
Vacation rentals in Holbrook
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Top-rated vacation rentals in Holbrook
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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
4.85 out of 5 average rating, 284 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‼️
4.9 out of 5 average rating, 30 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
4.98 out of 5 average rating, 54 reviews
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
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
Family Retreat with Heated Pool, Hot Tub, Sauna.
🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants
4.96 out of 5 average rating, 189 reviews
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
Hotel-Style Studio in Ronkonkoma
Suite 2283, a hotel-inspired studio apartment in Ronkonkoma, is a guest suite for one person. Featuring a private entrance, private fenced-in yard, patio with bistro set, onsite parking, AC, kitchen, Roku TV and free Wi-Fi, it's ideal for traveling medical and business professionals. And, it's just minutes from the airport, hospitals, corporate parks, major roadways, restaurants, parks, the mall, and nightlife at the new Station Yards complex at the LIRR hub.
5.0 out of 5 average rating, 68 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 - 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.
4.96 out of 5 average rating, 178 reviews
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
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
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 reviewsPopular amenities for Holbrook vacation rentals
Other great vacation rentals in Holbrook

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Private Guest suite *
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Ronkonkoma Residence by the Lake
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Modern Apartment, Close to Main St.
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Pool Table | King Bed | Entire Home | Beach & Town
4.83 out of 5 average rating, 217 reviews
Luxury Waterfront Oasis • Modern Retreat for 8
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