
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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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pawling places to stay
Other great vacation rentals in Pawling
Top guest favorite

Home in Millerton
4.97 out of 5 average rating, 181 reviewsVacation Home In Millerton
SarahRating, 5 stars1 week ago
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!
Superhost

Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews200 yds Minerals - great for hotel weddings
SaraRating, 5 stars5 months ago
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!
Guest favorite

Cottage in Greenwood Lake
4.96 out of 5 average rating, 48 reviews5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski
JasonRating, 5 stars5 days ago
We had a great time at Carmine's place, highly recommend.
Guest favorite

Home in Woodstock
4.92 out of 5 average rating, 468 reviewsMountain View Cottage - Sauna, Jacuzzi, Fire Place
SeanRating, 5 stars2 weeks ago
Unique space minutes form downtown Woodstock. The home offers peace and quiet to unwind from modern hectic life. Tune into focused intentional living. Records, wood fires, and sauna all help to create a retreat that’s sure to recharge and inspire. Lovely hosts!
Top guest favorite

Home in Greenwood Lake
5 out of 5 average rating, 119 reviewsEscape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC
TatyanaRating, 5 stars1 month ago
We had a staycation here and it was absolutely lovely. We enjoyed the space, especially the view. The hot tub was great in the chilly nights, played in the game room a bit, cooked in the kitchen and enjoyed some meals in the dining room. Easy to find, but felt very private. Thank you for sharing the lovely place.
Guest favorite

Cabin in Shandaken
4.99 out of 5 average rating, 104 reviewsA Place Called Home in The Catskill
KateRating, 5 stars1 month ago
We just finished a two month rental of John’s wonderful home. Our family of 5 used the home primarily on the weekends when we were enjoying ski season at Belleayre Mountain. I can’t say enough great things about this home. Our family felt totally at home - every aspect was perfectly maintained and the home maximized comfort. Our favorite part of the home was the great room where we would watch movies on the huge family sofa in front of a crackling fire. It was the perfect way to end a day of skiing. Our kids loved the downstairs family room with the foosball table and there were lots of games to play and keep everyone busy and entertained. And the kitchen is huge and very well stocked with all the appliances you will ever need. So it was a fantastic 2 months and we look forward to renting this property again!
Top guest favorite

Condo in Vernon Township
4.92 out of 5 average rating, 356 reviewsAppalachian TOP 4TH FLOOR Studio+ w/amazing views!
CarlosRating, 5 stars1 week ago
The place was exactly as described spacious , luxurious and just felt better than home. The views and space given for this unit is exactly needed. The pullout was very comfortable as well. I have 0 complaints I will be back again. The room the amenities was worth every second of my life. Thank you. !
Guest favorite

Home in Woodstock
4.95 out of 5 average rating, 136 reviewsWoodstock Secluded Close to Town
JamienRating, 5 stars3 days ago
They were very friendly with very well laid out labels and instructions. Beautiful view with a very private location. so nice to have a hot tub next to the private woods.
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- Yale University
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Woodmont Beach
- Thunder Ridge Ski Area
- Rye Town Beach
- Marvin Beach
- Taconic State Park
- Oakland Beach
- Lloyd Beach
- Weed Beach
- Seaside Beach
- Walnut Public Beach
- South Pine Creek Beach
- Brotherhood, America's Oldest Winery
- Sunken Meadow State Park
- Stehli Beach
- Campgaw Mountain Ski Area
- Quaker Ridge Golf Club
- Tamarack Country Club
- Cummings Park Beach
- West Beach
- Rowayton Community Beach
- Harbor View Beach
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