49+ Private Villas and Holiday Rentals in Pawling |
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Pawling Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Pawling

Discover more than 49 vacation rentals available in Pawling. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Pawling.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pawling, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Pawling. On average, places to stay near Pawling offer 1196.64 ft², with nightly prices averaging US $495.

With Casai, finding and comparing holiday rentals in Pawling is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Pawling

Type Count
Vacation Homes 32
Cottages 5
Holiday Apartments 1
Villas 1

Use these Quick Filters to Find a Holiday Rental in Pawling

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Pawling.

Weather in Pawling, NY

View the weather forecast for Pawling before booking your Pawling Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Pawling, NY

Casai offers a large selection of top attractions around Pawling . Research things to do on your vacation before you visit Pawling.


John Kane House
Marist College
Vassar College
Culinary Institute of America
Ridgefield Playhouse
Mohawk Mountain Ski Area
Dia Beacon
Danbury Fair Mall
Kent Falls State Park
SplashDown Beach
Thunder Ridge Ski Resort
Mid-Hudson Civic Center
Chance Theater
Franklin D. Roosevelt Presidential Library and Museum
Stormville Airport Antique Show & Flea Market
Candlewood Lake
Elephant's Trunk Flea Market
Lake Waramaug State Park
Millbrook Vineyards and Winery
Home of Franklin D. Roosevelt National Historic Site

Other Places to Stay in Pawling, NY


John Kane House 43 Properties

Frequently Asked Questions About Pawling?

What are the top holiday rentals in Pawling?

With numerous options available in Pawling, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pawling:

Which holiday homes in Pawling are best for families?

If you're searching for a family-friendly holiday home in Pawling, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pawling:

How many Casai.nz holiday rentals are available in Pawling?

As of 2025, Casai boasts over 49 properties listed in the Pawling area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pawling.


People Also Ask

There are 49 Pawling, NY Holiday Rentals

Recently Booked Holiday Rentals in Pawling