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Apartments in Pawling for Rent

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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Pawling apartments

Exterior
New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury
Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$110 nightly
The price is $124
Dec 29 - Dec 30
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Game room
Peaceful apartment on 3.5 acres w/ artist studio.

Peaceful apartment on 3.5 acres w/ artist studio.

Peaceful apartment on 3.5 acres w/ artist studio.
Brookfield
9.6 out of 10, Exceptional, (20)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
$171 nightly
The price is $194
Dec 26 - Dec 27
Total with taxes and fees
Peaceful apartment on 3.5 acres w/ artist studio.
Microwave, oven, stovetop, dishwasher
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
Southbury
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
$169 nightly
The price is $191
Dec 29 - Dec 30
Total with taxes and fees
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Fridge, microwave, oven, stovetop
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (46)
"Great location, so clean and comfortable. "
United States
Barbara
$216 nightly
The price is $249
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$256 nightly
The price is $277
Dec 26 - Dec 27
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
Hyde Park
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
$190 nightly
The price is $206
Dec 29 - Dec 30
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Lux APT Your home away from home.

Lux APT Your home away from home.
Beacon
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
$241 nightly
The price is $273
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lux APT Your home away from home.
Outdoor dining
Hoppy Hill Farm House

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
$172 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hoppy Hill Farm House
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
$202 nightly
The price is $233
Jan 6 - Jan 7, 2026
Total with taxes and fees
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Fridge, microwave, oven, stovetop
Mid Century Modern Studio w/ Full Kitchen - Newly Built

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, (10)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
$220 nightly
The price is $249
Dec 29 - Dec 30
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Property grounds
The Hideaway

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
$292 nightly
The price is $316
Dec 28 - Dec 29
Total with taxes and fees
The Hideaway
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (34)
"Stunning property!!"
United States
Samantha
$393 nightly
The price is $445
Dec 31 - Jan 1, 2026
Total with taxes and fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
Poughkeepsie
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
$232 nightly
The price is $272
Dec 28 - Dec 29
Total with taxes and fees
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (66)
"Such a cute place to stay"
United States
Melissa
$276 nightly
The price is $326
Dec 28 - Dec 29
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
$241 nightly
The price is $282
Jan 21 - Jan 22, 2026
Total with taxes and fees
King Bed Private Parking Fast Internet
Exterior
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
$434 nightly
The price is $491
Dec 24 - Dec 25
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Exterior
2Br Private Victorian Apartment in City location on half acre Sleeps 5

2Br Private Victorian Apartment in City location on half acre Sleeps 5

2Br Private Victorian Apartment in City location on half acre Sleeps 5
Poughkeepsie
8.8 out of 10, Excellent, (3)
"Very clean place with a lot of amenities. Safe area."
United States
JESSICA
$256 nightly
The price is $276
Dec 28 - Dec 29
Total with taxes and fees
2Br Private Victorian Apartment in City location on half acre Sleeps 5
1 bedroom, WiFi, bed sheets
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
$218 nightly
The price is $251
Jan 4 - Jan 5, 2026
Total with taxes and fees
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Dining
Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B
2.0 star property
Newburgh
$270 nightly
The price is $319
Dec 28 - Dec 29
Total with taxes and fees
Hudson Valley Top Getaway with a River View B
Fridge, microwave, oven, stovetop
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (49)
"Great room and location. A nice home base for exploring the area. "
United States
Bob G.
$216 nightly
The price is $249
Jan 8 - Jan 9, 2026
Total with taxes and fees
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

10/10 Excellent
"Superb room. Spacious and amenity rich. Excellent product for the price"
Lloyd 1-night trip
Posted 3 days ago
Homewood Suites by Hilton Poughkeepsie

Find out more about Pawling

Pawling Apartments information

Number of reviews
335
Accommodation
70 Apartments
Lowest Price
$124
Highest Price
$491

Frequently asked questions

What's it like to stay at an apartment in Pawling?
There are 5 hotels and other accommodations in Pawling. Though there aren't many apartments, we can help you find similar accommodations. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. Even filter by similar property types like condos, vacation homes, or cottages.
Why choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families who want the conveniences of home.
What's the top apartment for a stay in Pawling?
Listed below are some of the top apartments in the area: Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA: Located in Beacon, 20.1 mi/32.4 km from the heart of Pawling. Includes private patios. Access to onsite laundry facilities is available on site. New One Bedroom Apartment Centrally Located in Southbury: Located 21.1 mi/34 km away in Southbury. Private patios, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy country efficiency in the Hudson Valley: It's situated in Newburgh, 21 mi/33.8 km away. Includes free WiFi, private patios, and fireplaces. Charming 1-bedroom apartment in Carmel with WiFi, AC: 11.5 mi/18.4 km away in Carmel.
What will the weather be like in Pawling?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Pawling. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Pawling is 56 inches.
What should I see in Pawling?
Cultural attractions include John Kane House, whereas Edward R Murrow Park is a spot to enjoy nature. While here, Pawling Free Library and Pawling Village Hall are other places worth a visit.
What's the best way to get to and around Pawling?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Danbury, CT (DXR-Danbury Municipal), which is located 14.4 mi (23.2 km) away from the heart of the city. Otherwise, look for flights into Oxford, CT (OXC-Waterbury - Oxford), which is 24.7 mi (39.7 km) away. If you want to venture outside of the area, ride aboard one of the trains from Appalachian Trail.

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