Photo by Eugenio Ruiz

Peekskill Holiday Rentals

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Holiday Rentals in Peekskill

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (27)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is AU$402
includes taxes & fees
15 Jan - 16 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is AU$1,452
includes taxes & fees
25 Jan - 26 Jan
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

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

10.0 out of 10, Exceptional, (13)
"Beautiful modern home with great views over the pond and woods. Super comfortable and many amenities. I really appreciated how well stocked the kitchen was with pots and pans that you can actually cook with compared to most VRBO's. Only drawback is that the area isn't really walkable. Busy road with minimal shoulder and you can't get down to the pond. We drove to a number of great hikes in the area though. Bonus: the woods behind the house were home to a couple great horned owls calling to...
The price is AU$1,413
includes taxes & fees
15 Jan - 16 Jan
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.

Majestic RiverView Estate - Breathtaking Views

10.0 out of 10, Exceptional, (4)
"We booked a weekend away to celebrate family birthdays and were very happy to celebrate in such a special place. There was plenty of room for 11 of us (+ dog) and was a mix of modern touches and old world charm highlighting the legacy of the house. And the view of the Hudson was a highlight of our stay. Highly recommend!"
Majestic RiverView Estate - Breathtaking Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Stay in the heart of Greenwood Lake minutes away from the lake

10.0 out of 10, Exceptional, (24)
"My husband and i stayed for 2 days and we loved it! We walked everywhere. We bar hoped and walked back so its perfect place to stay if you plan on drinking. To top it of, the apartment is super cute and very clean. You wont be disappointed if you stay here."
Stay in the heart of Greenwood Lake minutes away from the lake

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (54)
"We were in town for the state high school soccer championships over the weekend and needed a pet friendly place to stay. This place was just right and had everything we needed. It was very cozy and very private. If we are ever in the area again, we would not hesitate to stay here. "
Cozy country efficiency in the Hudson Valley

ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail

9.6 out of 10, Exceptional, (24)
"Nice place to stay for anyone who wants to explore nyc surroundings parks and trails and nature!"
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

10.0 out of 10, Exceptional, (30)
"A great stay! The studio was immaculate and quiet. The hosts were communicative and helpful. The city was festive and lovely. A perfect winter retreat from NYC. Can’t wait to come back. "
The price is AU$380
includes taxes & fees
15 Jan - 16 Jan
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is AU$611
includes taxes & fees
16 Jan - 17 Jan
Contemporary Cozy Cottage

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (31)
"Hot tub was awesome. Near bear mountain, also relatively easy train access to NYC across bridges."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

10.0 out of 10, Exceptional, (54)
"We had a lovely stay."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (15)
"This property offers something for everyone young and old. We would still be there if the availability worked out. Great experience!"
Renovated 1850's Cottage on Storm King Mountain

3 bedroom country home off hiking trail

8.6 out of 10, Excellent, (8)
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is AU$667
includes taxes & fees
16 Jan - 17 Jan
3 bedroom country home off hiking trail

Perfect for families and large groups

9.6 out of 10, Exceptional, (11)
"Nice house with plenty of room and very clean."
Perfect for families and large groups

Historic Hideaway with Lake Access!

9.6 out of 10, Exceptional, (12)
"Overall, very nice historic home. Very clean, perfect location for our family holiday, wonderful mattresses on all beds, well stocked kitchen with all cooking necessities. Good communication with owners who promptly helped to rectify a few issues. Would recommend to anyone looking to stay in this area."
Historic Hideaway with Lake Access!

Family Friendly 2BR | Full Kitchen | Downtown White Plains

8.0 out of 10, Very good, (4)
"This worked out wonderful for us spacious and comfortable. Just a few things, the carpets had balls of lint/hair that the vacuums obviously can't pick up. The email to how and when go into the building was in spam and I had a difficult time retrieving it. I should have consulted the company earlier in the day about that. Also, please know that parking is not included so there's an additional $25 per day to park which really adds up the total price. Lastly, the bed are advertised as two queens...
Family Friendly 2BR | Full Kitchen | Downtown White Plains
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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Other types of properties in Peekskill you may be interested in

Inn on the Hudson

2.0 star property
6.8 out of 10, (1000)
"The walls are thin and the structure of the building isnt great. Next to a train station and they blow the horn pretty loudly but when you fall asleep you cant hear it. Breakfast is bagged. Pop tart,muffin and sugar waffle. Not bad. Id stay again. "
The price is AU$164
includes taxes & fees
19 Jan - 20 Jan
Inn on the Hudson

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (1000)
"I love this place and is going to be my new spot every time that visit the area "
The price is AU$218
includes taxes & fees
13 Feb - 14 Feb
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (148)
"Beautiful hotel, wonderful staff. Will definitely return."
The price is AU$641
includes taxes & fees
15 Jan - 16 Jan
The Abbey Inn & Spa
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.

Frequently asked questions

Can I find a holiday rental in Peekskill?

Yes, there are holiday rentals in Peekskill close to Lincoln Depot Museum, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Peekskill has to offer?

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!: This holiday home rental outside of Peekskill offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Peekskill?

With 3 Expedia holiday rentals, you're guaranteed 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 Charles Point Pier 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 Depew Park and Peekskill Museum.

What’s a holiday rental in Peekskill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Peekskill. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.