Holiday Rentals Peekskill from £70: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Peekskill holiday rentals

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

1. House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

Leann M.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

2. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls

Andrew L.

includes taxes & fees

4 Oct - 5 Oct

A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

3. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Croton-on-Hudson

Ann S.

includes taxes & fees

24 Sept - 25 Sept

A house with a view of a bridge and mountains.

4. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

includes taxes & fees

28 Sept - 29 Sept

A wooden coffee table with two decorative planters in a living room.

5. Walk to WP Gate + Free Parking!

Highland Falls

Daniel C.

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

6. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

includes taxes & fees

30 Sept - 1 Oct

7. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Putnam Valley

includes taxes & fees

28 Sept - 29 Sept

A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

8. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Croton-on-Hudson

Mateo A.

includes taxes & fees

24 Sept - 25 Sept

A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

9. Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

Morgan S.

includes taxes & fees

27 Sept - 28 Sept

10. Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Zack C.

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

11. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Highland Falls

Maria L.

includes taxes & fees

6 Oct - 7 Oct

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

12. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls

James U.

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

13. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lake Peekskill

Angel R.

includes taxes & fees

7 Oct - 8 Oct

A hallway with a wooden door, a black table with a sign, and large green plants.

14. 3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

ROHID S.

includes taxes & fees

6 Oct - 7 Oct

A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

15. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

CROTON HDSN

Aimee S.

includes taxes & fees

4 Oct - 5 Oct

A living room with a fireplace, a painting, shelves with decorative items, and a television.

16. Grant - A Tranquil One Bedroom Steps from River

Newburgh

Mike W.

includes taxes & fees

19 Oct - 20 Oct

A wooden cabin with large windows, a wooden bench, and a view of the forest.

17. Harriman Outdoor Center - Mountain Laurel Cabin

Haverstraw

includes taxes & fees

28 Sept - 29 Sept

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

18. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

includes taxes & fees

6 Oct - 7 Oct

A room with a wooden floor, a white door with a number, and a window with blinds.

19. Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

Briana T.

includes taxes & fees

6 Oct - 7 Oct

20. Harriman Outdoor Center - Cranberry Cabin

Haverstraw

includes taxes & fees

27 Sept - 28 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

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

Ardsley Acres Hotel Westchester

8/10 Good

"I liked the location"

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good

"The hotel is nice, and clean, and they have the BEST big towels. But it doesn't have an actual restaurant or room service, which is very inconvenient. They also seem to have an issue around check-in. I was in a line of like 20 people, which was surprising. There was one desk clerk handling some sort of problem with one guest for 20 minutes. The other clerk moved glacially slow. Neither clerk seemed welcoming or customer service oriented. During this time, the manager came out several times to talk to the clerk handling the problem, but did not even look at or acknowlege the long line of people waiting. I would expect a manager to step in and help process the long line of check-ins. Another person came out several times and told people to use the check-in automatic kiosks, and several people said they had tried it already and it didn't even work. "Oh, sorry about that," she said. There's also a mystifying thing... the hallways and navigation are poorly marked, and it's not easy to figure out where you are going, or find an elevator. I was in a 3xx room, and when I got to the elevator, it said I was on floor 2 (which had the 4xx rooms). In the elevator, I had to press 1 to get to the floor with the 3xx rooms. ????? Didn't make sense! My recommendations: More check-in staff, better customer service training, and better signage for navigation."

Find out more about Peekskill

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 £70 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a holiday rental in Peekskill?

Yes, there are holiday rentals in Peekskill close to Paramount Hudson Valley Theater, 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 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 Hudson Valley Center for Contemporary Art and Dramatic Hall.

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.

Search Holiday Rentals in Peekskill

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Peekskill holiday rentals

1. House on the Babbling Brook- Quiet 2BR + King Bed!

2. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

3. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

4. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

5. Walk to WP Gate + Free Parking!

6. Contemporary Cozy Cottage

7. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

8. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

9. Local Artist Inspired | Walk to WestPoint + King Bed

10. Cozy 1-bedroom retreat minutes from West Point!

11. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

12. Sleek Escape: Modern 3 BR- 4 Min from West Point !

13. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

14. 3BR Near West Point | Coffee Bar | Sleeps 6

15. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

16. Grant - A Tranquil One Bedroom Steps from River

17. Harriman Outdoor Center - Mountain Laurel Cabin

18. Fabulous 3bdrm Home w/parking!

19. Lovely 3BR Home with parking-Walk to WP Gate!

20. Harriman Outdoor Center - Cranberry Cabin

Find holiday rentals that suit your style

Top Peekskill Hotel Reviews

Ardsley Acres Hotel Westchester

Find out more about Peekskill

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app