Vacation rentals in Rockland County

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Top-rated vacation rentals in Rockland County

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Top guest favorite

A panoramic view captures the Hudson River winding through lush greenery and hills. The calm water reflects the clear blue sky, with distant shorelines visible. A hint of a roadway runs along the water's edge, while trees frame the foreground, adding depth to the serene landscape.

Cottage in Cortlandt

4.99 out of 5 average rating, 190 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

Guest favorite

A woven basket contains a bottle of moisture loving lotion, a green applicator, and two black towels. One towel is labeled 'Makeup,' suggesting its purpose for beauty routines.

Home in Monroe

4.93 out of 5 average rating, 30 reviews

Rustic Blues Cottage Retreat

Kick back and relax in this calm, stylish space with an escape to the picturesque Hudson Valley for a Retreat like no other! Immerse yourself in the vibrant colors of the season, surrounded by the region's most breathtaking foliage. Our curated getaway combines adventure, relaxation, and festive fun. *PULL OUT COUCH in living room* Nearby: Woodbury Commons Premium Outlets Flagship Cinemas Legoland Renaissance Faire Pure Terror Scream Park Warwick Wineries Pumpkin Picking Apple Picking Hiking

Top guest favorite

A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.

Home in Monroe

4.97 out of 5 average rating, 115 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Superhost

A private patio space is featured, furnished with comfortable seating and a dining table. An umbrella provides shade over the table, while warm string lights enhance the ambiance. Surrounding greenery creates a serene backdrop, and a barbeque is positioned nearby for outdoor cooking.

Apartment in Peekskill

4.8 out of 5 average rating, 165 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.

Guest favorite

A deck overlooks the Hudson River with views of the distant shoreline and bridges. Two high-backed chairs are situated at the edge, accompanied by a bottle of wine and glasses. String lights hang overhead, enhancing the serene outdoor setting.

Home in Nyack

4.86 out of 5 average rating, 138 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.

Superhost

A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.

Home in Monroe

4.87 out of 5 average rating, 151 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

Superhost

An open living area features a spacious sectional sofa with contrasting pillows, a wooden coffee table, and a plush area rug. Arched windows and a high ceiling create a bright atmosphere, complemented by decorative wrought iron railings and a cozy fireplace.

Villa in Monroe

4.88 out of 5 average rating, 26 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Guest favorite

A serene gathering area is nestled among lush greenery, featuring four dark wood chairs arranged around a small fire pit. A gentle stream flows nearby, surrounded by diverse trees and foliage, creating a peaceful atmosphere for relaxation in nature.

Apartment in Suffern

4.94 out of 5 average rating, 128 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

A bright and airy living space features a modern kitchen with stainless steel appliances and a cozy dining area. Sunlight illuminates the room through large windows, highlighting the warm tones of the brick wall and wooden furniture.

Apartment in Nyack

4.92 out of 5 average rating, 12 reviews

Bright Retreat in Nyack

Charming, Sunlit Apartment in the Heart of Nyack Nestled in the vibrant and scenic town of Nyack, this cozy yet bright apartment offers an inviting and tranquil retreat. Perfect for anyone seeking a peaceful, well-lit atmosphere, the apartment combines modern comfort with a cozy, intimate feel. Just steps from Nyack’s charming cafes, boutiques, and the stunning Hudson River views, this apartment is a perfect balance of cozy living and vibrant surroundings!

Guest favorite

An outdoor seating area features four wooden chairs placed along a wooden deck, accompanied by a stone wall. A gravel pathway leads to the side of the cabin, surrounded by lush greenery. Trees provide a natural backdrop, enhancing the peaceful setting.

Home in Nyack

4.96 out of 5 average rating, 27 reviews

Cabin Home (37 min from NYC)

Cabin home with 3 available bedrooms, 1 kitchen and pantry, 2 living rooms. 5 minute drive to quintessential Nyack town with restaurants, shops and water view/ access to Cuomo bridge - 37 minute drive to NYC. Prime location just a few steps away from Schuyler Town Park, Blauvelt State Park, Buttermilk Falls and access to other amazing hiking trails. Private access to hiking trail directly behind the house. Inside is warm and entertaining.(NO PARTIES)

Guest favorite

Home in Suffern

4.94 out of 5 average rating, 36 reviews

Peaceful home | hot tub and springtime views

The perfect spot for a getaway. This peaceful home is located in Suffern, NY, a serene neighborhood just an hour's drive from NYC. 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, as well as a game room with flatscreen TV with an Xbox console.

Top guest favorite

A peaceful riverside scene features calm waters reflecting the sky. Lush greenery borders the shore, with scattered rocks and logs along the water's edge. A hint of hills can be seen in the distance, complementing the tranquil atmosphere of the area.

Home in Peekskill

5 out of 5 average rating, 63 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.