Sleepy Hollow Holiday Rentals

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Holiday Rentals in Sleepy Hollow

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$293
includes taxes & fees
4 Nov - 5 Nov
Cozy 1-bedroom retreat minutes from West Point!
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is AU$350
includes taxes & fees
9 Nov - 10 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Spacious 2 bedroom apartment with 1 bathroom and private street entrance
2.0 star property
10.0 out of 10, Exceptional, (1)
"The comfort and safety "
United States
Jolena
The price is AU$383
includes taxes & fees
18 Nov - 19 Nov
Spacious 2 bedroom apartment with 1 bathroom and private street entrance
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is AU$442
includes taxes & fees
3 Nov - 4 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Hot Tub Escape | Modern Cabin | Sleep 3 | Fire Pit
The price is AU$422
includes taxes & fees
3 Nov - 4 Nov
Hot Tub Escape | Modern Cabin | Sleep 3 | Fire Pit
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.8 out of 10, Exceptional, (90)
"Fabulous place with extraordinary host. Better than advertised, well appointed & thoughtful touches throughout!"
United States
Sherri P.
The price is AU$419
includes taxes & fees
6 Nov - 7 Nov
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Piermont Oasis
10.0 out of 10, Exceptional, (5)
"Carolyn was so amazing with her directions on how to park and check in. The apartment had everything as advertised. The ambiance was very private and peaceful. Walking distance to the town and pier. I would definitely stay again."
United States
Anonymous traveller
The price is AU$323
includes taxes & fees
13 Nov - 14 Nov
Piermont Oasis
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (5)
"Exceptional space for our needs. We’d absolutely book again if the opportunity arises. Maritza was communicative and everything was easily accessible"
United States
Joanne
The price is AU$515
includes taxes & fees
7 Nov - 8 Nov
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Serene apartment with AC in vibrant Paterson
10.0 out of 10, Exceptional, (1)
"Out experience with this listing was as stated we were very pleased with the entire apartment and the Host was very accommodating I would highly recommend this apartment and the neighbors were extremely helpful and friendly! "
United States
Pam Y.
The price is AU$346
includes taxes & fees
6 Nov - 7 Nov
Serene apartment with AC in vibrant Paterson
Private Suite
2.0 star property
The price is AU$307
includes taxes & fees
9 Nov - 10 Nov
Private Suite
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.0 out of 10, Very good, (17)
"A very pleasant little place to stay while visiting my daughter at Sarah Lawrence College."
United States
Anonymous traveller
The price is AU$209
includes taxes & fees
8 Nov - 9 Nov
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
United States
Suzanne A.
The price is AU$573
includes taxes & fees
13 Nov - 14 Nov
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (7)
"Very nice! Easy to work with and house was what we expected. "
United States
Jack P.
The price is AU$595
includes taxes & fees
16 Nov - 17 Nov
Seabreeze at the beach west beach Stamford ct.
Cozy Private Share Room
2.0 star property
6.8 out of 10, (17)
"The host is great at being accommodating and the property is maintained very well. It was a solid 10/10 for property management. Also they have a full kitchen there and the restroom has one of the best showers ever. Make sure you don’t turn the water all the way to the left because the water gets pretty hot. It was pretty awesome thou. "
United States
Skyariel
Cozy Private Share Room
Modern Luxe 1BR Apt in Downtown Stamford
9.6 out of 10, Exceptional, (5)
"We had a great stay at this apartment! It was clean and the location couldn't be better. Communication with the host was easy and timely. I would definitely stay here again and recommend this place to friends/family visiting the Stamford area."
United States
Bobbie-Jo S.
The price is AU$570
includes taxes & fees
3 Nov - 4 Nov
Modern Luxe 1BR Apt in Downtown Stamford
Cozy Apartment to Relax - Apartment "B"
2.0 star property
The price is AU$498
includes taxes & fees
3 Nov - 4 Nov
Cozy Apartment to Relax - Apartment "B"
Private apartment with 1 bedroom and 1 bathroom and free Wi-Fi
2.0 star property
The price is AU$347
includes taxes & fees
3 Nov - 4 Nov
Private apartment with 1 bedroom and 1 bathroom and free Wi-Fi
The Classic Suite: 2BR close to NYC
10.0 out of 10, Exceptional, (1)
"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 AU$491
includes taxes & fees
9 Nov - 10 Nov
The Classic Suite: 2BR close to NYC
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
9.2 out of 10, Wonderful, (9)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AU$413
includes taxes & fees
10 Nov - 11 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Apartment A - Next to Hiking Trail - Front Entrance
2.0 star property
Apartment A - Next to Hiking Trail - Front Entrance
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

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$232 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?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Sleepy Hollow is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Sleepy Hollow?

While exploring the area, visit family-friendly sights like Bronx Zoo, 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.