Lake Peekskill Holiday Rentals

Holiday Rentals in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, 2 reviews
"A very short but pleasant stay and the host gave us good communication."
The price is NZ$615
includes taxes & fees
3 Jun - 4 Jun
Contemporary Cozy Cottage
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 35 reviews
"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
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, 36 reviews
"Very nice. A lot of attention to detail"
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
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Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"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 NZ$472
includes taxes & fees
11 Jun - 12 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, 35 reviews
"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
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, 22 reviews
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, 17 reviews
"My husband, dog and I had a great Memorial Day weekend at this lakeside property. The house is a short drive away from NYC and is situated perfectly between the quaint towns of Ridgefield and Katonah. We had a good time enjoying the lake and nearby hikes."
Serenity Awaits at this Cozy Lakeside Bungalow
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, 8 reviews
"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
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
10.0 out of 10, Exceptional, 168 reviews
"If you need a relaxing few days in the winter, very good place. Great views and quiet is the key."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, 3 reviews
"Great tiny house for a stay upstate. Check in was easy and the place is clean!"
The price is NZ$267
includes taxes & fees
4 Jun - 5 Jun
Cabin in the heart of the Hudson Valley, Cabin 2
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, 21 reviews
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Cabin in the heart of the Hudson Valley, Cabin 4
8.4 out of 10, Very good, 11 reviews
"Everything was as it says it was. Place was spotless. In the evening and morning you didn’t hear any traffic noise at all. Was quiet and peaceful. Communication with the property owner was outstanding."
The price is NZ$267
includes taxes & fees
2 Jun - 3 Jun
Cabin in the heart of the Hudson Valley, Cabin 4
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, 25 reviews
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Cozy family-friendly home!
10.0 out of 10, Exceptional, 3 reviews
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
The price is NZ$468
includes taxes & fees
11 Jun - 12 Jun
Cozy family-friendly home!
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, 18 reviews
"We had a very pleasant stay! We came for our son’s graduation from West Point. Pat was a gracious host and made sure that we had up to date info. There were lots of thoughtful amenities, the beds and couches were very comfortable, we used the grill and sat on the deck which overlooks a wooded hill. The location is peaceful and in the country just down the street from a horse pasture. You can hear the brook bubbling across the way. The WiFi worked great and although there is just a window air...
The price is NZ$472
includes taxes & fees
30 Jun - 1 Jul
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
6.4 out of 10, 5 reviews
"This host is very irresponsible knowing 8 months in advanced about the reservation and not having the pool ready or even communicating that the pool would not be ready for use is just unexceptable. Also property has many things wrong with it. The oven doesn't work, the gas tank for the grill was left empty, all shower heads need to be replaced, the tv and mini Fridge in the basement bedroom dont work, the power outlet in the master bedroom doesn't work and the wall fixture above jacuzzi is just...
The price is NZ$1,581
includes taxes & fees
2 Jun - 3 Jun
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Lakefront New York Abode w/ Deck, Grill & Fire Pit
9.6 out of 10, Exceptional, 4 reviews
"we were able to have all 3 of our children, with 2 of their spouses and bridal party for my daughter stay with us for the weekend. There were plenty of things to entertain during downtime. Rooms were comfortable and location was convenient to wedding activities."
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, 62 reviews
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Brand new private Studio in the heart of Tarrytown
10.0 out of 10, Exceptional, 4 reviews
"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...
Brand new private Studio in the heart of Tarrytown
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See all available properties in Lake 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 Lake Peekskill you may be interested in

Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, 1,020 reviews
"Good place "
The price is NZ$261
includes taxes & fees
9 Jun - 10 Jun
Baymont by Wyndham White Plains - Elmsford
West Gate Inn Nyack
3.0 star property
7.4 out of 10, Good, 1,002 reviews
"We booked the hotel for $110 and it is definitely worth it. Both front desk staff are super friendly upon check in and check out. The room comes with all needed amenities and the breakfast is satisfactory for a motel."
The price is NZ$199
includes taxes & fees
13 Jun - 14 Jun
West Gate Inn Nyack
Castle Hotel & Spa
4.5 star property
8.8 out of 10, Excellent, 595 reviews
"The place is unique. Not having dining was a surprise and no spa or pool but the room was fantastic and the views were fabulous...OLD WORLD CHARM"
The price is NZ$422
includes taxes & fees
13 Jun - 14 Jun
Castle Hotel & 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lake Peekskill holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lake Peekskill. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lake Peekskill. Seeing all the best attractions is bound to make you fall in love with Lake Peekskill. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lake Peekskill short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Lake Peekskill?

Yes, there are holiday rentals close to the most popular sights in Lake Peekskill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Lake Peekskill has to offer?

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits: This holiday home rental outside of Lake 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 Lake Peekskill?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Lake Peekskill stay.

What’s there to see and do in Lake Peekskill?

While exploring the area, visit family-friendly sights like SplashDown Beach, or get outside and enjoy nature at Oscawana Lake. In the wider area, you’ll find Woodbury Common Premium Outlets and Jefferson Valley Mall.

What’s a holiday rental in Lake Peekskill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lake Peekskill. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. 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 small group gathering.

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