Vacation rentals in Holbrook

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Top-rated vacation rentals in Holbrook

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

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Superhost

A living area features a gray futon adorned with decorative pillows, complemented by a small coffee table. A red accent chair provides additional seating. Soft lighting from the ceiling enhances the space, while wall art depicts blooming flowers, contributing to a welcoming atmosphere.

Apartment in East Patchogue

Private 1br Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

4.84 out of 5 average rating, 283 reviews

Guest favorite

Guest suite in Nesconset

Tranquility Getaway, Private Luxe Suite & Backyard

🌿 Welcome to Tranquility Getaway — a luxurious retreat nestled in the heart of Smithtown. Indulge in our Modern Newly Designed 2-bedroom Private Basement Luxe Suite, located on the left side of the property with a short staircase leading to your exclusive entrance on the lower level. Unwind in your private outdoor haven, featuring refined seating for four, a stone-top fire pit, and a solar-lit umbrella. THIS IS NOT THE ENTIRE HOUSE‼️ PLEASE REVIEW 📸 PHOTOS & HOUSE RULES BEFORE BOOKING‼️

4.93 out of 5 average rating, 29 reviews

Superhost

Home in Bayport

Bayport-2 Bedrooms 1 Bath Modern Coastal Retreat

Welcome to your modern Bayport getaway! This stylish 2-bedroom, 1-bath oasis (Entire 2nd floor of home) offers a bright, open layout with contemporary furnishings, a fully equipped kitchen, and a living area perfect for relaxing. The property is protected with Ring security camera to ensure safety Located minutes from beautiful beaches, a popular winery, Fire Island ferries, lively neighboring towns, local shops, and restaurants. This retreat blends comfort, convenience, and coastal charm!

4.78 out of 5 average rating, 37 reviews

Guest favorite

Apartment in Farmingville

Studio Apt W/Private Entrance & Patio

Enjoy your stay in this private space offers a bedroom with a Queen size bed . Living room includes a smart TV 43" with twin sofa bed and desk for at-home work,Access to the second bedroom is available for an additional charge, which enables us to accommodate varying group sizes while maintaining a competitive base price for smaller groups. kitchen, microwave, refrigerator,coffee maker, Free parking on premises. Convenient location with many necessities nearby (gas station/restaurants). .

4.86 out of 5 average rating, 160 reviews

Guest favorite

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

4.93 out of 5 average rating, 158 reviews

Top guest favorite

The exterior of a charming cottage displays a white facade with dark blue trim and a welcoming front door. A well-manicured lawn featuring stepping stones leads up to the porch, surrounded by colorful flower beds and greenery.

Home in Patchogue

Hamptons Style Cottage close to everything!

Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

4.99 out of 5 average rating, 113 reviews

Top guest favorite

A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.

Apartment in Central Islip

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

4.95 out of 5 average rating, 177 reviews

Top guest favorite

Guest suite in Stony Brook

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

4.81 out of 5 average rating, 748 reviews

Top guest favorite

Guest suite in Ronkonkoma

Private 2-Bedroom Suite near LIRR & Airport

Enjoy a peaceful, fully private basement guest suite with its own entrance, ideal for up to 2 guests. It includes two separate bedrooms (1 queen bed and 1 twin bed), a private bathroom with shower, living and dining area, and a coffee station with refrigerator, microwave, and coffee maker. Air conditioning and Wi-Fi are included. About 5 minutes from the Ronkonkoma LIRR station and Long Island MacArthur Airport. No indoor spaces are shared.

4.97 out of 5 average rating, 30 reviews

Guest favorite

A well-appointed kitchen features white cabinetry and modern appliances, including a gas stove and stainless steel dishwasher. A double sink is positioned beneath a window that offers natural light. Light wood flooring complements the bright atmosphere, while the door allows access to the outside.

Home in Farmingville

1 bed house near Long Island airport &Stony Brook

Conveniently located 15 min from Long Island MacArthur Airport (ISP) Close to Stony Brook Hospital, Smith Haven Mall and the beautiful Port Jefferson. Easily explore local Long Island beach towns or pop over to Connecticut for a day trip on the Car ferry. Shopaholics can enjoy the Tanger Outlet Mall in Riverhead. This home is a clean private respite for you to stay for work or pleasure in the middle of Long Island.

4.9 out of 5 average rating, 91 reviews

Top guest favorite

A bright and spacious living area features a light-colored sofa, a glass coffee table, and a large television mounted on a wall. Natural light enters through the windows, and a ceiling fan adds to the comfort. Decorative shelves with dishware complement the modern decor.

Apartment in Patchogue

Heart of Patchogue Village Private Apartment.

Enjoy a stylish yet cozy experience at this centrally-located place. LOCATION !! LOCATION !! LOCATION !! Newly Renovated in 2024. 2 Bedroom Apartment in Patchogue Village. 5 Minute Walk to the Ferry to Fire Island and 4 Minute Walk to Main Street Four Corners where all the Action is !! Bars, restaurants, Theaters, local and social life fun for all ages.

4.97 out of 5 average rating, 77 reviews

Top guest favorite

A modern living area features a light-colored sofa and a round glass coffee table positioned on a soft area rug. Tall shelving units display decorative items and plants, while an abstract artwork hangs above a mounted TV. Natural light floods the space through large windows.

Home in Patchogue

4 Bedroom in Vibrant Patchogue Village!

Convenient location! A two minute drive to the town of Patchogue with vibrant restaurants, shops, and entertainment. 5 Minute drive to Fire Island Ferries, 3 minute drive to LIRR, and walking distance to a newly rennovated park and tennis courts. About 1 hour drive to NYC, about 30-45 mins to the Hamptons and wineries, and 10 Minutes to MacArthur Airport!

5.0 out of 5 average rating, 50 reviews