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Vacation rentals in Chestnut Ridge

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Top-rated vacation rentals in Chestnut Ridge

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Apartment in Peekskill

4.84 out of 5 average rating, 114 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Sep 27 – Oct 4

Guest suite in Pequannock Township

4.92 out of 5 average rating, 104 reviews

Comfortable & Private Guest Suite

Private home with a guest space on the 2nd story. Located in a quiet residential area with on and off street parking. Suite has a private entrance outdoor seating, personal door key code. Its a 1 bed room with a king bed , living room has a couch w/2 recliners. Access to washer & dryer in common area. Centrally located & 30 min to1 hr to major Airports, NY, Penn, NJ beaches and ski resort. Close to restaurants , shopping . Access to public transportation via bus and train is within minutes.

Sep 27 – Oct 4

Bungalow in Hastings-on-Hudson

4.91 out of 5 average rating, 716 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 8 – 15

Guest suite in Piermont

4.85 out of 5 average rating, 380 reviews

Cozy private apartment with Hudson River views

This cozy apartment just one block from the Hudson River, is on the ground level of a house, with a separate entrance offering complete privacy. This modern space has a fully equipped kitchen, beautiful bathroom, comfy queen bed, reading chair, books galore, and a desk. Located in the adorable town of Piermont, it has the feel of a country retreat, a waterfront town, and it's an easy commute to Manhattan. As of Nov. 2022, the WIFI has been upgraded and it is now RELIABLE & HIGH-SPEED.

May 4 – 9

Apartment in Fair Lawn

4.88 out of 5 average rating, 348 reviews

Fair Lawn 1bedrm apt ,wi-fi ,TV,kitch,parking,ent

Fully furnished 1 bedroom apt. with Qn size bed, European kitchen, bath, private parking, entrance, bedroom/living room, dining. Queen size Aerobed for additional guests. Fastest 5G/400MBps Wi-Fi, cable TV, + Netflix, Showtime. The kitchen/dining room has Tyent ACE-11 water system, refrigerator (water and ice), microwave, large countertop toaster oven, coffee maker, dishwasher, and other appliances. Great for couples, solo adventurers, business travelers, or small families.

Sep 17 – 24

Apartment in Ossining

4.94 out of 5 average rating, 296 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 :)

Aug 22 – 29

Apartment in Suffern

4.95 out of 5 average rating, 102 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.

Jun 22 – 29

Apartment in Prospect Park

4.86 out of 5 average rating, 147 reviews

Modern Apt, Parking & Own Patio 30 min to NYC

A Cozy space minimalist Smoke and Pet Free entire apartment with luxury finishes.Perfect for quiet minimalist travelers . First floor apartment of a lovely multi family home in a quiet neighborhood . Perfect for relaxation or a work trip. Your own patio & Parking. This apartment is not for smokers, if you are a smoker please do not book. This apartment is fully equipped with all the toiletries and extra linen one would need. We do not allow animals.

Jul 30 – Aug 6

Guest suite in Dumont

4.78 out of 5 average rating, 120 reviews

Private ground level Studio Available.

This spacious and serene space has an attached garage which can fit a compact car fully, but since theres no overnight street parking, I would suggest you fit as much of your vehicle into the garage as you can in order avoid any tickets. 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 WI-FI and your own private entrance through your garage to come and go as you please.

Jun 10 – 17

Guest suite in Haverstraw

4.95 out of 5 average rating, 293 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:)

Feb 14 – 21

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 7 – 14

Guesthouse in Peekskill

4.94 out of 5 average rating, 206 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

Oct 28 – Nov 4

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Popular amenities for Chestnut Ridge vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Chestnut Ridge

Cottage in Greenwood Lake

4.92 out of 5 average rating, 138 reviews

Cozy home in the Village of Greenwood Lake

Oct 1 – 8

Apartment in Yonkers

4.94 out of 5 average rating, 211 reviews

Large, relaxing private 1 bedroom apartment.

Jan 14 – 21

Cottage in Greenwood Lake

4.97 out of 5 average rating, 276 reviews

Luxury Cottage with Spectacular Lake Views

Mar 3 – 10

Guest suite in Teaneck

4.95 out of 5 average rating, 138 reviews

Cozy and Clean Private Suite - Close to NYC

May 21 – 28

Guest suite in Chester

4.95 out of 5 average rating, 229 reviews

Adorable Guest Apartment in Victorian Mansion

Jan 26 – Feb 2

Cabin in Greenwood Lake

4.88 out of 5 average rating, 158 reviews

Get some R&R at the Rustic Retreat!

Mar 4 – 11

Home in Nyack

4.95 out of 5 average rating, 152 reviews

Chic Vintage Cottage in Artsy Village of Nyack

Sep 4 – 11

Earthen home in Ossining

4.87 out of 5 average rating, 143 reviews

The Babbling Brook

Jun 7 – 14

Destinations to explore