Photo by Eugenio Ruiz

Peekskill Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 3 - Oct 5
In two months
Nov 14 - Nov 16
In three months
Dec 12 - Dec 14
In four months
Jan 9 - Jan 11

Vacation Rentals in Peekskill

Our top choices for Peekskill vacation rentals

Charming 3-bedroom house with AC, WiFi in Peekskill
Exterior

Charming 3-bedroom house with AC, WiFi in Peekskill

9.4 out of 10, Exceptional, (3)
"The property was very comfortable and overall awesome location for work trip! Grateful for the stay!"
Charming 3-bedroom house with AC, WiFi in Peekskill
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (32)
"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."
Global Luxury Suites White Plains
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
$272 nightly
The price is $308
Sep 24 - Sep 25
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

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

9.6 out of 10, Exceptional, (33)
"Great place for a quiet stay"
$292 nightly
The price is $330
Sep 21 - Sep 22
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Outdoor dining

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

9.8 out of 10, Exceptional, (7)
"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!"
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Smart TV

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

9.0 out of 10, Wonderful, (2)
"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. "
$282 nightly
The price is $323
Sep 28 - Sep 29
Total with taxes and fees
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
A luxurious stay.
Smart TV

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
$251 nightly
The price is $284
Sep 30 - Oct 1
Total with taxes and fees
A luxurious stay.
Large,Cozy,Bright Apartment, Business Themed.
Interior

Large,Cozy,Bright Apartment, Business Themed.

8.8 out of 10, Excellent, (15)
"Very cozy stay with responsive host"
$573 nightly
The price is $677
Sep 22 - Sep 23
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

10.0 out of 10, Exceptional, (22)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
$441 nightly
The price is $499
Sep 30 - Oct 1
Total with taxes and fees
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Outdoor dining

Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train

9.4 out of 10, Exceptional, (3)
"We only stayed a couple days, but the location is quaint and apartment newly refurnished. The owner was very helpful and great to work with. Highly recommend!"
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Rustic Cabin in Fishkill!
Exterior

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
$370 nightly
The price is $421
Sep 25 - Sep 26
Total with taxes and fees
Rustic Cabin in Fishkill!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (90)
"It was very nice "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Exterior

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Piermont Oasis
Property grounds

Piermont Oasis

10.0 out of 10, Exceptional, (3)
"Easy check in; quick access to NYC. "
$185 nightly
The price is $206
Sep 28 - Sep 29
Total with taxes and fees
Piermont Oasis
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Exterior

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Elegant Hideaway • Free Parking
1 bedroom, iron/ironing board, free WiFi, bed sheets

Elegant Hideaway • Free Parking

Elegant Hideaway • Free Parking
The Perfect Essential Getaway!
Interior

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
$1,127 nightly
The price is $1,275
Sep 21 - Sep 22
Total with taxes and fees
The Perfect Essential Getaway!
Hickory on Willow Lake
Children's area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
$539 nightly
The price is $614
Sep 22 - Sep 23
Total with taxes and fees
Hickory on Willow Lake
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (62)
"Very clean, exactly as listed, private and clearly sectioned off from the main house, exactly what you need out of a weekend rental! Would stay again."
$232 nightly
The price is $274
Oct 13 - Oct 14
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
Chestnut on Willow Lake
Dining tables

Chestnut on Willow Lake

9.4 out of 10, Exceptional, (3)
"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."
$511 nightly
The price is $582
Sep 22 - Sep 23
Total with taxes and fees
Chestnut on Willow Lake
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Peekskill Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"An amazing stay! I was in one of the third floor rooms in the King Mansion. The view from the outside deck was great!! I followed the recommendations from the front desk and ate onsite. The food and service were excellent. "
Debbie 1-night trip
Posted 9 hours ago
Tarrytown House Estate

Find out more about Peekskill

Find out more about Peekskill

Everything you need to know about Peekskill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Peekskill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Peekskill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Peekskill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Peekskill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Peekskill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $206 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Peekskill rentals

At Expedia, we put the best Peekskill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Peekskill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Peekskill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Peekskill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near 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 an electric kettle, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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 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.