Lake Peekskill Vacation Rentals from $80: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Lake Peekskill vacation rentals

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

1. Contemporary Cozy Cottage

Lake Peekskill

Heather M.

$341 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

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

Lake Peekskill

Angel R.

$550 nightly

Nov 19 - Nov 20

Total with taxes and fees

A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

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

Highland Falls

Andrew L.

$278 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Highland Falls

Zack C.

$178 nightly

Dec 8 - Dec 9

Total with taxes and fees

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

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

Highland Falls

Morgan S.

$393 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

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

Highland Falls

Maria L.

$233 nightly

Nov 9 - Nov 10

Total with taxes and fees

A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

7. Perfect 2BR with Free Parking! Walk to West Point!

Highland Falls

$233 nightly

Nov 9 - Nov 10

Total with taxes and fees

A dining area with a table, chairs, a vase with flowers, a hanging light fixture, and wall decorations.

8. Mountain-View 2BR Steps from Thayer Gate

Highland Falls

$233 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with wooden cabinets, a stainless steel stove, a microwave, and a toaster. There are stools and a small island with a plant.

9. Walk to WP Gate + Free Parking!

Highland Falls

Jerell T.

$253 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

10. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

$274 nightly

Nov 9 - Nov 10

Total with taxes and fees

A blue house with a white porch, a welcome sign, and a mailbox.

11. 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

Christine T.

$388 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

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

Highland Falls

Briana T.

$274 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

13. 3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

mario b.

$381 nightly

Nov 9 - Nov 10

Total with taxes and fees

Step up to a warm welcome - our charming entryway, complete with a hanging birdhouse, sets the tone for a peaceful stay.

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

Putnam Valley

Lisa

$620 nightly

Nov 21 - Nov 22

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

15. Hudson Valley/West Point Retreat w/ parking!

Highland Falls

$286 nightly

Nov 9 - Nov 10

Total with taxes and fees

A brick building with a sign reading 'Lobby' in front.

16. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Fishkill

Anonymous traveler

$79 nightly

Nov 25 - Nov 26

Total with taxes and fees

A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

17. 1 King Bed | Non-Smoking, Kitchen, Shower

Fishkill

Anonymous traveler

$71 nightly

Nov 17 - Nov 18

Total with taxes and fees

A nighttime view of a residential street with houses, trees, and parked cars.

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

CROTON HDSN

Margaret S.

$309 nightly

Nov 12 - Nov 13

Total with taxes and fees

A stone staircase leading to a house with a stone wall and a metal gate.

19. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Croton-on-Hudson

Eva C.

$343 nightly

Nov 9 - Nov 10

Total with taxes and fees

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

20. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

Peter W.

$231 nightly

Nov 9 - Nov 10

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Lake Peekskill Hotel Reviews

A Holiday Inn Express & Suites sign with a bench and flower beds in front.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Peekskill

10/10 Excellent

David Allen

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

The Thayer Hotel at West Point

West Point

10/10 Excellent

Amy

A large, multi-story stone building with a prominent arched entrance and multiple windows.

Overlook Lodge at Bear Mountain

Bear Mountain

10/10 Excellent

The property is well tucked away in the wilderness of Bear Mountain State Park. It's designed to blend with the surrounding nature. The hotel has very rustic look and feel but in a good way. It definitely gives nostalgic vibes of being in a log and stone cabin in the woods. The rooms and property are very clean and cozy and updated without ruining the rustic feel. The only two complaints I have about the property and it's very minor is that 1) the walls are extremely thin and noise from...

Arie

An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

SpringHill Suites by Marriott Fishkill

Fishkill

10/10 Excellent

MICHELLE

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

Comfort Suites Fishkill near Interstate 84

Fishkill

10/10 Excellent

Danielle

A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.

Quality Inn & Suites Fishkill South near I-84

Fishkill

10/10 Excellent

Lynn

A stone fireplace with a fire, a painting above it, and a sofa with a plant in front.

HYATT house Fishkill/Poughkeepsie

Fishkill

10/10 Excellent

Monica

A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.

Best Western Fishkill Inn & Suites

Fishkill

10/10 Excellent

MHD Amar

A brick building with a covered patio area featuring outdoor seating and string lights.

Cromwell Manor Inn

Cornwall

10/10 Excellent

Alice

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

Homewood Suites Stewart Airport

New Windsor

10/10 Excellent

Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.

Anonymous traveler

Find out more about Lake Peekskill

Everything you need to know about Lake Peekskill vacation rentals

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

Lake Peekskill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lake Peekskill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lake Peekskill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lake Peekskill rentals

At Expedia, we put the best Lake Peekskill vacation 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 Lake 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 Lake Peekskill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lake 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 vacation rentals in Lake Peekskill?

Yes, we offer vacation rentals close to top sights in Lake Peekskill, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Lake Peekskill?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: Visitors like this Lake Peekskill vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Lake Peekskill?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Woodbury Common Premium Outlets and Paramount Hudson Valley Theater.

What’s a vacation rental in Lake Peekskill like?

A vacation rental is a private property where you can stay for short or long periods in Lake Peekskill. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.