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Pawling, NY Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
New York (NY)
Pawling, NY Holiday Rentals, Apartments and Villas
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Pawling
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Internet or Wifi (44)
Air Conditioning (40)
Washer/Dryer (39)
Other outdoor space (31)
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Suitability
Kid friendly (42)
Pet friendly (13)
Smoking allowed (4)
Elder access (1)
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Holiday Rental House (43)
Condominium/Apartment (3)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (5)
Boat Available (4)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Whaley Lake
Pawling Appalachian Trail
John Kane House
Pawling Nature Reserve
West Mountain State Forest
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46 rentals
in Pawling.
House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
50
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Cozy lake house retreat!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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As seen on
Serene, Peaceful Get-Away (Log Cabin by the Lake)
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Stunning Pawling Retreat w/ Ponds & Waterfall
2
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 12
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The following properties within 32 kms of Pawling match all your filters:
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
28
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock
131
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Candlewood Lake! Private Pool! Bring your boat!
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 10
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COME EXPERIENCE THE MOST MAGNIFICENT COUNTRY LIFE ONE COULD EVER HAVE
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Adorable 3BR-cape near skiing and sledding
3
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Beautiful Lake View House Overlooking Peaceful Whaley Lake
10
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Sleeps
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Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 7
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Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
73
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Relaxing summer getaway with sunset views near lake
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Rustic Country Beach Cottage Candlewood Lake-Seasonal Rental
3
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 2
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Sleeps
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Sunny upstate cabin on 2 acres! Enjoy hikes, restaurants, golf, farms, museums
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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As seen on
Country House
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Near Lake Waramaug & Candlewood Lakes
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
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Sleeps
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Beautiful lake view home on Whaley Lake in Holmes, NY.
10
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Hopewell Haven w/ heated pool and hot tub
8
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
12
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming Guesthouse in scenic CT town. Bikes, kayaks, firepit, beach pass.
1
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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As seen on
Cozy Lakeside Home w/Private Beach
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Candlewood Cabin - with Private Waterfront
7
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Perfection in Litchfield County
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!
5
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Cheerful home with amazing lake view
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Sunrise Bungalow - Lake and Mountains View
8
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Beautiful Lakefront Retreat with Private Dock
4
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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The Beekman Salt Box -- Historic Hudson Valley Home
11
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Upscale House w/ AC + Private Bathroom
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
14
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
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As seen on
Endless Views - 1.5 Hrs from NYC - Please DM Inquire
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Beautiful Horse Farm
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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Lakefront Escape with Gorgeous Views a Short Trip from New York City!
59
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
7
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
4
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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Private home next to Candlewood lake and Candlelight farms inn
2
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Countryside Farmhouse to enjoy peace, relaxation & privacy
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
2
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Nature lover's cabin on over 60 acres.
3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Beautiful and private modernist 3 bedroom home with gunite pool on 6 acres.
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Modern House w/ AC + Private Bathroom
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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All-season Lakefront with Hot tub, Sauna, Firepits
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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1
Showing results 1-46 of 46
Frequently Asked Questions about Pawling
Do any holiday rentals in Pawling have a pool?
Yes, here are some popular holiday rentals in Pawling that have a pool:
House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
Serene, Peaceful Get-Away (Log Cabin by the Lake)
Cozy lake house retreat!
See all holiday rentals with a pool in Pawling on Tripadvisor
Do any holiday rentals in Pawling have internet access?
Yes, here are some popular holiday rentals in Pawling that have internet access:
House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
Serene, Peaceful Get-Away (Log Cabin by the Lake)
Cozy lake house retreat!
See all holiday rentals in Pawling on Tripadvisor
What are the best pet friendly rentals in Pawling?
The best pet friendly rentals in Pawling are:
House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
Serene, Peaceful Get-Away (Log Cabin by the Lake)
Cozy lake house retreat!
See all pet friendly holiday rentals in Pawling on Tripadvisor
What are some great rentals in Pawling that are kid friendly?
Some of the most popular kid friendly rentals in Pawling are:
House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres
Serene, Peaceful Get-Away (Log Cabin by the Lake)
Cozy lake house retreat!
See all kid friendly holiday rentals in Pawling on Tripadvisor
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