House holiday rentals in Rockland County

Find and book unique houses on Airbnb

Top-rated house rentals in Rockland County

Guests agree: These houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Tuxedo Park

4.93 out of 5 average rating, 59 reviews

Lovely Timber Frame Tuxedo,NY Home Near Warwick Be

Perfect retreat for skiing, hiking, wine tasting and enjoying the Hudson Valley only 45 mins from NYC in Tuxedo, NY. Open floor plan, bright, with high cathedral ceilings. Living room features wood burning stove with three cords of wood on the property, poker/chess table and comfortable leather sofa's. Free WiFi,65" smart TV with Netflix, Prime, cable channels and luxurious surround sound. Large dining room table, roomy kitchen with island/bar and huge outdoor deck with dining table & BBQ grill.

Guest favourite

Home in Piermont

4.98 out of 5 average rating, 60 reviews

Waterfront Luxury in Town

Renovated, waterfront home minutes walking to all of downtown Piermont! Wonderful indoor & outdoor living. Tons of restaurants, bars & cafes walking & quick 15 minute drive to NYC train - the best of both! Huge master with King bed & 2 guest queen bedrooms. Loft space with 2 double beds, office and bonus hangout space. Open floor plan main living room, dining room & kitchen, over looking the Hudson River. Massive private outdoor space - 2 decks, patio & yard running right up to the water!

Guest favourite

Home in Monroe

4.89 out of 5 average rating, 47 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

Guest favourite

Home in Monroe

4.96 out of 5 average rating, 128 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.

Top Guest favourite

Home in Piermont

4.96 out of 5 average rating, 107 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

Home in Nyack

4.86 out of 5 average rating, 147 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

Home in Monroe

4.91 out of 5 average rating, 47 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.

Superhost

Home in Monroe

4.84 out of 5 average rating, 178 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.

Guest favourite

Home in Monroe

4.98 out of 5 average rating, 41 reviews

Gorgeous 5BR lakefront home, private beach & dock

You'll have a great time at this tranquil, charming getaway, located only 1hr outside of the city. Come relax with amazing views of the lake, nature and surrounding woods. The property is prefect for large families or two families coming together for a vacation. Enjoy kayaking, paddleboarding and swimming right in the backyard, or bird watching from the dock. This 5BR house is a perfect weekend getaway located only 10 min to Legoland, Harriman State Park and Woodbury Commons.

Superhost

Home in Peekskill

4.89 out of 5 average rating, 201 reviews

The Peekskill RiverView House

The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.

Superhost

Home in Harriman

4.87 out of 5 average rating, 70 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

Escape to your home away from home retreat featuring a heated pool, hot tub, and sauna. Enjoy the pool until October 14, 2024, before it reopens in May 2025. This smart Colonial home offers a spacious fenced in yard, deck with large grill, and a cozy fire pit lounge. Just 1 hour from NYC, and close to Woodbury Commons Outlet, Harriman State Park, local breweries, wineries, and restaurants. A perfect spot for everyone to unwind and explore!

Top Guest favourite

Home in Airmont

5 out of 5 average rating, 31 reviews

Fall Family Oasis | Fireplace, Theater, and Games

Looking to vacation with family? Discover the ultimate retreat located in the serene Airmont, NY. Just an hour's drive from NYC, this Airbnb is perfect for recharging in tranquility while still being close to NYC attractions. The inside features a game room, theater, gas-burning fireplace, and grand piano. Surrounded by lush landscaping and breathtaking views, this home offers both relaxation and entertainment in perfect harmony.