The Catskills Vacation Homes

A wooden church with a bell tower surrounded by autumn trees.

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Our top choices for The Catskills holiday homes

A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

1. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Kerhonkson

Sueane

HK$1,544 total

includes taxes & fees

5 Nov - 6 Nov

A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

2. Kitty Kabana Tiny House

Grahamsville

Maxine

HK$2,320 total

includes taxes & fees

1 Nov - 2 Nov

A cabin with a large deck, multiple windows, and a fire pit.

3. Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

Amanda

HK$2,813 total

includes taxes & fees

5 Nov - 6 Nov

A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

4. Catskills Adventures

Roscoe

kevin

HK$1,658 total

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

5. Campfire Cottage: Fireplace, fire pit & no chores!

Kingston

Jim R.

HK$1,995 total

includes taxes & fees

3 Nov - 4 Nov

A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

6. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Wallkill

Carrie

HK$1,116 total

includes taxes & fees

2 Nov - 3 Nov

A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

7. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Stone Ridge

Tarun

HK$1,587 total

includes taxes & fees

1 Nov - 2 Nov

A cozy wooden cabin room with a bed, ottomans, a TV, and a large window offering a view of the outdoors.

8. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

Arkville

Tony L.

HK$3,339 total

includes taxes & fees

17 Nov - 18 Nov

A window with a view of a green, leafy outdoor area, possibly a garden or park.

9. Trails Head Tiny House

Rock Hill

Michael R.

HK$977 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with large windows and a storefront.

10. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."

April

HK$1,542 total

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

11. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Kingston

Brendan B.

HK$1,995 total

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

12. The Studio at the Inn at High Falls

High Falls

John M.

HK$2,104 total

includes taxes & fees

31 Oct - 1 Nov

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

13. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston

Nan

HK$2,192 total

includes taxes & fees

9 Nov - 10 Nov

A wooden structure with a bench and a small wooden cabin.

14. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Kerhonkson

jwinegra W.

HK$1,976 total

includes taxes & fees

29 Nov - 30 Nov

A house with a sloped roof, a front porch with two chairs, and a well-maintained lawn.

15. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Woodstock

Louis

HK$2,627 total

includes taxes & fees

10 Nov - 11 Nov

A wooden cabin with a porch, two chairs, and a table.

16. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Halcott Center

Hnin

HK$3,270 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

17. Zen House at the Mountain Ridge

Gardiner

Theresa

HK$2,110 total

includes taxes & fees

2 Nov - 3 Nov

A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

18. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveller

HK$2,735 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

19. 5 minutes from original Woodstock site.

Mongaup Valley

Anonymous traveller

HK$3,442 total

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with a large island, a sink, and wooden stools.

20. Woodstock Historic Artist Estate - The Carriage House

Woodstock

Fran W.

HK$4,250 total

includes taxes & fees

2 Nov - 3 Nov

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Top The Catskills Hotel Reviews

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Check in was quick and friendly. Room seemed updated and clean. Nearby restaurants and stores a plus."

Hutton Brickyards Riverfront Hotel + Venue

8/10 Good

"We stayed in one of the mini cabins without a river view. It was small, but cozy and had all the basics. There is no microwave and even though it had a stovetop, there were no pots or pans or cooking utensils. One of the restaurants was being renovated and the restaurant by the water was closed. I wish they would have kept the restaurant by the water open. We would have definitely eaten there a few times and stayed on property, but historic Kingston is super cute and only five minutes away. With all that being said, it is truly a hidden gem and we would love to come back."

New Paltz Way Hotel

10/10 Excellent

"Everything about New Paltz Way is top tier! My husband and I spent a long weekend here in one of the king-sized suites. The whole hotel is beautiful. The outside is deceptively masculine and high-end plain. The inside is lovely: warm, clean, and cozy. The room itself was immaculate, and while the furnishings are simple they’re intentional. The balcony has a view of the river and rail trail, and my husband and I enjoyed evening tea up there every night. The amenities are all superb. The bath products are from DS & Durga and nicer than the expensive stuff I brought. The heated bathroom floor is an amazing touch. I loved that the coffee and tea bar is open all day and well into the evening, and the lobby has a great selection of vinyl to take back to your room and listen to on the record player. My favorite amenity was the spa though. The therapy pool was perfect after a long hike. It’s small and shallow but it’s not really for swimming, it’s for relaxing in the water. The steam room and ice room were new experiences for me. I liked that they were super clean and smelled amazing - breathing in that steam would cure anything that ails you! The sauna was my favorite of the four spa amenities. Outfitted in blonde wood and warm light, I def had to watch my time in there so I wouldn’t cook myself accidentally. The hotel staff are incredibly kind and accomodating. The hotel is near enough to downtown New Paltz and the bus station so you don’t need a car to get there. 10/10 time!"

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