Holiday rentals in Paradise Island

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Top-rated holiday rentals in Paradise Island

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Guest favourite
A modern living room features a comfortable white sofa adorned with black and white patterned cushions. A coffee table sits at the center, surrounded by two sleek black chairs. A large wall-mounted TV and an abstract art piece enhance the room’s contemporary design.
Flat in Croton-on-Hudson
4.83 out of 5 average rating, 115 reviews

Garden On The Hudson

Experience this family-friendly historic neighborhood nestled within a quaint, safe town. Short drive to the train station/NYC. Its lovely location allows quick access to restaurants, shops, & transportation. Stylish apartment ready to provide you with everything you need for a perfect stay... • 3 Comfortable Bedrooms & 1 Full Bathrooms • Fully Equipped Kitchen w/ Coffee Bar • Beautifully designed and lavishly furnished • Large Smart 4K TVs/High-Speed Wi-Fi • Private lot & Street Parking

Guest favourite
The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.
Home in Ossining
4.85 out of 5 average rating, 156 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Guest favourite
Home in Katonah
5 out of 5 average rating, 6 reviews

Elegant Hideaway: Cozy Cottage in Katonah, NY

Escape to our private, beautifully renovated cottage in the heart of Katonah / Bedford NY area.This standalone gem, separate from the main estate, offers private parking, high-speed WiFi, and a flatscreen TV. Every detail has been expertly designed, from the luxurious furniture to the elegant decor, ensuring a stylish and comfortable stay. Enjoy complete privacy and unwind in a space that combines modern amenities with timeless charm—perfect for a peaceful retreat in a stunning natural setting.

Top guest favourite
A spacious living area features a light-colored sectional sofa adorned with a patterned throw and decorative pillows. Soft carpeting covers the floor, enhancing comfort. Natural light floods the space through large windows, illuminating the surrounding decor, including framed photographs on the walls.
Guest suite in Croton-on-Hudson
4.93 out of 5 average rating, 152 reviews

The Bluestone - Spacious 2 bedroom w/central air

Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

Guest favourite
A cozy living area is presented with a dark couch and a comfortable chair, accompanied by a small round table. A flat-screen TV is mounted on the wall, and natural light enters through a window, while greenery adds a touch of nature.
Guest suite in Haverstraw
4.88 out of 5 average rating, 91 reviews

Unique comfortable guest suite

This suite is perfect to stay is relaxing,comfortable is located in Rockland County haverstraw.The suite is in a single family house located at the (basement )Shops,restaurants, fast food are near by you can walk there, palisades mall,Woodbury Common Premium Outlets , Bear Mountain for hiking trails,farms,parks are also nearby short drive, the city is 50 minutes and the other towns are near as well to explore there is definitely a lot of hidden gems in Hudson valley to be explored .

Top guest favourite
A small flock of chickens is seen in a lush, green outdoor space surrounded by fencing. The chickens, displaying a variety of colors and patterns, roam on the ground among tall grass and scattered foliage. A branch is positioned in the background.
Guest house in Hastings-on-Hudson
4.91 out of 5 average rating, 897 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, never perfect private Shangri-La with backyard chickens in the artistic and quaint Rivertowns, 35 minutes from NYC along the Hudson River. The Tiny House escape is reminiscent of sleepaway camp (Rustic), yet tastefully curated with eclectic art and furnishings that can change depending on “finds.” Sleeping loft nest with 8-step ladder or pull-out sofa bed. Fenced-in yard. FREE 24/7 street parking.

Top guest favourite
A sunlit open space features a light-colored wooden floor and white walls. Two large windows invite natural light, while a patterned area rug adds warmth. A small table and chairs are arranged nearby, creating a versatile area for dining or work.
Guest house in Cold Spring
4.99 out of 5 average rating, 195 reviews

Modern+bright forest escape - near village & train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Top guest favourite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guest house in Pound Ridge
4.94 out of 5 average rating, 103 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Guest favourite
An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.
Cottage in Putnam Valley
4.94 out of 5 average rating, 106 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.

Top guest favourite
A comfortable living room features a leather sofa with an accent throw blanket. A decorative stone fireplace serves as a focal point, complemented by a mounted television displaying a serene landscape. Light-colored curtains frame the window, allowing natural light to fill the space.
Flat in Croton-on-Hudson
5 out of 5 average rating, 21 reviews

Croton Quarters-Modern Amenities

Fully renovated with high-end appliances. Free PARKING. Two TVs, NFLX & 6 platforms. XBOX Ser X with games. Fast WIFI. Bd1: queen, 55" TV. Bd2: queen. Office area (desk, fast wifi). Private yard. 7 min walk to restaurants. Car rental nearby. 45 min train to Grand Central. Apt is 1.9mi to train, supermarket. Hiking. I LIVE UPSTAIRS. Multifamily building, there may be occasional noise from upstairs neighbors, such as footsteps.

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, 387 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:)

Superhost
This bedroom features two spacious beds dressed in teal bedding. A chair with a patterned upholstery rests beside a small table with a lamp. Natural light enters through a nearby window, illuminating the wood-paneled walls and floral area rug.
Flat in Ossining
4.65 out of 5 average rating, 77 reviews

Cozy Apartment w/Private Entrance in Ossining Home

Separate entrance and private access to the space. 1 bedroom, private hallway and bathroom with kitchenette/fridge. Located in Ossining NY, Westchester County. 10-15 minutes to the Ossining Train Station and 40 min by train to NYC. Within walking distance to shopping and public library. Wifi provided upon check in. Basic toiletries and amenities provided. Light cooking.

Popular amenities for Paradise Island holiday rentals