Sleepy Hollow Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Sleepy Hollow holiday rentals

Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is HK$1,407
HK$2,774 total
includes taxes & fees
29 Mar - 30 Mar
Luxury NYC Home Game Room Free Parking
TV

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (30 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is HK$1,720
HK$2,978 total
includes taxes & fees
8 Apr - 9 Apr
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Interior

Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC

Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC
New Rochelle
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and responsive to all of my questions. This second floor, three bedroom, two bath apartment was nicely appointed. I wish I was able to be there for more than just one day. It was comfortable and perfect for my needs. Parking was adequate for two cars. I would definitely look this location again"
United States
Mechelle O.
The price is HK$3,112
HK$5,598 total
includes taxes & fees
28 Mar - 29 Mar
Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC
Property grounds

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,231
HK$2,550 total
includes taxes & fees
31 Mar - 1 Apr
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train
Tuckahoe
The price is HK$3,049
HK$5,520 total
includes taxes & fees
28 Mar - 29 Mar
Comfortable 1 family home in Tuckahoe that's near train
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is HK$1,407
HK$2,739 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3BR Family Home Game Room Parking
Front of property

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north
3.5 star property
Southeast Yonkers
The price is HK$2,869
HK$7,196 total
includes taxes & fees
3 Apr - 4 Apr
Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north
Living area

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
6.4 out of 10, (6 reviews)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
The price is HK$1,407
HK$2,739 total
includes taxes & fees
31 Mar - 1 Apr
Modern Luxury Home w GameRoom & Parking
In-room dining

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
The price is HK$1,407
HK$2,732 total
includes taxes & fees
30 Mar - 31 Mar
3BR Prime Luxury NY - Free Parking
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is HK$1,409
HK$2,777 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3BR Home Game Room Free Parking
Bathroom

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is HK$1,407
HK$2,774 total
includes taxes & fees
29 Mar - 30 Mar
Luxury NY Home with Free Parking
TV, fireplace, books, offices

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is HK$2,872
HK$6,792 total
includes taxes & fees
29 Mar - 30 Mar
New Beach Home near Stamford Downtown/Shippan
Living area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is HK$1,258
HK$2,572 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3 BR Near NYC with Easy Parking
Dining

Gorgeous, 2- bedroom apartment walking distance to GWB!

Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee
10.0 out of 10, Exceptional, (11 reviews)
"Clean, modern, convenient property. Online pictures were accurate, check in was easy. Highly recommend. Would stay there again without hesitation."
United States
Rebecca
The price is HK$1,548
HK$2,920 total
includes taxes & fees
30 Mar - 31 Mar
Gorgeous, 2- bedroom apartment walking distance to GWB!
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,161
HK$2,258 total
includes taxes & fees
31 Mar - 1 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
2 bedrooms, iron/ironing board, Internet, bed sheets

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Bronx
9.8 out of 10, Exceptional, (17 reviews)
"Nice home very clean and easy to access transit"
United States
Christina F.
The price is HK$1,509
HK$3,497 total
includes taxes & fees
29 Mar - 30 Mar
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Living area

Cheerful Home in Yonkers NY

Cheerful Home in Yonkers NY
Lincoln Park
7.6 out of 10, Good, (4 reviews)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
The price is HK$1,955
HK$4,584 total
includes taxes & fees
28 Mar - 29 Mar
Cheerful Home in Yonkers NY
5 bedrooms

Summer at Westchester - Games Pet Friendly Events

Summer at Westchester - Games Pet Friendly Events
2.0 star property
Ossining
The price is HK$3,824
HK$7,870 total
includes taxes & fees
30 Mar - 31 Mar
Summer at Westchester - Games Pet Friendly Events
Smart TV, fireplace, stereo, offices

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Cove - East Side - Shippan
8.8 out of 10, Excellent, (8 reviews)
"Beautiful place, very clean. Great Host!"
United States
Alejandro A.
The price is HK$3,364
HK$6,623 total
includes taxes & fees
30 Mar - 31 Mar
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
TV

The Classic Suite: 2BR close to NYC

The Classic Suite: 2BR close to NYC
Paterson
10.0 out of 10, Exceptional, (1 review)
"The property has everything we needed for a two night stay. Driving to NYC is approximately 40 mins. We like how this apartment was modernly designed. The check in and check out process was easy - detailed instruction provided. Would stay again. "
United States
Yue Z.
The price is HK$1,587
HK$2,839 total
includes taxes & fees
29 Mar - 30 Mar
The Classic Suite: 2BR close to NYC
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 Sleepy Hollow Hotel Reviews

Radio Hotel

Radio Hotel

8/10 Good
"Clean rooms with plenty of space and staff was super nice on arrival"
Jasmin 2-night trip
Posted 5 hours ago
Radio Hotel

Find out more about Sleepy Hollow

Search for holiday rentals in Sleepy Hollow on Expedia! You can easily find your home rentals, villas, holiday apartments in Sleepy Hollow 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 Sleepy Hollow!

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?

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers: This holiday home rental outside of Sleepy Hollow offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

What can I see and do in Sleepy Hollow?

While exploring the area, visit family-friendly sights like Legoland Discovery Center Westchester, 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.