Holiday houses in Asharoken

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Top-rated holiday rentals in Asharoken

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Guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 143 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Top Guest favourite
A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.
Home in Norwalk
4.98 out of 5 average rating, 135 reviews

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Top Guest favourite
A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.
Apartment in Huntington
4.97 out of 5 average rating, 346 reviews

Historic Huntington Village Private Retreat

65 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in a historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Top Guest favourite
A cozy seating area features a wooden chair with a green cushion. Natural light floods in through the glass doors adorned with light yellow curtains, offering views of the garden outside. A patterned rug adds warmth to the space.
Cabin in Norwalk
4.95 out of 5 average rating, 116 reviews

Sunny French Cottage

This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Top Guest favourite
A spacious bedroom features a cozy bed with decorative pillows and a light-colored blanket. Two bedside lamps illuminate wooden nightstands on either side. A small desk and chair sit against the wall, providing a work area, while angled ceilings create a unique architectural detail.
Guest suite in Huntington Station
4.9 out of 5 average rating, 132 reviews

Spacious Huntington Suite- Private and Central

The guest suite is private, spacious and will accommodate those looking to spend time in the area . The guest suite is attached to the main house by locked French doors . There are no shared spaces . You’ll love my place because it is close to public transportation (LIRR- HUNTINGTON STATION) as well as the Paramount Theater ,Huntington Village and all Huntington has to offer. Those in town for weddings and events in the Woodbury/Syosset area will find this is a great place to tip off from .

Top Guest favourite
A spacious outdoor yard is featured, surrounded by trees and greenery. White lounge chairs and a small table are positioned on the grassy area, inviting relaxation. A hammock is visible in the background, adding to the tranquil outdoor setting.
Home in Northport
4.94 out of 5 average rating, 129 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Guest favourite
Home in Centerport
4.95 out of 5 average rating, 176 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Top Guest favourite
A charming white house is nestled among lush greenery, with a white picket fence framing the front yard. A neatly arranged bed of vibrant red flowers is visible in the foreground, alongside a parked white vehicle.
Home in Centerport
4.89 out of 5 average rating, 19 reviews

Charming Coastal Centerport Home

Welcome to Your Chic Coastal Retreat in Centerport Located just around the corner from some of Long Island’s most popular wedding venues, including Water’s Edge, this beautifully appointed home is the perfect stay for couples, families, or friends. Whether you're attending a wedding, exploring the North Shore, or simply escaping for a peaceful getaway, you’ll love the location, comfort, and charm this home offers. permit number: PSTR-26-110

Guest favourite
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Apartment in Northport
4.83 out of 5 average rating, 241 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Guest favourite
The open kitchen features white cabinetry and modern appliances, complemented by a spacious countertop. A cozy living area includes a brown leather couch and an overhanging chandelier. A library ladder provides access to the small loft, while natural light filters through the windows.
Cabin in Cold Spring Harbor
4.86 out of 5 average rating, 294 reviews

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

Guest favourite
The home theater features a large screen and 15 electric recliner seats arranged in a semi-circle. Dark blue walls and patterned carpeting create a cozy movie-watching environment. Subtle lighting enhances the overall ambiance without overwhelming brightness.
Guest suite in Northport
4.91 out of 5 average rating, 147 reviews

Coastal Villa Suite pool•sauna•gym•theater•beach

Not many places can offer this many amenities: 15 seat movie theater🍿🎥🎞️, great for watching the World Cup!🌍🏆 , full gym 🏋️, sauna room🧖‍♀️, and pool table 🎱! Outdoors, you can enjoy the fire pit🔥, nearby beaches⛱, hot tub♨️, heated pool🏊🏾‍♂️, children’s playground🏞, a huge soccer/football field ⚽️🥅🏈, 2 off road go karts 🏁🏎️!

Guest favourite
A modern studio space features a large white bed with a tufted headboard, complemented by dark cabinetry and wood flooring. A comfortable seating area and a stylish coffee table are visible, alongside shelves displaying books and decorative items. Natural light enters through large windows.
Guest suite in Huntington Station
4.97 out of 5 average rating, 370 reviews

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Welcome to the perfect private space to unwind. This modern studio is fully equipped with all of the conveniences you’ll need for a great stay - plus little touches that make it feel special. The Secret Hideaway is a comfortable retreat where you can recharge your batteries and plan your exciting Long Island adventures.

Popular amenities for Asharoken holiday rentals

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