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89 Houses

(2) Excellent 

20

Secluded Getaway by the River

New York / Sundown

Sundown house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$287

Price per night from

$287

Great rentals within 20 miles that match your search

Distance approx 17.47 km from Sundown

25

Family Friendly Cozy Cottage by Small River in the Heart of the Catskills

Rockland / Livingston Manor

Livingston Manor cottage

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$137

Price per night from

$137

Distance approx 17.8 km from Sundown

(25) Excellent 

14

The Cottage at Chichester

Catskill Region / Chichester

Chichester cottage

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the hous
…see more

Price per night from

$173

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$173

Distance approx 18.48 km from Sundown

36

Wild Mountain Getaway - sleeps +20

New York / Gardiner

Gardiner house

5 24 min stay varies

  • 5 bedrooms
  • sleeps 24
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,150

Price per night from

$1,150

Distance approx 19.48 km from Sundown

(25) Very Good 

Certificate of Excellence

17

Belleayre Cozy Cabin

Catskill Region / Fleischmanns

Fleischmanns log cabin

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Certificate of Excellence

Price per night from

$144

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$144

Distance approx 14.09 km from Sundown

(4) Excellent 

7

Cottage in the country

Catskill Region / Phoenicia

Phoenicia log cabin

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Ask about pets

Price per night from

$173

Price per night from

$173

Distance approx 19.59 km from Sundown

13

Charming home in the Catskills

New York / Arkville

Arkville house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$126

Responds fast!
avg. 2 hours 58 minutes

Price per night from

$126

Distance approx 17.96 km from Sundown

(1) Very Good 

24

Rustic Home w/Hot Tub & Fireplace in Catskill Mtns

Catskill Region / Shandaken

Shandaken house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$121

Responds fast!
avg. 8 minutes

Price per night from

$121

Distance approx 15.19 km from Sundown

(22) Excellent 

26

The Fox Den Family Cabin (Belleayre/Phoenicia)

Catskill Region / Shandaken

Shandaken log cabin

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Nearest beach 16 mi
  • Child Friendly
  • Ask about pets
“Definitely A Place We Would Like To Come Back To.” The Fox Den is located beautifully in the Catkills mountains with easy access to many great activities such as hiking, tubing, zip lining, and dining out. However the best was the utter pleasure of be
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Price per night from

$230

Price per night from

$230

Distance approx 19.57 km from Sundown

(1) Excellent 

20

New Outdoor Hot Tub at Belleayre Chalet!!!!

New York / Arkville

Arkville house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden

Price per night from

$173

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$173

Distance approx 18.74 km from Sundown

(3) Very Good 

28

Catskill Home for Skiing, Fishing, Hiking & biking

Catskill Region / Fleischmanns

Fleischmanns house

6 22 2 nights min

  • 6 bedrooms
  • sleeps 22
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$503

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$503

Distance approx 13.89 km from Sundown

16

End of road, Idyllic location; convenient for Casino and Bethel Woods

New York / Liberty

Liberty house

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$288

Price per night from

$288

Distance approx 15.91 km from Sundown

(19) Excellent 

23

Sanctuary by the Stream

Catskill Region / Phoenicia

Phoenicia house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden
“A Little Taste of The Country” The property was exactly as described. When we did arrive John was available to "check us" into the house and show us some of the features. Veronica and John have paid close attention to every detail. A group of four
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Price per night from

$259

Responds fast!
avg. 57 minutes

Price per night from

$259

Distance approx 13.89 km from Sundown

14

Peace and Beauty at Roads End and Close to Bethel Woods Performing Arts Center

New York / Liberty

Liberty house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$91

Price per night from

$91

Distance approx 18.73 km from Sundown

(2) Excellent 

4

Village Suites at Fleischmanns - Suite 1

Catskill Region / Fleischmanns

Fleischmanns apartment

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$139

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$139

Distance approx 18.58 km from Sundown

(2) Excellent 

14

charming woodstock cottage with outdoor hottub

New York / Willow

Willow cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$202

Price per night from

$202

Distance approx 10.57 km from Sundown

(8) Excellent 

21

Enchanting Cottage In The Woods

New York / Accord

Accord cottage

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Peaceful Getaway” A group of childhood friends, our spouses, and my young child just completed a visit to this lovely cottage. We had a wonderful time in the peaceful and beautiful Catskills -- hiked at Minnewaska State park, biked on the O&W; Rail Tr
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Price per night from

$441

Price per night from

$441

Distance approx 14.05 km from Sundown

(2) Very Good 

19

Artful and Serene Woodstock Getaway

New York / Mount Tremper

Mount Tremper apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Air conditioning

Price per night from

$144

Responds fast!
avg. 3 hours 32 minutes

Price per night from

$144

Distance approx 16.18 km from Sundown

4

Catskills Creekside Vacation House

Rockland / Livingston Manor

Livingston Manor house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$229

Price per night from

$229

Distance approx 16.42 km from Sundown

(9) Excellent 

9

Woodstock Cabin in the Woods

New York / Willow

Willow log cabin

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Pet Friendly
“Mrs” We had a lovely stay at the Nuthatch. We were very pleased with the cleanliness of the cottage and the environmental conscious way it was set up. I highly recommend using the sauna! We found Esme and Corey very responsive to our questions and ve
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Price per night from

$172

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$172

Distance approx 13.08 km from Sundown

4

Cozy and comfortable

New York / Boiceville

Boiceville apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$110

Price per night from

$110

Distance approx 18.76 km from Sundown

17

Woodstock Peace, Privacy, Views

Catskill Region / Woodstock

Woodstock house

4 9 3 nights min

  • 4 bedrooms
  • sleeps 9
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,145

Price per night from

$1,145

Distance approx 15 km from Sundown

11

Mountain Estate with 7 Acre Lake by Woodstock

New York / Shokan

Shokan apartment

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$229

Price per night from

$229

Distance approx 7.14 km from Sundown Show on Map

16

country retreat with a modern edge

Catskill Region / Kerhonkson

Kerhonkson house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Air conditioning

Price per night from

$431

Price per night from

$431

Distance approx 14.66 km from Sundown

26

NEW! Rustic Mt Tremper Home w/Patio-Near Woodstock

New York / Mount Tremper

Mount Tremper house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$225

Responds fast!
avg. 7 minutes

Price per night from

$225

Distance approx 15.36 km from Sundown

(1) Excellent 

22

Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts

Catskill Region / Woodstock

Woodstock house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$454

Responds fast!
avg. 2 hours 3 minutes

Price per night from

$454

Distance approx 17.19 km from Sundown

(3) Excellent 

18

Catskill Lake House

Catskill Region / Andes

Andes log cabin

3 4 4 nights min

  • 3 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Pet Friendly

Price per night from

$173

Price per night from

$173

Distance approx 18.64 km from Sundown

33

Relax by the pool at Serenity Villa then take a dip in the hot tub!

Catskill Region / Woodstock

Woodstock house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$431

Price per night from

$431

Distance approx 19.88 km from Sundown

31

Newly Renovated Rosendale Getaway

New York / Rosendale

Rosendale apartment

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$115

Price per night from

$115

Distance approx 19 km from Sundown

4

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Catskill Region / Woodstock

Woodstock tented camp

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min

Price per night from

$228

Price per night from

$228

Distance approx 18.64 km from Sundown

16

Newly renovated Stones Throw Cottage

Catskill Region / Woodstock

Woodstock house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$196

Price per night from

$196

Distance approx 14.71 km from Sundown

49

Brand New European Style Home+Sauna,Olivebridge NY

New York / Olivebridge

Olivebridge house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$355

Price per night from

$355

Distance approx 17.25 km from Sundown

25

Tranquil Retreat Stunning Views+Hot Tub, Woodstock Area -The Glenford House

Catskill Region / Glenford

Glenford house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$315

Price per night from

$315

Distance approx 19.69 km from Sundown

25

6 Bedroom, 8 Bathroom Private Retreat! 12 Minutes to Town of New Paltz, New York

Catskill Region / Pine Bush

Pine Bush house

6 18 2 nights min

  • 6 bedrooms
  • sleeps 18
  • 2 nights min
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$1,127

Price per night from

$1,127

Distance approx 15.13 km from Sundown

(2) Excellent 

33

Indian Stone Property with 4 Bedroom House

New York / Hurleyville

Hurleyville cottage

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$288

Price per night from

$288

Distance approx 14.93 km from Sundown

(18) Excellent 

26

Romantic Country Barn By the Stream

Catskill Region / Woodstock

Woodstock log cabin

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$248

Responds fast!
avg. 18 minutes

Price per night from

$248

Distance approx 18.66 km from Sundown

(24) Excellent 

16

3BR, 4-season Ski House in heart of the Catskills

Catskill Region / Fleischmanns

Fleischmanns house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Ski
“Lovely house and nice owners” Review of vacation rental must start with review on house owner. Colin & Niki are very nice and helpful folks. These guys remind us back and follow up with us to check if we have received the security deposit back. I like
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Price per night from

$173

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$173

Distance approx 11.03 km from Sundown

25

1 Bedroom Deluxe Lodge in Jellystone Park at Birchwood Acres

Catskill Region / Ellenville

Ellenville cottage

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Ask about children
  • Air conditioning

Price per night from

$232

Price per night from

$232