Vacation rentals in Pawling

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Top-rated vacation rentals in Pawling

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

Superhost
Cabin in Pawling
Serene, Peaceful Cabin by the Lake
Take 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. Authentic Log cabin, private lake with swimming, kayaking --1000's acres adjacent private land, fishing, hunting-- Enjoy the harvest of the Hudson Valley-- minutes to wineries, Pawling train to NYC, Appalachian trail and hiking, Child safe. Minutes walk to Lake! Private Lake-- We are here to check you in and only if you need us. We respect your privacy and "time-away". The property sits in a private, sprawling lake community minutes from wineries for tastings, Pawling station for trains to New York City, and the Appalachian trail for scenic hiking. Explore Wallkill and Warwick within around an hour's drive. Car, Metro North (train to NYC), Uber, Lyft...
Apr 2 – 9
ﺩ.ﺇ744 per night
4.95 out of 5 average rating, 110 reviews
Guest favorite
Home in Stormville
Private Hudson Valley Country Retreat
Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021
Jan 9 – 16
ﺩ.ﺇ2,567 per night
4.94 out of 5 average rating, 156 reviews
Guest favorite
Apartment in Kent
Loft 22
Apartment/loft located above the garage in a private home. Set in the rolling hills of Kent, this 2 bedroom loft is cozy enough for anyone looking to explore this quaint little town. Sleeps 3 comfortably. Centrally located to all three private schools. 11 minute drive to Harlem Valley/Wingdale (NY) train station. *Pool is not solely for the use of the Air BNB. *Dogs on property. All friendly. *IF STAYING IN WINTER MONTHS. You must have 4 Wheel drive vehicle. Driveway/Road is long dirt road.*
Nov 7 – 14
ﺩ.ﺇ476 per night
4.93 out of 5 average rating, 127 reviews

Popular amenities for Pawling vacation rentals

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Tiny home in New Paltz
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May 30 – Jun 6
ﺩ.ﺇ350 per night
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Cabin in Kingston
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Home in Danbury
BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
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Cabin in New Fairfield
The Little Lake Cabin— hot tub, fire pit, & kayaks
Oct 16 – 23
ﺩ.ﺇ1,159 per night
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Home in Kingston
This New House
Dec 2 – 9
ﺩ.ﺇ459 per night
4.97 out of 5 average rating, 267 reviews
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Apartment in New Paltz
Modena Mad House
Jan 28 – Feb 4
ﺩ.ﺇ322 per night
4.96 out of 5 average rating, 340 reviews
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Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
Jul 31 – Aug 7
ﺩ.ﺇ294 per night
4.89 out of 5 average rating, 814 reviews
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Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
Oct 22 – 29
ﺩ.ﺇ1,157 per night
5.0 out of 5 average rating, 59 reviews
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Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
Oct 14 – 21
ﺩ.ﺇ1,098 per night
4.97 out of 5 average rating, 76 reviews
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Guest suite in Kent
Bright 1-bedroom in walking distance to town
Mar 20 – 27
ﺩ.ﺇ399 per night
5.0 out of 5 average rating, 52 reviews
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Apartment in Amenia
Amenia Main St Cozy Studio
Jun 30 – Jul 7
ﺩ.ﺇ245 per night
5.0 out of 5 average rating, 17 reviews
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Home in Pawling
Country Village Getaway
Oct 26 – Nov 2
ﺩ.ﺇ457 per night
4.95 out of 5 average rating, 21 reviews
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