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Holiday rentals in Briarcliff Manor

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Top-rated holiday rentals in Briarcliff Manor

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Home in Ossining

4.84 out of 5 average rating, 127 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 favourite

Cottage in Cortlandt

4.99 out of 5 average rating, 162 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Guest favourite

Flat in Ossining

4.95 out of 5 average rating, 105 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

Guest favourite

Home in Ossining

4.9 out of 5 average rating, 133 reviews

Hudson River town comfy & cozy getaway home!!

Cozy home in the charming Historic Village of Ossining, perched atop the Hudson River, features an eclectic assemblage of homes, industrial spaces, coffee shops, wonderful restaurants, bars, parks, hiking trails and mom-and-pop stores. Relax and unwind in sought out Indian Village bordering Briarcliff Manor. Walking distance to grocery store, liquor store, food choices, CVS, Carvel, and SPA. Crowned one of the “Best Places to Live” in Westchester Magazine!! COME CHECK IT OUT FOR YOURSELF!

Guest favourite

Bungalow in Hastings-on-Hudson

4.91 out of 5 average rating, 730 reviews

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

The most popular Airbnb in the area! FREE private driveway too. A few blocks to the Hudson River. Super charming, slightly quirky, private Shangri-La w/backyard chickens in the artistic & quaint Rivertowns, 35 min. from NYC. The Tiny House escape is reminiscent of sleep away camp, though tastefully curated w/eclectic art & furnishings. Sleeping loft nest w/8 step ladder or pull out sofa bed. E-fireplace inside. Firepit outside. Stars galore. 2 patios, yard, hammock, gardens. Read on...

Guest favourite

Flat in Ossining

4.94 out of 5 average rating, 316 reviews

Hudson River Peaceful Getaway

Self check-in and private entrance. Parking for two cars. Peaceful apartment on the Hudson River. Train to NYC (Scarborough Station) is an 8 minute walk through historic neighborhood. Arcadian Mall (Grocery store, Starbucks, etc) 5 minute walk. Rivers views from inside and from three patios (1 on entrance side, 2 on River side). We only allow declawed cats because they can scratch and damage our expensive furniture and carpets. Most house trained dogs are welcome :)

Guest favourite

Barn in Mount Kisco

4.91 out of 5 average rating, 540 reviews

NY Rustic Cottage Getaway

minimum of 3 nights during Covid-19 in order to keep things safe for guests... Prices are slightly elevated winter due to the cost of oil Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

Earthen home in Ossining

4.87 out of 5 average rating, 144 reviews

The Babbling Brook

Unique 2 room and 3rd room ( full bath) with backyard and babbling brook with 5 minute ride to train into NYC and 45 minute car ride to midtown Manhattan (with no traffic, lol) Totally renovated with gorgeous large bedroom overlooking backyard and brook. Private entrance with patio. Private driveway with parking spot. For 1 night only guests add $15.00 cleaning fee. Here is a 2 minute Video of "THE BABBLING BROOK" https://www.youtube.com/watch?v=CRUac3qSOm0

Guest favourite

Guest suite in Haverstraw

4.95 out of 5 average rating, 301 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:)

Guest favourite

Flat in Croton-on-Hudson

4.97 out of 5 average rating, 276 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 | $75 PET FEE |

Guest favourite

Guest house in Peekskill

4.94 out of 5 average rating, 213 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

Guest favourite

Flat in Ardsley

4.9 out of 5 average rating, 385 reviews

Lovely and well-appointed suite with full privacy

Charming suite with a private entrance, bathroom, indoor parking and dining area with kitchen amenities. Conveniently located in Westchester, and is accessible by the I-87, Henry Hudson, Sprain and Saw Mill Parkways; only a thirty minute drive to NYC. Near a deli, grocery, bakery, Carvel, CVS and a selection of restaurants.

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Popular amenities for Briarcliff Manor holiday rentals

Free parking on premises

Air conditioning

Stay near Briarcliff Manor's top sights

The Boathouse23 locals recommend

3 Westerly Bar and Grill15 locals recommend

Stop & Shop7 locals recommend

Los Abuelos Restaurant5 locals recommend

Landmark Diner3 locals recommend

Squires of Briarcliff3 locals recommend

Other great holiday rentals in Briarcliff Manor

Guest favourite

Guest suite in White Plains

4.87 out of 5 average rating, 167 reviews

1BR close to White Plains train station

Home in Yorktown Heights

4.88 out of 5 average rating, 121 reviews

Cozy winter getaway 1 hr from NYC!

Guest favourite

Guest house in Mahopac

4.93 out of 5 average rating, 118 reviews

Sunny Lakeview Guesthouse

Guest favourite

Guest suite in Sleepy Hollow

4.98 out of 5 average rating, 44 reviews

Sleepy Hollow Private Apartment Airbnb

Guest favourite

Flat in Pleasantville

4.8 out of 5 average rating, 49 reviews

Beautiful Studio Apartment in Perfect Location

Guest favourite

Guest suite in Haverstraw

5.0 out of 5 average rating, 27 reviews

Unique comfortable guest suite

Guest favourite

Guest suite in Croton-on-Hudson

4.99 out of 5 average rating, 98 reviews

Enchanting Farmhouse Suite w/ pool and sauna

Guest favourite

Flat in Hastings-on-Hudson

4.99 out of 5 average rating, 92 reviews

30min>Manhattan/on Hudson River/Small town living!

Destinations to explore