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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.
The price is ￥35,948
￥61,765 total
includes taxes & fees
Nov 16 - Nov 17
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
The price is ￥31,427
￥50,059 total
includes taxes & fees
Nov 24 - Nov 25
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

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.
The price is ￥35,880
￥64,794 total
includes taxes & fees
Nov 19 - Nov 20
'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.
The price is ￥29,867
￥54,446 total
includes taxes & fees
Nov 18 - Nov 19
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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.

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.
The price is ￥39,680
￥64,083 total
includes taxes & fees
Nov 13 - Nov 14
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.
The price is ￥52,972
￥99,027 total
includes taxes & fees
Nov 19 - Nov 20
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.
The price is ￥16,776
￥44,677 total
includes taxes & fees
Nov 17 - Nov 18
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A spacious living area with a black leather sofa, a coffee table, a ceiling fan, and a blue cabinet.

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

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is ￥78,566
￥97,485 total
includes taxes & fees
Dec 13 - Dec 14
Spacious 4-bedroom house in northern Westchester with sweeping views
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

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.
The price is ￥31,556
￥49,346 total
includes taxes & fees
Nov 16 - Nov 17
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.
The price is ￥33,719
￥57,579 total
includes taxes & fees
Dec 8 - Dec 9
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.
The price is ￥20,900
￥66,744 total
includes taxes & fees
Nov 15 - Nov 16
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.
The price is ￥19,652
￥65,300 total
includes taxes & fees
Nov 15 - Nov 16
3BR Near West Point | Coffee Bar | Sleeps 6
A wooden coffee table with two decorative planters in a living room.

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.
The price is ￥32,881
￥53,226 total
includes taxes & fees
Dec 8 - Dec 9
Walk to WP Gate + Free Parking!
A room with a wooden floor, a white door with a number, and a window with blinds.

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.
The price is ￥31,706
￥56,659 total
includes taxes & fees
Dec 8 - Dec 9
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 spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

16. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is ￥78,374
￥163,022 total
includes taxes & fees
Nov 16 - Nov 17
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
The price is ￥46,525
￥75,972 total
includes taxes & fees
Dec 8 - Dec 9
Hudson Valley/West Point Retreat w/ parking!
An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

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.
The price is ￥53,965
￥121,035 total
includes taxes & fees
Nov 16 - Nov 17
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
The price is ￥32,031
￥53,849 total
includes taxes & fees
Nov 17 - Nov 18
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"We had to wait two hours and a half for our dinner in the large hall. Not even tells us why it took so long."
Linda 1-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain

Find out more about Crompond

Search for holiday rentals in Crompond on Expedia! You can easily find your home rentals, villas, holiday apartments in Crompond using one of the methods below:

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

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.