Holiday houses in Tarrytown

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Top-rated holiday rentals in Tarrytown

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Top Guest favourite

Apartment in Tarrytown

5 out of 5 average rating, 7 reviews

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.

Top Guest favourite

Apartment in Tarrytown

4.98 out of 5 average rating, 64 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...

Guest favourite

Guest suite in Elmsford

4.89 out of 5 average rating, 9 reviews

The Hidden Gem Guest House

The Hidden Gem Guest House offers a cozy and private space to relax, explore and enjoy during your stay in one of the safest and most friendly parts of Westchester County. It is conveniently close and within walking distance to Knollwood Country Club. Downtown White Plains, just a short 8 min drive offers many different shops and restaurants to visit. The Metro North train station is close by and will bring you to Downtown Manhattan in about 40 minutes. Free Parking is included with your stay.

Guest favourite

Apartment in Ossining

4.94 out of 5 average rating, 136 reviews

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

Unwind at this peaceful retreat a short walk from downtown Ossining and Hudson River front parks. Designed with end to end comfort, beautifully decorated, and featuring a gorgeous open kitchen and entertaining room, in this space you can relax and step away from it all. Highlights include: 2nd floor walk-up High End Appliances and all Finishes Heated bathroom floors Contactless entry Off-street parking 1/2 block from multiple parks Weekly discount available Come stay here! You’ll love it

Superhost

Home in Tarrytown

4.85 out of 5 average rating, 39 reviews

Lovely Tarrytown Home in Hudson

This charming 3-bedroom, 2-bathroom home in Tarrytown offers the perfect blend of comfort and convenience. Located just few minutes from the scenic Hudson River, it features spacious living areas, modern amenities, and a cozy atmosphere, making it an ideal retreat. Easy access to historic sites, including Washington Irving’s Sunnyside and Lyndhurst Mansion, as well as parks, dining, and shopping. With the beauty of the Hudson River and NYC only 45 minutes away, this home is a true getaway.

Top Guest favourite

Apartment in Ossining

4.96 out of 5 average rating, 442 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. $25 cleaning with or without pets.

Guest favourite

Apartment in Yonkers

4.95 out of 5 average rating, 256 reviews

Large, relaxing private 1 bedroom apartment.

Located on a quiet cul-de-sac, this self-catering 1 bedroom apartment with private driveway is located on the lower level of a private home and is perfect for anyone wishing to have a space to themselves. There is a roll-away single bed to accommodate a 3rd guest. We offer WiFi, Netflix and full cable TV access. Located near Executive Blvd and all the river towns. Plus, its only a short ride to all New York City has to offer. All reservation requests require verified Government ID.

Guest favourite

Apartment in Yonkers

4.88 out of 5 average rating, 145 reviews

Elegant Riverfront Getaway with Beautiful Views

Escape to this elegant historic home with stunning Hudson River views. This tastefully decorated one-bedroom apartment boasts a beautiful balcony overlooking the water and a luxurious resort-style spa with a palatial steam room and jetted tub. The home offers a warm and relaxing ambiance, perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro North, you can reach NYC in under 45 minutes.

Superhost

Apartment in Nyack

4.93 out of 5 average rating, 14 reviews

Bright Retreat in Nyack

Charming, Sunlit Apartment in the Heart of Nyack Nestled in the vibrant and scenic town of Nyack, this cozy yet bright apartment offers an inviting and tranquil retreat. Perfect for anyone seeking a peaceful, well-lit atmosphere, the apartment combines modern comfort with a cozy, intimate feel. Just steps from Nyack’s charming cafes, boutiques, and the stunning Hudson River views, this apartment is a perfect balance of cozy living and vibrant surroundings!

Top Guest favourite

Treehouse in Wallkill

4.99 out of 5 average rating, 320 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 favourite

Guesthouse in Hastings-on-Hudson

4.92 out of 5 average rating, 852 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, private Shangri-La with backyard chickens in the artistic and quaint Rivertowns, 35 minutes from NYC along the Hudson River. The Tiny House escape is reminiscent of sleepaway camp (rustic), yet tastefully curated with eclectic art and furnishings. Sleeping loft nest with 8-step ladder or pull-out sofa bed. Fenced-in yard. FREE 24/7 street parking. Read on…

Superhost

Apartment in Piermont

4.73 out of 5 average rating, 311 reviews

Piermont Jewel

This private, cozy apartment has everything you will need for your stay in picturesque Piermont, NY. Newly renovated, it's small but comfortable. In the back of a classic building on the main street of the popular get-away village. Bus from NYC stops right out front. Plus, the location is just steps from the Hudson River and the Piermont Pier.