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 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, 122 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
A spacious deck is shown overlooking the Hudson River, featuring a decorative rug and a small table with chairs. An umbrella provides shade, and lush greenery is visible in the background, enhancing the serene riverfront view.
Home in Nyack
4.87 out of 5 average rating, 156 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
Cottage in Monroe
4.98 out of 5 average rating, 192 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
Home in Monroe
4.93 out of 5 average rating, 57 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, 93 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.

Top Guest favourite
A spacious living room features a cozy sectional sofa oriented towards a stone fireplace. A glass coffee table sits in the center, while a television is positioned on a black media console. Natural light filters through sheer curtains, enhancing the warm wall color.
Home in Valley Cottage
4.95 out of 5 average rating, 21 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
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, 421 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
Home in Peekskill
4.97 out of 5 average rating, 113 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.

Guest favourite
Villa in Tuxedo Park
4.94 out of 5 average rating, 103 reviews

Tuxedo Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

Top Guest favourite
An open studio layout features a dining island with black chairs, a cozy couch in the corner, and a spacious bed made with neutral bedding. Decorative walls showcase intricate designs, while numerous pendant lights hang from the ceiling, illuminating the area. Large windows provide natural light.
Guesthouse in Peekskill
4.93 out of 5 average rating, 319 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
A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.
Cottage in Monroe
4.95 out of 5 average rating, 110 reviews

Hudson Valley Lakefront Cottage | Nature Escape

Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.

Top Guest favourite
Home in Piermont
4.97 out of 5 average rating, 66 reviews

Idyllic & Chic in Piermont, 20 min from GW Bridge

Idyllic and charming home located in the Village of Piermont, a river town along the Hudson Valley, just 20 minutes from the George Washington bridge. Our home is right in town, set back from the main st yet steps away from the Bunbury coffee shop, restaurants, stores and a 5 min walk to the Hudson River and Tallman Park.

Popular amenities for Rockland County holiday rentals

Destinations to explore