Holiday houses in Westchester County

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Top-rated holiday rentals in Westchester County

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Guest favourite

Apartment in Mount Kisco

4.93 out of 5 average rating, 150 reviews

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train

This cozy apartment is on the lower level of a house, just a 5 minute walk to town and the Harlem Line, Metro North Train stop. A separate entrance to the apt offers complete privacy. This gorgeous space has a fully equipped kitchen, bathroom, comfy twin beds . Located in the adorable town of Mount Kisco, allowing you to take strolls to access restaurants, boutique shops, library, park and bars. It has the feel of a country retreat, a quaint town, and it's an easy commute to White Plains or NYC.

21–28 Dec

$235 NZD per night

Superhost

Apartment in Hastings-on-Hudson

4.82 out of 5 average rating, 124 reviews

Lovely Hastings home convenient to NYC.

Keep it simple at this peaceful and centrally-located home. This comfy one-bedroom apartment has everything you need for a convenient and warm stay. The kitchen is stocked with all the tools you need to make a delicious home-cooked meal. The living room features a sleeper sofa, perfect to accommodate a larger group and the master bedroom has a large comfortable queen-sized bed just perfect for a good night's sleep. Situated on the ground level of a townhome and only 2 blocks from the Metro North

20–27 Oct

$232 NZD per night

Guest favourite

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...

25 Dec – 1 Jan

$282 NZD per night

Guest favourite

Apartment in Yonkers

4.94 out of 5 average rating, 215 reviews

Large, relaxing private 1 bedroom apartment.

Located on a quiet cul-de-sac, this self-catering 1 bedroom apartment with private driveway is located on the lower level of a private home and is perfect for anyone wishing to have a space to themselves. There is a roll-away single bed to accommodate a 3rd guest. We offer WiFi, Netflix and full cable TV access. Located near Executive Blvd and all the river towns. Plus, its only a short ride to all New York City has to offer. All reservation requests require verified Government ID.

20–27 Jan

$225 NZD per night

Guest favourite

Guest suite in Yonkers

4.93 out of 5 average rating, 128 reviews

Modern Apartment with Jacuzzi

Beautiful remodeled apartment with a private entrance perfect for couples and small groups. It is only 30 minutes from Grand Central Station on the Metro-North. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). The Cross County mall and Ridge Hill shopping center are less than 10 minutes away as well as great restaurants/bars located within a 5 mile radius. The apartment includes a microwave, washer/dryer, jacuzzi, coffee maker, TV, Wi-Fi and more.

24–31 Jul

$222 NZD 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

16–23 Sep

$280 NZD per night

Guest favourite

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.

15–22 Oct

$240 NZD per night

Guest favourite

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:)

12–19 Dec

$144 NZD per night

Guest favourite

Apartment in Harrison

4.96 out of 5 average rating, 247 reviews

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

14–21 Feb

$236 NZD per night

Guest favourite

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

9–16 Nov

$240 NZD per night

Guest favourite

Apartment in Ardsley

4.9 out of 5 average rating, 380 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.

7–14 Feb

$199 NZD per night

Guest favourite

Home in Yonkers

4.96 out of 5 average rating, 231 reviews

Conefrey's.

Spacious, bright, comfortable, 1 bedroom apartment. Walking distance to all public transport, 10 minutes walk to Cross County Shopping Center. Only 20 minutes from Grand Central station and only 7 minutes from Sarah Lawrence College. Quite neighborhood, close to all amenities including McLean Avenue.

29 Aug – 5 Sep

$199 NZD per night