Title: Pawling Vacation Rentals from CA $165: Short-Term Rentals for 2026 | Expedia.ca

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![Appalachian Trail](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

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/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 three months

[May 1 - May 3](https://www.expedia.ca/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 four months

[May 29 - May 31](https://www.expedia.ca/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)

## 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)

![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)

![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)

### Cozy One Bedroom Apartment Centrally Located in Southbury

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

Southbury

10/10

Exceptional

(22 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

CA $120

CA $165 total

includes taxes & fees

Feb 11 - Feb 12

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

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/86b4cdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w482h683x271y0-974b294e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/91000000/90900000/90899300/90899226/w1024h681x0y2-16a3f759.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/91000000/90900000/90899300/90899226/w1024h680x0y3-fb94b93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in the heart of the Hudson Valley, Cabin 2

[](https://www.expedia.ca/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

Newburgh

9.4/10

Exceptional

(31 reviews)

"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."

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

Sara B.

CA $176

CA $275 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899226.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/ac221ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/9236bc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/d10065ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/5710350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-2-On-Main-Street-Luxury-Steam-Shower.h69544886.Hotel-Information)

Beacon

10/10

Exceptional

(33 reviews)

"Great time and great place to stay "

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

S S.

CA $159

CA $344 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-2-On-Main-Street-Luxury-Steam-Shower.h69544886.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/d5243acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e0fcea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/cd4adf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

Beacon

9.8/10

Exceptional

(43 reviews)

"Adorable place to stay in an adorable town! "

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

Mary L.

CA $150

CA $321 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.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)

![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)

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

### Cabin in the Heart of the Hudson Valley, Cabin 1

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

Newburgh

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.

CA $231

CA $386 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![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)

### Cozy & Serene Cabin with Fireplace, Ski Nearby!

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

Bethlehem

10/10

Exceptional

(39 reviews)

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

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

Jennifer Y.

CA $274

CA $582 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.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/106000000/105800000/105792700/105792603/199e285b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/9d162edb.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)

### Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

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

New Milford

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

CA $205

CA $263 total

includes taxes & fees

Feb 9 - Feb 10

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

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/1e37dbad.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)

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

### Hoppy Hill Farm House

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

Dover Plains

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.

CA $137

CA $263 total

includes taxes & fees

Mar 4 - Mar 5

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

![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)

![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)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

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

Carmel Hamlet

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

CA $185

CA $379 total

includes taxes & fees

Feb 11 - Feb 12

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

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.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)

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

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

Holmes

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.

CA $284

CA $806 total

includes taxes & fees

Feb 11 - Feb 12

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

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

![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)

### The Perch in the Purchase -- Cozy, unique, and private

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

Southbury

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

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

Chris

CA $173

CA $282 total

includes taxes & fees

Feb 11 - Feb 12

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

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.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)

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

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

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

Carmel Hamlet

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.

CA $253

CA $514 total

includes taxes & fees

Mar 5 - Mar 6

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

![Property grounds](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/f30c724d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/b6e6a3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/9e7838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/33643f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

[](https://www.expedia.ca/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-East.h108079662.Hotel-Information)

Hyde Park

8.0/10

Very good

(2 reviews)

"Great experience, Attentive and responsive host. Recommend"

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

Tony S.

CA $203

CA $267 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-East.h108079662.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)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/45b3632b.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)

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

### Creekside Retreat Tent

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

New Milford

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.

CA $205

CA $263 total

includes taxes & fees

Feb 9 - Feb 10

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

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-e004fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w905h683x60y0-a5e0542b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-aeb03ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w907h683x59y0-70818671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

Brewster

10/10

Exceptional

(7 reviews)

"I will definitely stay there when I come up north again. The accommodations were very comfortable and well supplied. As an added bonus with a wonderful cats that came around for loving"

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

Cindy S.

CA $212

CA $430 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.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)

![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/e2171280.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)

### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

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

Hopewell Junction

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.

CA $208

CA $356 total

includes taxes & fees

Feb 12 - Feb 13

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

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

![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/90232191.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)

### Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

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

Millbrook

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.

CA $438

CA $678 total

includes taxes & fees

Feb 8 - Feb 9

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

![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67aed9f2.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)

### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

[](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information)

New Fairfield

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.

CA $237

CA $655 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.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)

![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)

![Dining](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/ac8db294.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)

### Mid Century Modern Studio w/ Full Kitchen - Newly Built

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

Kent

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.

CA $240

CA $307 total

includes taxes & fees

Mar 2 - Mar 3

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

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/b8d7ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/9015258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/905a40e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/268b639b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Escape -Strong Wi-Fi -Prime Location

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information)

Poughkeepsie

6.8/10

(5 reviews)

"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."

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

Andrea C.

CA $106

CA $416 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.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.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&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.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pawling%2C+New+York%2C+United+States+of+America&regionId=6278767&latLong=41.562038%2C-73.602631&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

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## Top Pawling Hotel Reviews

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"The property is well kept up. The front desk staff was helpful and very friendly! This is the best hotel spot in Danbury! I will be returning!"

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

![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg)

### Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Room was cleaned and staff was friendly. "

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Best staff ever great location."

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

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

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

10/10 Excellent

"The staff is incredibly courteous and helpful. The room is immaculate. Every amenity and convenience is considered in making your stay a pleasure. "

[](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.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

"My stay was wonderful. Even though the TVs were down the stay was still pleasant. The staff was friendly and sympathetic to the inconvenience. The food from the lobby was excellent!! Best burger I’ve had by far! Breakfast was amazing as well! I’d definitely stay again"

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

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

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"Nice staff and beds!"

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

![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121_y.jpg)

### Hampton Inn Danbury

10/10 Excellent

"The staff was very efficient and friendly. The room was clean and comfortable. Breakfast was a bonus!"

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

![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350_y.jpg)

### Hilton Garden Inn Fishkill

10/10 Excellent

"Room was beautifully spotless. Enjoyed everything during my stay."

[](https://expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Room was clean and comfortable. Staff was so friendly. Would definitely stay here again "

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

## Find out more about Pawling

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pawling. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Pawling ](https://expedia.ca/Pawling-Private-Vacation-Homes.d6278767-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in Pawling ](https://expedia.ca/Pawling-Apartments.d6278767-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Pawling ](https://expedia.ca/Pawling-Cabins.d6278767-aaCabins.Travel-Guide-Accommodation)
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- [Lodges in Pawling ](https://expedia.ca/Pawling-Lodges.d6278767-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Pawling ](https://expedia.ca/Pawling-RV-Parks.d6278767-aaRVParks.Travel-Guide-Accommodation)
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- [Resorts in Pawling ](https://expedia.ca/Pawling-Resort-Hotels.d6278767-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

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