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Vacation rentals in Briarcliff Manor

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Top-rated vacation rentals in Briarcliff Manor

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Ossining

4.84 out of 5 average rating, 126 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.

Jul 20 – 27

G$85,956 GYD per night

Apartment in Ossining

4.95 out of 5 average rating, 103 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

Nov 18 – 25

G$50,494 GYD per night

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!

Sep 21 – 28

G$51,272 GYD per night

Bungalow in Hastings-on-Hudson

4.91 out of 5 average rating, 722 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...

Dec 25 – Jan 1

G$33,466 GYD per night

Apartment in Ossining

4.94 out of 5 average rating, 308 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 :)

Sep 27 – Oct 4

G$59,691 GYD per night

Barn in Mount Kisco

4.91 out of 5 average rating, 539 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

Jul 28 – Aug 4

G$32,369 GYD per night

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

Oct 21 – 28

G$26,764 GYD per night

Guest suite in White Plains

4.92 out of 5 average rating, 134 reviews

Convenient go to NYC, close to White Plains R.R.

From NYC by train 37 minutes, and walking from my apartment to the train is only 7 minutes, but coming back is uphill so it takes longer. Please read the entire description, and make sure the place, you are looking for, before you reserve. Convenient for shopping, dining, and walking distance to downtown White plains. My apartments are located on the 2nd Floor of my house. You can reach from the parking lot directly, a stairways cover by an awning.

Sep 3 – 10

G$27,158 GYD per night

Guest suite in Haverstraw

4.95 out of 5 average rating, 298 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:)

Dec 14 – 21

G$17,620 GYD per night

Apartment in Croton-on-Hudson

4.98 out of 5 average rating, 269 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 |

Sep 29 – Oct 6

G$43,319 GYD per night

Guesthouse in Mahopac

4.96 out of 5 average rating, 113 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Oct 30 – Nov 6

G$27,436 GYD per night

Guesthouse in Peekskill

4.94 out of 5 average rating, 212 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

Sep 6 – 13

G$27,526 GYD per night

Vacation rentals for every style

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Popular amenities for Briarcliff Manor vacation 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 vacation rentals in Briarcliff Manor

Cottage in Cortlandt

4.99 out of 5 average rating, 160 reviews

The Little Cottage in the Woods

Oct 24 – 31

G$28,052 GYD per night

Home in Croton-on-Hudson

4.96 out of 5 average rating, 161 reviews

The Carriage House: Vacation Home & Retreat

Oct 19 – 26

G$51,819 GYD per night

Guest suite in Tarrytown

4.94 out of 5 average rating, 211 reviews

Brand new private Studio in the heart of Tarrytown

Aug 13 – 20

G$53,716 GYD per night

Guest suite in Stamford

4.93 out of 5 average rating, 113 reviews

Charming Retreat in North Stamford

Feb 24 – Mar 3

G$18,481 GYD per night

Guest suite in Hartsdale

4.88 out of 5 average rating, 114 reviews

Haven in Hartsdale! Private guest suite & bathroom

Sep 5 – 12

G$21,791 GYD per night

Apartment in Pleasantville

4.79 out of 5 average rating, 48 reviews

Beautiful Studio Apartment in Perfect Location

Feb 23 – Mar 2

G$21,212 GYD per night

Guest suite in Sleepy Hollow

4.98 out of 5 average rating, 44 reviews

Sleepy Hollow Private Apartment Airbnb

Aug 19 – 26

G$25,051 GYD per night

Guest suite in Haverstraw

5.0 out of 5 average rating, 25 reviews

Unique comfortable guest suite

Apr 7 – 14

G$19,585 GYD per night

Destinations to explore