Peekskill Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Peekskill holiday rentals

Terrace/patio

Holiday Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$595
HK$2,459 total
includes taxes & fees
3 Mar - 4 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
Private kitchen

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,056
HK$2,179 total
includes taxes & fees
3 Mar - 4 Mar
Charming 1-bedroom apartment in Carmel with WiFi, AC
TV, fireplace

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is HK$1,303
HK$2,777 total
includes taxes & fees
4 Mar - 5 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$704
HK$2,152 total
includes taxes & fees
4 Mar - 5 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is HK$731
HK$1,474 total
includes taxes & fees
16 Mar - 17 Mar
Cozy 1-bedroom retreat minutes from West Point!
Interior

Apartment in Beacon

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
10.0 out of 10, Exceptional, (47 reviews)
"Great place!"
United States
Sara B.
The price is HK$861
HK$1,900 total
includes taxes & fees
5 Mar - 6 Mar
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Outdoor dining

Holiday Home in Fishkill

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
9.4 out of 10, Exceptional, (61 reviews)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is HK$1,936
HK$2,546 total
includes taxes & fees
3 Mar - 4 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is HK$1,471
HK$2,381 total
includes taxes & fees
3 Mar - 4 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

Holiday Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10 reviews)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is HK$1,190
HK$2,019 total
includes taxes & fees
10 Mar - 11 Mar
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Living area

Apartment in White Plains

Luxury 3BR Home Game Room Free Parking
2.0 star property
The price is HK$1,557
HK$2,946 total
includes taxes & fees
3 Mar - 4 Mar
Luxury 3BR Home Game Room Free Parking
Property grounds

Holiday Home in Highland Falls

3BR West Point Retreat-3min to Back Gate+ King Bed
8.0 out of 10, Very good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is HK$861
HK$3,399 total
includes taxes & fees
3 Mar - 4 Mar
3BR West Point Retreat-3min to Back Gate+ King Bed
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (67 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is HK$1,291
HK$2,477 total
includes taxes & fees
3 Mar - 4 Mar
Cozy country efficiency in the Hudson Valley
3 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
9.6 out of 10, Exceptional, (5 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is HK$790
HK$3,192 total
includes taxes & fees
3 Mar - 4 Mar
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Fridge, microwave, oven, stovetop

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,760
HK$3,266 total
includes taxes & fees
3 Mar - 4 Mar
Contemporary Cozy Cottage
Interior

Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$1,033
HK$2,035 total
includes taxes & fees
4 Mar - 5 Mar
Stylish & Pet-Friendly Apartment in Beacon
Interior

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,228
HK$2,266 total
includes taxes & fees
3 Mar - 4 Mar
Villa Verde B&B, bsm, Greenwood Lake NY
Desk, free WiFi, bed sheets

Apartment in Croton-on-Hudson

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is HK$1,170
HK$2,358 total
includes taxes & fees
17 Mar - 18 Mar
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is HK$991
HK$1,861 total
includes taxes & fees
3 Mar - 4 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Desk, WiFi, bed sheets

Apartment in Monroe

Rustic Lakefront Studio w/ Deck + Workspace
8.0 out of 10, Very good, (1 review)
"Clean room.good host"
United States
Ayman
The price is HK$591
HK$1,956 total
includes taxes & fees
3 Mar - 4 Mar
Rustic Lakefront Studio w/ Deck + Workspace
Property grounds

Holiday Home in Cornwall

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
10.0 out of 10, Exceptional, (6 reviews)
The price is HK$1,526
HK$3,133 total
includes taxes & fees
3 Mar - 4 Mar
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
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

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"Great place"
Johnathan 2-night trip
Posted 4 days ago
Sonesta White Plains Downtown

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
  • Use the map to find apartments and other holiday homes in the Peekskill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Peekskill while they last

Look no further and take a look at our great range of rental properties in Peekskill!

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 Depew Park and Blue Mountain Reservation, 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.