Pawling Vacation Rentals from ￥14,608: Search Short-Term Rentals

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Our top choices for Pawling vacation rentals

A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

1. "Country outside the city " 3 bedrooms 2 full bathrooms

Holmes

pamela w.

￥84,869 total

includes taxes & fees

Sep 30 - Oct 1

A room with a bed, a couch, a desk with a computer, and various wall decorations.

2. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Carmel Hamlet

￥42,954 total

includes taxes & fees

Sep 29 - Sep 30

A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

3. Welcome to Sweet Abby Rose!

Brewster

Yasmin G.

￥28,977 total

includes taxes & fees

Sep 27 - Sep 28

A house surrounded by a dense forest with a hammock and a small shed.

4. Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Carmel Hamlet

Brian S.

￥61,704 total

includes taxes & fees

Sep 30 - Oct 1

A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

5. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

New Fairfield

Stephen L.

￥53,248 total

includes taxes & fees

Oct 18 - Oct 19

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

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

Carmel Hamlet

Robert T.

￥60,867 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

7. Cozy private room in a shared home with a Full-size bed and private bathroom.

New Milford

randall

￥25,031 total

includes taxes & fees

Oct 13 - Oct 14

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

8. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

Peter W.

￥42,523 total

includes taxes & fees

Sep 27 - Sep 28

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Top Pawling Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Great"

Comfort Inn & Suites Danbury-Bethel

8/10 Good

"Some Comfort Inns are divey. This one is renovated and updated. Good find for the price. Clean and comfortable. Doors are loud. Parking isn't great. If you're coming in late with your hands full, you're going to be walking from the end of the lot, and it's dark. Otherwise, I'd stay again."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Arrival 9/18 Friday evening reception girl was bordeline hostile/in bad mood, shoved the paper work towards us and spoke so fast we had to ask again. Not a friendly welcome. Spacy clean room. Bed was not ok, higher in center sagging towards sides. Peaceful area."

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"The rooms are smaller than many hotels, especially the bathroom. Overall the room was good. Good bed, quiet room. They cleaned room daily and well. Breakfast was very good. It was above my expectations in variety of foods. Good Job! Ample parking, friendly staff. Good location for visiting in Poughkeepsie area."

Microtel Inn & Suites by Wyndham Bethel/Danbury

8/10 Good

"The location was good. Checked in late in the evening. The staff were professional and helpful. Hotel was clean but there were odors in the stairwell. Staff started cleaning rooms very early in the morning. Appreciate their hard work but not if sleeping in as it was enough to awaken us. In town for business. Would stay here again."

Find out more about Pawling

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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, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental near Pawling offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Pawling?

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

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.

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Check prices for these dates

Our top choices for Pawling vacation rentals

1. "Country outside the city " 3 bedrooms 2 full bathrooms

2. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

3. Welcome to Sweet Abby Rose!

4. Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

5. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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

7. Cozy private room in a shared home with a Full-size bed and private bathroom.

8. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9. Mid Century Modern Studio w/ Full Kitchen - Newly Built

10. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

11. Cozy One Bedroom Apartment Centrally Located in Southbury

12. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

13. 1 King Bed | Non-Smoking, Kitchen, Shower

14. The Perch in the Purchase -- Cozy, unique, and private

15. Cabin in the heart of the Hudson Valley, Cabin 2

16. Rustic Cabin in Fishkill!

17. Cabin in the Heart of the Hudson Valley, Cabin 1

18. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

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

20. Cozy country efficiency in the Hudson Valley

Find vacation rentals that suit your style

Top Pawling Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Comfort Inn & Suites Danbury-Bethel

Mirbeau Inn & Spa Beacon

Quality Inn Hyde Park Poughkeepsie North

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Courtyard by Marriott Poughkeepsie

Microtel Inn & Suites by Wyndham Bethel/Danbury

Find out more about Pawling

Frequently asked questions

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