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 $65 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.

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Guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 143 reviews

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!

Top guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 128 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Superhost
The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.
Home in Ossining
4.84 out of 5 average rating, 165 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.

Guest favourite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in White Plains
4.91 out of 5 average rating, 171 reviews

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!

Top guest favourite
A stylish living area features a light-colored sofa with patterned cushions. Decorative wall plates and art are displayed above a sleek TV console. Two comfortable chairs, adorned with soft throws, invite relaxation, while a geometric area rug enhances the room's aesthetic.
Flat in Tarrytown
4.99 out of 5 average rating, 96 reviews

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

This special place, newly 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...

Top guest favourite
A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.
Home in Putnam Valley
4.99 out of 5 average rating, 179 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Top guest favourite
A modern full kitchen is equipped with stainless steel appliances, including a gas stove and fridge. A butcherblock table is positioned under natural light, with seating for two. The overall color scheme features gray cabinets and light wood flooring, enhancing functionality and style.
Home in Piermont
4.97 out of 5 average rating, 127 reviews

Piermont's Getaway Mt. Village Home. 30min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live, thrive and enjoy life on the simpler side. Sip a coffee on the porch overlooking the Sparkill creek, take a stroll down Main Street for an array of options to visit. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike up the backyard mountain to the state park where you can enjoy a picnic and view of the Hudson while catching a glimpse of NYC.

Guest favourite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake
4.97 out of 5 average rating, 386 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Top guest favourite
Flat in Stony Point
4.97 out of 5 average rating, 107 reviews

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Top guest favourite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guest house in Waccabuc
4.99 out of 5 average rating, 140 reviews

French Estate Guest House on Private Lake

A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

Top guest favourite
A scenic view of the river is framed by lush greenery and trees. Nearby buildings can be seen, with one featuring a sloped roof and another brick structure. The calm water reflects the blue sky and surrounding hills.
Flat in Hastings-on-Hudson
4.98 out of 5 average rating, 154 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is in a prime, walkable location. The scenic Croton Aqueduct Trail is behind the house, with Hudson River views. Within walking distance is the train to NYC (30-40 min away) or Hudson Valley towns; coffee, restaurants, shops, parks, the supermarket & farmers market. It's pet-friendly and perfect for family visits, NYC escapes, scouting out the town for prospective moves, and waiting out home renovations. We reserve a parking spot for guests.

Top guest favourite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Flat in Ossining
4.96 out of 5 average rating, 543 reviews

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.

Popular amenities for Tarrytown holiday rentals

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.

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