Modern Mountain Retreat
Front View of house, Photo by: Bertrand Cavalier
Living Room, Photo by: Bertrand Cavalier
Living room, vie of back deck, Photo by: Bertrand Cavalier
Dining table Photo by: Bertrand Cavalier

Modern Mountain Retreat

3 bedrooms·2 baths
Mount Tremper • New York
5(32 reviews)
$350/ nacht(excl. kosten & belastingen)
Woodstock Manor
Woodstock Manor
Woodstock Manor
Woodstock Manor
Woodstock Manor

Woodstock Manor

3 bedrooms·1 bath
Woodstock • New York
5(2 reviews)
$250 – $275/ nacht(excl. kosten & belastingen)
1st Floor Kitchen/Dining/Living Room
3BR Mountain Getaway in the Heart of the Catskills
Master Bedroom
3BR Mountain Getaway in the Heart of the Catskills
3BR Mountain Getaway in the Heart of the Catskills

3BR Mountain Getaway in the Heart of the Catskills

3 bedrooms·2 baths
Shandaken • New York

$ 930,00 USD totaal voor 3 nachten

24–27 sep 2026

Enjoy the cozy living room decorated for the holidays.
open dining room
Dog friendly/Generator/ Level 2 EV charger image 3
Fire pit in the backyard
Second bedroom on the second floor with king bed.

Dog friendly/Generator/ Level 2 EV charger

3 bedrooms·2 baths
Lanesville • New York
4.93(94 reviews)

$ 1.443,84 USD totaal voor 3 nachten

24–27 sep 2026

Villa Gran Sasso
Villa Gran Sasso
Villa Gran Sasso
Villa Gran Sasso
Villa Gran Sasso

Villa Gran Sasso

4 bedrooms·3 baths
Hunter • New York
5(106 reviews)

$ 1.440,00 USD totaal voor 3 nachten

24–27 sep 2026

Front porch
Living room
Dining area with a wood burning stove
bedroom 1
Living room with Smart TV and a fireplace

Treetops Mountain House - 5 Mins to Belleayre

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

$ 1.034,00 USD totaal voor 3 nachten

24–27 sep 2026

Enjoy a private, secluded spot away from the hustle and bustle, tucked amongst the trees and mountains. Experience the country life!
Enjoy a nice cup of coffee on the balcony after a peaceful slumber while you listen to the sounds of nature (no sirens or constant construction here!).
Picture yourself spending a perfect evening in the backyard—relaxing in the barrel sauna, sharing a meal with friends at the dining table (seats 8) under charming bistro lights, and unwinding by the firepit as the stars come out. Perfect night!
Sink into your leather couch after a day of exploring the beauty of the Catkills. Your open concept living and dining space is perfect for relaxing with friends and family, connecting and making memories.
How lovely to enjoy a hot tub soak as a family - perfect when the weather starts to turn a bit brisk on fall days. Kids will want to get off the slopes and return to their private hot tub after a busy day of skiing!

Scandi A-Frame w/Hot Tub & Sauna

3 bedrooms·2 baths
Prattsville • New York
5(103 reviews)

$ 1.316,40 USD totaal voor 3 nachten

27–30 sep 2026

Our lil slice of paradise
Boat dock
Backyard
Living room
Living room

Idyllic Esopus River Retreat

4 bedrooms·3 baths
Saugerties • New York

$ 3.325,00 USD totaal voor 3 nachten

24–27 sep 2026

Birch ladder to loft, star skylight, moon window, bedroom behind the birch wall
Table and chairs, retro fridge and microwave, bay window, love seat, birch sink
Retro Fridge, microwave, coffee maker, electric water boiling kettle
Retro fridge and microwave, custom built birch sink, coffee maker, kettle
View of the custom built sink, love seat, barn style door, two stars skylights

Domeo - Romantic Magical Dome

1 bedroom·1 bath
Windham • New York
4.89(161 reviews)

$ 459,98 USD totaal voor 3 nachten

27–30 sep 2026

Bedroom - 1 full bed
AC, TV, basic cable, wifi
Catskill Getaway - Ski Windham
Desk, Dining area / kitchenette view from the bedroom
Catskill Getaway - Ski Windham

Catskill Getaway - Ski Windham

1 bedroom·1 bath
Windham • New York
5(52 reviews)

$ 271,17 USD totaal voor 3 nachten

27–30 sep 2026

Windham Bliss Chalet w/Game room/ AC. Catskills
Windham Bliss Chalet w/Game room/ AC. Catskills
Windham Bliss Chalet w/Game room/ AC. Catskills
Windham Bliss Chalet w/Game room/ AC. Catskills
Windham Bliss Chalet w/Game room/ AC. Catskills

Windham Bliss Chalet w/Game room/ AC. Catskills

4 bedrooms·3 baths
Windham • New York
4.94(18 reviews)

$ 1.688,00 USD totaal voor 3 nachten

24–27 sep 2026

Secluded Open Air Cabin Spring fed swimming pond
Secluded Open Air Cabin Spring fed swimming pond
Secluded Open Air Cabin Spring fed swimming pond
Secluded Open Air Cabin Spring fed swimming pond
Secluded Open Air Cabin Spring fed swimming pond

Secluded Open Air Cabin Spring fed swimming pond

4 bedrooms·2 baths
Fleischmanns • New York
4.91(79 reviews)

$ 1.210,00 USD totaal voor 3 nachten

24–27 sep 2026

Catskill Bungalow - Tiny House by Windham & Hunter
Catskill Bungalow - Tiny House by Windham & Hunter
Catskill Bungalow - Tiny House by Windham & Hunter
Catskill Bungalow - Tiny House by Windham & Hunter
Catskill Bungalow - Tiny House by Windham & Hunter

Catskill Bungalow - Tiny House by Windham & Hunter

1 bedroom·1 bath
Prattsville • New York
5(34 reviews)

$ 291,87 USD totaal voor 3 nachten

24–27 sep 2026

Dining and kitchen area, view to bedroom 1
Dining Room
View to the dining and living room area from bedroom 1
Bedroom 1(included when renting for up to 3 guests). Queen and single bed
Bedroom 1 (queen bed)

Catskill Cottage - 2 bedroom by Windham and Hunter

2 bedrooms·1 bath
Prattsville • New York
4.9(30 reviews)

$ 320,85 USD totaal voor 3 nachten

24–27 sep 2026

Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath
Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath
Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath
Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath
Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath

Peaceful Cabin on 2.5 wooded acres- 3 Bed/2.5 bath

3 bedrooms·2 baths
Catskill • New York
5(14 reviews)

$ 1.400,00 USD totaal voor 3 nachten

24–27 sep 2026

Another view from the deck. It is one of my favorite spots in the world!
Mountain views and crisp Catskills air
Adirondack chairs next to the fire pit. Roasting marshmallows with a view!
Beautiful new outdoor table with enough seating for 8 people!
Brand new massive deck!

Mountain views and crisp Catskills air

4 bedrooms·2 baths
Margaretville • New York
4.91(33 reviews)

$ 1.307,00 USD totaal voor 3 nachten

24–27 sep 2026

Nature Escape: Fire Pit • Games • Near Windham Mtn
Nature Escape: Fire Pit • Games • Near Windham Mtn
Nature Escape: Fire Pit • Games • Near Windham Mtn
Nature Escape: Fire Pit • Games • Near Windham Mtn
Nature Escape: Fire Pit • Games • Near Windham Mtn

Nature Escape: Fire Pit • Games • Near Windham Mtn

3 bedrooms·3 baths
Greene County • New York
$258 – $740/ nacht(excl. kosten & belastingen)
Hilltop Horizons
Hilltop Horizons
Hilltop Horizons
Hilltop Horizons
Hilltop Horizons

Hilltop Horizons

6 bedrooms·5 baths
Cornwallville • New York

$ 2.113,10 USD totaal voor 3 nachten

24–27 sep 2026

Cozy Ranch Retreat in New Paltz
Cozy Ranch Retreat in New Paltz
Cozy Ranch Retreat in New Paltz
Cozy Ranch Retreat in New Paltz
Foyer

Cozy Ranch Retreat in New Paltz

2 bedrooms·2 baths
New Paltz • New York
5(2 reviews)

$ 911,40 USD totaal voor 3 nachten

20–23 okt 2026

Side view of cottage
Garden view of cottage
The Green Room
Queen bed
Queen-sized bedroom

Secluded Country Getaway

2 bedrooms·1 bath
Lloyd • New York
4.74(27 reviews)

$ 841,80 USD totaal voor 3 nachten

12–15 okt 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)

$ 522,30 USD totaal voor 3 nachten

29 sep – 2 okt 2026

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
4.9(20 reviews)

$ 3.293,05 USD totaal voor 3 nachten

4–7 okt 2026