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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Guest favorite
Home in Centereach
4.98 out of 5 average rating, 61 reviews

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

Guest favorite
A charming entrance features a blue door complemented by a welcome sign. A small seating area with a bench adorned with tropical-patterned cushions faces a neatly kept lawn. The exterior walls are painted in a light shade, enhancing the inviting appearance of the space.
Tiny home in Patchogue
4.98 out of 5 average rating, 40 reviews

Kellie's Kottage AKA tiny house

My tiny house is clean, cute&cozy. Fenced in yard lot of sun. Parking on premises. Full bed, Refrid, Microwave, Keurig . Heat & air conditioning, outsideshower is seasonal. no shower, to cold.Great if you want to visit your family but not stay with them🤣 3 blocks from lake, less than mile from a 100 stores. If you want to go to the beach, towels + extras to use. Radio,cd player, TV Patch Village is 2miles away. EZ access to hwys. Quiet area great place to relax.wifi,Roku,Bluetooth speaker

Guest favorite
Guest suite in Nesconset
4.9 out of 5 average rating, 21 reviews

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‼️

Top guest favorite
A modern living area features a dark sectional sofa accented by cushions and a stylish area rug. In the background, a dining space with four chairs and a kitchen area is visible. Natural light enters through multiple windows, creating a bright, inviting environment.
Apartment in Medford
4.97 out of 5 average rating, 210 reviews

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

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
4.96 out of 5 average rating, 154 reviews

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 with a pull-out twin bed and seating - 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.

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
4.93 out of 5 average rating, 150 reviews

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.

Guest favorite
A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and oven. A round dining table is situated nearby, complemented by two stools at a counter. Light wood cabinetry and a window enhance the space with brightness.
Apartment in Farmingville
4.88 out of 5 average rating, 146 reviews

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, kitchen where to find enough crockery for four people, microwave, refrigerator,coffee maker, Free parking on premises. Convenient location with many necessities nearby (gas station/restaurants). We are located 2 mins from I-495 and 14 mins from Macarthur airport. Keep it simple at this peaceful and centrally-located place.

Guest favorite
A spacious living area features a red sofa and a cozy armchair, situated around a wooden coffee table. Natural light floods the room, highlighting a framed painting above the sofa. The open kitchen is visible in the background, equipped with dark cabinetry and modern appliances.
Guest suite in Patchogue
4.92 out of 5 average rating, 138 reviews

Charming Garden Hideaway near downtown Patchogue

Welcome to our cozy private guest suite, nestled in a tranquil neighborhood walking distance to Main Street. This space has a comfortably-sized bedroom and living room with a well-equipped kitchen and bathroom. Relax in the living area after a day of exploring nearby attractions or unwind in the garden where your pets can run and play in the fenced yard. With easy access to local dining and shopping, this space offers the ideal blend of comfort and convenience for your stay.

Guest favorite
A spacious living area features a soft sectional sofa beside a coffee table, with an American flag prominently displayed on the wall. The kitchen, equipped with modern appliances, is positioned in the background, while a dining table invites gatherings under warm lighting.
Cottage in Yaphank
4.84 out of 5 average rating, 74 reviews

Beautiful Waterfront Cottage

Historic Waterfront with Private Island (this property has a bridge to a private island). Large south facing deck, brand new kitchen and beautiful antique claw-foot bathtub and rainfall shower. The home is 10 minutes from the beach, 10 min from Bellport, 25 minutes from Southampton and 1 mile from the train station to New York City. Enjoy a quiet escape from the city in this well-appointed home.

Guest favorite
Apartment in Central Islip
4.87 out of 5 average rating, 94 reviews

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Top guest favorite
Guest suite in Ronkonkoma
4.96 out of 5 average rating, 169 reviews

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy QUEEN size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.

Top guest favorite
An open concept living area features cathedral ceilings with wooden beams, providing a spacious ambiance. A comfortable seating arrangement is positioned towards a wall-mounted television, with natural light filtering through curtains. A dining table is visible alongside a well-furnished sideboard.
Guest suite in Centereach
4.99 out of 5 average rating, 308 reviews

Private New Apartment

Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!

Popular amenities for Holbrook vacation rentals

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