Holiday rentals in New Hampton

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Top-rated holiday rentals in New Hampton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open space is highlighted by vaulted ceilings and exposed wooden beams, creating a bright atmosphere. A spacious king bed and additional bedding are positioned in the area, along with a cozy seating arrangement and soft area rugs on light blue flooring.
Home in Goshen
4.97 out of 5 average rating, 115 reviews

Unique Dutch Barn in the Hudson Valley

The Unique Dutch Barn, is a magnificent property built in the 1800s and well located in the Hudson Valley on historic Westinghouse Farm. The perfect spot if you are here for a wedding, to visit West Point or LEGOLAND, go hiking, skiing or just to sample the local craft breweries and wineries. For art and music lovers Storm King, Dia Beacon and Bethel Woods are near. Whether you come for a creative retreat, or meet up with old friends and family, this expansive space will offer a memorable stay.

Guest favourite
Home in Wurtsboro
5.0 out of 5 average rating, 21 reviews

Bashakill Hillside Cottage East

Escape to Bashakill Hillside Cottage East, a peaceful 2BR retreat on the Shawangunk Ridge in the Catskills. Steps from wetlands, hiking trails & kayak rentals at Mamakating Environmental Education Center, Blue Cliff Monastery & Bashakill Nature Preserve. Explore Wurtsboro's Main Street antiques, shops & dining. Hudson Valley vineyards & Catskills villages nearby. Ideal for NYC weekend escapes, remote work & outdoor adventures. Quiet, cozy, well-equipped. Prime birdwatching & dark sky stargazing.

Guest favourite
A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.
Home in Chester
4.92 out of 5 average rating, 167 reviews

Serene Private Home • Light-Filled • Hot Tub •Deck

Spacious 3,600 sq ft home designed for comfort and ease in upstate New York 🌿 Light-filled rooms, open flow, and a hot tub + deck create a calm, elevated stay ✨ An open layout with multiple living areas makes it easy to gather while still having space to relax and unwind & enjoy throughout. The space functions as a self-contained part of a larger property, offering privacy and independence without feeling segmented. A comfortable base near farms, villages, dining, and outdoor activities.

Guest favourite
A serene outdoor setting features a calm pond surrounded by lush greenery and autumn-colored trees. White Adirondack chairs are arranged around a fire pit, positioned on a grassy area, offering a peaceful spot for relaxation and enjoying nature.
Home in Goshen
4.86 out of 5 average rating, 93 reviews

The Reservoir Home Near winery’s and Legoland

The reservoir retreat is a spacious home in one of the best parts of Goshen. Its peaceful location is five minutes away from the center of the Village of Goshen and also five minutes from Legoland, horse back ridding. Near by are some of the best breweries and wineries in New York. Plenty of apple picking and pumpkin picking aswell! Chester is also a short dive away. It’s a unique property with a beautiful Pond in the backyard and woods to spot local wild life. It’s a great place to unwind

Guest favourite
A modern estate is showcased against a clear blue sky, featuring dark exterior siding and several large windows. The property is set on a grassy area with tiered decks that extend from the lower to the upper levels, framed by natural stone accents.
Home in Warwick
4.84 out of 5 average rating, 19 reviews

Magnum Hilltop

Magnumhilltop is calling your name! Experience our modern estate, perched at 1,000 feet on 10 serene acres. 3,500 sq ft, 4 bedrooms, 4 baths. Enjoy 21-foot ceilings in the great room by the fire. Love cooking? Our chef’s kitchen is a dream! The master suite offers a spa-like bath. Step out onto the deck for stunning views! Just minutes from Warwick, NY and an hour from NYC. Vineyards, apple picking, skiing, and more! Book now and experience peace, luxury, and family time. Message me for info!

Top guest favourite
Flat in Goshen
4.96 out of 5 average rating, 124 reviews

Carriage House Apartment Close to Legoland NY

Immerse yourself in history in our newly renovated Carriage House, originally a historic horse barn, ensconced with hand hewn, exposed beams. This unique accommodation boasts modern amenities such as central air conditioning, a cozy fireplace, private laundry, and a fully working kitchen. Situated just a 4-minute drive from the renowned Legoland and opposite the prestigious Goshen Historic Race Track, we are perfectly positioned for both convenience and entertainment. @parkwayhousegoshen

Guest favourite
Home in Slate Hill
4.96 out of 5 average rating, 25 reviews

The Wooden Igloo Near Legoland NY

Unwind in tranquility at The Wooden Igloo, a unique and spacious home that is fully equipped with a touch of luxury. It's situated in a quiet, secluded area just minutes away from some of the major attractions like LEGOLAND NY Theme Park (9 miles), Soons Orchards (2.4 miles), and Orange County Arboretum (14.6 miles) for memorable outings. Indulge in shopping and dining adventures at The Galleria at Crystal Run (7.6 miles), Chester Mall (10.5 miles), Orange Plaza (6.9 miles) and much more!

Top guest favourite
The cottage is surrounded by lush green grass and mature trees, offering a serene outdoor setting. A well-maintained pathway leads to the inviting entrance, while the structure features light-colored siding and large windows, creating a seamless connection with nature.
Cottage in Goshen
4.92 out of 5 average rating, 347 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Guest favourite
A cozy living area is showcased with two accent chairs, one in a warm terracotta tone and another in vibrant red, featuring a playful design. The wooden floor complements the inviting atmosphere, while framed artwork adorns the walls, adding visual interest to the space.
Guest suite in Chester
4.94 out of 5 average rating, 405 reviews

Serene Victorian Guest Apartment with Clawfoot Tub

Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–6 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

Guest favourite
A spacious living area highlights a brown leather sectional sofa, accompanied by two wooden coffee tables with decorative inlays. A dining area is visible in the background, featuring a wooden table and chairs. Natural light fills the room through large windows under a vaulted ceiling.
Home in Middletown
4.9 out of 5 average rating, 91 reviews

Historic Meets Modern 1900 Farmhouse Plus

Enjoy rest and relaxation in this historic 120 year old farm house. This house has all the character of a historic home lovingly renovated and updated. A modern living room addition features a cathedral ceiling and access to two separate decks. One is for sun and open air, another shaded with a mature wisteria over the pergola. The house is surrounded by lush gardens. Plenty of space to reconnect with family and friends or just enjoy a rest after a day of local activities.

Top guest favourite
A red house is surrounded by vibrant autumn foliage, highlighting orange and yellow leaves on trees. A gravel path leads to the home, with two chairs visible in the outdoor seating area. Natural landscaping complements the serene wooded setting.
Home in Middletown
4.98 out of 5 average rating, 221 reviews

Peace and quiet. Comfy, private house to relax in

Quiet property,almost 8 acres, of beautiful wooded property . Set back from the road. Many trails, wineries and breweries nearby. Legoland is 20 minutes away and many antique shops within 30 minutes or so. We live in the other house on the property, so we are accessible. You can take a stroll on the path by the stream or sit on the spacious 35 x 10 foot deck and enjoy the natural setting of the property. Fire pit is now available. Enjoy the night air and gaze at the stars.

Top guest favourite
A large historic home is visible in the background, featuring multiple stories and a wraparound porch. Lush green trees frame the property, and a serene swimming pool reflects the clear blue sky. Comfortable lounge chairs are positioned on the poolside for relaxation.
Villa in Goshen
5.0 out of 5 average rating, 25 reviews

Goshen Retreat w/ Hot Tub & Pool near Legoland

Set among the rolling hills of Goshen, this historic estate blends rustic charm with a touch of luxury, creating a peaceful getaway from city life. Just 19 miles radius distance from West Point and minutes from Legoland, this beautifully preserved home places you at the center of the Hudson Valley’s best attractions. Be sure to check out the Brotherhood Winery, the oldest winery in America, for a memorable local experience!

Popular amenities for New Hampton holiday rentals