A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."

Pawling Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pawling vacation rentals

Internet, bed sheets

Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
The price is AED 367
AED 677 total
includes taxes & fees
19 Jul - 20 Jul
Welcome to Sweet Abby Rose!
Interior

Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
The price is AED 909
AED 1,810 total
includes taxes & fees
19 Jul - 20 Jul
Architect-Designed Dome on Private 7-Acre Retreat
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 744
AED 1,459 total
includes taxes & fees
22 Jul - 23 Jul
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is AED 474
AED 733 total
includes taxes & fees
19 Jul - 20 Jul
Cabin in the heart of the Hudson Valley, Cabin 4
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is AED 294
AED 491 total
includes taxes & fees
20 Jul - 21 Jul
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
1 bedroom, WiFi (free)

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (19 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is AED 367
AED 415 total
includes taxes & fees
17 Aug - 18 Aug
2 Queen Beds | Non-Smoking, Kitchen
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (34 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is AED 347
AED 473 total
includes taxes & fees
8 Aug - 9 Aug
Cozy One Bedroom Apartment Centrally Located in Southbury
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is AED 404
AED 756 total
includes taxes & fees
20 Jul - 21 Jul
Hoppy Hill Farm House
Paper towels

Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is AED 1,002
AED 2,105 total
includes taxes & fees
29 Jul - 30 Jul
Amazing 3-bedroom house with AC in adorable Highland
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (35 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is AED 621
AED 1,037 total
includes taxes & fees
28 Jul - 29 Jul
Cabin in the Heart of the Hudson Valley, Cabin 1
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (19 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is AED 609
AED 781 total
includes taxes & fees
22 Jul - 23 Jul
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is AED 893
AED 1,198 total
includes taxes & fees
18 Jul - 19 Jul
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is AED 551
AED 1,011 total
includes taxes & fees
23 Jul - 24 Jul
The Tipsy Gypsy - Studio Apartment
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is AED 386
AED 727 total
includes taxes & fees
19 Jul - 20 Jul
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (71 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AED 643
AED 1,241 total
includes taxes & fees
20 Jul - 21 Jul
Cozy country efficiency in the Hudson Valley
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 860
AED 2,129 total
includes taxes & fees
22 Jul - 23 Jul
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 330
AED 381 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (70 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is AED 936
AED 1,235 total
includes taxes & fees
20 Jul - 21 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is AED 633
AED 819 total
includes taxes & fees
19 Jul - 20 Jul
Hudson Valley Farm Getaway- West/Llama Lover Lane
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is AED 1,111
AED 1,677 total
includes taxes & fees
30 Jul - 31 Jul
Rustic Cabin in Fishkill!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pawling Hotel Reviews

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

8/10 Good
"Great location, rooms, staff, etc... Only issue is bedding (quality of mattress and pillows)."
Henri 2-night trip
Posted 1 hour ago
Hotel Zero Degrees Danbury

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Frequently asked questions

Are there vacation rentals in Pawling?

Yes, we offer vacation rentals near well known points of interest in Pawling, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Pawling?

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!: This vacation home rental near Pawling is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Pawling?

Cultural attractions include John Kane House, whereas Edward R Murrow Park is a spot to enjoy nature. Other places in town to visit include Daryl's House Club and Akin Free Library.

What are vacation rentals like in Pawling?

Vacation rentals are private accommodations you can stay in for several days or more in Pawling. Vacation rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.