
Holiday rentals in Tarrytown
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Quick stats about holiday rentals in Tarrytown

Total holiday rentals
Explore 30 holiday rentals in Tarrytown

Nightly prices starting at
Tarrytown holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Tarrytown holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Tarrytown rentals

4.9 Average rating
Tarrytown stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Tarrytown
Guests agree: these stays are highly rated for location, cleanliness and more.

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
This special place, recently renovated and lovingly decorated, has a private entrance, off-street parking, and a washer/dryer. Close to everything the Sleepy Hollow/Tarrytown area offers: a short walk to both downtowns, the Metro North train to NYC, Hudson River parks, the Jazz Forum, the Tarrytown Music Hall, a Saturday farmers market. A mile walk to the incomparable Rockefeller Park Preserve, 1.5 miles to Kykuit, 2 miles to Lyndhurst. The list of attractions and destinations goes on and on...

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Stylish, Cozy 2 BR Pied-á-terre
Relax in a stylish Pied-á-terre in Tarrytown, NY, 50 minutes from Manhattan. This cozy, renovated apartment has a private entrance, two bedrooms, washer/dryer, and a fully equipped kitchen with a dishwasher. The living area features a comfy sectional and 65" smart TV. Just a 5-minute walk to EF School, ideal for students or visiting loved ones. Steps from Old Croton Aqueduct trail, blocks from Main Street's cafes and shops, and a 12-minute walk to Metro-North Train Station and Hudson River Walk.

Well-Appointed & Cozy Studio w/ Parking & Wash/Dry
This well-appointed basement suite is designed for comfort and ease. Stretch out on the plush queen-size bed, unwind with your favorite shows on the smart TV, or enjoy a game night with the board games provided. The open layout includes a well-stocked full kitchen for simple meals , a sparkling clean bathroom, and a washer & dryer for guests to use. Just few steps from local deli, grocery shops, and restaurants. The place is perfect for solo travelers or couples looking for a comfortable stay.

Spacious 3b/3b Mediterranean in White Plains
Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

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.

The Hollow Inn at Sleepy Hollow
The Hollow Inn, a charming retreat nestled in the heart of historic Sleepy Hollow—just 45 minutes from NYC and a 15-minute stroll from the Tarrytown train station. Whether you're planning a festive fall getaway with a large family or a peaceful couples’ retreat, this cozy spot is the perfect home base. October is truly magical here, Sleepy Hollow comes alive with Halloween festivities, haunted hayrides, lantern-lit cemetery tours, and more. Book your stay and experience the legend for yourself!

Stylish 4bed 2bath Home in White Plains
Our renovated townhouse, a perfect blend of suburban calm & NYC charm, is your home away from home. This stylish & peaceful accommodation, situated right outside White Plains downtown, affords you effortless access to train stations, freeways, and vibrant restaurants & shops. With a well equipped kitchen, 2 full baths, and 4 bedrooms spreading across 3 floors, it has everything you need whether you come to visit family, for business, or to simply seek an escape from the bustling big city life.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Beautiful Hudson River Bungalow in Dobbs Ferry
Serene, modern apartment in a beautifully renovated historic home on Main Street in the heart of Dobbs Ferry. Located just minutes from the train to Manhattan and surrounded by the beauty of the Hudson Valley, this private second-floor apartment offers a separate entrance and complete privacy. The scenic Old Croton Aqueduct Trail runs directly behind the property, perfect for walking, running, and biking. Easy self check-in. Ideal for business travelers, couples, and extended stays.

Private Guest Suite
Nestled in the heart of Westchester County, Our Guest House is a cozy and private Space where you can unwind, explore, and make unforgettable memories. It’s a safe and friendly place to stay, and it’s conveniently located just a short walk from Knollwood Country Club. Downtown White Plains is also nearby, with plenty of shops and restaurants to discover. The Metro North train station is just a short drive away, taking you to Downtown Manhattan in about 40 minutes.

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC
This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.
Popular amenities for Tarrytown holiday rentals
Other great holiday rentals in Tarrytown

Hudson River Suite - Dobbs Ferry

Valhalla Home

Serene Retreat in the Hills w/Jacuzzi

2 bedroom apartment in Tarrytown/Sleepy Hollow

Stylish & Comfy |5★ Location, Deck, ♛4Br/3 Full BA

Sleepy Hollow Private Apartment Airbnb

Rivertown Mid-Century

PerfectLocation Tarrytown/ Sleepyhollow
When is the best time to visit Tarrytown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 SGD | $319 SGD | $322 SGD | $262 SGD | $289 SGD | $318 SGD | $292 SGD | $315 SGD | $359 SGD | $365 SGD | $383 SGD | $318 SGD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 26°C | 25°C | 22°C | 15°C | 10°C | 4°C |
Frequently Asked Questions
What are the best places to stay in Tarrytown?
Many enjoy staying in Tarrytown’s historic village center for walkable shops, dining, and easy access to local sites. The residential neighborhoods near the riverfront are also frequently suggested for their tranquil atmosphere.
What are the best things to do in Tarrytown with kids?
Many families enjoy picnics in parks, interactive exhibits at Philipsburg Manor, or spotting wildlife along gentle trails in the Rockefeller State Park Preserve. The Tarrytown Music Hall also hosts programs tailored for younger audiences.
What are some of the best things to do in Tarrytown?
You can tour historic sites like Lyndhurst Mansion, visit local farmers’ markets, or explore riverfront parks. Many enjoy performances at the Tarrytown Music Hall and relaxing walks in the Rockefeller State Park Preserve.
How is the weather in Tarrytown?
Tarrytown sees cold winters near 29–40°F (−2–5°C) and warm summers around 71–86°F (22–30°C), with rain scattered throughout the year. Spring and autumn are typically mild, with comfortable temperatures for outdoor explorations.
When is the best time to visit Tarrytown?
Late spring and early autumn are often recommended, with mild temperatures and vibrant foliage or blossoms. Many visitors appreciate the comfortable weather around 60–75°F (16–24°C), as well as the seasonal festivals and outdoor activities.
What are the best places to visit in Tarrytown?
Tarrytown has Lyndhurst Mansion, a Gothic Revival estate, and Philipsburg Manor, which interprets colonial history with attention to the lives of enslaved people. The Tarrytown Music Hall, one of the oldest theaters of its kind, frequently draws visitors for performances.
What are some hiking trails in Tarrytown?
Explore forested trails at the Rockefeller State Park Preserve, or stroll through the Old Croton Aqueduct Trail, which follows a historic waterway. Both spaces are known for their wooded paths, local wildlife, and opportunities for gentle walks or longer hikes.
What are some family activities we can do in Tarrytown?
Families often explore the grounds of historic estates, picnic in riverfront parks, and walk tree-lined trails in the Rockefeller State Park Preserve. Seasonal festivals and performances at the Tarrytown Music Hall are also frequently suggested for all ages.
What are some of the best day trip ideas from Tarrytown?
Explore neighboring Hudson Valley villages with historic main streets, visit gardens and art museums, or hike scenic preserves around the region. River towns and local markets frequently attract those interested in culture and seasonal foods.
Are there any pet friendly accommodations available in Tarrytown?
Pet-friendly accommodations are available in Tarrytown, including stays with fenced gardens or close proximity to parks. Many hosts welcome pets and can suggest nearby trails for walks with your companion.
What are some local tips for visiting Tarrytown?
Many guests enjoy morning walks by the river before the village wakes up, and sampling pastries from local bakeries. Ask hosts about farmers’ markets or unique seasonal events for a more locally rooted experience.
What is Tarrytown known for?
Tarrytown is known for its riverfront scenery, well-preserved nineteenth-century architecture, and role in Hudson Valley folklore. The village often draws visitors interested in history, arts, and classic tales associated with Washington Irving.
What are the best hidden gems to explore in Tarrytown?
Tarrytown has lesser-known paths by the Hudson River, historic cemeteries, and unique architecture tucked into the hills. Art galleries, small bookshops, and charming cafés frequently attract those who enjoy local stories and quieter corners.
What are the best foods to try in Tarrytown?
Tarrytown is known for wood-fired pizzas, locally sourced farm fare, and traditional bakeries that craft pastries influenced by the region’s European heritage. Fresh seafood dishes are also frequently suggested, especially near the riverfront.
What should I bring for a trip to Tarrytown?
Bring comfortable walking shoes for village strolls, a reusable water bottle, and weather-appropriate layers—especially if visiting outdoor sites or trails. Packing a light rain jacket can be useful throughout the year.
What is the nightlife in Tarrytown like?
Nightlife in Tarrytown is low-key, with wine bars, casual restaurants, and regular live performances at the Tarrytown Music Hall. The village atmosphere draws those who enjoy a relaxing evening or a local concert.
What are the most popular events or festivals in Tarrytown?
Tarrytown frequently hosts riverfront music festivals in summer, community celebrations around Halloween, and holiday events at Lyndhurst Mansion. The Tarrytown Music Hall also features a range of cultural programs throughout the year.
Are there family friendly vacation rentals in Tarrytown?
Tarrytown has family-friendly vacation rentals, especially near the scenic riverfront or nestled in residential areas. Many hosts provide amenities such as kitchens or extra bedrooms to help families feel at home.
Destinations to explore
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Jones Beach
- Columbia University
- Yankee Stadium
- American Dream
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bear Mountain State Park
- Barclays Center
- Bryant Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





