
Holiday houses in Pleasantville
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Top-rated holiday rentals in Pleasantville
Guests agree: these stays are highly rated for location, cleanliness and more.

Spacious, private retreat 45 mins to NYC
Private, spacious, woodland views, perfect writer's retreat, romantic getaway, or space to chill! Ground-floor apartment in single-family home on 5 acres, 45 mins from NYC. 900 sq. feet of space. Full kitchen, 1 large bedroom, king-size bed & fun bunkbed. Premium bedding, fresh towels, toiletries. Simple, healthy breakfast, coffee, tea, fruit, drinks and snacks provided. 2 miles to Mt Kisco Metro North Station. EV charger. Walk to local nature reserves. 5 mins drive to restaurants and shops.

Clean, convenient, & close to train & downtown
Beautiful and clean one bedroom unit (with own bathroom, living room, fridge, and kitchenette-no stove) with easy off-street parking! Private entrance and easy walk to the White Plains Metro North Station! Great for those visiting NYC, working at nearby hospitals or companies, commuting into the city, or visiting family in Westchester! Living room sofa can become a futon to sleep on. We have toddlers, but we always try to keep any noise to a minimum, and they usually are in bed by 8 PM.

5 Min to the Train White Plains/Valhalla apartment
Conveniently located only 5 min drive to Valhalla Train Station and steps from major hospitals this cozy apartment is the ideal find. It is located on the 2nd floor and it foes require you to go up the stairs. You will have parking for 1 car on an outdoor driveway. The apartment has all you need: comfy queen bed and a super comfy couch that is perfect to sleep as well. We don’t have an oven but we have pots, pans and an electric cooktop for your convenience and meal preps. Microwave is there.

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
This special place, newly renovated and lovingly decorated, has a private entrance, off-street parking, and a washer/dryer. Close to everything the Sleepy Hollow/Tarrytown area offers - a short walk to both downtowns, the Metro North train to NYC, Hudson River parks, the Jazz Forum, the Tarrytown Music Hall, a Saturday farmers market. A mile walk to the incomparable Rockefeller Park Preserve, 1.5 miles to Kykuit, 2 miles to Lyndhurst. The list of attractions and destinations goes on and on...

The Westchester Gem. Free Parking! No Cleaning fee
This stylish and modern apt is located in a prime White plains location. It’s right in the hearts of downtown white plains and only about 0.6 miles from White plains station, to make your commute into Manhattan a breeze. The apartment is surrounded by lots of supermarkets including Whole foods which is a stone throw away. There is plethora of restaurants, bars, cafes and shops all within walking distance. The apartment itself is super equipped with everything you would need for a great stay

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
This cozy apartment is on the lower level of a house, 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 Mt. 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.

Cozy Suite near Downtown Pleasantville
Cozy 1-bedroom apartment, includes 1 king bed and 1 full-sized pull-out couch, kitchen, parking, washer, dryer. A single-sized air mattress is also available upon request. Less than a 5-min. walk to downtown Pleasantville, home to many great restaurants/ bars, and the Metro-North train station, which goes directly to Grand Central Station, NYC in 50 min. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). Wood & Fire and Southern Table are at the end of the block.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

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!

Clean,Comfy & Convenient. Private 1Bed Village Apt
Occupying the entire 2nd floor of a 2 unit home, above a chiropractors office in the heart of the "Big Little Village" Mt Kisco . You will be within a short walk to Northern Westchester Hospital, Metro North train station (for a less than 1 hr ride to Mid-Town Manhattan) along with a slew of high end restaurants, bars, cafes, boutique shops, hiking and outdoor activities abound.

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).

NY Rustic Cottage Getaway
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
Popular amenities for Pleasantville holiday rentals
Other great holiday rentals in Pleasantville

Spacious Room With a View

Private home and easy access to NYC

Freshly updated room

2 Greenwich walk to train 10 mins

Private room by Stella

Charming Room Part Deux my Nyack House on the Hill

A cozy bedroom.

Private room & bath in Yonkers close to bus/train
Quick stats about holiday rentals in Pleasantville

Total holiday rentals
Explore 10 holiday rentals in Pleasantville

Nightly prices starting at
Pleasantville holiday rentals start at $71 NZD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Wi-Fi availability
10 of Pleasantville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pleasantville rentals

4.9 Average rating
Pleasantville stays are highly rated by guests—averaging 4.9 out of 5!
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- Yale University
- MetLife Stadium
- Jones Beach
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Citi Field
- Fairfield Beach
- Empire State Building
- Statue of Liberty
- Radio City Music Hall
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- Rye Beach
- The Metropolitan Museum of Art
- Gilgo Beach




