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

4.95 out of 5 average rating, 110 reviews

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 30 – May 7

R4,424 ZAR per night
Guest favorite

Home in Carmel Hamlet

4.92 out of 5 average rating, 123 reviews

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Oct 11 – 18

R7,932 ZAR per night
Guest favorite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

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

Nov 19 – 26

R15,181 ZAR per night

Popular amenities for Pawling vacation rentals

Stay near Pawling's top sights

McKinney & Doyle Fine Foods Cafe44 locals recommend
O'Connor's Public House14 locals recommend
Vinny's Deli & Pasta7 locals recommend
CVS4 locals recommend
Lakeside Park3 locals recommend
Sunflour Bakery4 locals recommend

Other great vacation rentals in Pawling

Guest favorite

Home in Washington

4.85 out of 5 average rating, 168 reviews

Country Home on a Hill

Jan 1 – 8

R2,745 ZAR per night
Guest favorite

Home in Pawling

4.95 out of 5 average rating, 21 reviews

Country Village Getaway

Feb 20 – 27

R2,667 ZAR per night
Guest favorite

Guest suite in Pawling

4.98 out of 5 average rating, 46 reviews

Charming Private Studio Apartment Retreat

Apr 9 – 16

R3,435 ZAR per night
Guest favorite

Cottage in Pawling

5.0 out of 5 average rating, 59 reviews

Twin Lakes Designer A-frame Stone Cottage

Sep 15 – 22

R6,928 ZAR per night
Guest favorite

Guest suite in Pawling

4.92 out of 5 average rating, 62 reviews

Cozy retreat just a short stroll from the village

Jan 29 – Feb 5

R3,674 ZAR per night
Guest favorite

Cottage in Pawling

4.98 out of 5 average rating, 82 reviews

Forest Acres Cottage: Ski, hike, bike, 10 min away

May 19 – 26

R3,665 ZAR per night
Guest favorite

Home in Pawling

4.97 out of 5 average rating, 76 reviews

Farmhouse Oasis in the Hudson Valley, Stream Views

Nov 13 – 20

R6,499 ZAR per night
Guest favorite

Cottage in Pawling

5.0 out of 5 average rating, 33 reviews

Cozy Cottage Getaway with Wood Burning Stove

Oct 20 – 27

R3,432 ZAR per night
Guest favorite

Home in Patterson

5.0 out of 5 average rating, 19 reviews

Cozy Lakehouse

Jun 12 – 19

R3,436 ZAR per night
Guest favorite

Apartment in Amenia

5.0 out of 5 average rating, 18 reviews

Amenia Main St Cozy Studio

Sep 11 – 18

R1,456 ZAR per night
Superhost

Guesthouse in Dover Plains

4.88 out of 5 average rating, 82 reviews

Spilt Milk Cottage - Hudson Valley, NY

Dec 9 – 16

R2,109 ZAR per night
Guest favorite

Guest suite in Kent

5.0 out of 5 average rating, 52 reviews

Bright 1-bedroom in walking distance to town

Feb 8 – 15

R2,356 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Pawling