Photo by Marina Timo

Search Apartments in Pawling

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Apartments in Pawling

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Apartment, 1 Bedroom, Balcony, Garden View | Living area

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is AED 640
AED 749 total
includes taxes & fees
5 Oct - 6 Oct
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
New One Bedroom Apartment Centrally Located in Southbury
Exterior detail

New One Bedroom Apartment Centrally Located in Southbury

9.8 out of 10, Exceptional, (11)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is AED 331
AED 454 total
includes taxes & fees
6 Oct - 7 Oct
New One Bedroom Apartment Centrally Located in Southbury
Spacious Lakeside Hideaway
Property grounds

Spacious Lakeside Hideaway

10.0 out of 10, Exceptional, (2)
"Really comfortable, spacious and updated apartment with everything you’ll need! Across from a beautiful lake. Only complaint was you could hear footsteps if occupants on upper floor. Otherwise a great stay!"
Spacious Lakeside Hideaway
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (43)
"We had a lovely stay in Beacon. The studio was in a great location with easy access to restaurants. Everything was comfortable. Would definitely recommend this place!"
The price is AED 466
AED 964 total
includes taxes & fees
8 Oct - 9 Oct
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Exterior

Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

The price is AED 1,175
AED 1,803 total
includes taxes & fees
13 Oct - 14 Oct
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Interior

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

2.0 out of 10, (1)
The price is AED 470
AED 671 total
includes taxes & fees
3 Oct - 4 Oct
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (63)
"We enjoyed staying in this VRBO and all the amenities offered in the space! Super easy check-in and check-out process and Phyllis was always quick to respond to our messages."
The price is AED 496
AED 933 total
includes taxes & fees
12 Oct - 13 Oct
Cozy country efficiency in the Hudson Valley
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.6 out of 10, Exceptional, (4)
"We had a great stay, very cute town and close to our destination "
The price is AED 826
AED 1,057 total
includes taxes & fees
8 Oct - 9 Oct
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop

Lux APT Your home away from home.

10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
The price is AED 551
AED 1,043 total
includes taxes & fees
26 Oct - 27 Oct
Lux APT Your home away from home.
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (63)
"Excellent- great location, great value, clean, comfortable, owners are great people"
Litchfield Hills Hideaway
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
1 bedroom, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (31)
"This property paid attention to the details! There were clear instructions for everything including the wonderful steam shower and the washer/dryer and dishwasher. It was right in the heart of Beacon, and its location made it a great place to stay for day trips. Altogether, it was a great place to stay!"
The price is AED 459
AED 968 total
includes taxes & fees
27 Oct - 28 Oct
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Be our guest at The Nest!
Fridge, microwave, stovetop, coffee/tea maker

Be our guest at The Nest!

10.0 out of 10, Exceptional, (13)
"This place is super amazing couldnt ask for a better place to stay....the host were amazing people and highly recommend anyone to stay there...A PLUS rating in my book and we will stay there again in the future"
Be our guest at The Nest!
Near Historic Sites: Colorful Hyde Park Apartment!
Apartment (1 Bedroom) | Interior

Near Historic Sites: Colorful Hyde Park Apartment!

3.0 star property
Near Historic Sites: Colorful Hyde Park Apartment!
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
WiFi, bed sheets

Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal

10.0 out of 10, Exceptional, (1)
"Traveled for a wedding. Apartment was nice and Dana was very accommodating "
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
Charming 1-bedroom apartment in Carmel with WiFi, AC
1 bedroom, WiFi, bed sheets

Charming 1-bedroom apartment in Carmel with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
The price is AED 386
AED 885 total
includes taxes & fees
3 Oct - 4 Oct
Charming 1-bedroom apartment in Carmel with WiFi, AC
Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield
Living area

Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield

Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4
TV, fireplace

1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

10.0 out of 10, Exceptional, (2)
"Great access to the highways. Easy to navigate. "
The price is AED 711
AED 768 total
includes taxes & fees
5 Oct - 6 Oct
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4
Dog-friendly Fishkill Tiny House in Wine Country
Apartment (3 Bedrooms) | Interior

Dog-friendly Fishkill Tiny House in Wine Country

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great location convenient to Cold Spring (which lacks hotel space). Would definitely use again."
Dog-friendly Fishkill Tiny House in Wine Country
Charming 1-bedroom Studio apartment in Danbury with Terrace
Terrace/patio

Charming 1-bedroom Studio apartment in Danbury with Terrace

2.0 star property
The price is AED 1,154
AED 1,944 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom Studio apartment in Danbury with Terrace
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Dining

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

9.4 out of 10, Exceptional, (10)
"The views from the property match the pictures and in a great accessible location "
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pawling Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"This place has one of the best showers! The water pressure is almost like getting power washed. My husband loved it! Convient to Main St Poughkeepsie for dining options."
Allan 1-night trip
Posted 1 day ago
Holiday Inn Express Poughkeepsie by IHG

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?
Below is a top apartment in the area to consider: 1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4: Situated in Poughkeepsie, 19.1 mi/30.8 km from the heart of Pawling.
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, Akin Free Library and Pawling Free Library 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.