Monticello Vacation Homes

A calm lake with a sunset reflecting on the water, surrounded by forested hills.

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Our top choices for Monticello holiday homes

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

1. Trails Head Tiny House

Rock Hill

Michael R.

HK$1,047 total

includes taxes & fees

1 Nov - 2 Nov

A residential house with a pathway leading to the front door, surrounded by a well-maintained lawn and trees.

2. New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville

Holly L.

HK$1,404 total

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a sofa, a dining table, and chairs. There is a window with curtains, a lamp, and a painting on the wall.

3. The Resorts World Retreat Spacious 4-bedroom house in beautiful Monticello

Monticello

HK$3,200 total

includes taxes & fees

11 Oct - 12 Oct

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

4. 5 minutes from original Woodstock site.

Mongaup Valley

Robert

HK$2,976 total

includes taxes & fees

6 Oct - 7 Oct

A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

5. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Hurleyville

Kami E. Q.

HK$3,076 total

includes taxes & fees

26 Oct - 27 Oct

A lakeside scene with a boat and a chair on the shore.

6. Beaver Lake Escape

Rock Hill

Olga

HK$1,980 total

includes taxes & fees

5 Oct - 6 Oct

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

7. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveller

HK$2,719 total

includes taxes & fees

7 Oct - 8 Oct

Nestled among mature trees, this private escape offers space to relax, reconnect, and unwind

8. Private Riverfront * Family Ready * Wood Stove

Ferndale

Nancy W.

HK$5,493 total

includes taxes & fees

5 Oct - 6 Oct

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Top Monticello Hotel Reviews

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Very good"

Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

10/10 Excellent

"It was a very beautiful house, with many amenities. The hot tub add-on is worth it. We enjoyed a lot our stay, very convenient to rent a boat on the lake, to have dinner, indoors or on the terrace with the BBQ, or to spent some time in the game room."

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

8/10 Good

"House and location were beautiful! I especially enjoyed the modern, beautiful bathrooms, and the steam shower was amazing! The water equipment provided was especially nice and helpful. My daughter’s boyfriend was even able to catch a fish! If I had to give a critique, I would say the burners to the propane grill were clogged and couldn’t produce enough heat to cook, as well as there being many fruit flies in the kitchen."

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

8/10 Good

"Nice big property! Was great for our big group and didn’t break the bank. I would stay again. There were some small things like the oven takes a long time to heat and the fridge isn’t hooked up to a water line so no water or ice from it. But they have a nice kitchen otherwise. The yards are not as connected as we thought, it’s more two separate side yards. But the outdoor area is great."

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

10/10 Excellent

"Very spacious and accommodating for a large group of 20. Pool and hot tub were a big hit along with playing games outside on the large lawn area and hanging out around the basement bar and pool table, would definitely recommend this place to other travelers and groups!"

Hemlock Estate: Indoor Hot Tub, Pool, Game Room; Spacious, Ski & More!

10/10 Excellent

"The house was beautiful and clean and the beds and linens super comfortable and luxurious! Shira was a great host and very communicative before and during our stay. We highly recommend this house as a great family getaway!"

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