Vacation rentals in Tarrytown

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Top-rated vacation rentals in Tarrytown

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

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Superhost
Home in Ossining
4.85 out of 5 average rating, 161 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 favorite
Home in White Plains
4.92 out of 5 average rating, 165 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!

Guest favorite
A spacious living area features a light-colored sectional sofa adorned with a patterned throw and decorative pillows. Soft carpeting covers the floor, enhancing comfort. Natural light floods the space through large windows, illuminating the surrounding decor, including framed photographs on the walls.
Guest suite in Croton-on-Hudson
4.92 out of 5 average rating, 161 reviews

The Bluestone - Spacious 2 bedroom w/central air

Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

Guest favorite
Cottage in Greenwood Lake
4.98 out of 5 average rating, 382 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 favorite
A private, gated entrance is illuminated by soft lights lining the gravel driveway. Lush trees frame the pathway, leading towards a stately home that glows warmly in the evening light. The manicured lawn enhances the serene setting.
Guesthouse in Waccabuc
4.99 out of 5 average rating, 135 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 favorite
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.
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 152 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 favorite
Apartment in Ossining
4.96 out of 5 average rating, 535 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.

Guest favorite
A tree-lined street is depicted, leading towards the Hudson River, visible in the distance. Residential buildings line both sides, with vehicles parked along the curb. Greenery enhances the scene, contributing to a serene atmosphere, while the rolling hills rise beyond the river.
Apartment in Hastings-on-Hudson
4.85 out of 5 average rating, 334 reviews

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.

Top guest favorite
A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.
Treehouse in Wallkill
4.99 out of 5 average rating, 380 reviews

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

Guest favorite
Guest suite in Tarrytown
4.92 out of 5 average rating, 281 reviews

Stylish Tarrytown Studio | Walk to Train & Main St

Modern designer studio 1 block from Main St, 8-min walk to Metro-North (35 mins to NYC). Private entrance, fast Wi-Fi, full kitchen, Queen bed + King sofa bed. Small front yard for a breath of fresh air. Walk to restaurants, cafes, and Hudson River parks. Ideal for couples, solo travelers, and remote workers. Explore charming Tarrytown, Sleepy Hollow, Rockefeller trails, and the Hudson Valley. A stylish, comfortable base for your next getaway!

Top guest favorite
Apartment in Croton-on-Hudson
4.98 out of 5 average rating, 380 reviews

Luxury 2bd⭐Comfort+Style⭐

45 min train to Grand Central. Apt is 1.9mi to train, supermarket. Free PARKING. Two 4K TVs, 4K Blu-ray library, NFLX/AMZN/HBO/Apple TV. XBOX 1X. Fast WIFI. SS APPL, stocked kitchen. Bd1: adjustable queen, 50" 4K TV. Bd2: adj queen. Office area (desk, fast wifi), private porch. Sidewalks. 7 min walk to cafes, a bar, and restaurants. Car rental is 16 min walk. Hiking, kayaking. I LIVE NEARBY IN ANOTHER APT.

Top guest favorite
An open studio layout features a dining island with black chairs, a cozy couch in the corner, and a spacious bed made with neutral bedding. Decorative walls showcase intricate designs, while numerous pendant lights hang from the ceiling, illuminating the area. Large windows provide natural light.
Guesthouse in Peekskill
4.93 out of 5 average rating, 319 reviews

Peekskill Carriage House Downtown Studio

Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

Popular amenities for Tarrytown vacation 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.

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 €43 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Tarrytown vacation rentals include wi-fi 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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