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Holiday Rentals in Peekskill

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Holiday Rentals in Peekskill

Property grounds
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (35)
"This sweet little apartment was perfect for my solo stay. Comfortable, quiet, and very easy to get to. Lovely view from the deck. It had a feeling of security and privacy. Vicky was quick with answering my emails."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, (16)
"We really enjoyed staying at this cottage, much better than 2 rooms in a hotel. Very quiet, fully equipped kitchen.Easy to prepare meals when we wished. We visit the Ridgefield area several times per year and will definitely consider staying here again."
Serenity Awaits at this Cozy Lakeside Bungalow
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (21)
"This is an attractive, well-laid out house with an extremely accommodating owner. The home is pretty small—great for two or three with very little play area inside for kids—but there are several great outside areas on the deck, around the pool and stream. In terms of accessibility, three steps up to the doorway, a step down to the master bedroom and a step up to the ensuite master bath."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
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Property grounds
Lakefront New York Abode w/ Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (3)
"Clean, spacious, and many activities in a nice quiet town. The house comfortably fit our 10 people."
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Smart TV, books
Brand new private Studio in the heart of Tarrytown
10.0 out of 10, Exceptional, (4)
"It's very obvious that a lot of thought and care has gone into the creation of this lovely studio apartment. My husband and I stayed for two weeks while our home in a nearby town was undergoing renovations. We were very comfortable here and made welcome by the hosts, who were very accommodating and responsive to our inquiries and needs, both preceding and during our stay. The kitchen is very well-equipped with all manner of amenities, and we very easily cooked almost all our meals in the...
The price is €305
per night
27 May - 28 May
Brand new private Studio in the heart of Tarrytown
Outdoor pool
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (17)
"House is very cute. The scenery in early spring was amazing. Very quiet neighborhood. Conveniently located. Very clean. Beds were very comfortable. Had everything we needed."
The price is €279
per night
28 May - 29 May
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
3 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (1)
"We went to the area to celebrate my husbands 30th birthday with some friends and absolutely loved the home. It was brand new and decorated immaculately. It comfortably fit our group and we thoroughly enjoyed our time there. The hosts were super accommodating and quick to respond. Would absolutely reccomend and go again!"
The price is €856
per night
31 May - 1 Jun
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, (30)
"Our stay was wonderful! The house was super clean and just what we needed. The bed was comfortable and the game room even better for the little ones and adults :) thank you so much!"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (61)
"The property and house were beautiful, out of the way but beautiful. The fire pit, sunroom, and porch were amazing. It was great for decompressing after a West Point graduation. Thank you for sharing your little piece of heaven."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fireplace
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (1)
"A very short but pleasant stay and the host gave us good communication."
The price is €338
per night
23 May - 24 May
Contemporary Cozy Cottage
Pool
Duplex WATERFRONT HOME
10.0 out of 10, Exceptional, (5)
"This place is much more spacious than it looks in the pictures. When you walk through the front door, you are immediately greeted with an amazing view of the Hudson River. The sunrise over the river is beautiful. We easily went back and forth over the bridge to Sleepy Hollow and there are great restaurants right near the house. Would definitely stay here again."
Duplex WATERFRONT HOME
Outdoor spa tub
Lakefront/Legoland/Mt. Peter Retreat Under 1 Hour From NYC! Heated pool & Spa!
10.0 out of 10, Exceptional, (28)
"Beautiful view and host was very quick at reponding back. The most important part for me was how clean the home was especially the bed sheets & towels had fresh clean smell. Highly recommended if your looking for an upscale & peaceful getaway!"
Lakefront/Legoland/Mt. Peter Retreat Under 1 Hour From NYC! Heated pool & Spa!
Property grounds
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
10.0 out of 10, Exceptional, (2)
"We loved our weekend in Beacon. This small, charming rental was very clean and updated. The outdoor space made it feel bigger and you can’t beat the location. We highly recommend staying here and we woulld definitely come back!"
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Fridge, microwave, oven, stovetop
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (11)
"Thank you, Malkita Homes, for a wonderful stay! The house was just as described - the perfect weekend retreat for a group of 15 adults."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is €252
per night
28 May - 29 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (39)
"Quiet, clean and very comfortable. Beautiful property located just minutes from town. Will definitely stay here again."
The price is €203
per night
4 Jun - 5 Jun
Cozy country efficiency in the Hudson Valley
Property grounds
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, (35)
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
A heated pool
Hudson Valley Getaway: Heated Pool, Home Theater, Gym, Game Room, Bar, Fire Pit
9.4 out of 10, Exceptional, (9)
"I rented this property for my co-workers who were here for a retreat at my home in the area, and at the local community center. This home had everything we needed, and the host was easy to communicate with. We will definitely consider using this property again for future guests coming for work and family gatherings."
Hudson Valley Getaway: Heated Pool, Home Theater, Gym, Game Room, Bar, Fire Pit
Don't see what you're looking for?
See all available properties in Peekskill
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.

Other types of properties in Peekskill you may be interested in

Exterior
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (958)
"In Peekskill to hike near Bear Mountain, and looking for a reasonable, nice hotel. The hotel was very good - clean, and the staff was very friendly. The food in the breakfast area was more than adequate. Hotel prices are higher than they used to be but what are you going do when you need to stay in a certain area. I would recommend this hotel to anyone. Had some great food and cocktails at The Central restaurant downtown near the train station. It was a bit of a wait, but we were not in a...
The price is €147
per night
28 May - 29 May
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
Bar (on property)
The Abbey Inn & Spa
3.0 star property
9.2 out of 10, Wonderful, (102)
"This place is out a fairy tale beatiful clean great staff excellent food and wine outdoor garden gorgeous 😍 "
The price is €457
per night
23 May - 24 May
The Abbey Inn & Spa
View from property
Inn on the Hudson
2.0 star property
6.8 out of 10, (1000)
"Clean, friendly, quiet. Great view of the Hudson River"
The price is €115
per night
23 May - 24 May
Inn on the Hudson
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.

Everything you need to know about Peekskill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Peekskill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Peekskill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Peekskill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Peekskill holiday rentals we have selected for you start as low as €203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Peekskill rentals

At Expedia, we put the best Peekskill holiday 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 holiday.

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. 

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?

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits: This holiday home rental outside of Peekskill is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Charles Point Pier Park and Peekskill Landing Park, or simply take in cultural attractions like Paramount Hudson Valley Theater and Peekskill Museum. Other places in town to visit include Blue Mountain Reservation and Depew Park.

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.

Recent reviews of Peekskill properties
Expedia verified reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

5/5 Excellent
"Friendly staff, with clean, spacious rooms "
A verified traveller stayed at DoubleTree by Hilton Hotel Nanuet
Posted 1 day ago
DoubleTree by Hilton Hotel Nanuet