Places to stay in Pawling

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Top-rated places to stay in Pawling

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Downtown Stamford

4.96 out of 5 average rating, 190 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Top guest favorite

Condo in Vernon Township

4.96 out of 5 average rating, 107 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

Top guest favorite

Home in Wappingers Falls

4.96 out of 5 average rating, 26 reviews

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quaint neighborhood, this is the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy the large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

Superhost

Apartment in Kingston

4.77 out of 5 average rating, 115 reviews

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

Top guest favorite

Home in Mount Tremper

4.92 out of 5 average rating, 190 reviews

Rippleside Retreat - Stay and Relax

LOCATION, LOCATION! Spacious and quiet creek-front and mountain view home. Near Phoenicia and Woodstock for shopping, browsing art galleries, and fine dining. Plenty of hiking trails, fishing, and tubing in the warmer months, and close to skiing at Belleayre, Hunter, Windham, and Plattekill Mountains for winter enthusiasts. The home is conveniently located near the Emerson Resort and Spa, Foxfire Mountain House, Howland House, Mount Tremper Arts, and Onteora Mountain House wedding venues.

Guest favorite

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Top guest favorite

Guesthouse in Bethel

5 out of 5 average rating, 16 reviews

Tranquil getaway cottage in charming neighborhood

Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a short drive from Danbury, CT. Tucked away in a peaceful neighborhood, this fully renovated cottage offers a serene getaway for couples seeking relaxation. Unwind in style on a high-end king-sized mattress in a whimsically curated space designed to rejuvenate your senses. Discover the Red Cedar Cottage and immerse yourself in a tranquil escape from the ordinary.

Guest favorite

Home in Phoenicia

4.93 out of 5 average rating, 163 reviews

Heart of Phoenicia: Serene. Cozy. Close to all.

"Such a cute place with cabin-in-the-woods vibes but all the conveniences of being in town." What Shannon said in a 5 star review after her stay. I couldn't put it better. Relax and reconnect in this calm and quiet little house nestled in the center of our cool village. You're on the doorstep of hiking trails with BREATHTAKING VIEWS and gorgeous trout streams. Lounge AROUND A GLOWING CAMPFIRE in the back yard with S’mores or SPIN VINYL. On NYC bus route and ski shuttle.

Guest favorite

Farm stay in Kent

4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

Top guest favorite

Guest suite in Newburgh

4.92 out of 5 average rating, 168 reviews

Cozy Country Efficency in Hudson Valley

Spacious and cozy one bedroom efficiency Warm and welcoming, sparkling clean nestled in The Hudson Valley all the amenities of a hotel stay, but the comfort of your own space Farm markets, Wineries, Craft beer through out the area. Historic sights to visit or outdoor activities all around ( hiking, skiing, kayaking, bike riding,etc) Stay in and cook in well appointed kitchenette or sample the large variety of excellent restaurants throughout the region

Superhost

Apartment in Saugerties

5 out of 5 average rating, 3 reviews

Creekfront I Hot Tub I Sauna I Fire Pit I Kayaks

Welcome to Upstate Waterfronts! Looking for a restorative Upstate getaway? This Creekside gem has you covered. - HOT TUB - SAUNA - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

Guest favorite

Guest suite in Ossining

4.71 out of 5 average rating, 58 reviews

House on the hudson is a 3bed 2bath private kit/LR

Happy Fall our home is very near Apple picking farms and the pool is still open. A minutes drive to Historic and legendary HV activities. Minutes from Sleepy Hollow. Tons of farms wineries distilleries and breweries too. Summer fun kayak rentals near by. We have tons of hiking or biking trails minutes from our front door. Our deck overlooking the Hudson River and hook mountain even spark a camp fire or roast some s’mores