Holiday rentals in Smithtown

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Top-rated holiday rentals in Smithtown

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

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Top guest favourite
A serene outdoor seating area is presented, featuring two wicker chairs with cushions adorned in colorful stripes. A small table sits between them, surrounded by lush greenery and flowering plants in terracotta pots, offering a peaceful spot for relaxation.
Guest suite in Kings Park
4.94 out of 5 average rating, 94 reviews

*NEW LUX Northshore River KING, privacy deck/yard

Welcome to the perfect private space to unwind and relax. This completely remodeled King Suite comes with all the conveniences you'll need for a great stay - plus some little touches that we hope make you feel special. The Northshore Corner Oasis, is a fine retreat where you can recharge your batteries and plan your exciting Long Island adventures. 1 block from the beautiful Riverfront, enjoy a short walk to the pizzeria or the bagel shop, or both! Plus, your well-behaved pet is welcome.

Top guest favourite
A studio apartment is presented, featuring a spacious bed, a small kitchenette, and a comfortable seating area. Natural light enters through a window, while a door leads to the outside. The flooring includes a mix of carpet and hardwood, creating a cozy ambiance.
Flat in Ronkonkoma
5 out of 5 average rating, 42 reviews

Hotel-Style Studio in Ronkonkoma

Suite 2283 is a hotel-inspired studio apartment in Ronkonkoma. Thoughtfully designed, featuring a private entrance, private fenced-in yard, patio with bistro set, onsite parking, AC, kitchen, Roku TV and free Wi-Fi. This stylish apartment is ideal for traveling medical and business professionals. Just minutes from the airport, hospitals, corporate parks, major roadways, restaurants, parks, the mall, nightlife at the new Station Yards complex at the LIRR hub, and, of course, Lake Ronkonkoma!

Top guest favourite
A bright living area features a light blue ceiling and a cozy sofa facing a decorative stone fireplace. A marble coffee table is central to the space, surrounded by a dining area with wooden chairs. Large windows provide views of the outdoors.
Home in Stony Brook
4.99 out of 5 average rating, 80 reviews

Cozy & Private Village Retreat - Entire Home

Welcome to a little slice of Heaven on Long Island's north shore! Located in the beautiful historic village of Stony Brook, this AirBNB is just a hop, skip, and jump away from quaint local shopping, fantastic restaurants and scenic beaches, coastal villages, and so much more! <10 mins to SUNY Stony Brook and the University Hospital. Relax in this beautiful and quiet living space inside and out! Great couples retreat or work haven. Thoughtfully and creatively decorated for your comfort.

Guest favourite
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.
Flat in Central Islip
4.97 out of 5 average rating, 122 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 favourite
An outdoor seating area is set up with wicker chairs surrounding a gas fire pit, glowing warmly in the evening light. A well-maintained green lawn and white privacy fence create a serene backdrop, with soft string lights enhancing the inviting atmosphere.
Flat in Islip Terrace
4.96 out of 5 average rating, 198 reviews

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV. 21+

Guest favourite
A spacious studio features a queen-sized bed with patterned bedding, flanked by bedside lamps. A small dining table with two chairs is positioned near a window, allowing for natural light. A wooden bench is placed at the foot of the bed, enhancing the room's functionality.
Guest suite in Stony Brook
4.81 out of 5 average rating, 694 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 favourite
The studio suite features a cozy sleeping area with a spacious bed dressed in brown and white linens. A dark sofa is positioned opposite a kitchenette with wooden cabinets. Natural light enters through multiple windows, and a decorative rug adds warmth to the wooden floor.
Flat in Lake Ronkonkoma
5 out of 5 average rating, 40 reviews

The Rosevale Studio Suite

Located just about 10 minutes from the Long Island Rail Road and Long Island Mac Arthur Airport is The Rosevale Studio Suite which combines modern finishes with a cozy, warm charm. Enjoy a lovely lunch in your private patio where the sun hits so perfectly or have a night out at one of the many surrounding restaurants! With shops, beaches and more all located under 5 miles away, our suite is just perfect for your little get away!

Top guest favourite
Two swans crafted from towels are positioned at the center of a spacious bed, forming a heart shape. Surrounding the swans is a decorative arrangement of rose petals in shades of red. The bed's textured spread complements the soft green pillows in the background.
Guest house in Nesconset
4.98 out of 5 average rating, 52 reviews

Private charming Studio Cottage in Nesconset

Escape to this cozy studio cottage, perfect for couples or solo travelers. Enjoy a comfortable full-sized bed, a well-equipped kitchenette, and a welcoming seating area. Located in a peaceful neighborhood, you're just minutes from local parks, shops, and eateries. P.S. Cleanliness is my top priority to make every guest happy all towels and sheets are sanitized and washed every guest checks in before they're arrival.

Guest favourite
The exterior of a private cottage is presented, showcasing a gray wood-paneled facade with a light-colored front door. Well-maintained landscaping includes shrubs and grass, leading to a concrete pathway. A wooden fence and trees provide a natural backdrop.
Cottage in Kings Park
4.82 out of 5 average rating, 192 reviews

Cozy Riverside Cottage

This is a private cottage on its own lot with its own driveway and yard located in a quiet residential neighborhood. Several grocery stores and restaurants for delivery/pick up in the area. 400 MBPS Internet connection for those who need a reliable internet connection for work/movie streaming! Please note guest maximum is 4. There are no additional guests or visitors allowed.

Top guest favourite
A spacious room is presented with a full-size bed dressed in soft linens. A decorative painting is displayed above the bed. A dresser and a coffee station are visible, accompanied by a comfortable seating chair. Warm lighting is provided by bedside lamps.
Guest suite in Ronkonkoma
4.95 out of 5 average rating, 149 reviews

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-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 favourite
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 Lake Ronkonkoma
4.99 out of 5 average rating, 293 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!

Guest favourite
The studio apartment showcases a functional layout with a queen size bed, a work area with a desk, and a kitchenette. A television is positioned near the bed, and decorative wall art complements the neutral grey walls. Ample lighting is provided by ceiling fixtures.
Flat in Brentwood
4.9 out of 5 average rating, 461 reviews

Eco-friendly studio with Private entrance

We have created this quaint space with our guest in mind in order to keep it simple at this peaceful and centrally-located place. Studio apartment with your own entrance, kitchen , bathroom, queen size bed and work area. Self check-in. All the amenities of a super host.

Popular amenities for Smithtown holiday rentals

When is the best time to visit Smithtown?

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Frequently Asked Questions

  • Do apartment rentals in Smithtown have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Smithtown. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Smithtown?

    Yes! Work meets play with ease at over 20 vacation rentals in Smithtown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Smithtown?

    Make yourself at home in Smithtown by choosing from our most frequently booked neighborhoods. We have over 130 vacation rentals in Nissequogue, over 160 vacation rentals in Village of the Branch, and over 90 vacation rentals in Kings Park.

  • Do apartment rentals in Smithtown have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Smithtown. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Smithtown?

    Experience the best of Smithtown with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Smithtown have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Smithtown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Smithtown have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Smithtown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Smithtown?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Smithtown

  • Total holiday rentals

    Explore 30 holiday rentals in Smithtown

  • Nightly prices starting at

    Smithtown holiday rentals start at £29 per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Smithtown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Smithtown rentals

  • 4.9 Average rating

    Smithtown stays are highly rated by guests – averaging 4.9 out of 5!

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