
Vacation rentals in Tarrytown
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Top-rated vacation rentals in Tarrytown
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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.

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.

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!

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

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

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

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.

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.

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.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

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.

The Treecastle at the Roundhouse Homestead
The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill
Popular amenities for Tarrytown vacation rentals
Other great vacation rentals in Tarrytown

Gorgeous Suite w/ Private Entrance

Valhalla Home

Relaxing & Great Location & Minutes from New York

Hudson River Suite - Dobbs Ferry

2 bedroom apartment in Tarrytown/Sleepy Hollow

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Arkadia House Mid-century retreat with pool & view

Sleepy Hollow Private Apartment Airbnb
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.
Quick stats about vacation rentals in Tarrytown

Total vacation rentals
Explore 20 vacation rentals in Tarrytown

Nightly prices starting at
Tarrytown vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Tarrytown vacation 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!
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