Crompond Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Crompond vacation rentals

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

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
$338 nightly
The price is $387
Nov 16 - Nov 17
Total with taxes and fees
Contemporary Cozy Cottage
A house with a view of a bridge and mountains.

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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (150 reviews)
"We had a great stay!!"
United States
Jasmine
$257 nightly
The price is $304
Nov 16 - Nov 17
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A modern kitchen with white cabinetry, a stainless steel stove, a dishwasher, and a tiled backsplash.

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

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
$355 nightly
The price is $406
Nov 19 - Nov 20
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
$298 nightly
The price is $341
Nov 18 - Nov 19
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A wooden deck with a railing overlooking a body of water and trees.

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

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$353 nightly
The price is $404
Nov 13 - Nov 14
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
8.0 out of 10, Very good, (3 reviews)
"This home was just as advertised and perfect for a girls weekend getaway. It was clean, cozy and a picture-perfect fall view. Would highly recommend."
United States
Karen W.
$562 nightly
The price is $620
Nov 16 - Nov 17
Total with taxes and fees
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
$288 nightly
The price is $293
Nov 15 - Nov 16
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A grassy area with trees and a clear sky.

8. Spacious 4-bedroom house in northern Westchester with sweeping views

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
$538 nightly
The price is $615
Nov 14 - Nov 15
Total with taxes and fees
Spacious 4-bedroom house in northern Westchester with sweeping views
A bathroom with a black vanity, a glass bowl sink, and a mirror above it.

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

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 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.
$264 nightly
The price is $294
Nov 17 - Nov 18
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
$324 nightly
The price is $360
Dec 8 - Dec 9
Total with taxes and fees
Fabulous 3bdrm Home w/parking!
Stretch out on the emerald sectional and relax under the ceiling fan.

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

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
$411 nightly
The price is $418
Nov 15 - Nov 16
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
A hallway with a wooden door, a black table with a sign, and large green plants.

12. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
9.6 out of 10, Exceptional, (4 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
$402 nightly
The price is $409
Nov 15 - Nov 16
Total with taxes and fees
3BR Near West Point | Coffee Bar | Sleeps 6
A two-story house with a porch and a gated driveway.

13. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean, modern, functional, comfortable. Great stay"
United States
Jerell T.
$298 nightly
The price is $333
Dec 8 - Dec 9
Total with taxes and fees
Walk to WP Gate + Free Parking!
A room with hardwood flooring, a flat-screen TV on a stand, a white door, and a staircase leading to another level.

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
$310 nightly
The price is $355
Dec 8 - Dec 9
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP Gate!
A blue house with a white porch, a welcome sign, and a mailbox.

15. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
3BR West Point Retreat-3min to Back Gate+ King Bed
A large, two-story house with a prominent front entrance, multiple windows, and a driveway.

16. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
$916 nightly
The price is $1,020
Nov 16 - Nov 17
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
$411 nightly
The price is $476
Dec 8 - Dec 9
Total with taxes and fees
Hudson Valley/West Point Retreat w/ parking!
A rectangular swimming pool with a brick wall and a basketball hoop.

18. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
$746 nightly
The price is $763
Nov 16 - Nov 17
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A dining area with a table, chairs, a vase with flowers, a hanging light fixture, and wall decorations.

19. Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate
Highland Falls
$280 nightly
The price is $312
Nov 15 - Nov 16
Total with taxes and fees
Mountain-View 2BR Steps from Thayer Gate
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 Crompond Hotel Reviews

A buffet with labeled trays of turkey sausage and cookies.
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

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

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

10/10 Excellent

Very nice lodging across the street from a riverside park and walking trail.
United States
David Allen
Reviewed May 5, 2023
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Crompond 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 $199 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 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.