Title: Peekskill Vacation Home Rentals from CA $358: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Come visit Peekskill, NY!  #Patterns](https://images.trvl-media.com/place/183704/2e9a2f3a-22ca-4eb9-b7f6-5f58cf1b3f7f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by louann ohora

![](https://images.trvl-media.com/place/183704/2e9a2f3a-22ca-4eb9-b7f6-5f58cf1b3f7f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183704&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 two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=183704&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Peekskill vacation homes

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/9832ea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

Highland Falls

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

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

Scott G.

CA $90

CA $433 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

Highland Falls

10/10

Exceptional

(3 reviews)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

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

Julio J.

CA $125

CA $548 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.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)

![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

(12 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 $231

CA $493 total

includes taxes & fees

Jan 14 - Jan 15

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

![Apartment](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/ce02298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/c81a0e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/8067e3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/24d963c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Lakefront Gem on a Gated Countryside Escape

[](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

Monroe

CA $128

CA $322 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/a1a37c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/df81ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/c754a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NY Home with Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

White Plains

8.0/10

Very good

(1 review)

"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "

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

Safiya

CA $251

CA $466 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.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/89000000/88190000/88181200/88181115/0dcdc2c3.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)

![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/00118852.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 $211

CA $358 total

includes taxes & fees

Jan 14 - Jan 15

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120310000/120307700/120307665/7bc69563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120307700/120307665/20ec2dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120310000/120307700/120307665/c8b5739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120310000/120307700/120307665/0674d46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marvelous 6-bedroom house with AC in Monroe

[](https://www.expedia.ca/Monroe-Hotels-Marvelous-6-Bedroom-House-With-AC-In-Monroe.h120307665.Hotel-Information)

Monroe

CA $3,469

CA $4,934 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Monroe-Hotels-Marvelous-6-Bedroom-House-With-AC-In-Monroe.h120307665.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6f93013a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ae162913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR West Point Retreat-3min to Back Gate+ King Bed

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

Highland Falls

7.6/10

Good

(5 reviews)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

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

Waylon J.

CA $173

CA $630 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/6a09d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/3207c5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/e5c54a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/f77cbaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 3BR Home with parking-Walk to WP Gate!

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

Highland Falls

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

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

Briana T.

CA $188

CA $396 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/8cbcd139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/ab2c7ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/0c2d8c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous 3bdrm Home w/parking!

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

Highland Falls

9.0/10

Wonderful

(4 reviews)

"Clean home, conveniently located to West Point. Very comfortable beds. "

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

Danielle B.

CA $188

CA $386 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.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/b07ff9fe.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/c86208ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Fishkill

9.4/10

Exceptional

(54 reviews)

"Quiet, clean and comfortable! Great stay!"

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

Joseph G.

CA $343

CA $442 total

includes taxes & fees

Jan 16 - Jan 17

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/120febc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/7c3fd8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/2f9d1a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/bb90272b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

[](https://www.expedia.ca/Cornwall-Hotels-Storm-King-At-Narnia-Welcome-To-A-Slice-Of-Paradise-In-The-Hudson-Valley.h122929001.Hotel-Information)

Cornwall

10/10

Exceptional

(2 reviews)

"We really enjoyed our short stay at the house - it was extremely clean, the beds were comfortable, and the whole house was warm and cozy. There were thoughtful little touches all around the house - from fluffy socks for us to extra blankets, motion-sensor nightlights, and a fully equipped kitchen. Everything is newly renovated and updated. Views of the surrounding mountains are beautiful and the location is quiet and peaceful. We would visit again! "

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

Anne R.

CA $300

CA $590 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Cornwall-Hotels-Storm-King-At-Narnia-Welcome-To-A-Slice-Of-Paradise-In-The-Hudson-Valley.h122929001.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/05363ddd.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)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b806fd76.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

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

Mahopac

10/10

Exceptional

(15 reviews)

"Super convenient location :)"

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

Sean M.

CA $468

CA $1,001 total

includes taxes & fees

Jan 18 - Jan 19

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/449fc3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/e5a3641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

Lake Peekskill

10/10

Exceptional

(31 reviews)

"Very clean comfortable quiet place"

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

Mauro C.

CA $312

CA $583 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 45 Wolden Rd Ossining NY 10562

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

CA $456

CA $1,195 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/7aab0afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/a0f6a3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/b732456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/34ea7109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Newburgh

9.0/10

Wonderful

(15 reviews)

"Very cozy stay with responsive host"

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

Adhith P.

CA $500

CA $666 total

includes taxes & fees

Jan 15 - Jan 16

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122970000/122963500/122963409/a7f39d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122970000/122963500/122963409/65551d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122970000/122963500/122963409/85a87f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122970000/122963500/122963409/64348083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

[](https://www.expedia.ca/Monroe-Hotels-Lakeview-Escape-Scenic-Deck-Wi-Fi-Fire-Pit.h122963409.Hotel-Information)

Monroe

7.0/10

Good

(2 reviews)

"Overall the house is lovely. It's evident that the owners are taking great care to make the house welcoming and a good environment for guests. The views are remarkable. Must love stairs."

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

Tallie C.

CA $178

CA $586 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Monroe-Hotels-Lakeview-Escape-Scenic-Deck-Wi-Fi-Fire-Pit.h122963409.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/eb403423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/2c6360ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/2c7bb45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/c37104c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information)

Greenwood Lake

9.8/10

Exceptional

(32 reviews)

"Beautiful property, the photos do it justice, but the location (and peace) of the property can't be seen in just pictures. The family agreed one of the best places we've gotten, wonderful way to spend a late summer week on the lake."

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

Devan S.

CA $250

CA $673 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77110000/77107200/77107101/9cc18da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77110000/77107200/77107101/8f54d887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/78000000/77110000/77107200/77107101/ce31bee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/78000000/77110000/77107200/77107101/06eb74e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Country Getaway

[](https://www.expedia.ca/Bedford-Hills-Hotels-Private-Country-Getaway.h77107101.Hotel-Information)

Bedford Hills

9.6/10

Exceptional

(4 reviews)

"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "

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

Karin R.

CA $694

CA $1,703 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Bedford-Hills-Hotels-Private-Country-Getaway.h77107101.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/d5221a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/w1046h643x77y48-ae238b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/f69448a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/w958h577x121y72-38eeb3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Home Near West Point, Shopping, Skiing and Legoland

[](https://www.expedia.ca/Newburgh-Hotels-Perfect-Weekend-Getaway.h69267488.Hotel-Information)

Monroe

10/10

Exceptional

(13 reviews)

"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "

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

Kimberly R.

CA $437

CA $824 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Newburgh-Hotels-Perfect-Weekend-Getaway.h69267488.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=2026-01-27&endDate=2026-01-28&regionId=183704&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=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Peekskill%2C+New+York%2C+United+States+of+America&regionId=183704&latLong=41.285135%2C-73.916808&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CHALET)

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## Top Peekskill Hotel Reviews

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Nice gateway outside NYC"

[](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg)

### Hampton Inn White Plains/Tarrytown

10/10 Excellent

"Clean room "

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information)

![Days Inn by Wyndham Elmsford / White Plains](https://images.trvl-media.com/lodging/2000000/1460000/1451600/1451596/b741de01_y.jpg)

### Days Inn by Wyndham Elmsford / White Plains

10/10 Excellent

"The room and staff and amenities"

[](https://expedia.ca/White-Plains-Hotels-Days-Inn-By-Wyndham-Elmsford-White-Plains.h1451596.Hotel-Information)

![Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11_y.jpg)

### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

10/10 Excellent

"Great place and was very nice "

[](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

![Hilton Garden Inn Westchester Dobbs Ferry, NY](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/96328247_y.jpg)

### Hilton Garden Inn Westchester Dobbs Ferry, NY

10/10 Excellent

"The room was very clean, nice staff, great service in general."

[](https://expedia.ca/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information)

![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg)

### West Gate Inn Nyack

10/10 Excellent

"El desayuno esquisito y fresco y la atención del personal me encantó los recomiendo "

[](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Everything "

[](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"very nice room. Staff very responsive."

[](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg)

### Armoni Inn & Suites

10/10 Excellent

"No more questions"

[](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information)

## Find out more about Peekskill

## Peekskill Vacation Homes information

| Number of reviews | 205                |
| ----------------- | ------------------ |
| Accommodation     | 219 Vacation Homes |
| Lowest Price      | CA $358            |
| Highest Price     | CA $4,934          |

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- [Flights to Bear Mountain ](https://www.expedia.ca/Cheap-Flights-To-Bear-Mountain.d183639.Travel-Guide-Flights)
- [Flights to Hudson River Valley ](https://www.expedia.ca/Cheap-Flights-To-Hudson-River-Valley.d3000419472.Travel-Guide-Flights)
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- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Bear Mountain State Park ](https://www.expedia.ca/Bear-Mountain-State-Park-New-York.d6127050.Vacation-Attraction)
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- [Hudson River Valley Vacations ](https://www.expedia.ca/Hudson-River-Valley.d3000419472.Destination-Travel-Guides)
- [Visit Lake Peekskill ](https://www.expedia.ca/Lake-Peekskill.dx553248635975849235)
- [Visit Putnam Valley ](https://www.expedia.ca/Putnam-Valley.dx3000449473)

- [Car rentals near Hudson River Valley ](https://www.expedia.ca/Car-Rentals-In-Hudson-River-Valley.d3000419472.Car-Rental-Guide)

- [Bear Mountain Vacation Rentals ](https://www.expedia.ca/Bear-Mountain-Vacation-Rentals.d183639.Travel-Guide-VacationRentals)

- [Things to do in Bear Mountain ](https://www.expedia.ca/Things-To-Do-In-Bear-Mountain.d183639.Travel-Guide-Activities)
- [Things to do in Tomkins Cove ](https://www.expedia.ca/Things-To-Do-In-Tomkins-Cove.d3000449714.Travel-Guide-Activities)

- [Book Vacation Homes in Peekskill on Expedia.com ](https://www.expedia.com/Peekskill-Private-Vacation-Homes.d183704-aaPrivateVacationHomes.Travel-Guide-Accommodation)