Monticello Cottages from CA $238

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

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Our top choices for Monticello cottages

A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

1. Cozy Cottage with Woodstock Scavenger Hunt

Mongaup Valley

Erin

CA $389 total

includes taxes & fees

Sep 30 - Oct 1

2. Cozy Cottage w/ Hot Tub! — Family Friendly

Mongaup Valley

yisroel k.

CA $529 total

includes taxes & fees

Sep 21 - Sep 22

A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

3. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Bloomingburg

Brandi A.

CA $298 total

includes taxes & fees

Sep 17 - Sep 18

A rustic cabin with a stone exterior, wooden deck, and a small porch.

4. Hello Small Stone

Middletown

John H.

CA $556 total

includes taxes & fees

Sep 16 - Sep 17

A wooden deck with a barbecue grill and a trash can.

5. Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

CA $477 total

includes taxes & fees

Oct 5 - Oct 6

A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

6. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson

Anthony M.

CA $238 total

includes taxes & fees

Sep 16 - Sep 17

A covered patio with wicker furniture, a fire pit, and a view of a grassy area.

7. Lakefront | Sport Courts | HotTub | GameRoom

Highland Lake

Christina V.

CA $1,307 total

includes taxes & fees

Sep 22 - Sep 23

A small cabin with a red roof, surrounded by dense greenery and a pond.

8. Roscoe Cottage Pet Friendly

Roscoe

Darwin

CA $345 total

includes taxes & fees

Sep 21 - Sep 22

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Top Monticello Hotel Reviews

Best Western Monticello

8/10 Good

"It was a good stay"

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!"

YO1 Longevity & Health Resorts, Catskills

8/10 Good

"We tried to drop off our luggage (not check in) before going out to play golf, but they wanted to charge us $75 to leave our bags. Also, the outdoor spaces were okay, but there were massive amounts of bird droppings in some outdoor areas. Other than those complaints, we had a great time."

Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

10/10 Excellent

"We had a beautiful vacation and really enjoyed our stay! The house was spacious and comfortable, with 4–5 bedrooms, a nice living room, playroom, and a great outdoor area. It was a perfect place to relax and enjoy time together.The host was extremely helpful, patient, and attentive throughout our stay and made sure we had everything we needed. We really appreciated the great service and hospitality. We would definitely recommend this place and would be happy to stay again!"

Hemlock Estate: Indoor Hot Tub, Heated 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!"

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

10/10 Excellent

"We had an awesome time at the property. Our kids and grandkids loved the property and our Host was very responsive. The entire family loved the super-clean pool and we took turns cooking meals in that great kitchen."

Spacious Catskills Home with Covered Hot Tub

8/10 Good

"Great house! accommodates lots of guests. Lots to do. House is equipped with everything you need for your stay. Bring cooking oil if you’re planning on cooking. We went to the farms nearby and got lots of fresh produce to cook! Love it! Bring bug spray if you’re staying outside. Lots of deer in the backyard!! Drive slow so you don’t hit any animals. Love the nature and quietness of the neighborhood. Movie room and sauna was a big hit! Thank you will come again!"

Find out more about Monticello

Monticello Cottages information

Number of reviews	292
Accommodation	57 Cottages
Lowest Price	CA $238
Highest Price	CA $1,307

Frequently asked questions

Why book your cottage in Monticello with Expedia?

Expedia has some great cottages in Monticello, so start planning for a memorable vacay close to nature. If you're on a budget, click on how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect place whatever your bank balance or plans.

How can I find cheap cottages in Monticello?

With Expedia's useful filter tool, sourcing cheap cottages in Monticello is a snap. To find properties that are very pocket friendly, refine your search by amenities, budget and star rating.

What is there to do in Monticello near my cottage?

If you'd like to make the most of your time in Monticello, check out Monticello Casino and Raceway. It's popular among locals and tourists alike.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monticello cottages

1. Cozy Cottage with Woodstock Scavenger Hunt

2. Cozy Cottage w/ Hot Tub! — Family Friendly