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Peekskill Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Peekskill

Reception
Global Luxury Suites White Plains

Apartment in White Plains

3.5 star property
6.8 out of 10, (33)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
United States
Ramon
Global Luxury Suites White Plains
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (49)
"Nice place"
United States
mary B.
The price is ￥42,661
￥54,401 total
includes taxes & fees
Dec 11 - Dec 12
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior
Large,Cozy,Bright Apartment, Business Themed.

Vacation Home in Newburgh

9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ￥55,847
￥74,399 total
includes taxes & fees
Dec 11 - Dec 12
Large,Cozy,Bright Apartment, Business Themed.
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is ￥29,164
￥47,558 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Smart TV
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Apartment in Scarsdale

9.2 out of 10, Wonderful, (5)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
United States
Annette D.
The price is ￥26,372
￥49,327 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥46,927
￥70,124 total
includes taxes & fees
Dec 11 - Dec 12
Rustic Cabin in Fishkill!
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Cottage in Croton-on-Hudson

9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Children's area
Hickory on Willow Lake

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is ￥59,802
￥85,765 total
includes taxes & fees
Dec 29 - Dec 30
Hickory on Willow Lake
1 bedroom, iron/ironing board, free WiFi, bed sheets
Elegant Hideaway • Free Parking

Apartment in White Plains

10.0 out of 10, Exceptional, (1)
"This location was tranquil and close to everything I expected for meals and entertainment. Easy to get to and felt warm and inviting. Fayeem was responsive and helpful towards my requests. I look forward to staying here again. Thank you!"
United States
Moses A.
Elegant Hideaway • Free Parking
Luxury House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Vacation Home in White Plains

4.0 star property
8.0 out of 10, Very Good, (1)
"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
Safiya
The price is ￥46,972
￥69,103 total
includes taxes & fees
Dec 8 - Dec 9
Luxury NY Home with Free Parking
Fridge, microwave, oven, stovetop
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Villa in Monroe

6.8 out of 10, (5)
"It was a great home with lots of space indoor and outside. "
United States
Yogita R.
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Apartment (1 Bedroom) | Interior
Explore & Work! Stylish Washington Heights Duplex

Apartment in Newburgh

3.0 star property
The price is ￥22,804
￥49,946 total
includes taxes & fees
Dec 8 - Dec 9
Explore & Work! Stylish Washington Heights Duplex
Dining tables
Chestnut on Willow Lake

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (4)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is ￥76,789
￥108,702 total
includes taxes & fees
Dec 11 - Dec 12
Chestnut on Willow Lake
Interior
Luxury 9BR Retreat w/Pool & Hot Tub

Villa in Chester

7.0 out of 10, Good, (2)
"Pool was not open or usable but we were not interested in doing that "
United States
John D.
Luxury 9BR Retreat w/Pool & Hot Tub
Interior
Contemporary Cozy Cottage

Vacation Home in Lake Peekskill

10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥34,949
￥65,201 total
includes taxes & fees
Dec 8 - Dec 9
Contemporary Cozy Cottage
Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Vacation Home in Greenwood Lake

10.0 out of 10, Exceptional, (29)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ￥25,862
￥72,484 total
includes taxes & fees
Dec 10 - Dec 11
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Dining
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Apartment in Beacon

9.6 out of 10, Exceptional, (11)
"The views from the property match the pictures and in a great accessible location "
United States
Isis J.
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley

Apartment in Newburgh

9.8 out of 10, Exceptional, (66)
"Such a cute place to stay"
United States
Melissa
The price is ￥27,148
￥50,760 total
includes taxes & fees
Dec 11 - Dec 12
Cozy country efficiency in the Hudson Valley
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (5)
The price is ￥13,980
￥50,924 total
includes taxes & fees
Dec 7 - Dec 8
House on the Babbling Brook- Quiet 2BR + King Bed!
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.
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Top Peekskill Hotel Reviews

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Clean room"
urice 2-night trip
Posted 15 hours ago
Sonesta Simply Suites Nanuet

Find out more about Peekskill

Search for holiday rentals in Peekskill on Expedia! You can easily find your home rentals, villas, holiday apartments in Peekskill using one of the methods below:

  • View our selection of featured holiday rentals in Peekskill
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Look no further and take a look at our great range of rental properties in Peekskill!

Frequently asked questions

Can I find a vacation rental in Peekskill?

Yes, there are vacation rentals in Peekskill close to Lincoln Depot Museum, or you can go with a more remote option if you're looking for extra privacy while you relax. Nature enthusiasts will enjoy the riverfront and mountain landscape in Peekskill. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation rentals that Peekskill has to offer?

Luxury NY Home with Free Parking: You might like this vacation home rental near Peekskill. It is in the city center and offers free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Peekskill?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Peekskill stay.

What’s there to see and do in Peekskill?

Enjoy the outdoors at Blue Mountain Reservation and Depew Park, or simply take in cultural attractions like Paramount Hudson Valley Theater and Hudson Valley Center for Contemporary Art. Other places in town to visit include Peekskill Museum and Dramatic Hall.

What’s a vacation rental in Peekskill like?

Vacation rentals are privately owned properties you can book for a long or short time in Peekskill. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.