Holiday houses in Pearl River

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Top-rated holiday rentals in Pearl River

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Top Guest favourite

A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.

Cottage in Warwick

4.99 out of 5 average rating, 131 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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Top Guest favourite

A cozy living area is showcased with a comfortable sectional sofa and a large flat-screen TV mounted on the wall. Soft lighting from recessed fixtures and a standing lamp creates a warm ambiance. A light-colored rug with subtle stripes adds texture to the space.

Apartment in Tarrytown

4.96 out of 5 average rating, 23 reviews

Stylish, Cozy 2 BR Pied-á-terre

Relax in a stylish Pied-á-terre in Tarrytown, NY, 50 minutes from Manhattan. This cozy, renovated apartment has a private entrance, two bedrooms, washer/dryer, and a fully equipped kitchen with a dishwasher. The living area features a comfy sectional and 65" smart TV. Just a 5-minute walk to EF School, ideal for students or visiting loved ones. Steps from Old Croton Aqueduct trail, blocks from Main Street's cafes and shops, and a 12-minute walk to Metro-North Train Station and Hudson River Walk.

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Guest favourite

A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.

Home in White Plains

4.91 out of 5 average rating, 171 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

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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

4.96 out of 5 average rating, 129 reviews

Piermont Getaway Mt. Village Home. 30 min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live & thrive enjoying life on the simpler side. Sip coffee on the porch overlooking the Sparkill creek. Stroll down Main Street to visit an array shops/restaurants. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike along the firetrail to the state park will overlook the backyard mountain, a view of the Hudson & catching a glimpse of NYC or a picnic.

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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

4.86 out of 5 average rating, 160 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.

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Top Guest favourite

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

4.96 out of 5 average rating, 488 reviews

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

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Guest favourite

An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.

Cottage in Greenwood Lake

4.97 out of 5 average rating, 388 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

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Guest favourite

Guest suite in Westwood

4.7 out of 5 average rating, 20 reviews

XL Private Suite | NYC in 55 min | King Bed | WiFi

Enjoy your stay at our XL, bright one-bedroom guest suite with separate entrance! *Close to NYC! 5 minute walk to Hillsdale NJ Transit station, which gets you to Penn Station within 1 hour. *Supermarket, cafes within walking distance (5 minutes). *Own parking. *Fully private suite with washer and dryer, king sized bed, Wi Fi, 2 AC Units, 3 walk in closets. *I live in the same house (separate entry) & happy to help with anything. *Unique location - dead end street, with parks nearby.

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Top Guest favourite

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Apartment in Ossining

4.96 out of 5 average rating, 549 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

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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

4.88 out of 5 average rating, 26 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.

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Top Guest favourite

Castle in Greenwood Lake

5.0 out of 5 average rating, 10 reviews

Iconic Greenwood Lake Castle

Built in 1915 during the Golden Age of Greenwood Lake by Rudolph Gudewill, Greenwood Lake's only castle and guest house is filled with local lore and a legendary past. From the Gudewills it was sold to the Tiedemanns, but the property's fame came when NY Yankee Derek Jeter purchased the castle compound in 2003. The torch has passed once again and now for the first time in history the lakefront castle guest house is available for short term rental. STR Permit # P25-0524

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Guest favourite

A cozy seating area features a light blue sofa adorned with assorted cushions. Two round woven poufs serve as additional seating. A patterned area rug lies beneath, while a round dining table is visible in the background alongside a mirror and greenery.

Apartment in Nyack

4.91 out of 5 average rating, 47 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!

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