Title: Pawling Vacation Home Rentals from CA $364: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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# Pawling Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6278767&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Pawling Vacation Homes

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/33b86b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3e0d1b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

Holmes

9.6/10

Exceptional

(4)

"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 $346

CA $904 total

includes taxes & fees

Nov 10 - Nov 11

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

![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)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/6db641f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/8dd5c447.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/dd7ed082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Poughkeepsie

6.8/10

(5)

"It is in a dangerous neighborhood with unsafe conditions there was a street person sleeping on back porch there were bed bugs wings under beds the bed frame was unsafe the stairs are not legal with a handrail at 24" that neither reaches the top nor the bottom of the staircase, the main bathroom is not in the apartment and you have to go on stairs to get to it everyone in our group was in their 70s and we were unable to access the apartment. We have been unable to even get a dime back even tho...

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

Kimberly C.

CA $127

CA $448 total

includes taxes & fees

Dec 1 - Dec 2

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

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/a7dbb900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining tables](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/eda946f5.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)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/393a7982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Carmel Hamlet

9.8/10

Exceptional

(12)

"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 $235

CA $501 total

includes taxes & fees

Nov 13 - Nov 14

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

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/d19f879c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w906h683x59y0-6aa47975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w904h683x60y0-98de8b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/0c5ec25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cute Relaxing home

Southbury

8.8/10

Excellent

(6)

"Very nice , in general. Only problem was with downstairs TV, remote wouldn't work"

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

Nancy K.

CA $233

CA $442 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/cde347d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/e34b64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/8e1f1f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3089dd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

New Fairfield

10/10

Exceptional

(13)

"Was a great find. Updated, spacious and clean."

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

Paul B.

CA $302

CA $749 total

includes taxes & fees

Nov 12 - Nov 13

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

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/280bea60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/8c15249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/21fb1fff.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

Hopewell Junction

9.0/10

Wonderful

(10)

"We had a wonderful time staying at this charming and unique getaway! The accommodations were very comfortable. The property was beautiful and felt secluded without being isolated. The chapel itself is beautiful. The bathroom was overall nicer than we anticipated; just be mindful to put the camping shower out in the sun so the water warms up! Overall, highly recommend this experience. The hosts were also very responsive and kind."

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

Avery D.

CA $214

CA $364 total

includes taxes & fees

Nov 14 - Nov 15

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

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/75b18da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/f3de8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/1c692607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/9c93ce23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Poughkeepsie

10/10

Exceptional

(1)

"Great host"

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

Lindsey F.

CA $236

CA $815 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/745e6a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/1b77315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/b651961b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/36010145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Redding

10/10

Exceptional

(1)

"Beautiful house, very clean, spacious and a great host!!!"

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

Alejandro A.

CA $320

CA $826 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/w1170h755x0y0-416eda80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/665b3941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/2acfa54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83420000/83412500/83412482/cc85addb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family friendly Spacious 4 bedroom 3 bathroom getaway

Poughkeepsie

10/10

Exceptional

(4)

"Very easy checkin, great communication from owner. Bring your own travel soap shampoo etc. Store was right down the road for these things so not a big deal. Would rent again in a heartbeat."

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

Ann H.

CA $349

CA $612 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Poughkeepsie-Hotels-Family-Friendly-Spacious-4-Bedroom-3-Bathroom-Getaway.h83412482.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/d7ec344a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/f114158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/1719048e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b51bb581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun, Friends, and Family Lakefront Home w/Dock and Beach

Mahopac

10/10

Exceptional

(12)

"Super convenient location :)"

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

Sean M.

CA $476

CA $1,026 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/2a65b106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/91435553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/f41b18e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/2278add3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Vintage Home with Private Lake in Redding, CT.

Redding

10/10

Exceptional

(2)

"Property was beautiful in a very quiet and peaceful area. Our host Kadriia was so amazing and would respond so quickly to any questions we had and communicated clearly. My wife and our friends had a Halloween themed wedding party for our friends who couldn’t make it to the actual wedding and we couldn’t have had a better time. "

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

Connor K.

CA $508

CA $828 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Redding-Hotels-Spacious-5-Bedroom-House-In-Charming-Redding-With-The-Private-Lake.h120729940.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.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/fbb02298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Fishkill

9.6/10

Exceptional

(45)

"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"

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

Lisa B.

CA $365

CA $471 total

includes taxes & fees

Nov 30 - Dec 1

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

![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/9f0ce022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/852b7fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/70096d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/22655253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large,Cozy,Bright Apartment, Business Themed.

Newburgh

9.0/10

Wonderful

(15)

"Very cozy stay with responsive host"

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

Adhith P.

CA $609

CA $974 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/18bc41ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/866b4112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/fd92cdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/98cb5754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunkissed Escape Bright Sunroom + Hammock Fun

Poughkeepsie

CA $331

CA $527 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Poughkeepsie-Hotels-Sunkissed-Escape-Bright-Sunroom-Hammock-Fun.h120662144.Hotel-Information)

![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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/16dfe03d.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)

### Awesome Lake Home with tons of fun!

New Fairfield

9.6/10

Exceptional

(4)

"Great spot "

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

Mike P.

CA $635

CA $1,086 total

includes taxes & fees

Nov 11 - Nov 12

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

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0c5094d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/23b69e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/5351c67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0ce6becf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious New Luxurious holiday house in lovely Hudson Valley

Poughkeepsie

9.8/10

Exceptional

(21)

"Huge, spacious and beautiful house with large and comfortable rooms and each one with its own bathroom, essential for privacy in large groups, large kitchen to enjoy with family and friends, children and adults enjoyed the ping pong table and other amenities, also the grill, excellent location close to markets, restaurants and boutiques, what we could recommend is to make sure that the internet always works.We are pleased to stay here, Thank you !!!!"

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

RAFAEL U.

CA $539

CA $987 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Poughkeepsie-Hotels-Spacious-New-5-Bedroom-Holiday-House-In-Lovely-Hudson-Valley.h103302422.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117230000/117226700/117226668/147e5947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117230000/117226700/117226668/bb9fb507.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/118000000/117230000/117226700/117226668/7b09c7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117230000/117226700/117226668/19fbaaec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hudson Escape W/ Hot Tub + Bridge View

Highland

CA $462

CA $938 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Highland-Hotels-Stylish-Hudson-Escape-With-Hot-Tub-Bridge-View.h117226668.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/64ef1018.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/111000000/110240000/110235900/110235845/21e387b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/a179a1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110240000/110235900/110235845/58e2ced5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Dock & Pool - Candlewood Lake

New Milford

10/10

Exceptional

(4)

"We had a wonderful stay! The host was incredibly responsive and made everything easy from start to finish. The location was perfect for a wedding at Candlewood Lake Inn—just a short drive and super convenient. The house was comfortable, clean, and a great fit for our group of four adults and two kids. We had plenty of space to relax and enjoy the weekend. Highly recommend this spot for anyone visiting the area!"

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

Craig B.

[](https://www.expedia.ca/New-Milford-Hotels-The-Candlewood-Lake-Retreat-Private-Dock-Pool.h110235845.Hotel-Information)

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

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/f326c1ed.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)

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

### Chestnut on Willow Lake

Fishkill

9.4/10

Exceptional

(3)

"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"

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

Lara S.

CA $698

CA $990 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Fishkill-Hotels-Charming-3-Bedroom-Cottage-In-Wonderful-Fishkill.h112584776.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h783x0y2-92eb770e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h783x0y0-6faa5ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.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)

### Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Carmel Hamlet

10/10

Exceptional

(17)

"We had a great stay and had everything we needed!"

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

Maueen Q.

CA $704

CA $1,292 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.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=2025-11-20&endDate=2025-11-21&regionId=6278767&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPawling-Private-Vacation-Homes.d6278767-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPawling-Private-Vacation-Homes.d6278767-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Pawling Hotel Reviews

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

### Hotel Zero Degrees Danbury

10/10 Excellent

"The ambiance was nice and everything smelled VERY clean"

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

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

### Best Western Danbury/Bethel

10/10 Excellent

"Immaculately clean. Sturdy mattresses. Lovely linens. Effective heating. Delightful colors. A refreshing experience."

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

![Microtel Inn & Suites by Wyndham Bethel/Danbury](//images.trvl-media.com/lodging/1000000/580000/579300/579216/ef7dd368_y.jpg)

### Microtel Inn & Suites by Wyndham Bethel/Danbury

10/10 Excellent

"All of the above "

[](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information)

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

### Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"pleasant, quick check in, lovely room, excellent breakfast"

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

![La Quinta Inn & Suites by Wyndham Danbury](//images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg)

### La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Absolutely"

[](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information)

![Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection](//images.trvl-media.com/lodging/1000000/40000/35400/35389/d1cdaed7_y.jpg)

### Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

10/10 Excellent

"Very lovely hotel "

[](https://expedia.ca/Danbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

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

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Service and staff was A+++++"

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

![Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG](//images.trvl-media.com/lodging/1000000/700000/690800/690766/f70c64c6_y.jpg)

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

10/10 Excellent

"Excellent comfortable rooms and staff"

[](https://expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information)

![SureStay Plus Hotel by Best Western Highland Poughkeepsie](//images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg)

### SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Property Clean, parking area well lit, room was clean, staffing pleasant- great place for family, will return. "

[](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information)

## Find out more about Pawling

## Pawling Vacation Homes information

| Number of reviews | 164 |
| --- | --- |
| Accommodation | 303 Vacation Homes |
| Lowest Price | CA $364 |
| Highest Price | CA $1,292 |

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-   [Flights from Carmel](https://www.expedia.ca/lp/flights/553248634998943944/flights-from-carmel)
-   [Flights from Wingdale](https://www.expedia.ca/lp/flights/553248635975862760/flights-from-wingdale)
-   [Flights from Patterson](https://www.expedia.ca/lp/flights/6190610/flights-from-patterson)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Brewster Vacations](https://www.expedia.ca/Brewster.d183644.Destination-Travel-Guides)
-   [Visit Dover Plains](https://www.expedia.ca/Dover-Plains.dx183663)
-   [Visit Hopewell Junction](https://www.expedia.ca/Hopewell-Junction.dx55760)
-   [John Kane House](https://www.expedia.ca/John-Kane-House-Pawling.d6258690.Vacation-Attraction)
-   [Stormville Airport Antique Show & Flea Market](https://www.expedia.ca/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Vacation-Attraction)
-   [Visit Stormville](https://www.expedia.ca/Stormville.dx3000449638)

-   [Car rental Brewster](https://www.expedia.ca/Car-Rentals-In-Brewster.d183644.Car-Rental-Guide)
-   [Car rental Patterson](https://www.expedia.ca/Car-Rentals-In-Patterson.d6190610.Car-Rental-Guide)

-   [Brewster Vacation Rentals](https://www.expedia.ca/Brewster-Vacation-Rentals.d183644.Travel-Guide-VacationRentals)

-   [Things to do in Brewster](https://www.expedia.ca/Things-To-Do-In-Brewster.d183644.Travel-Guide-Activities)

-   [Book Vacation Homes in Pawling on Expedia.com](https://www.expedia.com/Pawling-Private-Vacation-Homes.d6278767-aaPrivateVacationHomes.Travel-Guide-Accommodation)