Search results; Over 1,000 homes in Highland

Guest favorite
Cottage in Eldred
Bella Cottage w/Pool, BBQ - Catskill Getaway
2 beds
Sep 3 – 8
ﺩ.ﺇ7,224 for 5 nights
4.98 out of 5 average rating, 125 reviews
Top guest favorite
Home in Yulan
Indoor Pool, Hot Tub, 7 bedrm Designer Home
14 beds
Aug 24 – 29
ﺩ.ﺇ17,851 for 5 nights, originally ﺩ.ﺇ30,879
5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Eldred
Lakeside Farmhouse on 41 acres
5 beds
Sep 1 – 6
ﺩ.ﺇ8,826 for 5 nights
4.89 out of 5 average rating, 35 reviews
Home in Eldred
Luxury 6BR Retreat | Lakefront, Saltwater Pool
10 beds
Sep 1 – 6
ﺩ.ﺇ21,310 for 5 nights
New place to stay
Top guest favorite
Home in Narrowsburg
Peaceful Catskills Retreat, 5 acres, GameRoom+POOL
9 beds
Sep 15 – 20
ﺩ.ﺇ9,544 for 5 nights
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Narrowsburg
Pool & Pickleball - Fern Leaf Farmhouse
5 beds
Sep 7 – 12
ﺩ.ﺇ8,808 for 5 nights
5.0 out of 5 average rating, 14 reviews
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Guest favorite
Cottage in Highland Lake
2 Lake Cabins | Pool+HotTub | Game Room | 23acs
11 beds
Sep 9 – 14
ﺩ.ﺇ13,686 for 5 nights, originally ﺩ.ﺇ14,677
5.0 out of 5 average rating, 19 reviews
Top guest favorite
Chalet in Lackawaxen
Walk to 2 heated pools, Lodge, playground Masthope
4 beds
Sep 2 – 7
ﺩ.ﺇ4,763 for 5 nights
5.0 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Highland Lake
SwimSpa | Lake | Fish | Kayak | Hike | Firepit
4 beds
Aug 31 – Sep 5
ﺩ.ﺇ8,654 for 5 nights, originally ﺩ.ﺇ9,436
5.0 out of 5 average rating, 18 reviews
Guesthouse in Eldred
Cottage near Bethel Woods
3 beds
Sep 1 – 6
ﺩ.ﺇ5,974 for 5 nights
4.83 out of 5 average rating, 6 reviews
Guest favorite
Cabin in Narrowsburg
The Hummingbird Mountain House
6 beds
Sep 15 – 20
ﺩ.ﺇ7,749 for 5 nights
4.95 out of 5 average rating, 43 reviews
Top guest favorite
Chalet in Lackawaxen
Bella Vista Chalet Poconos - Ski Resort
6 beds
Sep 1 – 6
ﺩ.ﺇ5,496 for 5 nights, originally ﺩ.ﺇ5,909
5.0 out of 5 average rating, 47 reviews
Guest favorite
Cabin in Eldred
Quiet Modern Cabin in Woods w Stock Tank Pool
2 queen beds
Aug 31 – Sep 5
ﺩ.ﺇ10,009 for 5 nights
4.94 out of 5 average rating, 208 reviews
Guest favorite
Cabin in Lackawaxen
Rockledge Cabin - Secluded & Serene Getaway
2 beds
Sep 1 – 6
ﺩ.ﺇ4,732 for 5 nights
4.94 out of 5 average rating, 82 reviews
Superhost
Chalet in Lackawaxen
Quiet Forest Retreat: Pool, Lake, Private Sauna
4 beds
Aug 19 – 24
ﺩ.ﺇ6,415 for 5 nights
Guest favorite
Chalet in Lackawaxen
The Lookout * Lake * Masthope * Firepit * Arcade
6 beds
Aug 18 – 23
ﺩ.ﺇ5,420 for 5 nights
4.9 out of 5 average rating, 40 reviews
Guest favorite
Home in Lackawaxen
Summer Escape! Firepit, Lake, Kayak, Pools & Tiki
6 beds
Aug 24 – 29
ﺩ.ﺇ6,273 for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Lackawaxen
Natures Peak at Masthope-Home of Ski Big Bear
4 beds
Sep 2 – 7
ﺩ.ﺇ4,947 for 5 nights
4.93 out of 5 average rating, 46 reviews