Holiday houses in Rockland County

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Top-rated holiday rentals in Rockland County

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

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Top Guest favourite
A quaint cottage is nestled among trees, featuring a covered porch with a railing. Colorful seasonal flowers adorn the entrance, leading to a gravel pathway. The driveway is lined with trees and offers ample parking space, creating a serene atmosphere in a wooded setting.
Cottage in Cortlandt
5 out of 5 average rating, 226 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Top Guest favourite
A modern full kitchen is equipped with stainless steel appliances, including a gas stove and fridge. A butcherblock table is positioned under natural light, with seating for two. The overall color scheme features gray cabinets and light wood flooring, enhancing functionality and style.
Home in Piermont
4.97 out of 5 average rating, 127 reviews

Piermont's Getaway Mt. Village Home. 30min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live, thrive and enjoy life on the simpler side. Sip a coffee on the porch overlooking the Sparkill creek, take a stroll down Main Street for an array of options to visit. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike up the backyard mountain to the state park where you can enjoy a picnic and view of the Hudson while catching a glimpse of NYC.

Guest favourite
The historic waterfront home is shown with a light yellow exterior and an A-frame roof. A welcoming porch with seating faces the river, framed by trees that add touches of color. The serene Hudson River is visible in the background under a clear blue sky.
Home in Nyack
4.87 out of 5 average rating, 157 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Guest favourite
A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.
Cottage in Monroe
4.98 out of 5 average rating, 198 reviews

Cozy Lake Cottage

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

Guest favourite
A rustic lakeside cabin is nestled among trees at dusk, featuring stone and wood exteriors. Warm light spills from windows, inviting exploration. A stone pathway leads to the entrance, framed by planted greenery and earth-toned landscaping, contributing to the serene atmosphere of the property.
Home in Airmont
4.97 out of 5 average rating, 78 reviews

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

Guest favourite
A comfortable living area is created with two armchairs positioned around a circular glass table. A wood-burning fireplace adds warmth, with flames visible in the hearth. Natural light filters through the window, highlighting a modern kitchen bar with high stools in the background.
Home in Monroe
4.91 out of 5 average rating, 58 reviews

3 BDR Cottage (Hudson Valley Cottage)

The Escape Cottage is a three-bedroom cottage in the Middle Hudson Valley on 3.6 acres of land. This calming getaway is located 45 minutes from NYC. It’s a romantic, cozy cottage engulfed by nature, allowing you to witness the Hudson Valley at its best. We're located 12 mins from Woodbury Commons, 19 mins from Valley Rock Inn, 20 mins from Legoland, 8 mins from Arrow Park, 19 mins from Blooming Hill Farms and less than 35 mins from Mt. Peter Ski Area, Mountain Creek Resort and Ski Campgaw.

Top Guest favourite
Apartment in Stony Point
4.97 out of 5 average rating, 107 reviews

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.

Guest favourite
A serene waterfront view features a tranquil lake at sunset, with vibrant shades of orange and pink reflecting in the water. Silhouetted trees frame the scene, while a kayak rests on a wooden dock, enhancing the natural beauty of the setting.
Home in Haverstraw
4.94 out of 5 average rating, 78 reviews

Beachfront Home on the Hudson w/ Amazing Views!

Just 45 minutes from NYC, this art-filled, beachfront home on the Hudson is a hidden gem. Enjoy peace + quiet + privacy. Relax on the treehouse - like deck + enjoy the amazing view. If you love nature, you can bike (ours with advanced notice) or hike + then take a hot tub + watch the boats go by. Or launch a kayak from our beach (use of kayaks 6/1 - 8/31). Kick off your shoes + make yourself at home at this hide-away on Haverstraw Bay! Not sure? Please read our past guests’ reviews!

Guest favourite
A cozy bedroom features a light-colored quilted bedspread placed atop a spacious bed. A bedside lamp is positioned next to the bed, while a large potted plant stands on a slender table near a window, which is adorned with green curtains.
Home in Valley Cottage
4.92 out of 5 average rating, 24 reviews

Relaxing Family Retreat

Come relax with your family in this peaceful home. It’s a beautiful split family ranch with the top floor completely private to guests. En suite master bedroom boasts both a soaking tub and a standing shower. Located a 5-minute drive from the Palisades Center, a 5-minute drive from Rockland Lake State Park, and a 10-minute drive from the bustling downtown Nyack, you will find something for everyone in the family to enjoy. Or enjoy the deck, barbecue, and pool at home.

Top Guest favourite
The image displays a shaded outdoor area featuring an Airstream Cruiser beneath a wooden pavilion. Several lounge chairs and a colorful striped blanket offer comfortable seating. Surrounding greenery and a pebble border enhance the space, providing a serene atmosphere for relaxation.
Campervan/RV in Suffern
5 out of 5 average rating, 54 reviews

'54 Stream

Just 40 minutes north of NYC on the edge of Harriman State Park this unique, fully restored, 1954 Airstream is equipped with all the functionality of the modern world. Perched beside a stream and under a purposely built pavilion the Airstream dream comes alive with its own patio, BBQ, fire pit, and charming barn. From Memorial Day to Labor Day, enjoy shared access to our heated saltwater pool—perfect after a day of hiking. Towels provided.

Top Guest favourite
A comfortable suite is featured, showcasing a spacious bed with crisp bedding and two decorative pillows. A compact sofa is positioned adjacent to a lift-top coffee table, with a kitchenette visible in the background, including a microwave and mini-fridge.
Guest suite in Haverstraw
4.94 out of 5 average rating, 428 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:)

Top Guest favourite
A single-story home in a vibrant pink hue showcases a unique oval front door, flanked by dark shutters. A concrete pathway leads to the entrance, surrounded by a well-maintained green lawn and partial wooden fencing in the background.
Home in Peekskill
4.97 out of 5 average rating, 119 reviews

Charming Home in Peekskill NY

Enjoy this stylish home located less than a 10 minute drive from many walking/biking trails and tons of restaurants and local entertainment. It is also a 2 minute drive from the NY Presbyterian Hudson Valley Hospital perfect for Traveling Nurses and other short-term healthcare professionals. The neighborhood is quiet and situated at the end of a cul-de-sac, so there is no through traffic, suitable for walking your dog.

Popular amenities for Rockland County holiday rentals

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