Holiday rentals in Briarcliff Manor

4.8 out of 5 average rating, 168 reviews

Flat in Peekskill

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

4.86 out of 5 average rating, 142 reviews

Home in Nyack

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

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.

Guest suite in Haverstraw

4.85 out of 5 average rating, 68 reviews

Unique comfortable guest suite

This suite is perfect to stay is relaxing,comfortable is located in Rockland County haverstraw.The suite is in a single family house located at the (basement )Shops,restaurants, fast food are near by you can walk there, palisades mall,Woodbury Common Premium Outlets , Bear Mountain for hiking trails,farms,parks are also nearby short drive, the city is 50 minutes and the other towns are near as well to explore there is definitely a lot of hidden gems in Hudson valley to be explored .

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!

4.73 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.

4.99 out of 5 average rating, 311 reviews

Treehouse in Wallkill

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

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:)

4.64 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.

Guest suite in Sleepy Hollow

4.96 out of 5 average rating, 56 reviews

Sleepy Hollow Private Apartment Airbnb

Beautiful studio apartment in Historic village of Sleepy Hollow. Walking distance to EF school & train to NYC (35 min ride). Hiking in next door Rockefeller Preserve & plenty of local restaurants. Great place for exploring the area made famous by writer Washington Irving. Includes smart TV & cable, computer workspace and kitchenette. 1 bed (queen size).

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

5 out of 5 average rating, 14 reviews

Home in Valhalla

Valhalla Home

BethRating, 5 stars1 week ago

This is an outstanding house and Ben is an excellent host. I would stay here again in a heartbeat and would recommend to anyone looking for a quiet, comfortable place to stay in Westchester.

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 stars4 weeks ago

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

Private room in Park Ridge

4.9 out of 5 average rating, 197 reviews

Cozy bnb room. Close to NYC!

SusanRating, 5 stars5 days ago

Clean comfortable room, up the back outside steps to the second floor. The kitchenette and bathroom are shared by three rooms but we had no problems. Nice garden with trees and birds.

Private room in Sleepy Hollow

4.98 out of 5 average rating, 109 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.

Guest suite in Briarcliff Manor

5 out of 5 average rating, 39 reviews

Enjoy Summer Living "Stone Haven" Hudson Valley

PatriciaRating, 5 stars3 months ago

What a beautiful stay! The place was private, quiet, cozy and clean. We felt so welcomed by our host with special treats left behind, including snacks, juice and milk. The place was so clean and comfortable. Maria went above and beyond to help make our stay so amazing. She was so generous and kind, we were blessed. Hope to be back in the summer. Lots to do in close proximity including hiking and great restaurants. Thank you for sharing your lovely home with us.

4.92 out of 5 average rating, 237 reviews

Private room in Elmsford

1-1 INSIDE OF new Westchester home

ArjunRating, 5 stars3 weeks ago

This place is absolutely gorgeous and very well maintained. Very clean. In a beautiful neighborhood and parking available on property. The hosts are responsive and available when in need. Theres a cute puppy in the house for dog lovers. Will definitely be back here whenever needed.