Find short term rentals in Monticello, NY at the best prices

This four-bedroom holiday home, ‘Kiamesha Lake Home W/ Deck: 4 Mi To Resorts World!’, is situated near Kiamesha Lake in Monticello, New York, approximately 5km from Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, and Concord Monster Golf Course.
The 177 square metre property offers two bathrooms, sleeps five guests, and includes a fully equipped kitchen, patio, and internet access, with nearby attractions including the Mongaup River and Tarry Brae Golf Course within 10km.

This country house in Monticello, Sullivan Catskills, is located 32 kilometres from amenities and offers a secluded rural setting with abundant wildlife, yet is conveniently situated near the Swinging Bridge Reservoir, which permits motorboats.
This expansive 223 square metre residence accommodates up to 10 guests with four bedrooms and three bathrooms, featuring a wood-burning fireplace, an indoor fitness area, multiple outdoor spaces including two decks and a patio, and a fast 240v EV charger available from November 2025.

This family-friendly cottage in Mongaup Valley, Smallwood, is a 3-minute drive from The Kartrite Resort & Indoor Waterpark and a 5-minute walk from the Mongaup River.
Offering 121 square metres of space for up to six guests, this property features three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a hot tub, and Wi-Fi, with boating, hiking, and horseback riding available nearby.

This music-themed flat is located in a quiet Smallwood residential area, a short drive from the town centre and approximately 3.2 kilometres from Smallwood Creek Park.
This 3-bedroom, 2-bathroom property accommodates up to 6 guests, featuring a fenced garden with a fire pit and playset, a large deck, air conditioning, Wi-Fi, and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, making it ideal for families and pet owners.

This waterfront property is situated just 5 kilometres from White Sulphur Springs Synagogue and within 14 kilometres of Sullivan County Golf and Country Club and Grossinger Country Club, offering a peaceful retreat near Liberty's attractions. The accommodation has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 4-bedroom house provides ample space for up to 16 guests, spanning 325 square metres. The property features a fully equipped kitchen, a jacuzzi, a terrace, a garden, and parking facilities, ensuring a comfortable and enjoyable stay.

This Outlier Inn Bungalow, a one-bedroom apartment in Woodridge, New York, is located 35km from Bethel Woods Center for the Arts and 47km from Mohonk Preserve.
This self-catering property sleeps up to 15 guests and boasts a private garden, terrace, Jacuzzi, sauna, and free Wi-Fi; it also includes a fully equipped kitchen with fridge and microwave.

This magnificent 17,000 square foot property is situated in the Catskill Mountains, just a short drive from Sacket Lake and Starlight Marina and 15 minutes from Woodstock/Bethel Woods. This secluded estate offers a tranquil escape from the hustle and bustle of everyday life.
This spacious 12-bedroom, 16-bathroom home comfortably accommodates up to 16 guests. The property features a commercial-sized indoor pool, a tiki bar, a sauna, a hot tub, a fire pit, a large outdoor patio, a children's room with bunk beds, a game room with arcade games, and a large lawn perfect for entertaining.

This Smallwood cottage is located near Bethel Woods Center for the Arts (9.8km) and Stewart International Airport (68km), offering easy access to local attractions.
The 46 square metre property features one bedroom, one bathroom, sleeps seven guests, and includes a private pool, screened porch, fully equipped kitchen, and free Wi-Fi.

This Smallwood lakeside lodge is situated near the Forest Reserve at Smallwood and Mongaup River (under 5km), and Bethel Woods Center For The Arts (under 10km).
The 44 square metre property boasts two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, air conditioning, a swimming pool, terrace, garden, parking, and on-site water park access.

This Forestburgh flat is conveniently located less than 1 kilometre from Gobbler's Knob State Forest and Graham Mountain State Forest, with Forestburgh Playhouse and Neversink Valley Area Museum also nearby.
This spacious apartment accommodates up to 10 guests across 5 bedrooms, featuring a private hot tub, ample common areas, and offering easy access to family-friendly entertainment like Oakland Valley Race Park and The Kartrite Resort & Indoor Waterpark.

This ten-bedroom Monticello dwelling, ideal for large groups, is situated near hiking trails and resorts, offering convenient access to Monticello's attractions (distances unspecified).
Sleeping sixteen guests comfortably, this spacious property boasts four bathrooms, a fully equipped kitchen, laundry facilities, multiple living areas, and a garden, plus parking and internet access.

This two-bedroom, two-bathroom townhouse in Woodridge, New York, is situated near Resort World Catskills, approximately 16 kilometres from Woodbury Common Premium Outlets and within easy reach of local ski slopes.
The property offers a peaceful setting, sleeps four guests, and includes a fully equipped kitchen, air conditioning, parking, and excellent guest reviews; nearby activities include the Legoland Discovery Centre and Morningside Family Park's free golf course.

This newly renovated one-bedroom lake house, near Beaver Lake in Rock Hill, offers easy access to Bethel Woods (a 40km drive), Neversink Gorge Unique Area, and Holiday Mountain.
The property boasts a queen-size bed, open-plan kitchen and living area, private hot tub, and outdoor amenities including a fire pit and Traeger grill, comfortably sleeping two guests.

This Smallwood holiday home boasts excellent location ratings, being conveniently situated within 9.6km of the Mongaup River, Smallwood Forest Reserve, and the Forestburgh Playhouse, and within 14.5km of Black Lake and the Monticello Motor Club.
The three-bedroom property, sleeping up to several guests thanks to a sofa bed, offers a fully equipped kitchen, private balcony, swimming pool, fitness centre, and parking, plus direct beach access and pet-friendly accommodation.

This historic 9-bedroom, 2-bathroom rental residence is located along the Neversink River in South Fallsburg, approximately 320 kilometers from New York City, offering direct private beach frontage and proximity to the river's natural beauty for a peaceful retreat. This spacious and light-filled property accommodates up to 14 guests with a well-equipped kitchen featuring a dishwasher, multiple bedrooms across two floors, and dedicated spaces for relaxation and work, making it ideal for larger groups or families seeking a unique lodging experience.

This family-friendly holiday home is located in Monticello, just 3.7 kilometres from the Monticello Motor Club, 9.7 kilometres from The Kartrite Resort & Indoor Waterpark, and 9.7 kilometres from Monticello Casino and Raceway. The property enjoys a peaceful location near the Mongaup and Neversink Rivers, offering a tranquil escape from the hustle and bustle. This property has been rated as very good by previous guests.
The house has 7 bedrooms and 4 bathrooms, comfortably sleeping up to 26 guests. Amenities include a swimming pool, jacuzzi, terrace, garden, spa, parking, air conditioning, a fully equipped kitchen, and free Wi-Fi. Guests can enjoy a range of activities on-site, including a water park, a spa tub, and an arcade/game room, making it ideal for families with children.