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Vacation rentals in Gilboa, New York, United States

Geodesic Dome Glamping in the Catskills

Geodesic Dome Glamping in the Catskills

Geodesic Dome Glamping in the Catskills

Geodesic Dome Glamping in the Catskills

Geodesic Dome Glamping in the Catskills

Geodesic Dome Glamping in the Catskills

1 bedroom·1 bath

Gilboa • New York

1.001,39 $ USD 905,18 $ USD gesamt für 3 Nächte

7.–10. Mai 2027

Glamp Under Stars in the Heart of the Catskills

Glamp Under Stars in the Heart of the Catskills

Glamp Under Stars in the Heart of the Catskills

Glamp Under Stars in the Heart of the Catskills

Glamp Under Stars in the Heart of the Catskills

Glamp Under Stars in the Heart of the Catskills

1 bedroom·1 bath

Gilboa • New York

5(2 reviews)

1.001,39 $ USD 905,18 $ USD gesamt für 3 Nächte

7.–10. Mai 2027

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

1 bedroom·1 bath

Gilboa • New York

1.001,39 $ USD 905,18 $ USD gesamt für 3 Nächte

7.–10. Mai 2027

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

Luxury Dome Glamping in the Heart of the Catskills

1 bedroom·1 bath

Gilboa • New York

1.001,39 $ USD 905,18 $ USD gesamt für 3 Nächte

7.–10. Mai 2027

Dining and kitchen area, view to bedroom 1

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)

289,80 $ USD gesamt für 3 Nächte

9.–12. Nov. 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)

260,82 $ USD gesamt für 3 Nächte

9.–12. Nov. 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)

1.200,90 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

2 bedrooms·1 bath

Stamford • New York

848,06 $ USD gesamt für 3 Nächte

6.–9. Dez. 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)

260,82 $ USD gesamt für 3 Nächte

9.–12. Nov. 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)

438,88 $ USD gesamt für 3 Nächte

9.–12. Nov. 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)

1.570,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

Exterior - Back Yard

Exterior - Hot Tub

Deck with rocking chairs and valley views

Fire pit at sunset

Hilltop Horizons

6 bedrooms·4½ baths

Cornwallville • New York

1.819,30 $ USD 1.765,73 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

The Stone Cottage Horse Farm w/Pond, Peloton & Hot Tub

Built in grill, dining table and jacuzzi

Nature and rustic beauty, just steps from your door

Rustic charm, natural beauty

Meet, greet, and admire these gentle creatures

Cozy Stone Cottage | Horses,Pond,Hot Tub,Peloton

4 bedrooms·2 baths

Bloomville • New York

1.258,18 $ USD gesamt für 3 Nächte

9.–12. Nov. 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)

1.227,84 $ USD gesamt für 3 Nächte

9.–12. Nov. 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(189 reviews)

1.230,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 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 gesamt für 3 Nächte

9.–12. Nov. 2026

Another view from the deck. It is one of my favorite spots in the world!

More beautiful fall views from the deck.

Adirondack chairs next to the fire pit. Roasting marshmallows with a view!

Beautiful new outdoor table with enough seating for 8 people!

Historic Catskill Farmhouse with Mountain Views

4 bedrooms·2 baths

Margaretville • New York

4.91(33 reviews)

1.135,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

1st Floor Kitchen/Dining/Living Room

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

3BR Mountain Getaway in the Heart of the Catskills

3 bedrooms·2 baths

Shandaken • New York

930,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

Dining area with a wood burning stove

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)

930,00 $ USD gesamt für 3 Nächte

9.–12. Nov. 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

1.001,71 $ USD gesamt für 3 Nächte

1.–4. Juni 2027

Peaceful backyard with fire pit, Adirondack chairs, and stunning fall foliage

Cozy backyard fire pit with Adirondack chairs for relaxing evenings

Peaceful Catskills Getaway - Cozy Studio Loft

Charming private entry with garden views, open yard, and peaceful outdoor setting

Peaceful pasture views with grazing horses and classic country charm

Peaceful Catskills Getaway - Cozy Studio Loft

0 bedrooms·1 bath

Greene County • New York

610,50 $ USD gesamt für 3 Nächte

9.–12. Nov. 2026

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)

10.600,00 $ USD gesamt für 30 Nächte

9. Nov. – 9. Dez. 2026

Woodstock Manor

Woodstock Manor

Woodstock Manor

Woodstock Manor

Woodstock Manor

Woodstock Manor

3 bedrooms·1 bath

Woodstock • New York

5(2 reviews)

925,60 $ USD gesamt für 3 Nächte

16.–19. Nov. 2026