Holiday rentals in Chestnut Ridge

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Top-rated holiday rentals in Chestnut Ridge

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Guest favourite

Cottage in Greenwood Lake

4.93 out of 5 average rating, 168 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Guest favourite

Rental unit in Hastings-on-Hudson

4.99 out of 5 average rating, 106 reviews

30min>Manhattan/on Hudson River/Small town living!

Full floor of brick home w terraced gardens overlooking Hudson River just 30 minutes by train to midtown Manhattan. Hear the birds and see the wildlife around you as you wake up by the river. Watch sun set over Palisades. Patio overlooks Riverview Park across street. Access to Old Croton Aqueduct Trail for walking, biking, skiing. 10 minute walk to train station, village shops, art galleries, restaurants, town pool, tennis, basketball courts, rental kayaks, parks, Historic Hudson Valley sites.

Guest favourite

Cottage in Goshen

4.93 out of 5 average rating, 231 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Guest favourite

Rental unit in Ossining

4.95 out of 5 average rating, 384 reviews

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.

Guest favourite

Rental unit in Yonkers

4.94 out of 5 average rating, 244 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.

Guest favourite

Guest house in Hastings-on-Hudson

4.91 out of 5 average rating, 789 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. 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 (rustic), yet tastefully curated w/eclectic art & furnishings. Sleeping loft nest w/8 step ladder or pull out sofa bed. E-fireplace inside. Firepit outside. Stars. 2 patios, yard. FREE private driveway. Close to the Hudson River. Read on...

Guest favourite

Rental unit in Suffern

4.94 out of 5 average rating, 126 reviews

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.

Superhost

Guest suite in Dumont

4.79 out of 5 average rating, 184 reviews

Private ground level Studio Available.

This spacious and serene space has an attached garage. There is restricted overnight street parking from 12am to 6am until April. As such, please parking in the attached garage as best you can for overnight parking. Set the heat or AC, watch TV, nuke a meal, do some laundry, and there's a small office to gather your thoughts. There's high speed WI-FI and your own private entrance through your garage to come and go as you please.

Guest favourite

Guest suite in Haverstraw

4.94 out of 5 average rating, 332 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:)

Guest favourite

Rental unit in Harrison

4.96 out of 5 average rating, 271 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.

Guest favourite

Guest house in Peekskill

4.93 out of 5 average rating, 244 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

Guest favourite

Guest house in Suffern

4.96 out of 5 average rating, 129 reviews

Hiking trails steps from your door!

Secluded, renovated apartment in a 100 year old stone garage. Harriman State Park and great walks and hikes are steps away. Ground floor entry and kitchen, with a LR/BR upstairs; main house is 130' away. We accept well-behaved adult dogs for stays of a week or less with a fee of $20 per night, paid separately/later (see details and pet rules below).