What are the top rated Cottage Rentals in Pawling?

There are a lot of options in Pawling. If you plan on staying in the Pawling area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Pawling: <a href="/property/quiet-lakefront-retreat-only-80-minutes-from-nyc-with-private-dock/HA-1217156179" class="class="static-page-link"">Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock</a> <a href="/property/peaceful-quiet-lakeside-home-with-hot-tub-pool-table-fire-pit/HA-3211860018" class="class="static-page-link"">Peaceful &amp; Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit</a> <a href="/property/beautiful-lake-view-home-on-whaley-lake-in-holmes-ny/HA-3211976701" class="class="static-page-link"">Beautiful lake view home on Whaley Lake in Holmes, NY.</a> <a href="/property/beautiful-lake-view-house-overlooking-peaceful-whaley-lake/HA-3211776318" class="class="static-page-link"">Beautiful Lake View House Overlooking Peaceful Whaley Lake</a> <a href="/property/gorgeous-lake-front-cabin-private-dock-90-minutes-from-nyc/HA-3214002969" class="class="static-page-link"">Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!</a> <a href="/property/charming-guesthouse-in-scenic-ct-town-bikes-kayaks-firepit-beach-pass/HA-3212472350" class="class="static-page-link"">Charming Guesthouse in scenic CT town. Bikes, kayaks, firepit, beach pass.</a> <a href="/property/perfection-in-litchfield-county/HA-3214067867" class="class="static-page-link"">Perfection in Litchfield County</a> <a href="/property/harlem-valley-hideout-artsy-pool-tennis/HA-3214376492" class="class="static-page-link"">Harlem Valley Hideout: Artsy ~ Pool ~ Tennis</a> <a href="/property/woodstove-firepit-lakeviews-and-access-to-lake-hiking-trails-large-terrace/HA-3213251484" class="class="static-page-link"">Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!</a> <a href="/property/country-outside-the-city-n3-bedrooms-2-full-bathrooms/HA-3214219260" class="class="static-page-link"">&#34;Country outside the city &#34; n3 bedrooms 2 full bathrooms</a>

How much does it cost to rent a cottage in Pawling?

The average cost for a cottage rental in Pawling is $408 per night. Corollavacationrentals has a wide list of great cottages near Pawling that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Pawling that allow pets?

Yes, here are the top cottage rentals in Pawling that allow you to bring your pet: Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC Serene Holmes Cottage Near Lakes and Trails! Serene Holmes Cottage Near Lakes & Trails! Magnificent Lake View Perfection in Litchfield County Tentrr Signature Site - Maybrook Farm - The Ridge Station Inn Pawling "Country outside the city " n3 bedrooms 2 full bathrooms <a href="/all/usa/new-york/pawling" class="class="static-page-link"">See all pet-friendly vacation rentals in Pawling on Corollavacationrentals</a>

Do you have any rental cottages in Pawling that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Pawling to find one that works for you.

Are there quality cottages in Pawling that have indoor swimming pools?

As of 2025, the data from Corollavacationrentals shows that there are Over 6 private swimming pools or cottages with indoor pools in the Pawling area along with other great amenities.

Pawling Cottage Rentals By Owner

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

From US $526

10.0 (9 Reviews)

Cottage

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

Air Conditioner
Parking
TV

Pawling Cottage Rentals & Holiday Homes

Find the best cottages in Pawling - We found 6 exact matches

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