Vacation rentals in Sleepy Hollow

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Top-rated vacation rentals in Sleepy Hollow

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Tarrytown

4.94 out of 5 average rating, 208 reviews

Brand new private Studio in the heart of Tarrytown

Brand new, Studio apartment in the heart of Tarrytown, with it’s own beautifully landscaped front yard! This newly renovated studio with it's private entrance, fully equipped kitchen and bathroom is only 1 block away from the Main Street and 8 mins walk to the Metro-North Tarrytown train station to explore both worlds, the city (35 mins express) and beautiful upstate New York. It is a cute town with lots of great restaurants, hiking trails and Hudson river views. Contactless check-in&check-out!

Jun 14 – 21

€ 319 per night
Superhost

Home in Ossining

4.84 out of 5 average rating, 124 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Jan 7 – 14

€ 408 per night
Superhost

Guest suite in Piermont

4.85 out of 5 average rating, 377 reviews

Cozy private apartment with Hudson River views

This cozy apartment just one block from the Hudson River, is on the ground level of a house, with a separate entrance offering complete privacy. This modern space has a fully equipped kitchen, beautiful bathroom, comfy queen bed, reading chair, books galore, and a desk. Located in the adorable town of Piermont, it has the feel of a country retreat, a waterfront town, and it's an easy commute to Manhattan. As of Nov. 2022, the WIFI has been upgraded and it is now RELIABLE & HIGH-SPEED.

May 24 – 31

€ 106 per night

Popular amenities for Sleepy Hollow vacation rentals

Stay near Sleepy Hollow's top sights

Tarrytown Music Hall23 locals recommend
Pierson Park5 locals recommend
Scenic Hudson RiverWalk Park at Tarrytown7 locals recommend
Bridge View Tavern10 locals recommend
Lefteris Gyro10 locals recommend
Philipsburg Manor16 locals recommend

Other great vacation rentals in Sleepy Hollow

Guest favorite

Home in Sleepy Hollow

4.87 out of 5 average rating, 122 reviews

Close to New York City with Bridge View & Parking

Jan 2 – 9

€ 465 per night
Guest favorite

Guesthouse in Suffern

4.96 out of 5 average rating, 119 reviews

Hiking trails steps from your door!

Sep 6 – 13

€ 163 per night
Guest favorite

Guesthouse in Suffern

4.91 out of 5 average rating, 110 reviews

Private Studio w/Full Kitchen & Bath

Apr 6 – 13

€ 82 per night
Guest favorite

Home in Nyack

4.95 out of 5 average rating, 150 reviews

Chic Vintage Cottage in Artsy Village of Nyack

Oct 11 – 18

€ 260 per night
Guest favorite

Apartment in Yonkers

4.94 out of 5 average rating, 210 reviews

Large, relaxing private 1 bedroom apartment.

Jun 12 – 19

€ 125 per night
Superhost

Apartment in Hastings-on-Hudson

4.82 out of 5 average rating, 118 reviews

Lovely Hastings home convenient to NYC.

Sep 11 – 18

€ 129 per night
Guest favorite

Apartment in Hastings-on-Hudson

5.0 out of 5 average rating, 106 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Aug 21 – 28

€ 215 per night
Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 738 reviews

Hudson Valley Tiny House

Jun 11 – 18

€ 112 per night
Guest favorite

Apartment in Ossining

4.95 out of 5 average rating, 100 reviews

Gorgeous 1 BR w/High End Finishes, Heated BA Floor

Dec 5 – 12

€ 247 per night
Guest favorite

Apartment in Hastings-on-Hudson

4.93 out of 5 average rating, 111 reviews

Hastings On Hudson Garden Apartment

Mar 9 – 16

€ 160 per night
Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 179 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Nov 29 – Dec 6

€ 134 per night
Guest favorite

Apartment in Hastings-on-Hudson

4.99 out of 5 average rating, 86 reviews

30min>Manhattan/on Hudson River/Small town living!

Aug 13 – 20

€ 101 per night

Quick stats about vacation rentals in Sleepy Hollow

Total rentals

10 properties

Popular amenities

Lake access, Gym, and BBQ grill

Wifi availability

10 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Total number of reviews

510 reviews

Nightly prices starting at

€ 46 before taxes and fees

Frequently Asked Questions

  • Do apartment rentals in Sleepy Hollow have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Sleepy Hollow. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Sleepy Hollow?

    Experience the best of Sleepy Hollow with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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