A mountain, a view that runs for miles. image 1
A mountain, a view that runs for miles. image 2
A mountain, a view that runs for miles. image 3
A mountain, a view that runs for miles. image 4
A mountain, a view that runs for miles. image 5

A mountain, a view that runs for miles.

4 bedrooms·4 baths
Otisville • New York
$1,000 – $1,500/ night(excl. fees & taxes)
Welcome to Breezy Hills NY! Amazing mountain views, fire pits, 4 burner propane grill with side burner, zero gravity lounge chairs
Private Mountain View★ Fire Pit ★ 30Min Legoland
Fall at Breezy Hills is like no place you've ever been. The mountain views, highlighted with the changing of colors and seasons. Truly spectacular!
Propane fire pit and two zero gravity lounge chairs. Perfect chairs for catching some rays of sunshine or star gazing at night.
Do you see the Pot of Gold?

Private Mountain View★ Fire Pit ★ 30Min Legoland

3 bedrooms·1 bath
Port Jervis • New York
$999/ night(excl. fees & taxes)
Exterior
Living Room 1
Living Room 1
Living Room 1
Foyer

Spacious 6BR Villa Sleeps 16 Near NYC

6 bedrooms·3 baths
Bloomingburg • New York
4.85(102 reviews)

$1,892.31 USD total for 3 nights

Sep 21 – 24, 2026

Escape to a Streamside Cabin in the Catskills
Escape to a Streamside Cabin in the Catskills
Fire pit
Living Room
Bedroom with Queen Bed

Escape to a Streamside Cabin in the Catskills

1 bedroom·1 bath
Wurtsboro • New York
5(25 reviews)

$432.80 USD total for 3 nights

Sep 21 – 24, 2026

Schönes Haus in Sparrow Bush mit privatem Parkplatz und Bergblick
Schönes Haus in Sparrow Bush mit privatem Parkplatz und Bergblick
Kitchen / Dining Room
Schönes Haus in Sparrow Bush mit privatem Parkplatz und Bergblick
Terrace

Schönes Haus in Sparrow Bush mit privatem Parkplatz und Bergblick

1 bedroom·1 bath
Sparrow Bush • New York
Catskills Cottage, Relax By The Lake
Window view of the lake
Catskills Cottage, Relax By The Lake
Catskills Cottage, Relax By The Lake
Catskills Cottage, Relax By The Lake

Catskills Cottage, Relax By The Lake

2 bedrooms·1 bath
Rock Hill • New York
5(50 reviews)

$970.90 USD total for 3 nights

Sep 21 – 24, 2026

Spacious Catskills Delaware River Gap Retreat
Spacious Catskills Delaware River Gap Retreat
Spacious Catskills Delaware River Gap Retreat
Spacious Catskills Delaware River Gap Retreat
Spacious Catskills Delaware River Gap Retreat

Spacious Catskills Delaware River Gap Retreat

3 bedrooms·3 baths
Glen Spey • New York
4.91(34 reviews)

$1,200.23 USD total for 3 nights

Sep 21 – 24, 2026

Bear Lodge cabin surrounded by trees.
Relax on the front porch Adirondack chairs.
Living room fireplace for ambiance and/or supplemental heat. Bose bluetooth speaker, flatscreen TV.
Living room with ample seating for all.
Living room wall shows vintage winter sports decor

Escape to a 3-Bedroom Cabin in Lower Catskills

3 bedrooms·2 baths
Woodridge • New York
5(93 reviews)

$469.80 USD total for 3 nights

Sep 29 – Oct 2, 2026

Private Forest Estate - Pool · Theater · Game Room
Private Forest Estate - Pool · Theater · Game Room
Private Forest Estate - Pool · Theater · Game Room
Private Forest Estate - Pool · Theater · Game Room
Private Forest Estate - Pool · Theater · Game Room

Private Forest Estate - Pool · Theater · Game Room

7 bedrooms·5 baths
Pine Bush • New York
$1,800/ night(excl. fees & taxes)
Heated Indoor Swimming Pool All Year
Sauna + Cold Plunge + Wellness Deck Enjoy a spa-like experience with a cedar barrel sauna, cold plunge, Adirondack seating, robes, and ambient lighting surrounded by nature.
Indoor Heated Pool • Hot Tub • Sauna • Game Room image 3
⭐ One of our guests' favorite amenities—relax in the hot tub while overlooking the year-round indoor pool and barrel sauna
Epic garage game room pool, ping pong, arcades + cozy lounge

Indoor Heated Pool • Hot Tub • Sauna • Game Room - Holiday Home

7 bedrooms·3½ baths
South Fallsburg • New York
$747 – $4,017/ night(excl. fees & taxes)
Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!
Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!
Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!
Family room
Family room

Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!

6 bedrooms·3½ baths
Pine Bush • New York
4.98(40 reviews)

$3,015.00 USD total for 3 nights

Sep 21 – 24, 2026

Front of House | Stone Patio
40' x 8' Deck | Blackstone Grill | 6 Adirondack Chairs
Outdoor Movie Theater
Living Room | 1930s Antique Players Piano | Smart TV
Karaoke Room

Spacious Home on 5 Acres 2 Hrs to NYC

4 bedrooms·2 baths
Pond Eddy • New York
5(19 reviews)

$1,891.00 USD total for 4 nights

Sep 27 – Oct 1, 2026

Exterior
Private kitchen
Exterior
Room
Interior

Gorgeous Pet & Family Friendly 3-bedroom Smallwood home for a relaxing getaway

3 bedrooms·2 baths
Smallwood • New York
5(60 reviews)
$215/ night(excl. fees & taxes)
♨️ Your private spa under the trees—unwind anytime in this spacious hot tub.
Hot Tub + Game Room + Fire Pit + Deck + Near Lake image 2
Hot Tub + Game Room + Fire Pit + Deck + Near Lake image 3
Hot Tub + Game Room + Fire Pit + Deck + Near Lake image 4
Hot Tub + Game Room + Fire Pit + Deck + Near Lake image 5

Hot Tub + Game Room + Fire Pit + Deck + Near Lake

4 bedrooms·2 baths
Monticello • New York
5(33 reviews)

$1,443.10 USD total for 3 nights

Dec 3 – 6, 2026

Front of the house and front lawn!
Autumn begins!
Pool and lake from the deck.
Still more firewood stacked on our front lawn.
Nearby Mount Peter

Lakefront/Legoland/West Point Retreat 1 hr to NYC!

4 bedrooms·2½ baths
Monroe • New York
4.95(55 reviews)

$2,100.73 USD total for 3 nights

Sep 27 – 30, 2026