Crotonville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Crotonville vacation rentals

An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

1. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is CA $355
CA $409 total
includes taxes & fees
Nov 15 - Nov 16
1BR Queen near NYC | Trails, Biking & Sauna Bliss
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

2. Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is CA $355
CA $409 total
includes taxes & fees
Nov 15 - Nov 16
Polished 1BR w/ Accessible Room Features + Sauna
A stone staircase leading to a house with a stone wall and a metal gate.

3. 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 CA $350
CA $566 total
includes taxes & fees
Nov 11 - Nov 12
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A nighttime view of a residential street with houses, trees, and parked cars.

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 CA $278
CA $496 total
includes taxes & fees
Nov 12 - Nov 13
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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, (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 CA $350
CA $612 total
includes taxes & fees
Nov 30 - Dec 1
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

6. 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 CA $500
CA $1,103 total
includes taxes & fees
Nov 9 - Nov 10
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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.

7. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is CA $688
CA $1,430 total
includes taxes & fees
Nov 9 - Nov 10
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

8. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveller
The price is CA $163
CA $187 total
includes taxes & fees
Nov 10 - Nov 11
1 Queen Bed | Smoking
A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

9. 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 CA $174
CA $427 total
includes taxes & fees
Nov 9 - Nov 10
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A wooden staircase leading to a small shed with a slanted roof, surrounded by dense greenery and a stone wall.

10. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Megan D.
The price is CA $168
CA $279 total
includes taxes & fees
Nov 30 - Dec 1
Piermont Oasis
Living area

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 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 CA $144
CA $270 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 1-bedroom retreat minutes from West Point!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

12. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (42 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 CA $315
CA $561 total
includes taxes & fees
Nov 11 - Nov 12
Contemporary Cozy Cottage
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

13. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveller
The price is CA $167
CA $191 total
includes taxes & fees
Nov 10 - Nov 11
1 King Bed | Non-Smoking
A modern interior with a stone wall, a vending machine, a coffee machine, and a sign advertising a motel.

14. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"The staff were attentive without being pushy, and the bed provided good comfort."
United States
Anonymous traveller
The price is CA $171
CA $196 total
includes taxes & fees
Nov 10 - Nov 11
2 Full Beds | Non-Smoking
A house with a view of a bridge and mountains.

15. 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 CA $278
CA $447 total
includes taxes & fees
Dec 7 - Dec 8
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A hotel room with a bed, a desk, and a chair.

16. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.0 out of 10, Very good, (6 reviews)
The price is CA $163
CA $187 total
includes taxes & fees
Nov 10 - Nov 11
1 Queen Bed | Non-Smoking
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

17. 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 CA $465
CA $877 total
includes taxes & fees
Nov 9 - Nov 10
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

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

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is CA $199
CA $374 total
includes taxes & fees
Nov 11 - Nov 12
Perfect 2BR with Free Parking! Walk to West Point!
A blue house with a white porch, a welcome sign, and a mailbox.

19. 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 CA $196
CA $663 total
includes taxes & fees
Nov 10 - Nov 11
3BR West Point Retreat-3min to Back Gate+ King Bed
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

20. 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 CA $192
CA $349 total
includes taxes & fees
Nov 8 - Nov 9
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 Crotonville Hotel Reviews

An aerial view of a campus with multiple buildings, a river, and surrounding greenery.
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
Ossining

10/10 Excellent

U
Canada
David
Reviewed October 13, 2026
Windrose On Hudson

Find out more about Crotonville

Everything you need to know about Crotonville 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 Crotonville 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 Crotonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crotonville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crotonville. 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 Crotonville 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 Crotonville vacation rentals we have selected for you start as low as CA $461 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crotonville rentals

At Expedia, we put the best Crotonville 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 Crotonville 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 Crotonville 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 Crotonville. 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 a vacation rental in Crotonville?

Yes, you can find vacation rentals near the most popular attractions in Crotonville, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Crotonville has to offer?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: Visitors like this Crotonville vacation home rental. It is located next to a golf course and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

What’s there to see and do in Crotonville?

Explore the area and family-friendly sights such as Rockland Bakery, or get out into nature at a spot like Croton Point Park. Old Croton Aqueduct State Park and Woodbury Common Premium Outlets are a couple of places you'll find in the larger area.

What’s a vacation rental in Crotonville like?

A vacation rental is a private property you can stay in for a couple of days or more in Crotonville. Vacation rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.