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Haverstraw 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 Haverstraw vacation rentals

A nighttime view of a residential street with houses, trees, and parked cars.

1. 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.
$309 nightly
The price is $354
Nov 12 - Nov 13
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A stone staircase leading to a house with a stone wall and a metal gate.

2. 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 9 - Nov 10
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
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.
$382 nightly
The price is $437
Nov 19 - Nov 20
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A spacious living area with a black leather sofa, a coffee table, a ceiling fan, and a blue cabinet.

4. 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 9 - Nov 10
Total with taxes and fees
Spacious 4-bedroom house in northern Westchester with sweeping views
Living area

5. 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.
$176 nightly
The price is $193
Nov 8 - Nov 9
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

6. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$262 nightly
The price is $292
Nov 15 - Nov 16
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A house with a view of a bridge and mountains.

7. 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
$278 nightly
The price is $328
Dec 6 - Dec 7
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A wooden staircase leading to a small shed with a slanted roof, surrounded by dense greenery and a stone wall.

8. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Megan D.
$180 nightly
The price is $200
Nov 16 - Nov 17
Total with taxes and fees
Piermont Oasis
A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

9. 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.
$758 nightly
The price is $774
Nov 9 - Nov 10
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

10. 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 traveler
$121 nightly
The price is $139
Nov 9 - Nov 10
Total with taxes and fees
1 Queen Bed | Smoking
A blue house with a white porch, a welcome sign, and a mailbox.

11. 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.
$411 nightly
The price is $468
Nov 10 - Nov 11
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
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.
$350 nightly
The price is $400
Nov 8 - Nov 9
Total with taxes and fees
Contemporary Cozy Cottage
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

13. 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.
$417 nightly
The price is $424
Nov 9 - Nov 10
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + 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.

14. 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 9 - Nov 10
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern bathroom with a glass shower enclosure, a white toilet, a sink with a black cabinet, and a beige rug.

15. Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC

Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
White Plains
$284 nightly
The price is $325
Nov 7 - Nov 8
Total with taxes and fees
Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

16. 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.
$262 nightly
The price is $292
Nov 15 - Nov 16
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
A modern kitchen with wooden cabinets, a stainless steel stove, a microwave, and a toaster. There are stools and a small island with a plant.

17. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
$242 nightly
The price is $269
Nov 8 - Nov 9
Total with taxes and fees
Walk to WP Gate + Free Parking!
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

18. 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.
$223 nightly
The price is $247
Nov 8 - Nov 9
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A hallway with a wooden door, a black table with a sign, and large green plants.

19. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
$416 nightly
The price is $423
Nov 9 - Nov 10
Total with taxes and fees
3BR Near West Point | Coffee Bar | Sleeps 6
A room with a wooden floor, a white door with a number, and a window with blinds.

20. 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.
$263 nightly
The price is $298
Nov 8 - Nov 9
Total with taxes and fees
Lovely 3BR Home with parking-Walk to WP 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 Haverstraw Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"A bit dated and worn. Signage could be better. But the setting is fabulous So beautiful in autumn!"
Stephanie 2-night trip
Posted 15 hours ago
Overlook Lodge at Bear Mountain

Find out more about Haverstraw

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

Haverstraw vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Haverstraw. 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 Haverstraw 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 $125 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 Haverstraw rentals

At Expedia, we put the best Haverstraw 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 Haverstraw 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 Haverstraw 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 Haverstraw. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Haverstraw?

Yes, you can find vacation rentals near popular sights in Haverstraw, or you can select a more secluded option if you're looking for a relaxing stay. Haverstraw is known for its coffeehouses and jazz scene. Make sure you have time to check out the mountain views and local tours during your trip.

What are some of the best vacation rentals in Haverstraw?

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This vacation home rental outside of Haverstraw 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 can I see and do in Haverstraw?

While exploring the area, visit family-friendly sights like Rockland Bakery, or get outside and enjoy nature at Croton Point Park. While here, High Tor State Park and Haverstraw Beach State Park are other places worth a visit.

What are vacation rentals like in Haverstraw?

Vacation rentals are private accommodations you can reserve for several days or longer in Haverstraw. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.