Skip to content

Vacation rentals in Pawling

Find and book unique accommodations on Airbnb

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...
Superhost
Cabin in Sherman
The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, SUP, two inflatable two person kayaks, and two wooden boats are available for use.
Superhost
Cabin in New Fairfield
The Little Lake Cabin— hot tub, fire pit, & kayaks
Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars. Find us on IG @thelittlelakecabin

Other great vacation rentals in Pawling

Superhost
Cabin in Kerhonkson
Zink Cabin | Mountain Views w/ Hot Tub
Superhost
Home in Pawling
Hobbit House of Pawling
Superhost
Cabin in Rhinebeck
Immaculate, Secluded Cabin with Pond Close to Town
Superhost
Cabin in New Milford
Cottage on Babbling Brook
Superhost
Cabin in Carmel
The Treehouse Lovenest
Superhost
Home in Pawling
Appalachian Trail House! Easy access to NYC trains
Superhost
Cottage in Poughkeepsie
Be in Nature at this Gorgeous Riverfront Cabin
Superhost
Home in Rhinebeck
Architectural wonder in the woods
Superhost
Apartment in Millbrook
The Haley Cabin
Superhost
Home in Kerhonkson
Architect's Hudson Valley Home in the Woods
Superhost
Cottage in Kent
NEW - Hot Tub - Mohawk Mtn - Appalachian Trl
Superhost
Cottage in Rhinebeck
Fabulous Lemon Cottage in Rhinebeck, NY
  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Pawling
  6. United States