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Top Holiday Rentals in Peekskill

Charming 3-bedroom house with AC, WiFi in Peekskill

10.0 out of 10, Exceptional, (2)
"We had lovely time and felt very comfortable. Thank you!"
Charming 3-bedroom house with AC, WiFi in Peekskill

Peekskill Carriage House Downtown Studio

9.8 out of 10, Exceptional, (13)
"Lovely stay!"
Peekskill Carriage House Downtown Studio

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (111)
"Great place and host!"
The price is £228
includes taxes & fees
14 Jul - 15 Jul
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains

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

9.8 out of 10, Exceptional, (18)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is £249
includes taxes & fees
1 Jul - 2 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (3)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Romantic retreat with stunning views of Croton River Gorge, a birder haven

Lake Carmel Access: Waterfront Home w/ Deck!

Lake Carmel Access: Waterfront Home w/ Deck!

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (29)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Fabulous 3bdrm Home w/parking!

6.0 out of 10, (1)
"The proximity to Westpoint was great. Trashy neighborhood. Very loud construction early in the morning. The cooking supplies were limited and one of the handles on the pans fell off while we were there. It was okay, but probably wouldn't return."
The price is £323
includes taxes & fees
27 Jul - 28 Jul
Fabulous 3bdrm Home w/parking!

Beautiful Pound Ridge with a pool

Beautiful Pound Ridge with a pool

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

10.0 out of 10, Exceptional, (34)
"Really easy to walk to from the train. Comfortable bed and great accommodation!"
The price is £195
includes taxes & fees
27 Jul - 28 Jul
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Indoor Pool Paradise | 6BR + Huge Decks

Indoor Pool Paradise | 6BR + Huge Decks

Modern NY Home w/ Views By Hudson Valley Hiking!

9.8 out of 10, Exceptional, (24)
"Lovely home and great proximity to Taconic Parkway for all points north and south. Owner very accomodating"
Modern NY Home w/ Views By Hudson Valley Hiking!

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

10.0 out of 10, Exceptional, (81)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (23)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is £301
includes taxes & fees
27 Jun - 28 Jun
Contemporary Cozy Cottage

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

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is £648
includes taxes & fees
30 Jun - 1 Jul
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (16)
"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. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (58)
"My girlfriend and I spent a weekend here for Valentine's Day, and it was perfect for our needs. It's very easily accessible and easy to get to from downtown Newburgh/Beacon. Phyllis was very communicative throughout our stay and super understanding of the winter weather coming in the morning we left. Everything is as listed and we really enjoyed ourselves here for a winter retreat!"
The price is £194
includes taxes & fees
27 Jun - 28 Jun
Cozy country efficiency in the Hudson Valley

Charming Cabin in Fishkill!

The price is £315
includes taxes & fees
30 Jun - 1 Jul
Charming Cabin in Fishkill!

near MetroNorth Station 2 BR | Kitchen + W/D

9.2 out of 10, Wonderful, (5)
"The unit was spacious and comfortable. Nice amenities in the building although I was there for work and did not get to use them. "
near MetroNorth Station 2 BR | Kitchen + W/D
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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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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Peekskill offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Peekskill Museum. Other places in town to visit include Dramatic Hall and Lincoln Depot 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.