Holiday rentals in Briarcliff Manor

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.

4.95 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

4.88 out of 5 average rating, 34 reviews

Home in Ossining

Hudson Valley Escape

This sun-infused Queen Victorian home with front wisteria-draped porch and stunning Hudson River views will charm you. The home offers a library, two living rooms, renovated kitchen with butlers pantry and back staircase, 4 bedrooms and 2.5 baths. This home has many entertainment possibilities with 2 covered porches for dining, BBQ or just lounging and admiring the river views. A pleasant 10 minute walk to the train station. Just 45 minutes by gorgeous riverside train ride to Grand Central.

Guest suite in Croton-on-Hudson

4.92 out of 5 average rating, 134 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.

4.96 out of 5 average rating, 439 reviews

Flat in Ossining

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 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!

4.93 out of 5 average rating, 14 reviews

Flat in Nyack

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!

4.73 out of 5 average rating, 59 reviews

Guest suite in Ossining

Comfortable Studio Apartment

Cozy, private studio apartment in the quiet and historic town of Ossining. The location is close to metro north (Scarborough station), bus stop, shops and some restaurants. The studio is an independent unit attached to the main home. Five minute drive to Phelps Hospital. Ten minutes to PACE university Forty minute train ride to NYC. Close to State Parks, historic Sleepy Hollow, Tarrytown and West-Point. Many hiking options and bike trails nearby.

4.92 out of 5 average rating, 253 reviews

Guest suite in Tarrytown

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!

Guest suite in Haverstraw

4.94 out of 5 average rating, 365 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

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.

4.64 out of 5 average rating, 75 reviews

Flat in Ossining

Cozy Apartment w/Private Entrance in Ossining Home

Separate entrance and private access to the space. 1 bedroom, private hallway and bathroom with kitchenette/fridge. Located in Ossining NY, Westchester County. 10-15 minutes to the Ossining Train Station and 40 min by train to NYC. Within walking distance to shopping and public library. Wifi provided upon check in. Basic toiletries and amenities provided. Light cooking.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Briarcliff Manor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Briarcliff Manor

Private room in Hawthorne

4.83 out of 5 average rating, 107 reviews

Clean and cozy attic room

CatherineRating, 5 stars1 month ago

Staying at Ivone's place is like staying at the house of a really cool friend. Lovely thoughtful touches of decor throughout, peaceful chimes outside, smelled fantastic. We were very comfortable. We had a wedding to attend so didn't stay inside the house much, but Ivone was so helpful, and even lent me a spot of nail polish last minute so we didn't have to be late. Highly recommend. Would definitely stay again if we were visiting the area.

4.9 out of 5 average rating, 113 reviews

Private room in Nyack

Cul-de-sac 1-bedroom, includes free parking.

LeighRating, 5 stars1 month ago

Jaime's place was just what we needed; a clean, quiet, comfortable place to "crash" for the night! :)

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.

4.91 out of 5 average rating, 152 reviews

Private room in Stamford

Small private room in my home for one person only

TraceyRating, 5 stars4 weeks ago

Perfect for a one night pit stop on my multi-state drive. I don't know why, but I was expecting a sleepy suburb type location, but this is a urban-ish location on a fairly busy steet. No issues with that, just noting it as I had a car full of gear. But the neighborhood is safe and the house/room/bath were clean and fresh. Evelin was very responsive to questions and the price was right - would stay again.

4.93 out of 5 average rating, 244 reviews

Private room in Nyack

Charming Room Part Deux my Nyack House on the Hill

GabrieleRating, 5 stars1 month ago

An artistically decorated and very cozy place in which I immediately felt at home. Nadja was a gracious host and so interesting that I would have liked to get to know her better. The room and the bathroom were small (no place to fit my vanity bag), but I didn‘t mind, as Nadja let me hang out in other areas of her house. I loved sitting on the front stoop to relax and knit while facing out onto what seemed a wilderness of trees and bushes. And on one morning I did in fact see the sun rise through the giant picture window of my room. The fact that there is almost constant bridge noise and that there wasn’t a railing for slightly handicapped me to hold on to while ascending the winding slate steps to the house, were quickly forgotten once Nadja and her charming house won me over.

Private room in Fair Lawn

4.96 out of 5 average rating, 139 reviews

A cozy bedroom.

VamshiRating, 5 stars3 days ago

Great place for a quick night stay as I was commuting for work.

4.95 out of 5 average rating, 138 reviews

Private room in Elmsford

1 -1 ensuite INSIDE OF New Westchester home

HaidyRating, 5 stars1 month ago

I had a fantastic stay at this Airbnb! The space was clean, comfortable, and exactly as described in the listing. Check-in was smooth