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Holiday rentals in Pawling

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Top-rated holiday rentals in Pawling

Guests agree: these stays are highly rated for location, cleanliness, and more.

Serene, Peaceful Cabin by the Lake
PLUS
Entire cabin · 6 guests · 2 beds · 2 bathrooms
Serene, Peaceful Cabin by the LakeTake a stroll down to the lake in the crisp morning air, then light the fire and sink into the cherry leather armchair at this rustic log cabin. Touches of soft sage add a soothing side, while patterned rugs and chunky beams keep things homey.
Hobbit House of Pawling
SUPERHOST
Entire residential home · 6 guests · 3 beds · 2 bathrooms
Hobbit House of PawlingOne of a kind, cozy hobbit house with hot tub. Beautiful setting offering you the ultimate getaway. 5 minutes from the village of Pawling with Metro North railway access. 2 bedrooms w/ king size beds, 2 bathrooms each with walk in shower. A queen size pull out couch in living room. Electric fireplace in living room. Perennial gardens, 3 patios, waterfall, bbq grill, 2 hammocks, and 2 fire pits. **No children under 12. **No pets. (Due to allergies) **No parties. Ring Quests upon request!
Farmhouse Oasis in the Hudson Valley, Stream Views
SUPERHOST
Entire residential home · 10 guests · 6 beds · 3 bathrooms
Farmhouse Oasis in the Hudson Valley, Stream ViewsPlan your getaway to our farmhouse oasis at Wicked Finch Farm. Enjoy your Hudson Valley escape with expansive valley and stream views. Design meets rustic charm in the 4 bedrooms, 3 bathroom farmhouse. A huge updated kitchen, lots of gathering spaces, and loads of amenities make this the perfect choice for your family and friends. Recently featured on HGTV, InStyle Magazine, First for Women, AOL Living.

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Popular amenities for Pawling holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Pawling

SUPERHOST
  1. Entire cabin
  2. Holmes
Lakefront Escape with Gorgeous Views
  1. Entire rental unit
  2. Patterson
Modern Country Farm
  1. Entire guest suite
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Country Retreat and Near Everything
SUPERHOST
  1. Entire cottage
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Forest Acres Cottage: Indoor comfort. Outdoor fun.
SUPERHOST
  1. Private room
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Cozy room in safe neighborhood
  1. Entire residential home
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Upstate Retreat w Pool & Cinema 1.5 hours from NYC
SUPERHOST
  1. Private room
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Cozy retreat just a short stroll from the village
  1. Entire residential home
  2. Poughquag
Serene, Private Retreat: High Above the Valley
SUPERHOST
  1. Entire residential home
  2. Pawling
Secluded country upstate near train 1 1/2 hrs nyc
SUPERHOST
  1. Entire residential home
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A Seclusive Retreat by the Water at Hudson Valley
SUPERHOST
No reviews yet
  1. Entire residential home
  2. Pawling
Private Lake House, Retreat
SUPERHOST
  1. Entire residential home
  2. Pawling
Country Village Getaway