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

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6278767&startDate=2026-06-26&endDate=2026-06-28&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

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.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)

### 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

Mar 8 - Mar 9

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.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)

![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)

### 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 8 - Mar 9

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)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90900000/90899500/90899463/4c32f4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90899500/90899463/w1024h680x0y3-a7b1dcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899500/90899463/w904h683x60y0-c79d6146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90900000/90899500/90899463/w1024h677x0y3-47c781b5.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.h90899463.Hotel-Information)

9.0/10

Wonderful

(26 reviews)

"We LOVE this place and have stayed here twice."

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

jennifer w.

$169 nightly

$200 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899463.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/c99e99e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/b1656412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/633e19d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/c6a9bdfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Bethlehem

[](https://www.expedia.com/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.Hotel-Information)

9.8/10

Exceptional

(40 reviews)

"Very comfortable property. The host had thought of everything!"

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

Jennifer Y.

$375 nightly

$425 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.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)

![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)

![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)

### 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.

$440 nightly

$485 total

Mar 9 - Mar 10

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)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/0e8cc807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/2fd7efa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/75e628d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/964436f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Poughkeepsie

[](https://www.expedia.com/Poughkeepsie-Hotels-King-Bed-Private-Parking-Strong-WiFi.h84229131.Hotel-Information)

$257 nightly

$302 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-King-Bed-Private-Parking-Strong-WiFi.h84229131.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/ef9b23f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/c86208ad.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/112000000/111190000/111183400/111183358/02671128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/b07ff9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

9.4/10

Exceptional

(61 reviews)

"Best place ever, various entertainment options from projector to tvs. "

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

Mahbub Ridhoo M.

$280 nightly

$323 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/e79fab41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/7722beb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/491c7e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/199e285b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in New Milford

[](https://www.expedia.com/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.Hotel-Information)

8.0/10

Very Good

(1 review)

"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...

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

Eric

$170 nightly

$193 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h680x0y3-d877abc7.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.

$236 nightly

$279 total

Mar 8 - Mar 9

Total with taxes and fees

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/1d63c478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/31ccdf44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/ffcdd459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/45b3632b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in New Milford

[](https://www.expedia.com/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."

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

yarelis t.

$170 nightly

$193 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.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)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.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)

![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)

### 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

$257 nightly

$279 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/a2ec50f4.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)

![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

(47 reviews)

"Great place!"

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

Sara B.

$210 nightly

$242 total

Mar 8 - Mar 9

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)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/bbe9c489.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)

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

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/c4f46f0f.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

$187 nightly

$212 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.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)

### Apartment in Newburgh

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

9.8/10

Exceptional

(67 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.

$269 nightly

$318 total

Mar 9 - Mar 10

Total with taxes and fees

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

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.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.

$199 nightly

$225 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3933ec39.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)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67ba7f30.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 9 - Mar 10

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)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/234b7c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/9ddee2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/715a58f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/3596c43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hyde Park

[](https://www.expedia.com/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-West.h108079665.Hotel-Information)

9.8/10

Exceptional

(6 reviews)

"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "

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

ADRIENNE

$210 nightly

$228 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-West.h108079665.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/161ac482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/0dcdc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/e2171280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hopewell Junction

[](https://www.expedia.com/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

9.0/10

Wonderful

(10 reviews)

"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "

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

Esther P.

$225 nightly

$255 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/w1345h895x5y5-913d61cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/25e5da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/30e41eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/e50899f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Dover Plains

[](https://www.expedia.com/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"The cabin was perfect. Had everything we needed and clear directions. "

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

Jocelyn L.

$170 nightly

$192 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.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)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.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)

### 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.

$529 nightly

$599 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.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=2026-03-21&endDate=2026-03-22&regionId=6278767&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VILLA)

Chalets

[](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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CHALET)

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## Top Pawling Hotel Reviews

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

### Best Western Danbury/Bethel

10/10 Excellent

"Nice staff and a clean please "

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

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

### Hampton Inn Danbury

2/10 Terrible

"Everything was well until. I witness the general manager speaking about and peeking out a window looking at my spouse and children. He spoken very disrespect and rudely about my spouse not knowing he and the children where my family. We were offered a free night and thought that was nice. I’m interested in a refund. He’s behavior was unacceptable, in a public lobby, heard by my daughter, myself and staff."

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

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Clean and staff very nice and helpful."

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Home2 Suites By Hilton Poughkeepsie](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg)

### Home2 Suites By Hilton Poughkeepsie

8/10 Good

"Clean room"

[](https://expedia.com/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information)

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

### Ethan Allen Hotel

10/10 Excellent

"Friendly, pet friendly, nice place. The lobby was a very nice place to sit and have coffee by the fireplace. The only negative was I didn't like that the buffet breakfast was $14.95 pp. It was nothing special. So I did not eat anything before driving long distance. "

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

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"Parking is easy and secure. Staff is amazing. Restaurant is right down stairs. Food is great! Kool hotel!"

[](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/875b6b8c_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"Easy walk to nearby restaurants."

[](https://expedia.com/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"Modern and clean. Coffee available 24 hours. Decent breakfast. "

[](https://expedia.com/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.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

"They’re were all great at Hyatt Poughkeepsie! My daughters love the indoor pool and gym. Very clean and inviting. Will always stay at Hyatt while visiting Poughkeepsie NY "

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

### Are there vacation rentals in Pawling?

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- [Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [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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