
Sleepy Hollow Holiday Rentals
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Our top choices for Sleepy Hollow holiday rentals

1. The Arches Suites
The Arches Suites
2. Stamford Suites
Stamford Suites
3. Piermont Oasis
Piermont Oasis
4. 1 King Bed | Non-Smoking
1 King Bed | Non-Smoking
5. Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
6. Gem by the water+ firepit and all fenced backyard
Gem by the water+ firepit and all fenced backyard
7. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
8. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
10. Seabreeze at the beach west beach Stamford ct.
Seabreeze at the beach west beach Stamford ct.
11. 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.
12. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
13. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
14. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
15. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
16. Local Artist Inspired | Walk to WestPoint + King Bed
Local Artist Inspired | Walk to WestPoint + King Bed
17. 3BR Near West Point | Coffee Bar | Sleeps 6
3BR Near West Point | Coffee Bar | Sleeps 6
18. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
19. "Apt C " - Next to Hiking Trail - Second Floor
"Apt C " - Next to Hiking Trail - Second Floor
20. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!Find holiday rentals that suit your style
Top Sleepy Hollow Hotel Reviews

Executive Inn - Fort Lee
Find out more about Sleepy Hollow
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sleepy Hollow holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Sleepy Hollow. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sleepy Hollow. Seeing all the best attractions is bound to make you fall in love with Sleepy Hollow. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sleepy Hollow short-term rentals, that won’t be hard to do.
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