Sleepy Hollow Holiday Rentals from AU$246: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Sleepy Hollow has to offer?

Modern Luxury Home w GameRoom & Parking : This holiday home rental outside of Sleepy Hollow is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

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Our top choices for Sleepy Hollow holiday rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Downtown Stamford

Alice

includes taxes & fees

15 Oct - 16 Oct

A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

2. Snow Days & City Escapes: Spacious Ossining Home

Ossining

includes taxes & fees

21 Oct - 22 Oct

A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

3. Luxury NYC Home with Free Parking for 12

White Plains

includes taxes & fees

15 Oct - 16 Oct

A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

4. Uscale 2BR Escape in the Heart of NYC

Bryn Mawr

Adj Fatou

includes taxes & fees

18 Oct - 19 Oct

A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

5. Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

Josephine

A modern living room with a beige sectional sofa, a green armchair, a marble-patterned rug, a gold coffee table, and a flat-screen TV mounted on a white wall.

6. Luxury 3BR Family Home Game Room Parking

Bryn Mawr

Ashley

includes taxes & fees

15 Oct - 16 Oct

A modern kitchen with white cabinets, a central island with stools, a stone accent wall, a flat-screen TV, and a beige sofa with teal cushions.

7. Luxury 1BR located in Prime Yonkers Area

Bryn Mawr

Genesis

includes taxes & fees

24 Oct - 25 Oct

A breakfast buffet with pastries, fruits, and a coffee station.

8. 3BR Prime Luxury NY - Free Parking

White Plains

Osmond

includes taxes & fees

24 Oct - 25 Oct

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

9. Luxury NYC Home Game Room Free Parking

White Plains

"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...

Jorge

includes taxes & fees

15 Oct - 16 Oct

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

10. Two Wash

Bryn Mawr

includes taxes & fees

24 Oct - 25 Oct

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.

11. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

includes taxes & fees

4 Nov - 5 Nov

A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

12. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

includes taxes & fees

24 Oct - 25 Oct

A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

13. Prime Luxe 3-BR NYC - Free Parking

White Plains

includes taxes & fees

24 Oct - 25 Oct

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

14. Elegant Hideaway with Free Parking

White Plains

includes taxes & fees

18 Oct - 19 Oct

15. Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

Md Asadul

includes taxes & fees

24 Oct - 25 Oct

A modern living room with a stone wall, a flat-screen TV, a white sofa, and a kitchen area with a bar counter and chairs.

16. Luxe 1BR Oasis - Prime NY Stay

Bryn Mawr

"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...

Dianelly

includes taxes & fees

24 Oct - 25 Oct

A modern gym with cardio machines, weight stations, and a mirrored wall.

17. The Arches Suites

Bronx

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sofa, armchairs, and a glass coffee table.

18. Luxury 5 BR Home Free Parking

Bryn Mawr

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with white cabinetry, a dining area with a glass table, and a view of the outdoors through large windows.

19. Modern Comfort in the Heart of NYC

Southeast Yonkers

Angel

includes taxes & fees

16 Oct - 17 Oct

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Top Sleepy Hollow Hotel Reviews

Best Western Fort Lee

8/10 Good

"I stayed here for about a month on a business trip. Overall, it was a pleasant stay, but the breakfast options were a bit repetitive."

Hyatt Regency Greenwich

8/10 Good

"The property is very pretty. Unfortunately the greenhouse style ceiling in the lobby was leaking due to heavy rain. The rooms were clean but the bathroom needs some work. Not quite clean enough for my standards. It needs some freshening up. The staff is friendly. Breakfast was ok but the staff seems to need more training to meet the standards of this type of hotel."

Marriott Saddle Brook

10/10 Excellent

"We stayed at the Marriott Saddle Brook for 2 nights. The property is clean, renovated, and overall well maintained. The room was decent, and the bed was okay. However, the rooms were not cleaned during our stay, and the soundproofing was poor. We could hear a lot of noise from the hallway, which was quite disturbing at times. Breakfast was not included, and parking was paid. Overall, it was a good stay, but there is room for improvement when it comes to housekeeping and noise control."

Find out more about Sleepy Hollow

Everything you need to know about Sleepy Hollow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sleepy Hollow holiday rental for you. At Expedia, you can take your pick from private holiday 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 Sleepy Hollow holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Sleepy Hollow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sleepy Hollow. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sleepy Hollow holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sleepy Hollow holiday rentals we have selected for you start as low as AU$246 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sleepy Hollow rentals

At Expedia, we put the best Sleepy Hollow holiday 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 Sleepy Hollow 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 Sleepy Hollow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sleepy Hollow. 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 holiday rental in Sleepy Hollow?

Yes, there are holiday rentals close to the most popular sights in Sleepy Hollow, or you can select a more secluded option if you're looking for a relaxing stay. Sleepy Hollow is known for its churches and local tours. Make sure you have time to check out the riverfront and restaurants during your trip.

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

Modern Luxury Home w GameRoom & Parking: This holiday home rental outside of Sleepy Hollow is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Sleepy Hollow?

Choose from 3 Expedia holiday rentals in Sleepy Hollow for a memorable holiday.

What can I see and do in Sleepy Hollow?

While exploring the area, visit family-friendly sights like Rockland Bakery, or get outside and enjoy nature at Rockefeller State Park Preserve. Other places in town to visit include Philipsburg Manor and Old Dutch Church of Sleepy Hollow.

What are holiday rentals like in Sleepy Hollow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sleepy Hollow. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.

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Check prices for these dates

Our top choices for Sleepy Hollow holiday rentals

1. Stamford Suites

2. Snow Days & City Escapes: Spacious Ossining Home

3. Luxury NYC Home with Free Parking for 12

4. Uscale 2BR Escape in the Heart of NYC

5. Spacious 3BR Luxe Escape near NYC

6. Luxury 3BR Family Home Game Room Parking

7. Luxury 1BR located in Prime Yonkers Area

8. 3BR Prime Luxury NY - Free Parking

9. Luxury NYC Home Game Room Free Parking

10. Two Wash

11. Summer Pool Oasis Custom Bar Arcade Pool Table

12. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

13. Prime Luxe 3-BR NYC - Free Parking

14. Elegant Hideaway with Free Parking

15. Luxury 3 BR Near NYC with Easy Parking

16. Luxe 1BR Oasis - Prime NY Stay

17. The Arches Suites

18. Luxury 5 BR Home Free Parking

19. Modern Comfort in the Heart of NYC

Find holiday rentals that suit your style

Top Sleepy Hollow Hotel Reviews

Best Western Fort Lee

Sleepy Hollow Hotel, a Dolce by Wyndham

Hampton Inn & Suites Teaneck Glenpointe

Radio Hotel

Hyatt Regency Greenwich

Marriott Saddle Brook

Baymont by Wyndham White Plains - Elmsford

West Gate Inn Nyack

Find out more about Sleepy Hollow

Frequently asked questions

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