•
25 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
Breezy Hill, Hillsdale, NY: Light-filled 70′s contemporary with multi-level decks with outdoor seating, propane grill, screened porch, pond with dingy and floating dock, outdoor shower, and beautiful Catskill views. Just 1 mile from Ski Catamount with the awesome aerial ropes course adventure park in summer! Amenities include: 4 bedrooms, 2 full baths - Sleeps 8 in beds or 9 max, high speed internet, Smart TV with access to all subscription TV channels, AC throughout, wood burning stove, 7+ acres of hiking and cross country trails on the property, pack-n-play available (please bring our own baby sheets) All house linens are included. House is 2600 Sq Ft and available for all seasons.
Breezy Hill has beautiful views of the Catskill Mountains, wrap-around decks, a screened porch, wood stove, and pond and more, just 1 mile from Ski Catamount. Guests come in through the front door and up a staircase to access the main living space. Once upstairs, the kitchen, dining room and living room are open concept and well situated, with a wall of glass sliders. This top level deck wraps around the living room and dining room and includes Adirondack chairs, table with umbrella, and a gas grill. The furnished screened porch is right off the kitchen and allows for outdoor enjoyment and dining al fresco. The kitchen has stainless appliances, storage and counter space, and plenty of cooking gadgets. This upper level also has the ensuite primary bedroom with a Queen bed and full bathroom with tub/shower combination.
The lower/main floor has 3 bedrooms: Guest room #2 has a King bed, Guest room #3 has a Queen bed plus a small fold out futon bed, and Guest room #4 has 2 twin beds. These 3 guest rooms all share a newly redone full bathroom with a shower. There is also an outdoor shower with hot/cold running water, available seasonally. The media room is also on this main floor and has a Smart TV with access to your subscription TV channels! This room also has sliding doors that lead to the lower deck - also with outdoor seating. The washer and dryer are located in the basement and the access to the outdoor shower is either through the basement or from the back yard. There is a Pack N Play available (guest brings their own sheets).
Outside, features include a pond with a floating dock, a small creek running along the edge of the property, and 7+ acres of land to explore and hike. Please note, Fishing in the pond is catch and release only In winter, just step out the front door for great sledding, snowshoeing or skating on the pond - only when weather conditions permit.
The house is perfectly located - less than 30 minutes to Hudson for great food, art galleries and antiquing. 15 minutes to Great Barrington for food, shops and restaurants. For hikers, Bash Bish Falls is a 10 minute drive as is the Appalachian Trail.
For skiers you are only one mile from Catamount or 20 minutes to Butternut. Summer renters can enjoy this remote location but still be within a short drive to all the cultural events the Berkshires are known for.
Breezy Hill is pet friendly, however, pets must be approved and, typically, a $150 minimum pet fee applies. (Cats are not permitted due to allergies.)
Non Smoking, Thank you!
Bedroom 1
1 queen bed
Bedroom 2
1 king bed
Bedroom 3
2 twin beds
Bedroom 4
1 queen bed
Bedroom 1
1 queen bed
Bedroom 2
1 king bed
Bedroom 3
2 twin beds
Bedroom 4
1 queen bed
Shelley B.
•
September 2025
Carol S.
•
June 2025
Pamela S.
•
September 2023
Hillsdale, NY 12529, US
Hillsdale, NY, USFree cancellation up to 14 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 3:00 pm
Check-out before 11:00 am
9 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 17, 2026 | $475 | Not Available |
| Oct 18, 2026 | $475 | Not Available |
| Oct 19, 2026 | $475 | Not Available |
| Oct 20, 2026 | $475 | Not Available |
| Oct 21, 2026 | $475 | Not Available |
| Oct 22, 2026 | $475 | Not Available |
| Oct 23, 2026 | $475 | Not Available |
| Oct 24, 2026 | $475 | Not Available |
| Oct 25, 2026 | $375 | Not Available |
| Oct 26, 2026 | $375 | Not Available |
| Oct 27, 2026 | $375 | Not Available |
| Oct 28, 2026 | $375 | Not Available |
| Oct 29, 2026 | $375 | Not Available |
| Oct 30, 2026 | $375 | Not Available |
| Oct 31, 2026 | $375 | Not Available |
| Nov 1, 2026 | $375 | Not Available |
| Nov 2, 2026 | $375 | Not Available |
| Nov 3, 2026 | $375 | Not Available |
| Nov 4, 2026 | $375 | Not Available |
| Nov 5, 2026 | $375 | Not Available |
| Nov 6, 2026 | $375 | Not Available |
| Nov 7, 2026 | $375 | Not Available |
| Nov 8, 2026 | $375 | Not Available |
| Nov 9, 2026 | $375 | Not Available |
| Nov 10, 2026 | $375 | Not Available |
| Nov 11, 2026 | $375 | Not Available |
| Nov 12, 2026 | $375 | Not Available |
| Nov 13, 2026 | $375 | Not Available |
| Nov 14, 2026 | $375 | Not Available |
| Nov 15, 2026 | $375 | Not Available |
| Nov 16, 2026 | $375 | Not Available |
| Nov 17, 2026 | $375 | Not Available |
| Nov 18, 2026 | $375 | Not Available |
| Nov 19, 2026 | $375 | Not Available |
| Nov 20, 2026 | $375 | Not Available |
| Nov 21, 2026 | $375 | Not Available |
| Nov 22, 2026 | $475 | Not Available |
| Nov 23, 2026 | $475 | Not Available |
| Nov 24, 2026 | $475 | Not Available |
| Nov 25, 2026 | $475 | Not Available |
| Nov 26, 2026 | $475 | Not Available |
| Nov 27, 2026 | $475 | Not Available |
| Nov 28, 2026 | $475 | Not Available |
| Nov 29, 2026 | $375 | Not Available |
| Nov 30, 2026 | $375 | Not Available |
| Dec 1, 2026 | $375 | Not Available |
| Dec 2, 2026 | $375 | Not Available |
| Dec 3, 2026 | $375 | Not Available |
| Dec 4, 2026 | $375 | Not Available |
| Dec 5, 2026 | $375 | Not Available |
| Dec 6, 2026 | $375 | Not Available |
| Dec 7, 2026 | $375 | Not Available |
| Dec 8, 2026 | $375 | Not Available |
| Dec 9, 2026 | $375 | Not Available |
| Dec 10, 2026 | $375 | Not Available |
| Dec 11, 2026 | $375 | Not Available |
| Dec 12, 2026 | $375 | Not Available |
| Dec 13, 2026 | $375 | Not Available |
| Dec 14, 2026 | $375 | Not Available |
| Dec 15, 2026 | $375 | Not Available |
| Dec 16, 2026 | $375 | Not Available |
| Dec 17, 2026 | $375 | Not Available |
| Dec 18, 2026 | $375 | Not Available |
| Dec 19, 2026 | $475 | Not Available |
| Dec 20, 2026 | $475 | Not Available |
| Dec 21, 2026 | $475 | Not Available |
| Dec 22, 2026 | $475 | Not Available |
| Dec 23, 2026 | $475 | Not Available |
| Dec 24, 2026 | $475 | Not Available |
| Dec 25, 2026 | $475 | Not Available |
| Dec 26, 2026 | $475 | Not Available |
| Dec 27, 2026 | $475 | Not Available |
| Dec 28, 2026 | $475 | Not Available |
| Dec 29, 2026 | $475 | Not Available |
| Dec 30, 2026 | $475 | Not Available |
| Dec 31, 2026 | $475 | Not Available |
| Jan 1, 2027 | $475 | Not Available |
| Jan 2, 2027 | $475 | Not Available |
| Jan 3, 2027 | $475 | Not Available |
| Jan 4, 2027 | $217 | Not Available |
| Jan 5, 2027 | $217 | Not Available |
| Jan 6, 2027 | $217 | Not Available |
| Jan 7, 2027 | $217 | Not Available |
| Jan 8, 2027 | $217 | Not Available |
| Jan 9, 2027 | $217 | Not Available |
| Jan 10, 2027 | $217 | Not Available |
| Jan 11, 2027 | $217 | Not Available |
| Jan 12, 2027 | $217 | Not Available |
| Jan 13, 2027 | $217 | Not Available |
| Jan 14, 2027 | $217 | Not Available |
| Jan 15, 2027 | $217 | Not Available |