Compare Vacation Rentals & Airbnb in Monticello, NY

27 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Monticello, NY vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

27 Rentals and Airbnb in Monticello, NY

Best family friendly Monticello, NY vacation rentals

Among the 27 accommodations in Monticello, NY, here are the 4 best family friendly rentals

Serenity Sunset Lake House | Kayak, Canoe, Paddle - Monticello, NY
10 5 reviews

Serenity Sunset Lake House | Kayak, Canoe, Paddle

apartment, Smallwood
This Smallwood flat offers a serene lakefront escape directly on Swinging Bridge Reservoir, featuring a private dock and complimentary use of a kayak and two paddleboards.
Sleeping six guests, this four-bedroom, two-bathroom property boasts air conditioning, a well-equipped kitchen with a fridge, freezer, and dishwasher, and an outdoor dining area with a fire pit, ensuring a comfortable stay for families with young children thanks to a bunk room that includes a crib.
Universally Accessible Agrihood Farmhouse Hiking/fireplace/getaway - Monticello, NY
10 9 reviews

Universally Accessible Agrihood Farmhouse Hiking/fireplace/getaway

apartment, South Fallsburg
This South Fallsburg holiday home is situated in a peaceful rural setting, 3.4km from the Mongaup River and 5km from the Tarry Brae Golf Course, with the Neversink River and Kartrite Resort & Indoor Waterpark within 14.5km.
This 304 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, swimming pool, free Wi-Fi, and on-site water park.
Good Vibes Studio In The Woods - Monticello, NY
10 461 reviews

Good Vibes Studio In The Woods

house, Smallwood
This studio apartment is situated in Smallwood, New York, a short distance from Bethel Woods, Resorts World Casino, and Kartrite Waterpark, offering a peaceful retreat in the woods. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The self-contained unit can comfortably accommodate up to four guests and features a well-equipped kitchen, air conditioning, a private garden, and parking. Enjoy outdoor cooking on the grill, relax with full DirecTV service, and benefit from the convenience of a Verizon hotspot for basic internet access.
5 Mi To Swinging Bridge Reservoir: Cabin W/ Porch! - Monticello, NY
10 3 reviews

5 Mi To Swinging Bridge Reservoir: Cabin W/ Porch!

cabin, Smallwood
This Smallwood holiday cottage is situated near Monticello Raceway and Bethel Woods Center for the Arts, within 8-16km of several lakes and state parks in the scenic Mongaup Valley.
This single-storey, 56 square metre lodge sleeps six, boasting three bedrooms, one bathroom, a well-equipped kitchen, free Wi-Fi, a Smart TV, private screened porch, and access to shared amenities including a swimming pool, tennis court, and playground.

Best Monticello, NY vacation rentals with a balcony

Peaceful Paradise , Dream Holiday Home In Woodridge - Monticello, NY
No reviews

Peaceful Paradise , Dream Holiday Home In Woodridge

house, Woodridge
This Woodridge villa, situated approximately 48 kilometres from the D.M. Weil Gallery in Mountain Dale and within 37-48 kilometres of Bethel Woods Center for the Arts and Mohonk Golf Course, offers a tranquil escape.
The 120-square-metre property boasts one bedroom, five bathrooms, sleeps up to 31 guests, and includes a sauna, garden, terrace, fully equipped kitchen, and free Wi-Fi; nearby cycling opportunities are also available.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone! - Monticello, NY
9.2 105 reviews

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

apartment, Smallwood
This six-bedroom, six-bathroom waterfront property is situated in Monticello, Sullivan County, on Swinging Bridge Reservoir, offering easy access to Smallwood's nature trails and approximately 30-40km from Bethel Woods Center for the Arts and Monticello Motor Club.
The 506-square-metre house, boasting a heated pool, games room, and lake kayaks, comfortably accommodates twenty guests and includes a fully equipped kitchen, terrace, and extensive private grounds encompassing five acres.
Catskills Group Retreat: 2 Cabins W/ Pool Access! - Monticello, NY
No reviews

Catskills Group Retreat: 2 Cabins W/ Pool Access!

cabin, Smallwood
This five-bedroom holiday home is located in Mongaup Valley, within the Catskills region, offering convenient access to local attractions in Mongaup Valley.
This 183 square meter lodge accommodates up to 33 guests and features a kitchen with a fridge and microwave, a swimming pool, a terrace, a garden, and on-site parking.
Escape To A 3-bedroom Cabin In Lower Catskills - Monticello, NY
9.5 19 reviews

Escape To A 3-bedroom Cabin In Lower Catskills

cabin, Woodridge
This three-bedroom lodge is located in Woodridge, in the Lower Catskills, 35 kilometres from Bethel Woods Center for the Arts, offering a peaceful escape from the city. This property enjoys excellent ratings for location, cleanliness, and user experience.
The 93 square metre accommodation comfortably sleeps up to six guests. This self-catering cabin features a fully equipped kitchen, a private terrace, a garden, free parking and Wi-Fi, as well as access to streaming services and local fishing and hiking opportunities.

Frequently Asked Questions about vacation rentals in Monticello, NY

Popular destinations

Best Monticello, NY vacation rentals with a sauna

Outlier Inn Main House On Farm Upstate Catskills - Monticello, NY
No reviews

Outlier Inn Main House On Farm Upstate Catskills

apartment, Woodridge
This Woodridge apartment, situated in the Upstate New York Catskills, is 35km from Bethel Woods Center for the Arts and 47km from the Mohonk Preserve.
The self-catering flat offers a bedroom, two bathrooms, sleeps up to 15 guests, and boasts a private garden, Jacuzzi, sauna, parking, and free Wi-Fi.
Resorts World Catskills - Monticello, NY
8.6 1709 reviews

Resorts World Catskills

resort, Monticello
Resorts World Catskills is located in Monticello, New York, just 16 miles from the Bethel Woods Center for the Arts, making it a convenient base for exploring the region. It consistently receives very good ratings for its location, cleanliness, and overall experience.
The resort provides comfortable rooms, each with air conditioning, a seating area, and a private bathroom. Guests can enjoy a range of amenities including a fitness centre, sauna, hot tub, restaurant, bar, and a swimming pool.
Catskills Brick House W/hot Tub/game Rm Etc! - Monticello, NY
9.7 129 reviews

Catskills Brick House W/hot Tub/game Rm Etc!

apartment, South Fallsburg
This three-bedroom South Fallsburg home is situated on a quiet street, just 8 kilometres from the casino, waterpark and Walmart, and 40 kilometres from Bethel Woods. It has consistently received excellent reviews for its cleanliness, location and overall experience.
The property sleeps up to 10 guests and is fully equipped with everything needed for a comfortable stay, including a well-equipped kitchen, a hot tub, a sauna, a gym, a garden and parking. You can also enjoy a gas barbecue on the patio for an additional charge.
Modern Upstate Escape With Outdoor Sauna - Monticello, NY
9.9 411 reviews

Modern Upstate Escape With Outdoor Sauna

apartment, Smallwood
This charming cottage in Smallwood, Sullivan County, New York, is located just 145 kilometres from New York City, offering a peaceful retreat close to the Swinging Bridge Reservoir. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cottage can comfortably accommodate up to four guests and features a well-equipped kitchen, a large deck, and a four-person barrel sauna. Enjoy the lake with motorboat access, explore nearby attractions like the Forestburgh Playhouse and local vineyards, and relax by the wood-burning fireplace with a record player and Roku TV.

Best Monticello, NY vacation rentals with a fireplace

Relaxing Lakefront, Very Clean, Great For Families - Monticello, NY
10 244 reviews

Relaxing Lakefront, Very Clean, Great For Families

chalet, Smallwood
This chalet is situated in Smallwood, just 16km from Bethel Woods Center for the Arts, Yasgur's Farm, and beginner skiing slopes, offering a peaceful retreat in a historically significant area. It has received excellent ratings for location, cleanliness, and user experience.
This 4-bedroom, 2-bathroom property spans 223 square metres and comfortably accommodates up to nine guests. The chalet features a spacious open floor plan, a fully equipped kitchen, a private wooded acre with lake views, and a large basement with entertainment options, including a pool table, darts, and a separate seating area with bunk beds.
Dink And Dip Catskills Poolside Oasis - Monticello, NY
No reviews

Dink And Dip Catskills Poolside Oasis

apartment, Smallwood
This White Lake holiday cottage is situated in a rural, mountainous district, offering proximity to natural attractions such as Lake Superior State Park and Black Lake, and cultural sites like Bethel Woods Centre for the Arts.
This apartment for rent in Smallwood features a private hot tub, a barbecue area, a well-equipped kitchen, air-conditioned rooms, and a private balcony in each room, with internet and parking available.
Mountain Majesty - Monticello, NY
9.8 17 reviews

Mountain Majesty

apartment, Rock Hill
This spacious five-bedroom home is located in Rock Hill, a short drive from Bethel Wood Center for the Arts, Resorts World Casino, and various skiing and snowboarding destinations. The property enjoys excellent ratings for location, cleanliness, and user experience.
The apartment comfortably accommodates up to 15 guests and features a well-equipped kitchen, a peaceful garden, and a two-car garage. Guests can enjoy a relaxing atmosphere and access to various amenities and activities in the surrounding area.
Trails Head Tiny House - Monticello, NY
9.7 174 reviews

Trails Head Tiny House

house, Rock Hill
This off-grid tiny home near Rock Hill, New York, is situated approximately 0.16 kilometres from guest parking and provides easy access to the Neversink Unique Area hiking trails.
This solar-powered dwelling, sleeping up to four guests in one bedroom and one bathroom, features a charcoal grill, firepit, and outdoor shower, ideal for nature lovers seeking a unique, secluded getaway near the Neversink River.
©2026 cozycozy.com