
Holiday rentals in Chestnut Ridge
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Top-rated holiday rentals in Chestnut Ridge
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PrivAPT in House/2Blocks from NJTransit Bus to NYC
Artsy and completely private bottom level apartment in our family home (shared entrance). Full private kitchen and full private bathroom in safe quiet suburban neighborhood surrounded by nature and wildlife (deer, rabbits, fox). Two blocks from NJTransit busses to NYC, walking distance from restaurants, pharmacies, supermarkets, laundromats banks, vintage shops, parks and hiking trails, 15 min drive to Garden State Plaza. NO SMOKING! We take cleanliness very seriously. Note: 6’4” ceiling height.

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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...

Fall Getaway with Hot Tub, BBQ, Fire Pit and Games
The perfect spot for a getaway. This peaceful home is located in Suffern, NY, a serene neighborhood just an hour's drive from NYC. Just 30 mins drive from Met Life Stadium FIFA World Cup 2026! Set on a beautiful wooded property with a stunning yard, fire pit, and patio with BBQ grill, this home is the perfect spot to reconnect with nature and escape from the grind. The inside features a six-seater hot tub where you can relax and unwind & a game room with flatscreen TV with an Xbox console.

Relax in New York.
Coming to visit the city that never sleeps? We are 30 minutes from Time Square and walking distance to St. John’s Hospital. Enjoy a walk through The Untermyer Gardens that’s right around the corner from our home. 2.5 miles away from Yonkers Pier with great view of the city by the Hudson River. Excellent food choices, and great walking trail. From there you can catch the Metro-North railroad to the city. We will give you tips and recommendations on food and “must-see” spots while you are here.

Gorgeous Suite w/ Private Entrance
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

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.

Renovated Forest Oasis with Pool & Fire-pit
Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Private Apt - One Block from NJTransit Bus for NYC
This stylish apartment in a family suburban home welcomes working professionals and travelers who want to escape the city yet still have the ease of commuting back. It offers ultimate privacy and comfort with quick access to local businesses and public commute only walking distance. Apartment is located about a block from where you can catch a NJ Transit bus to the heart of New York City. *Sorry this is NOT a pet-friendly home due to health concerns.

Beautiful Apt in Great Location
Entire Cozy Private Apartment just for you!! located in a quieted and friendly neighborhood in Fair Lawn, It has its own entrance and plenty parking on st. Walking distance to buses. Garden State Plaza mall at only 7 minutes away and just 30 minutes from Manhattan NY. Also Starbucks, Restaurants, Dunkin Donuts and more are near by. Please feel free to contact me with any concerns or questions. Take your time and read the description.

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:)
Popular amenities for Chestnut Ridge holiday rentals
Other great holiday rentals in Chestnut Ridge

Large bedroom in historic 1828 Dobbs Ferry home.

Cul-de-sac 1-bedroom, includes free parking.

Private room by Stella

Adorable private studio available

Bright Comfortable Room 2-A

Quiet room in the heart of Westchester

Spacious Room With Private Bathroom

Charming Room Part Deux my Nyack House on the Hill
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Old Glory Park
- Mountain Creek Resort
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Manhattan Bridge
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Bronx Zoo
- Empire State Building
- Citi Field
- Fairfield Beach
- Statue of Liberty
- Radio City Music Hall




