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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, 125 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.

Mar. 24 – 31

$603 CAD per night

Guest favourite

Cottage in Cortlandt

4.99 out of 5 average rating, 159 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

Jul. 6 – 13

$203 CAD per night

Guest favourite

Apartment in Ossining

4.95 out of 5 average rating, 100 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. 7 – 14

$364 CAD per night

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!

May 8 – 15

$348 CAD per night

Guest favourite

Bungalow in Hastings-on-Hudson

4.92 out of 5 average rating, 718 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...

Nov. 12 – 19

$231 CAD per night

Guest favourite

Apartment in Ossining

4.94 out of 5 average rating, 302 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 :)

Nov. 3 – 10

$394 CAD per night

Guest favourite

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

Nov. 6 – 13

$230 CAD per night

Earth homes 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

Aug. 29 – Sep. 5

$180 CAD per night

Guest favourite

Guest suite in Haverstraw

4.95 out of 5 average rating, 295 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. 1 – 8

$119 CAD per night

Guest favourite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 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. 23 – 30

$195 CAD per night

Guest favourite

Guest suite in White Plains

4.87 out of 5 average rating, 164 reviews

1BR close to White Plains train station

From NYC by train 40 minutes, and walking from my apartment to the train only 7 minutes, but coming back is uphill so takes longer. Convenient for shopping, and dining, and walking distance to downtown White plains. Please read the entire description, and make sure the place, you are looking for, before you reserve. Our apartments are completely renovated and have separate entrances. Please ask me a monthly rate.

Sep. 9 – 16

$219 CAD per night

Guest favourite

Guesthouse in Suffern

4.91 out of 5 average rating, 112 reviews

Private Studio w/Full Kitchen & Bath

Our place is a private, stand-alone building separate from our house, and is cleaned thoroughly between guests including disinfecting all hard surfaces. Private cottage with full kitchen and bath in Suffern, NY. Quick walk to train & bus to NYC. Right off I-87, I-287 (NY & NJ), & NJ Rt. 17. Close to shopping & local restaurants. Off-Street parking & outdoor picnic area. NO CLEANING FEE!

May 19 – 26

$147 CAD 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

Apartment in Piermont

4.81 out of 5 average rating, 235 reviews

Piermont Cozy Haven

Aug. 19 – 26

$168 CAD per night

Guest favourite

Home in Croton-on-Hudson

4.96 out of 5 average rating, 161 reviews

The Carriage House: Vacation Home & Retreat

Oct. 14 – 21

$387 CAD per night

Guest favourite

Guest suite in Stamford

4.93 out of 5 average rating, 111 reviews

Charming Retreat in North Stamford

Dec. 5 – 12

$148 CAD per night

Guest favourite

Apartment in Croton-on-Hudson

4.98 out of 5 average rating, 268 reviews

Luxury 2bd⭐Comfort+Style⭐

Dec. 17 – 24

$352 CAD per night

Guest favourite

Guest suite in Hartsdale

4.88 out of 5 average rating, 114 reviews

Haven in Hartsdale! Private guest suite & bathroom

Sep. 22 – 29

$153 CAD per night

Guest favourite

Apartment in Pleasantville

4.79 out of 5 average rating, 48 reviews

Beautiful Studio Apartment in Perfect Location

Oct. 17 – 24

$140 CAD per night

Guest favourite

Guest suite in Haverstraw

5.0 out of 5 average rating, 22 reviews

Unique comfortable guest suite

Feb. 16 – 23

$142 CAD per night

Guest favourite

Guest suite in Sleepy Hollow

4.98 out of 5 average rating, 44 reviews

Sleepy Hollow Private Apartment Airbnb

Aug. 17 – 24

$168 CAD per night

Destinations to explore