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Search results; Over 1,000 homes in Monticello

Top guest favourite
Cottage in Monticello
Dutchhillcottage, gem in the southern Catskills.
5 bedrooms, 7 beds, 3 private bathrooms
4–9 Aug
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4.98 out of 5 average rating, 151 reviews
Guest favourite
Guest suite in Monticello
Private relaxing one bedroom apartment w/tub
4.94 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Home in Kiamesha Lake
Kiamesha Lake Home w/ Deck: 4 Mi to Resorts World!
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
3–8 Aug
Guest favourite
Chalet in Monticello
Riverfront Ski Chalet
4.98 out of 5 average rating, 130 reviews, 2 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Woodbourne
Cozy Catskills Farmhouse
4.86 out of 5 average rating, 101 reviews, 4 bedrooms, 7 beds, 2 bathrooms
2–7 Aug
Superhost
Cabin in Monticello
Crosslands—Modern cabin w. hot tub and 1 acre pond
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Monticello
Cozy Catskills Chalet • Fire Pit • Covered Deck
5.0 out of 5 average rating, 115 reviews, 4 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
Guest favourite
Chalet in Forestburgh
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
4.89 out of 5 average rating, 27 reviews, 4 bedrooms, 6 beds, 4 bathrooms
1–6 Aug
Top guest favourite
Cabin in Smallwood
Cozy Lake Cabin with fireplace - Pets Welcome
4.99 out of 5 average rating, 135 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Mongaup Valley
Zen Crystal Cove
4.99 out of 5 average rating, 93 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Harris
CountryBears Guesthouse. Quiet home away from home
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Monticello
Modern Upstate Escape with Outdoor Sauna
4.94 out of 5 average rating, 409 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
Guest favourite
Guest suite in Smallwood
Adorable place with King Size Bed
4.92 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Cottage in Monticello
Private Lakefront Retreat | Game Room & 3 Decks
New place to stay, 2 bedrooms, 7 beds, 1 bathroom
4–9 Aug
Guest favourite
Cabin in Smallwood
Traditional & Modern Lake Retreat: Yard - Pets OK!
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
Top guest favourite
Cabin in Mountain Dale
Private lake cabin w/hot tub, views and fruit
4.96 out of 5 average rating, 198 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Home in Swan Lake
Waterlight Retreat @ Filippini Pond | BethelWoods
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Ferndale
Blissful Bluebird (Sullivan County Catskills)
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Home in Monticello
House Over the Lake with a Spectacular View
4.83 out of 5 average rating, 40 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug