Oct 27, 2026 | $275 | Not Available |
| Oct 28, 2026 | $275 | Not Available |
| Oct 29, 2026 | $275 | Not Available |
| Oct 30, 2026 | $355 | Not Available |
| Oct 31, 2026 | $371 | Not Available |
| Nov 1, 2026 | $275 | Available |
| Nov 2, 2026 | $275 | Available |
| Nov 3, 2026 | $275 | Available |
| Nov 4, 2026 | $275 | Available |
| Nov 5, 2026 | $326 | Not Available |
| Nov 6, 2026 | $449 | Not Available |
| Nov 7, 2026 | $456 | Not Available |
| Nov 8, 2026 | $289 | Available |
| Nov 9, 2026 | $275 | Available |
| Nov 10, 2026 | $275 | Available |
| Nov 11, 2026 | $275 | Available |
| Nov 12, 2026 | $275 | Available |
| Nov 13, 2026 | $363 | Not Available |
| Nov 14, 2026 | $367 | Not Available |
| Nov 15, 2026 | $277 | Available |
| Nov 16, 2026 | $275 | Available |
| Nov 17, 2026 | $275 | Available |
| Nov 18, 2026 | $275 | Available |
| Nov 19, 2026 | $277 | Available |
| Nov 20, 2026 | $350 | Available |
| Nov 21, 2026 | $350 | Not Available |
| Nov 22, 2026 | $279 | Not Available |
| Nov 23, 2026 | $326 | Not Available |
| Nov 24, 2026 | $389 | Not Available |
| Nov 25, 2026 | $466 | Not Available |
| Nov 26, 2026 | $510 | Not Available |
| Nov 27, 2026 | $536 | Not Available |
| Nov 28, 2026 | $497 | Not Available |
| Nov 29, 2026 | $294 | Available |
| Nov 30, 2026 | $275 | Available |
| Dec 1, 2026 | $275 | Available |
| Dec 2, 2026 | $275 | Available |
| Dec 3, 2026 | $275 | Available |
| Dec 4, 2026 | $350 | Available |
| Dec 5, 2026 | $350 | Not Available |
| Dec 6, 2026 | $275 | Available |
| Dec 7, 2026 | $275 | Available |
| Dec 8, 2026 | $275 | Available |
| Dec 9, 2026 | $275 | Available |
| Dec 10, 2026 | $275 | Available |
| Dec 11, 2026 | $350 | Not Available |
| Dec 12, 2026 | $350 | Not Available |
| Dec 13, 2026 | $275 | Available |
| Dec 14, 2026 | $275 | Available |
| Dec 15, 2026 | $275 | Available |
| Dec 16, 2026 | $275 | Available |
| Dec 17, 2026 | $283 | Available |
| Dec 18, 2026 | $350 | Available |
| Dec 19, 2026 | $350 | Not Available |
| Dec 20, 2026 | $341 | Available |
| Dec 21, 2026 | $339 | Available |
| Dec 22, 2026 | $403 | Available |
| Dec 23, 2026 | $472 | Not Available |
| Dec 24, 2026 | $500 | Not Available |
| Dec 25, 2026 | $561 | Not Available |
| Dec 26, 2026 | $562 | Not Available |
| Dec 27, 2026 | $442 | Available |
| Dec 28, 2026 | $419 | Available |
| Dec 29, 2026 | $526 | Not Available |
| Dec 30, 2026 | $527 | Not Available |
| Dec 31, 2026 | $559 | Not Available |
| Jan 1, 2027 | $533 | Available |
| Jan 2, 2027 | $546 | Not Available |
| Jan 3, 2027 | $366 | Available |
| Jan 4, 2027 | $296 | Available |
| Jan 5, 2027 | $293 | Available |
| Jan 6, 2027 | $290 | Available |
| Jan 7, 2027 | $291 | Available |
| Jan 8, 2027 | $400 | Available |
| Jan 9, 2027 | $400 | Not Available |
| Jan 10, 2027 | $290 | Available |
| Jan 11, 2027 | $290 | Available |
| Jan 12, 2027 | $290 | Available |
| Jan 13, 2027 | $290 | Available |
| Jan 14, 2027 | $339 | Available |
| Jan 15, 2027 | $494 | Available |
| Jan 16, 2027 | $501 | Not Available |
| Jan 17, 2027 | $471 | Available |
| Jan 18, 2027 | $291 | Available |
| Jan 19, 2027 | $290 | Available |
| Jan 20, 2027 | $290 | Available |
| Jan 21, 2027 | $293 | Available |
| Jan 22, 2027 | $400 | Available |
| Jan 23, 2027 | $400 | Not Available |