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Crompond Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Crompond holiday rentals

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.

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

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is HK$1,073
HK$2,241 total
includes taxes & fees
15 Sept - 16 Sept
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (11 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$980
HK$3,164 total
includes taxes & fees
15 Sept - 16 Sept
House on the Babbling Brook- Quiet 2BR + King Bed!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

3. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (40 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is HK$1,961
HK$3,426 total
includes taxes & fees
30 Sept - 1 Oct
Contemporary Cozy Cottage
A blue house with a white porch, a welcome sign, and a mailbox.

4. 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.
The price is HK$1,051
HK$3,620 total
includes taxes & fees
16 Sept - 17 Sept
3BR West Point Retreat-3min to Back Gate+ King Bed
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

5. '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, (7 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 HK$1,685
HK$3,218 total
includes taxes & fees
24 Sept - 25 Sept
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A house with a view of a bridge and mountains.

6. 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, (145 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,553
HK$2,594 total
includes taxes & fees
15 Sept - 16 Sept
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

7. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is HK$1,496
HK$2,940 total
includes taxes & fees
4 Oct - 5 Oct
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A hallway with a wooden door, a black table with a sign, and large green plants.

8. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is HK$1,223
HK$3,645 total
includes taxes & fees
6 Oct - 7 Oct
3BR Near West Point | Coffee Bar | Sleeps 6

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is HK$1,186
HK$2,074 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 1-bedroom retreat minutes from West Point!
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is HK$2,600
HK$5,043 total
includes taxes & fees
15 Sept - 16 Sept
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
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

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is HK$1,284
HK$3,715 total
includes taxes & fees
29 Sept - 30 Sept
Local Artist Inspired | Walk to WestPoint + King Bed
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

12. Nyc-area Escape Near River, Trails & Mta!

Nyc-area Escape Near River, Trails & Mta!
3.0 star property
Ossining
The price is HK$2,141
HK$6,391 total
includes taxes & fees
15 Sept - 16 Sept
Nyc-area Escape Near River, Trails & Mta!
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 !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is HK$1,451
HK$3,947 total
includes taxes & fees
7 Oct - 8 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

14. 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 HK$1,327
HK$2,346 total
includes taxes & fees
15 Sept - 16 Sept
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

15. NYC-Area Escape Near River, Trails & MTA!

NYC-Area Escape Near River, Trails & MTA!
Ossining
8.2 out of 10, Very good, (19 reviews)
"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"
United States
Justeen P.
The price is HK$1,717
HK$6,455 total
includes taxes & fees
15 Sept - 16 Sept
NYC-Area Escape Near River, Trails & MTA!
A brick building with a sign reading 'Lobby' in front.

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

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$642
HK$742 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

17. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.6 out of 10, Excellent, (24 reviews)
"Worst hotel experience I have ever had. Grounds were unkept. No one was at the front desk when I first arrived. Waited 20 minutes for someone to arrive and had to leave for dinner. Came back to find out that they were overbooked."
United States
Glenn
The price is HK$642
HK$726 total
includes taxes & fees
5 Oct - 6 Oct
2 Queen Beds | Non-Smoking, Kitchen
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!

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 HK$1,475
HK$2,735 total
includes taxes & fees
15 Sept - 16 Sept
Fabulous 3bdrm Home w/parking!
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!

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 HK$1,475
HK$2,808 total
includes taxes & fees
15 Sept - 16 Sept
Lovely 3BR Home with parking-Walk to WP Gate!
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

20. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is HK$784
HK$1,453 total
includes taxes & fees
15 Sept - 16 Sept
Welcome to Sweet Abby Rose!
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

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Great place and staff would stay again"
DANIEL 1-night trip
Posted 8 hours ago
Tarrytown House Estate

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:

  • View our selection of featured holiday rentals in Crompond
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  • Enter your travel dates to view the best deals on holiday rentals in Crompond while they last

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

Frequently asked questions

Can I find holiday rentals in Crompond?

Yes, there are holiday rentals close to the most popular sights in Crompond, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Crompond has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Crompond 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.

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 wider area, you’ll find Woodbury Common Premium Outlets and Franklin D. Roosevelt State Park.

What are holiday rentals like in Crompond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Crompond. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.