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Peekskill Vacation Rentals

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Tonight
Oct 17 - Oct 18
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Oct 18 - Oct 19
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Vacation Rentals in Peekskill

Interior
🤣🏡 "Welcome to our basement suite, where humor and professionalism coexist!
🤣🏡 "Welcome to our basement suite, where humor and professionalism coexist!
🤣🏡 "Welcome to our basement suite, where humor and professionalism coexist!
Reception
Global Luxury Suites White Plains
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."
Ramon
Global Luxury Suites White Plains
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.8 out of 10, Exceptional, (41)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
Lisa B.
The price is ￥38,917
￥50,314 total
includes taxes & fees
Nov 1 - Nov 2
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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. "
MIHYUN
The price is ￥28,249
￥46,237 total
includes taxes & fees
Oct 22 - Oct 23
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Piermont Oasis
Piermont Oasis
10.0 out of 10, Exceptional, (5)
"Carolyn was so amazing with her directions on how to park and check in. The apartment had everything as advertised. The ambiance was very private and peaceful. Walking distance to the town and pier. I would definitely stay again."
Anonymous traveler
The price is ￥18,031
￥30,961 total
includes taxes & fees
Oct 26 - Oct 27
Piermont Oasis
Smart TV, fireplace
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (42)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
Uros K.
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Outdoor dining
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
9.8 out of 10, Exceptional, (11)
"Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. "
Laura
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Dining tables
Chestnut on Willow Lake
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."
Doria W.
The price is ￥60,104
￥87,415 total
includes taxes & fees
Oct 20 - Oct 21
Chestnut on Willow Lake
Children's area
Hickory on Willow Lake
Hickory on Willow Lake
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"
Rachel C.
The price is ￥63,861
￥92,227 total
includes taxes & fees
Oct 20 - Oct 21
Hickory on Willow Lake
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (91)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
Hector L.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Property grounds
The Woodbury Cottage
The Woodbury Cottage
9.0 out of 10, Wonderful, (26)
"A cozy place to stay. "
Clarace
The Woodbury Cottage
Outdoor banquet area
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
8.8 out of 10, Excellent, (5)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
Matthew W.
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Smart TV
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
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. "
Annette D.
The price is ￥25,544
￥48,465 total
includes taxes & fees
Oct 26 - Oct 27
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
Zohar
The price is ￥16,228
￥39,266 total
includes taxes & fees
Oct 21 - Oct 22
Grant - A Tranquil One Bedroom Steps from River
Exterior
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
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."
Dr. Andrea W.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (2)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Interior
The Perfect Essential Getaway!
The Perfect Essential Getaway!
9.8 out of 10, Exceptional, (6)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
Alex G.
The price is ￥138,991
￥191,570 total
includes taxes & fees
Oct 19 - Oct 20
The Perfect Essential Getaway!
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
Adhith P.
The price is ￥60,855
￥102,414 total
includes taxes & fees
Oct 19 - Oct 20
Large,Cozy,Bright Apartment, Business Themed.
Exterior
Rustic Cabin in Fishkill!
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. "
Arron T.
The price is ￥34,259
￥54,253 total
includes taxes & fees
Nov 1 - Nov 2
Rustic Cabin in Fishkill!
Exterior
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
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

Hampton Inn Nanuet

Hampton Inn Nanuet

10/10 Excellent
"Great location close to everything but far enough away from everything!"
Tyler 1-night trip
Posted 2 days ago
Hampton Inn 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?

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 kitchenware, 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.