Crompond Vacation Rentals from CA $143: Short-Term Rentals for 2026

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Our top choices for Crompond vacation rentals

A house with a view of a bridge and mountains.

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

Fort Montgomery

Jasmine

CA $473 total

includes taxes & fees

Oct 20 - Oct 21

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

2. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

CA $598 total

includes taxes & fees

Oct 14 - Oct 15

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

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

CROTON HDSN

Aimee S.

CA $508 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Croton-on-Hudson

Mateo A.

CA $588 total

includes taxes & fees

Oct 20 - Oct 21

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

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

Croton-on-Hudson

Eva C.

CA $605 total

includes taxes & fees

Oct 12 - Oct 13

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

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

Highland Falls

Andrew L.

CA $441 total

includes taxes & fees

Oct 18 - Oct 19

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.

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

Croton-on-Hudson

Ann S.

CA $414 total

includes taxes & fees

Oct 19 - Oct 20

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

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

Lake Peekskill

Angel R.

CA $917 total

includes taxes & fees

Oct 14 - Oct 15

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

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

Highland Falls

Leann M.

CA $672 total

includes taxes & fees

Oct 13 - Oct 14

A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

10. Snow Days & City Escapes: Spacious Ossining Home

Ossining

CA $1,158 total

includes taxes & fees

Oct 21 - Oct 22

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

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

Highland Falls

Morgan S.

CA $647 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Highland Falls

Maria L.

CA $546 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Highland Falls

James U.

CA $751 total

includes taxes & fees

Oct 12 - Oct 13

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

14. Walk to WP Gate + Free Parking!

Highland Falls

Daniel C.

CA $592 total

includes taxes & fees

Nov 3 - Nov 4

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

15. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

CA $643 total

includes taxes & fees

Nov 3 - Nov 4

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

16. 3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

ROHID S.

CA $641 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Highland Falls

Briana T.

CA $627 total

includes taxes & fees

Nov 3 - Nov 4

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

18. 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

Christine T.

CA $802 total

includes taxes & fees

Oct 13 - Oct 14

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

Highland Falls

Zack C.

CA $337 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

20. Snow Days & City Escapes: Spacious Ossining Home

Ossining

Justeen P.

CA $1,212 total

includes taxes & fees

Oct 21 - Oct 22

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Top Crompond Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Excelente"

Tarrytown House Estate

8/10 Good

"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other parents with kids were staying on our floor. If you’re wanting a Stephen King’s The Shining vibe, this is the place for you. We absolutely LOVED it; my husband isn’t really a spooky seeking person, but he loved the vibe since we were entering the month of October and we wanted something Fall like. The estate has so many amenities and we greatly appreciated the $10 complimentary bucks for their front desk shop (we had ran out of milk). Pool was fun, outside games and seats was worth it and the restaurant was chef’s kiss. We’re even planning a couples weekend back to this place because we absolutely enjoyed our stay. Please keep in mind that this place is dated and has some dated carpet and beds, but the front desk workers will work with you on anything you need. Cairo was the nice, young man who checked us in and was super informative and helpful; he was even working the next morning to check us out; what a dedicated worker!"

Overlook Lodge at Bear Mountain

8/10 Good

"The complex was exactly that - complex. Initially, we drove to the Overlook Lodge to check in for our cabin only to find we needed to drive back down the mountain to the Inn (where ironically we had just been to turn around after missing the turn for Overlook Lodge!). The cabin was clean and quiet. The walk to and from the cabin to the Inn for dinner/morning coffee was lovely (along the lake)."

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should have noticed a bright orange basketball before we sat. I picked it up and bounced it around then returned it thinking nothing of it. Later that night while we were laying in the bed waiting to fall asleep there was the sound of a bouncing ball in the hallway followed by giggles ..it went on for longer than it should have if it was just a kid passing by. My wife talked me into thinking the bouncing was just the sound of kids shoes hitting the hard hallway floor....I'm not saying the hotel is haunted ...but I'm not saying it's not."

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"

Find out more about Crompond

Everything you need to know about Crompond 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 Crompond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 Crompond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crompond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crompond. 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 Crompond vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crompond vacation rentals we have selected for you start as low as CA $143 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crompond rentals

At Expedia, we put the best Crompond 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 Crompond 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 Crompond 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 Crompond. 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 Crompond?

Yes, we offer vacation rentals near top points of interest in Crompond, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Crompond has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Crompond vacation home rental. It 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Crompond?

Explore the area and family-friendly sights such as Rockland Bakery, or get out into nature at a spot like Oscawana Lake. In the larger area, you’ll find Woodbury Common Premium Outlets and Franklin D. Roosevelt State Park.

What are vacation rentals like in Crompond?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Crompond. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.

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Check prices for these dates

Our top choices for Crompond vacation rentals

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

2. Contemporary Cozy Cottage

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

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

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

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

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

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

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

10. Snow Days & City Escapes: Spacious Ossining Home

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

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

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

14. Walk to WP Gate + Free Parking!

15. Fabulous 3bdrm Home w/parking!

16. 3BR Near West Point | Coffee Bar | Sleeps 6

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

18. 3BR West Point Retreat-3min to Back Gate+ King Bed

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

20. Snow Days & City Escapes: Spacious Ossining Home

Find vacation rentals that suit your style

Top Crompond Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Hampton Inn White Plains/Tarrytown

Tarrytown House Estate

Overlook Lodge at Bear Mountain

Hotel Nyack, a JdV by Hyatt Hotel

Comfort Suites Fishkill near Interstate 84

Sleepy Hollow Hotel, a Dolce by Wyndham

West Gate Inn Nyack

Ramada by Wyndham Newburgh/West Point

Find out more about Crompond

Frequently asked questions

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