Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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Guest favorite

Cottage in Monticello

4.92 out of 5 average rating, 131 reviews

Cozy Catskill Getaway Upstate NY - 5 min to casino

Kick back and relax in this cozy styled cottage! Centrally located near shopping plazas including Shoprite, Walmart and Marshalls. Also close to eateries, fast food restaurants, and Resorts World Casino. Explore the Catskills and come back to stay in a warm cottage. Although it is centrally located, it's pushed back enough that you still get the country living feeling. Located on 2 acres of land, you're sure to hear the birds chirping! There is a pull out couch available for an additional guest.

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 146 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Guest favorite

Cottage in Mongaup Valley

4.98 out of 5 average rating, 160 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Guest favorite

Home in Monticello

4.91 out of 5 average rating, 104 reviews

Catskills Lakefront Haven w/ Hot Tub & Game Room

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!

Guest favorite

Cabin in Monticello

4.9 out of 5 average rating, 102 reviews

Blue House: cedar tub, deck, bbq, king bed

Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.

Guest favorite

Cabin in Wurtsboro

4.98 out of 5 average rating, 209 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Guest favorite

Cabin in Mongaup Valley

4.92 out of 5 average rating, 287 reviews

Cozy Post & Beam Barn Cabin w/Park near Bethel

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Guest favorite

Home in Narrowsburg

4.94 out of 5 average rating, 160 reviews

Modern Getaway in the Catskills

Our summer rental has a private entrance adjacent to the main house with kitchen, living & dining rooms, 1 bedroom w/ Queen bed , AC and 1.5 baths. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and WiFi. A great get-a-way for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets or animals or children. All are welcome. Rainbow Friendly.

Guest favorite

Cabin in Rock Hill

4.89 out of 5 average rating, 311 reviews

Trails Head Cabin

Welcome to Trails Head Cabin! Located on a quiet dead end road, this cabin sits at the head of the Neversink River unique area and offers activities such as hiking, fishing and hunting. My wife and I have fully renovated the inside of the cabin, and have begun to update the exterior. A five minute drive to Resorts World Casino and Holiday Mountain Ski and Fun Park. A twenty-five minute drive to Bethel Woods Center for the Arts (sight of the 1969 Woodstock Festival). See you soon!

Guest favorite

Cottage in Monticello

4.94 out of 5 average rating, 329 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Guest favorite

Home in Mongaup Valley

4.94 out of 5 average rating, 121 reviews

Zen Terrarium

Step into a plant filled home away from home! Only about 12 minutes from Bethel Woods, Resorts World Casino, the Kartrite Water Park and more! Stay extra cozy in the cool weather with lots of throws, pillows and a wood stove to warm your toes. Wood provided - must discuss using the wood stove with hosts prior to arrival. Note: This house has two separate units - the Zen Terrarium and Zen Crystal Cove. There may be guests in the other unit during your stay

Guest favorite

Tiny home in Forestburgh

4.93 out of 5 average rating, 238 reviews

Catskill Cube Outstanding in its field

If you are looking for an experience that combines comfort and modern amenities, closeness to nature, and ecological soundness, then look no further. Our modern cube-house is situated in a private meadow on our property and includes a kitchen area, queen-size bed, outdoor hot shower rooftop deck for stargazing, and private composting outhouse house. Cell phone phone service is available through Verizon and AT&T. T-Mobile is hit-or-miss.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monticello vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Monticello's top sights

Resorts World Catskills182 locals recommend

Monticello Casino16 locals recommend

Walmart Supercenter80 locals recommend

ShopRite of Monticello73 locals recommend

McDonald's3 locals recommend

Miss Monticello Diner17 locals recommend

Other great vacation rentals in Monticello

Guest favorite

Tiny home in Monticello

5.0 out of 5 average rating, 15 reviews

Little red glamping cabin under the pines

Guest favorite

Home in Bethel

5.0 out of 5 average rating, 18 reviews

Newly Renovated Cabin in Smallwood

Guest favorite

Cabin in Smallwood

4.96 out of 5 average rating, 46 reviews

Peaceful nature cabin

Guest favorite

Cabin in Bethel

4.93 out of 5 average rating, 46 reviews

Cozy Catskills Lake Region Cabin in Smallwood

Guest favorite

Cabin in Monticello

4.97 out of 5 average rating, 33 reviews

Serenity Log Cabin in the Woods with Private Creek

Guest favorite

Bungalow in Hurleyville

5.0 out of 5 average rating, 94 reviews

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Guest favorite

Cabin in Smallwood

5.0 out of 5 average rating, 45 reviews

Peaceful Cabin near BethelWoods /Toronto Reservoir

Guest favorite

Home in Monticello

4.98 out of 5 average rating, 57 reviews

Catskills Lakefront Luxury

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Quick stats about vacation rentals in Monticello

Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1K reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Monticello?
Monticello has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Monticello?
Yes! Work meets play with ease at over 40 vacation rentals in Monticello featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do resort rentals in Monticello have a gym?
Absolutely! We offer over 30 resort rentals with a gym in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do resort rentals in Monticello have wifi?
Absolutely! We offer over 30 resort rentals with wifi in Monticello. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Monticello?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Monticello?
Experience the best of Monticello with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Monticello?
Four-legged friends are welcome in Monticello. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Monticello vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Monticello, available on Airbnb. Make a splash and soak up the sun in style!

Vacation rentals in Monticello

Top-rated vacation rentals in Monticello

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Monticello vacation rentals

Stay near Monticello's top sights

Other great vacation rentals in Monticello

Tiny home in Monticello

Home in Bethel

Cabin in Smallwood

Cabin in Bethel

Cabin in Monticello

Bungalow in Hurleyville

Cabin in Smallwood

Home in Monticello

Quick stats about vacation rentals in Monticello

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Monticello?

Are there vacation rentals with a dedicated workspace in Monticello?

Do resort rentals in Monticello have a gym?

Do resort rentals in Monticello have wifi?

What are the most popular amenities for Apartment Rentals in Monticello?

How much does it cost to stay in apartment rentals in Monticello?

Are there pet-friendly vacation rentals in Monticello?

Are there Monticello vacation rentals on Airbnb with pools?

Destinations to explore