Pawling Vacation Rentals from $94: Search Short-Term Rentals

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Our top choices for Pawling vacation rentals

1. Hoppy Hill Farm House

Dover Plains

Chuck S.

$183 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Holmes

pamela w.

$518 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

Carmel Hamlet

Robert T.

$400 nightly

Sep 8 - Sep 9

Total with taxes and fees

4. Welcome to Sweet Abby Rose!

Brewster

Yasmin G.

$172 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Carmel Hamlet

$193 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

New Milford

$128 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Hopewell Junction

Peter W.

$177 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Dover Plains

JoAnna S.

$142 nightly

Sep 3 - Sep 4

Total with taxes and fees

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Top Pawling Hotel Reviews

Mirbeau Inn & Spa Beacon

10/10 Excellent

"Great stay overall, highly recommend!"

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

8/10 Good

"We stayed in room 212. Our shower had hair in the tub. There was no fan in the bathroom so the mirror was all steamed even with the door open. The sign needs to be changed that says ice and vending by the elevator, there are no vending machines. The elevator was broken when we arrived so everyone was taking the stairs which was fine with us we were only on the 2nd floor. Should be noted in hotels.com that there is a $50 hold fee for the room we were not aware of. Otherwise the the breakfast was good, it was buffet style and many choices to choose from. The only thing that was disappointing is I was going to have a pancake and the machine wasn't warmed up for use."

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Facilities were clean but worn down. Our room had a weird smell to it like stale smoke but it’s a no smoking property. Pictures online are much better than the rooms are in person. Inside our room had worn carpet and a broken chair. We could hear the people above us walking in their room all night. Thin walls. If you’re looking for a place to just sleep and go, this would be okay. Not a comfortable place if you want to hang out in your room for the evening. I’m surprised in hotel.com it’s rated and 8-very good. Definitely a solid 7-good rating. Staff was pleasant and breakfast was very good. Overall it was the room I’d rate lower than everything else."

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Hotel was clean and rooms are very comfortable. Staff was friendly and helpful. Only criticism was that room was not serviced until we called to have towels changed. Also, found it sort of odd that hotel automatically added on a daily parking fee."

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when taking a shower, large amounts of water gushed from the faucet and not out of the shower head (such a waste of water!). Even so, there was plenty of water coming out of the shower head itself. Also, the water never got hot from the sink - the best I could do was a luke warm to wash my face even after running the water for several mins. The breakfast buffet was a welcome meal in the morning. It was hot and well stocked with limited options that were tasty. They have two, single cup, coffee machines that grind a fresh cup every time and are avail for use all day. You may have to wait a min to brew a cup, but worth the extra time."

Find out more about Pawling

Everything you need to know about Pawling vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pawling vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pawling vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pawling vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pawling. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pawling in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pawling rentals

At Expedia, we put the best Pawling vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pawling rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pawling vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pawling. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Poughkeepsie

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near Pawling offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, 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.

Pawling Vacation Rentals

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Check prices for these dates

Our top choices for Pawling vacation rentals

1. Hoppy Hill Farm House

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

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

4. Welcome to Sweet Abby Rose!

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

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

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

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

9. 1 Queen Bed | Non-Smoking, Kitchen

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

11. 1 King Bed | Non-Smoking, Kitchen, Shower

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

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

14. Cozy One Bedroom Apartment Centrally Located in Southbury

15. Rustic Cabin in Fishkill!

16. Cabin in the heart of the Hudson Valley, Cabin 4

17. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

18. Glamping, family fun, pet friendly

19. Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

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

Find vacation rentals that suit your style

Top Pawling Hotel Reviews

Mirbeau Inn & Spa Beacon

Find out more about Pawling

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