Vacation rentals in Holbrook

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Top-rated vacation rentals in Holbrook

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Guest favorite

A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.

Apartment in Medford

4.88 out of 5 average rating, 139 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Guest favorite

A modern living area is showcased with a gray futon adorned with decorative pillows. A white coffee table sits on a soft area rug, while a microwave and refrigerator are positioned against the wall. Soft lighting enhances the clean tile flooring.

Apartment in Patchogue

4.88 out of 5 average rating, 218 reviews

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

Top guest favorite

A bathroom drawer is shown, featuring a first aid kit labeled 'AGENT FIRST AID & SAFETY' on a perforated mat. The countertop is made of marble, offering a clean and organized appearance. A white toilet is partially visible in the background.

Apartment in Holbrook

5 out of 5 average rating, 29 reviews

Newly renovated modern spacious 2 bedroom apt

This updated modern apartment is centrally located and has everything you need for your stay. 65inch tv with all sports/movie channels. New Queen bed and nightstands with built in usb ports, desk/workspace in second bedroom. Quiet neighborhood, street parking, hi speed 2gig WiFi, spacious and immaculately clean (see guest reviews !) full size new fridge, dishwasher and oven, microwave, toaster oven, dishes, glassware, pots/pans, basic cooking essentials/utensils. Easy access to major roadways

Top guest favorite

A charming street scene features a traditional clock with Roman numerals set against a backdrop of quaint shops and brick buildings. Lush trees provide shade, while an American flag gently waves in the breeze. The welcoming atmosphere invites leisurely strolls along the sidewalk.

Apartment in Sayville

4.97 out of 5 average rating, 162 reviews

1 bedroom apt In the beautiful town of Sayville

Second floor apartment ideal for a couple in the heart of Sayville, South Shore Long Island. 5 minute walk from LI Railroad, 2 minute walk to quaint town and a 20 minute walk to Fire Island Ferry terminal for a beautiful ride to the renowned Fire Island beaches. No need for a car, just hop on the train to Sayville station and everything is in walking distance. Ferries go to Cherry Grove Fire Island Pines and Sailors Haven where you'll enjoy the best beaches and nightlife on the east coast.

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 Patchogue

4.96 out of 5 average rating, 141 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.

Guest favorite

A spacious studio is featured, showcasing a queen-size bed with light bedding. Natural light bathes the room from two windows, flanked by gray curtains. A small living area is presented with a gray accent chair, a black coffee table, and a dark dresser, enhancing the cozy setting.

Home in Holbrook

4.9 out of 5 average rating, 281 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Guest favorite

Home in Patchogue

4.93 out of 5 average rating, 125 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 set of stone stairs is illuminated by soft pathway lights, leading to the entrance of the home. The surrounding area features low greenery, creating a serene atmosphere during nighttime.

Apartment in Farmingville

4.88 out of 5 average rating, 105 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 tranquil marina scene depicts several sailboats and yachts docked alongside wooden piers. Lush greenery lines the shoreline, contrasting with the clear blue sky. Calm water reflects the boats and surroundings, creating a serene ambience.

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 116 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Guest favorite

A close-up view of a wooden ledge showcases various smooth stones, their natural colors contrasting against the soft background. A welcoming entry mat is visible, leading towards an inviting space beyond, with glimpses of a light-colored floor and an open doorway.

Guest suite in Stony Brook

4.8 out of 5 average rating, 639 reviews

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.)

Guest favorite

A spacious backyard is shown, featuring a well-maintained lawn and a patio area. In the background, a table and several chairs are positioned for outdoor seating. A grill is visible nearby, surrounded by trees that provide shade.

Home in Ronkonkoma

4.86 out of 5 average rating, 173 reviews

Convenient home in Ronkonkoma

Charming cape that is completely private. This is not an apartment within a house. The entire home and yard are yours to enjoy with complete privacy. Conveniently located 6 blocks from LIRR Ronkonkoma Station, 2 miles from Islip MacArthur Airport, and 1 mile from Long Island Expressway. 5.5% Occupancy Tax included.

Top guest favorite

A well-appointed bathroom is visible, featuring a dark wooden vanity with dual sinks and an elegant mirror above. Soft lighting from sconces illuminates the space, highlighting the tiled floor and a plush rug in front of the vanity.

Guest suite in Lake Ronkonkoma

4.99 out of 5 average rating, 270 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!

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Other great vacation rentals in Holbrook

Camper/RV in Medford

4.71 out of 5 average rating, 7 reviews

Have Fun with it.

MikeRating, 5 stars9 months ago

Place was clean - expectations were above what was expected. My son dropped a ninja turtle in the driveway and they put it on entrance to the place. Good people, felt safe, clean, was as advertised.

Guest favorite

Guesthouse in Middle Island

5 out of 5 average rating, 12 reviews

Private newly renovated apt

CharlotteRating, 5 stars6 days ago

Very clean and quiet, had all of the amenities we needed for a short weekend stay. Arielle was very friendly and accommodating. Parking and check in/out was easy. Nicely renovated space!

A well-lit bathroom features light blue patterned wallpaper, a sleek white door, and a vintage-style sink. A mirror with a decorative frame is mounted above the sink, while a towel holder and a cushioned bench add functional elements to the space.

Home in Bellport

5 out of 5 average rating, 4 reviews

Bellport Village Retreat

Dean And AnneRating, 5 stars1 month ago

Karen’s home was so beautiful, well decorated and comfortable. The home was very well equipped with everything we needed including high end amenities all throughout the home and a chefs kitchens dream. We have stayed in Airbnb’s in many parts of the country and the home far exceeded our expectations. On top of that Karen was a kind and responsive host. We really would give this host and home 10 stars if that was possible. Highly recommend that you book the home of you have the opportunity.

Top guest favorite

The two-story lake house features a welcoming exterior with large windows, surrounded by well-maintained greenery. A manicured lawn stretches in front, complemented by a rustic picnic table. Pathways lead to the entry, framed by a charming garden and tall trees providing shade.

Home in Ronkonkoma

5 out of 5 average rating, 5 reviews

Ronkonkoma Residence by the Lake

BrandonRating, 5 stars3 weeks ago

This house was amazingly clean! In such a great location to explore the best of New York. This was a couples retreat for us. The group enjoyed every bit of our stay. From the walks on the lake. To the convenience of the beaches. It did not disappoint! 5star would totally recommend. Anyone with a group ,or a large family to stay. Enjoy the Long Island lifestyle. I want to thank the host for accommodating us. Nojrul, made it so easy for us to check in and get settled after our 23hr drive from Florida. He was also very attentive to any questions or concerns we had. 10/10 host and definitely 10/10 stay.

A tranquil backyard features a winding pool with clear blue water, bordered by a stone patio. Lush greenery and organized seating areas complement the serene environment, while well-maintained landscaping adds to the overall appeal.

Apartment in Medford

5 out of 5 average rating, 4 reviews

Medford Seclusive Getaway Nice !

SandraRating, 5 stars2 months ago

Hosts were very pleasant and accommodating. We would highly recommend them and would stay there again.

Guest favorite

Private room in Lake Ronkonkoma

4.83 out of 5 average rating, 533 reviews

Charming Private Primary Bedroom

KatheRating, 5 stars3 weeks ago

Don is THEBEST! I truly feel like I’m “home” when I stay there. I think I e been there 4 or 5 times. At first I was very nervous as a single woman traveling alone. Don is an expert concierge. Helpful on every level. Always a wonderful stay when I visit to Ronkonkoma. Thanks, Don.

Guest favorite

A white shelving unit features neatly arranged, packaged slippers. Two gray slippers with a soft fabric surface are placed side by side, while a single black slipper with a patterned bottom is positioned on the left.

Home in Coram

4.88 out of 5 average rating, 8 reviews

Luxe Home Escape

CrystalRating, 5 stars2 weeks ago

Nerlly's space was exactly how she described it. Plenty of space for my family and I of 3. We had everything we needed for our stay and more. The basement unit was very clean upon arrival and Nerlly allowed us to check in early. It was very comfortable and peaceful. Her and her husband are so sweet and very attentive hosts! Our stay couldn't have been any better. Thank you so much for being awesome hosts! We would definitely recommend them and their home to anyone looking for a comfortable, clean and friendly stay.

Guest favorite

A charming porch area is shown, featuring a light blue door and a small seating arrangement with two cushions displaying a leafy pattern. A welcome mat is positioned at the entrance, alongside a compact set of stairs leading up to the door.

Tiny home in Patchogue

5 out of 5 average rating, 5 reviews

Kellie's Kottage.

Rachael-BethRating, 5 stars1 week ago

My experience at Kellie’s was AMAZING! Kellie was super friendly and went above and beyond to make sure I was comfortable. She was so understanding and even allowed me to check in early . Her hospitality alone makes you feel you’re family or a close friend. The place was exactly as described and pictured. Super clean and comfortable. If you’re looking for a cute getaway and to make another friend this is the place lol. 1000/10 I would highly recommend!

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Vacation rentals in Holbrook

Top-rated vacation rentals in Holbrook

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Popular amenities for Holbrook vacation rentals

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