Title: Pawling Vacation Rentals from $125: Search Short-Term Rentals | Expedia.com

[Pawling Travel Guide](https://expedia.com/Pawling.dx6278767)[Hotels in Pawling](https://expedia.com/Pawling-Hotels.d6278767.Travel-Guide-Hotels)[Flights to Pawling](https://expedia.com/Cheap-Flights-To-Pawling.d6278767.Travel-Guide-Flights)[Car Rentals in Pawling](https://expedia.com/Car-Rentals-In-Pawling.d6278767.Car-Rental-Guide)[Pawling Vacation Packages](https://expedia.com/Pawling.d6278767.Destination-Travel-Guides)

![Appalachian Trail](https://images.trvl-media.com/place/6278767/77ffe529-3d3e-49fe-8ae7-6cb44a357bf5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6278767/77ffe529-3d3e-49fe-8ae7-6cb44a357bf5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pawling vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/7ce45210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h680x0y3-a5c935c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/22854ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h677x0y3-55eed7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

9.8/10

Exceptional

(14 reviews)

"We had a great stay, everything you need is provided. Would recommend to anyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill W.

$237 nightly

$280 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/b1664c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/bb77bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/85846b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/f7fbdc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Millbrook

[](https://www.expedia.com/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Tanya goes above and beyond for her guests. Thanks so much for the stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsay S.

$436 nightly

$493 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h681x0y2-21ff539b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h680x0y3-8188dd85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/c421cfb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h681x0y0-cfce0679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

10/10

Exceptional

(32 reviews)

"Great overnight spot, especially with a dog."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ed C.

$237 nightly

$280 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/fe9d9847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/e40d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/c22e2a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/15697af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in New Preston

[](https://www.expedia.com/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

$449 nightly

$517 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Carmel Hamlet

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

$328 nightly

$355 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Carmel Hamlet

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emmett

$256 nightly

$277 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/a27e5755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/5e31b747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/41dec043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Newburgh

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

9.8/10

Exceptional

(68 reviews)

"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lou F.

$266 nightly

$314 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/a522239b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/98254145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/8e00476e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/579bd352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Charming-Cabin-In-Fishkill.h112614966.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julia T.

$393 nightly

$448 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Charming-Cabin-In-Fishkill.h112614966.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/8d5d22b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/6098a9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/6e2aacca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/096e4191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in New Fairfield

[](https://www.expedia.com/New-Fairfield-Hotels-Farmhouse-Apartment-On-Beautiful-Grounds-2-Mi-To-Candlewood-Lake.h78462782.Hotel-Information)

10/10

Exceptional

(35 reviews)

"Stunning property!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha

$422 nightly

$478 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/New-Fairfield-Hotels-Farmhouse-Apartment-On-Beautiful-Grounds-2-Mi-To-Candlewood-Lake.h78462782.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/ac8db294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/e6d64eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/0014b4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kent

[](https://www.expedia.com/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

10/10

Exceptional

(11 reviews)

"We had a great stay, very cute town and close to our destination "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle F.

$197 nightly

$223 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/fb67eeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c873cf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Southbury

[](https://www.expedia.com/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

10/10

Exceptional

(23 reviews)

"Perfect sized apartment for a short stay - very convenient to my destination"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

S

$111 nightly

$125 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/bf2402ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/f4377701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Carmel Hamlet

[](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

10/10

Exceptional

(19 reviews)

"Lovely house with all the amenities. We had a wonderful time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Diana P.

$902 nightly

$978 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/dd15c573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/dec095c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/003312bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/325abde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

$649 nightly

$741 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/46f74edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/239d3285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/b6c9432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/w1436h1440x0y0-175a22f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Fairfield

[](https://www.expedia.com/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"Great spot "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mike P.

$629 nightly

$712 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/13d8fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/7dc21331_edited_faa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/0f1e7af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/99922af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Putnam Valley

[](https://www.expedia.com/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

9.8/10

Exceptional

(23 reviews)

"Great, clean house, nice accommodating host. Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather T.

$442 nightly

$487 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/0da715d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/377f36e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/7d1ae479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/ee5fa657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Doria W.

$617 nightly

$705 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/bbe9c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/5c889ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/423bc166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/78c5ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Southbury

[](https://www.expedia.com/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

$190 nightly

$216 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/05c87dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/4390f269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67ba7f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67aed9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Fairfield

[](https://www.expedia.com/New-Fairfield-Hotels-Private-Beautiful-Home-Family-Friendly-1-Min-Walk-To-Candlewood-Lake.h100167349.Hotel-Information)

10/10

Exceptional

(18 reviews)

"Great location and condition. Roome enough for everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher H.

$447 nightly

$506 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/New-Fairfield-Hotels-Private-Beautiful-Home-Family-Friendly-1-Min-Walk-To-Candlewood-Lake.h100167349.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Holmes

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Great house! We had a fantastic weekend!! Thank you so much "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela w.

$557 nightly

$631 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/d309f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/2ac6746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/a2ec50f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/184fcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Beacon

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

10/10

Exceptional

(48 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara B.

$217 nightly

$250 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&regionId=6278767&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VILLA)

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## Top Pawling Hotel Reviews

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/1ee75d40_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

8/10 Good

"Great stay, hotel was very well appointed and well priced. My only nitpick was the condition of the pull-out mattress which had several stains and food particles folded up in it. Not the end of the world, but a little more attention when preparing the room for the next guest couldn’t hurt."

[](https://expedia.com/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg)

### Best Western Danbury/Bethel

6/10 Okay

"I stayed for 10 days. The pros: decent breakfast, rate was good especially for the area, it’s clean. Cons: the staff. My biggest complaint though is the staff. One night the people were loud, I also happened to be stomach sick and the people were mocking me. I complained about it briefly that night but was heading out to my overnight shift for work. In the morning I was telling morning staff about it and making sure same people weren’t gonna be there this was the response I got- “well I had a bad night too my car got hit while it was parked” listen if you can’t do your job cause of your personal life then call in sick. It is a customer based industry in the hotel world. I later mentioned this to who I thought was the manager and I was simply told we will speak to the person. I saw that employee later and I can assure that he was not spoken to. I would hope of not for the rude neighbors at least but more their employee they would want to do something for me whether it be a half night off, I mean anything really. Staff only seem to want to do minimal work. I had already been there 5 days at that point. Overall it’s 50/50 I’d go back."

[](https://expedia.com/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Very clean facility, modern rooms, and comfortable. Breakfast was good. "

[](https://expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e_y.jpg)

### Ethan Allen Hotel

8/10 Good

"Great location. Tv was an issue. Very, very hard to ge iton.No business center working. No internet. Had to go to McD parking lot for net. Otherwise, hotel was good."

[](https://expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

![Best Western Fishkill Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12500/12443/847efacf_y.jpg)

### Best Western Fishkill Inn & Suites

10/10 Excellent

"The room was prepared and in very good condition The amenities were really nice and a comfortable bed "

[](https://expedia.com/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information)

![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44_y.jpg)

### Hampton Inn Danbury

10/10 Excellent

"It was perfect!"

[](https://expedia.com/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

2/10 Terrible

"Staff very rude "

[](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"Staff was very nice . Gave us water bottles , and i loved that they didn’t come knocking on the door as soon as it was checkout time"

[](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Spark by Hilton Fishkill](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f_y.jpg)

### Spark by Hilton Fishkill

10/10 Excellent

"Everything was great"

[](https://expedia.com/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

## 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 $125 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.

## Explore a world of travel with Expedia

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Pawling ](https://expedia.com/Pawling-Private-Vacation-Homes.d6278767-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Pawling ](https://expedia.com/Pawling-Cottages.d6278767-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Pawling ](https://expedia.com/Pawling-Apartments.d6278767-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Pawling ](https://expedia.com/Pawling-Cabins.d6278767-aaCabins.Travel-Guide-Accommodation)
- [Motels in Pawling ](https://expedia.com/Pawling-Motels.d6278767-aaMotels.Travel-Guide-Accommodation)
- [B&B in Pawling ](https://expedia.com/Pawling-Bed-And-Breakfast.d6278767-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Pawling ](https://expedia.com/Pawling-Agritourism.d6278767-aaAgritourism.Travel-Guide-Accommodation)
- [Villas in Pawling ](https://expedia.com/Pawling-Villas.d6278767-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Pawling ](https://expedia.com/Pawling-Lodges.d6278767-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Pawling ](https://expedia.com/Pawling-RV-Parks.d6278767-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Pawling ](https://expedia.com/Pawling-Inns.d6278767-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Pawling ](https://expedia.com/Pawling-Guest-Houses.d6278767-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Pawling ](https://expedia.com/Pawling-Condos.d6278767-aaCondos.Travel-Guide-Accommodation)
- [Hostels in Pawling ](https://expedia.com/Pawling-Hostels.d6278767-aaHostels.Travel-Guide-Accommodation)
- [Resorts in Pawling ](https://expedia.com/Pawling-Resorts.d6278767-aaResorts.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)
- [Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)

Flights

- [Flights to Albany](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to Niagara Falls](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to Syracuse](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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