Holiday houses in Millwood

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Top-rated holiday rentals in Millwood

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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, 155 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 wooden deck is depicted, furnished with a round table and six chairs, an orange umbrella, and a grill. A hot tub is positioned nearby, and the surrounding greenery includes trees and manicured grass, with soft sunlight filtering through, creating a serene outdoor setting.
Home in Mount Kisco
5 out of 5 average rating, 29 reviews

Serene Retreat in the Hills w/Jacuzzi

Forget your worries in this spacious and serene space. Only a 50 minute train ride from Grand Central Terminal in downtown New York City, yet be awakened by song birds in the morning. A private road setting, with nature surrounding you. Minutes away from a rail trail, downtown Mount Kisco, restaurants, groceries, shopping and more. Westchester County Parks provide various hiking, farms & golf courses for you to explore. Monthly stays preferred, & certainly welcome the week long travelers.

Top Guest favourite
Two twin beds are positioned side by side, each dressed with patterned bedspreads. A lamp with a decorative base sits on a small bedside table between them. Soft pillows are arranged at the head of each bed, contributing to a relaxed environment.
Apartment in Mount Kisco
4.93 out of 5 average rating, 200 reviews

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train

This cozy apartment is on the lower level of a house, a 5 minute walk to town and the Harlem Line, Metro North Train stop. A separate entrance to the apt offers complete privacy. This gorgeous space has a fully equipped kitchen, bathroom, comfy twin beds . Located in the adorable town of Mt. Kisco, allowing you to take strolls to access restaurants, boutique shops, library, park and bars. It has the feel of a country retreat, a quaint town, and it's an easy commute to White Plains or NYC.

Guest favourite
A spacious living area showcases a neutral color palette, complemented by a dark sofa and a decorative area rug. An air conditioning unit and wall art pieces add character, while natural light filters in through a large window. Red accent furniture enhances the inviting atmosphere.
Guest suite in Croton-on-Hudson
4.92 out of 5 average rating, 37 reviews

Mountain Edge: Spacious Suite

Mountain Edge: We are excited to welcome you to our Private-Guest Suite located 2 minutes from the Stunning Croton Dam and a 45 minute train ride into the city. Mountain Edge is a 2 bed, 2 bath, suite nestled into the forest. The Croton Dam offers excellent hiking, family & Pet friendly park, and beautiful views, while being just 2 miles to the Village. One queen bed and pullout couch. We do have an additional mattress available by request. We can place in unit ahead of arrival.

Superhost
A bright sitting area showcases a light pink custom sofa, complemented by an array of decorative shelves. Natural light enters through large windows, highlighting the wooden flooring. A ladder leads to the loft, and a cooler is positioned centrally on the floor, adding to the homey feel.
Home in Ossining
4.9 out of 5 average rating, 60 reviews

Camped Inn at Sundial Farm -- Tiny House

Camped Inn at Sundial Farm is located just north of New York City, less than 40 minutes driving distance and 45 minutes via express train from Grand Central Station. The tiny house is a one-of-a-kind, off-the-grid experience surrounded by the natural beauty of Westchester County’s oldest working farm. This is a unique experience in sustainable travel and aims to bring guests back to a simpler time; back to nature in a meaningful way, allowing you to rest, unwind, and restore.

Guest favourite
An inviting interior space features a rustic bar area with three metal stools, complemented by a wooden countertop. A soft circular rug rests on the floor, and a decorative armchair is positioned nearby. Natural light filters through the window, enhancing the cabin's cozy atmosphere.
Tiny home in Chappaqua
4.89 out of 5 average rating, 56 reviews

Cozy tiny log cabin on 13 acres

Tiny rustic cabin located in the woods. Large screen TV and Wi-Fi. No stove but will provide cooktop and toaster. Full bathroom with shower. People love the back deck to enjoy their morning coffee and to watch for wildlife. One bedroom with comfy queen bed and fan. All linens and towels supplied. Please be aware this is a rustic beautiful site. Trails in the back and very close to rail trail. Mini splits will keep you toasty warm in the winter and ice cold in the summer.

Superhost
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
Apartment in Brookfield
4.92 out of 5 average rating, 293 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Top Guest favourite
The cottage is tucked amidst vibrant autumn foliage, framed by trees. A large front deck, furnished with two chairs, provides a serene entry, while the three expansive windows invite natural light. The wooden exterior blends harmoniously with the surrounding woodland.
Guesthouse in Bedford Hills
5 out of 5 average rating, 69 reviews

The Perch, a luxe cottage in the woods 1h from NYC

"The Perch is a peaceful, thoughtfully appointed woodland haven." - Elyssa The Perch, our luxe cottage nestled in the woods with a heated saltwater pool in Bedford, NY is the perfect country getaway. Surrounded by nature, this charming retreat is the perfect getaway in any season for those seeking peace and quiet, in the heart of Bedford with all the surrounding amenities just 1 hour from NYC. **Pool closed for the season, will re-open late May 2026**

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.
Apartment in Croton-on-Hudson
5 out of 5 average rating, 20 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:)

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, 298 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

Popular amenities for Millwood holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Westchester County
  5. Millwood