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Compare 17 Apartments in Pawling with updated reviews, rates, and availability.

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
2.0 star property
9.6 out of 10, Exceptional, (7)
"The apartment was great. The location was perfect for some local hiking. Parking was available in the back of the house. The owner lives on the first floor. To have a good check-in experience, make sure you visit his rental website to reply to check-in questions - replying to emails from that website will not reach him. The owner is not necessarily on the property during check-in hours and needs to know your planned arrival time. "
The price is NT$6,787
NT$7,881 total
includes taxes & fees
Nov 28 - Nov 29
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
East Fishkill Escape, Close to Red Wing Park!
3.0 star property
8.0 out of 10, Very Good, (1)
"House was very clean and owners seemed kind and thoughtful. They was a bottle of wine waiting for us at arrival. Beds and linens were very comfortable and shower had great water pressure. The view from the balcony is splendid with cozy outdoor furniture and an area for yoga or meditation. We just found the decor to be a little schizophrenic and overwhelming. This is a great place for two adults and a couple of kids to stay. If two couples are going, they would need to be very comfortable...
East Fishkill Escape, Close to Red Wing Park!
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (3)
"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. "
The price is NT$8,484
NT$9,852 total
includes taxes & fees
Dec 16 - Dec 17
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Connecticut Retreat: Steps to Historic Downtown!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and setup for short-term rentals with spare towels, sheets, etc (unlike many other places I've seen)."
Connecticut Retreat: Steps to Historic Downtown!
Pet-friendly Hopewell Junction Apt w/ Grill!
3.0 star property
4.0 out of 10, (1)
"In a lovely area, parks and green space, however the unit is tired and worn. The TV’s are old and don’t work. The place is tired, nothing updated in many years. Just know that. The bed was comfortable.. bottom line, nothing special."
Pet-friendly Hopewell Junction Apt w/ Grill!
Charming Beacon Apt w/ Fire Pit: Near Hiking!
3.0 star property
8.0 out of 10, Very Good, (1)
"The location of this property was interesting set in the woods along a creek far off of the beaten path. The property was clean and spacious but there was no heat available which could make it problematic for guests staying later in the year. "
Charming Beacon Apt w/ Fire Pit: Near Hiking!
Historic Poughkeepsie Apt - Walkable Location
3.0 star property
Historic Poughkeepsie Apt - Walkable Location
New Fairfield Vacation Rental w/ Lake Views!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing communication with the owner, was incredibly friendly and accommodating! Would ABSOLUTELY book this property again! Private yet easily accessible, well thought out layout/floor plan, and fantastically cozy!"
New Fairfield Vacation Rental w/ Lake Views!
Pet-friendly Apt in 1850's Victorian Mansion!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our wonderful stay in this charming apartment! We'll definitely be back! "
Pet-friendly Apt in 1850's Victorian Mansion!
Dog-friendly Fishkill Home < 10 Mi to Dia Beacon!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location convenient to Cold Spring (which lacks hotel space). Would definitely use again."
Dog-friendly Fishkill Home < 10 Mi to Dia Beacon!
Hopewell Junction Apartment w/ Community Pool
3.0 star property
Hopewell Junction Apartment w/ Community Pool
Centrally Located Apt in Victorian Mansion!
3.0 star property
Centrally Located Apt in Victorian Mansion!
Hopewell Junction Escape w/ Smart TV!
3.0 star property
Hopewell Junction Escape w/ Smart TV!
Beacon Apt w/ Patio + Grill; Walk to Main St!
3.0 star property
Beacon Apt w/ Patio + Grill; Walk to Main St!
Walkable Poughkeepsie Apartment w/ Shared Yard!
3.0 star property
Walkable Poughkeepsie Apartment w/ Shared Yard!
Pet-friendly Bethlehem Abode Near Memorial Park!
3.0 star property
Pet-friendly Bethlehem Abode Near Memorial Park!
2 Br Victorian Apt 2800 sq ft 2 Floors With Full Kitchen 2 Baths and Laundry
2.0 star property
2 Br Victorian Apt 2800 sq ft 2 Floors With Full Kitchen 2 Baths and Laundry
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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Frequently asked questions

What's it like to stay at an apartment in Pawling?
There are 8 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 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?
Enjoy the area’s cultural attractions such as John Kane House, or get outdoors into nature at a spot like Squantz Pond State Park. In the larger area, you’ll find Akin Free Library and Thunder Ridge Ski Resort.
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.