Holiday rentals in Tarrytown

5 out of 5 average rating, 7 reviews

Flat in Tarrytown

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.

4.98 out of 5 average rating, 62 reviews

Flat in Tarrytown

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...

4.88 out of 5 average rating, 8 reviews

Guest suite in Elmsford

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.

4.95 out of 5 average rating, 135 reviews

Flat in Ossining

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

4.84 out of 5 average rating, 37 reviews

Home in Tarrytown

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.

Guest suite in Croton-on-Hudson

4.92 out of 5 average rating, 135 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: Drive, walkway and entrance accessible to full size wheelchair (see photos) however the bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

4.95 out of 5 average rating, 256 reviews

Flat in Yonkers

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 suite in Pleasantville

4.83 out of 5 average rating, 72 reviews

Charming Studio Centrally Located in Pleasantville

Private Studio Apartment with private entrance. Queen-sized bed + sofa bed. Cozy-space w/ big windows in a big home centrally located in the beautiful small town of Pleasantville. 5 min walk to MetroNorth Train to NYC (45 train ride), Pace University, TONS of bars & restaurants, coffee shops, Jacob Burns Film Center, cute shops. One of the best walking towns in Westchester County. Amazing outdoor activities close by. Friendly host nearby in main house for any questions!

Flat in Hastings-on-Hudson

4.85 out of 5 average rating, 275 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.

4.83 out of 5 average rating, 127 reviews

Flat in Nyack

Nyack Retreat

This stylish apartment is tucked away but right in the center of the popular town of Nyack. Very comfortable and spacious, perfect for an amazing get away. Please note: This is a quiet multi-family home that houses four apartments. We do not allow any parties or gatherings. Please do not book this place if you plan to host an event. Only persons booked are allowed without permission. Thank you respectfully.

4.95 out of 5 average rating, 185 reviews

Home in Nyack

Chic Vintage Cottage in Artsy Village of Nyack

Chic, cozy and adorable, our recently renovated 1929 Nyack Village cottage is a one of a kind. Located one block from Main Street and the wonderful dining, shopping and culture downtown Nyack has to offer, our home is the perfect backdrop for a beautiful weekend retreat. Traveling for work? NYC is a quick 30 mile commute with fast access to public transportation. We welcome you to come and be our guests!

4.99 out of 5 average rating, 203 reviews

Cottage in Philipstown

Modern Country Cottage by Bear Mountain

Wake up feeling rejuvenated in a lofted bedroom beneath a wood-paneled ceiling with skylight windows. Descend a spiral staircase into a warm kitchenette for a cup of coffee, then have a seat in an airy living room beside a brass-plated decorative fireplace. Enjoy a picnic or grill on the front lawn and explore the 4 acres of most authentic Hudson Valley landscape.

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Popular amenities for Tarrytown holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Tarrytown

4.99 out of 5 average rating, 313 reviews

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

TjRating, 5 stars6 days ago

My stay at the tree house was truly amazing. Highly recommend this place for groups of 2 looking to get away from the noise of every day life. Wish I could’ve stayed longer.

Private room in Dobbs Ferry

4.94 out of 5 average rating, 373 reviews

Small cozy room in historic 1828 Dobbs Ferry home.

SusanRating, 5 stars2 weeks ago

Joanna is an awesome host and person! She went above and beyond doing everything to help me and make my visit comfortable and fun. Great location too. Walk to everything. Train to NYC is super close. Highly recommend this place!

Home in Hastings-on-Hudson

4.77 out of 5 average rating, 62 reviews

Rivertown Retreat 25 mins to NYC

JonathanRating, 5 stars1 month ago

Great stay in Hastings! Easy and fun walks to the shops, restaurants, and the train.

Flat in Scarsdale

4.69 out of 5 average rating, 160 reviews

One Bedroom w/ Great Location

AmyRating, 5 stars3 days ago

A most comfortable and clean apartment and a very responsive host to all enquiries and requests

Guest suite in Croton-on-Hudson

4.87 out of 5 average rating, 15 reviews

Mountain Edge: Spacious Suite

CurtisRating, 5 stars2 weeks ago

Scott's place was in my home town, which I was visiting for the 1st time in 20 years. One thing I knew was there weren't any hotels convenient to that area. I would have had to stay 15 miles away for a reasonable hotel. So, Scott's place was great from that respect. The location was one I was familiar with. One section of the house had been "isolated," with its own entrance and a parking place. I don't believe anyone was in the main house overnight, but everything was nice and quiet. Mini-splits in the living room and bedroom kept the temperature perfect. There isn't a full kitchen as such, but a microwave and Keurig machine (with supplied coffee/creamer) was all we really need in the morning. The bathrooms were well-equipped, and a Samsung TV provided a connection to the outside world if you were so inclined. Scott's place worked perfect for us....only a couple miles to downtown Croton, it was easy to get around. We would have no issues staying there again. Thanks.

Private room in Sleepy Hollow

4.98 out of 5 average rating, 110 reviews

Aleida'house on beautiful town.

BeatriceRating, 5 stars1 month ago

My 5 night stay at Aleida’s in Tarrytown was fantastic. Aleida was a very helpful and friendly host, I felt very at home with her. Aleida always replied to any questions promptly. The house is in a great location, only about 5 minutes walk from the station. It is also very close to the river Hudson, and you can do a beautiful riverside walk to see the Tappan Zee bridge and Sleepy Hollow lighthouse. As a woman travelling on my own, I felt very safe in Tarrytown. A couple of times I got the train back from Grand Central late at night, and I always felt comfortable walking back from Tarrytown station to the house. I also felt safe walking around the town in the evening. It’s a very safe and friendly place, and only a 50 minute train to Grand Central. There are plenty shops and things to do in the town too. I would recommend booking a show at the historic Tarrytown Music Hall - it’s really special. I will miss my chats over breakfast with Aleida and would love to come back one day.

4.97 out of 5 average rating, 175 reviews

Flat in Stamford

Standalone Cottage surrounded by woods

ChristineRating, 5 stars2 days ago

Paul was so incredibly kind and good with communication. He gave clear instructions and everything was as expected. Such a wonderful and serene property and area. He provides such intricate details. I had a towel that was so incredible soft and looked brand new, he gave me soaps and a loofah, he provides toothpaste and he ever had jars with hair ties, cotton rounds, qtips, etc.!! Hello, talk about details!! He had a snack bar with yummy options and complimentary wine!! If you are looking for a place in Greenwich look no further! Thank you so much Paul for such an incredible stay! I hope to be back! :)