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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Guest favourite
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.
Serviced apartment in Medford
4.88 out of 5 average rating, 165 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 favourite
A comfortable living area features a dark sofa adorned with decorative cushions, complemented by a wooden side table and a glass table. Soft lighting is provided by lamps on both ends, while a flat-screen TV is mounted on the wall. Natural light filters through a window with blinds.
Flat in Smithtown
4.88 out of 5 average rating, 17 reviews

The Suite at North shore LI

This unique place has a style all its own. We have created a combination of a peaceful atmosphere with a sophisticated touch. Few minutes away from Stony brook Hospital and University, and other educational and hospital destinations. Few minutes away to many of the best restaurants on the North Shore LI. And of course if you are visiting to just enjoy the Island, this is the perfect location to any desire destination like wineries, beaches and so many places this beautiful Island has to offer.

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, 40 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!

Guest favourite
Barn in Bethpage
4.95 out of 5 average rating, 22 reviews

Bethpage#3 New York Small Private Room

YOU AGREE THAT: YOU CANNOT CANCEL if issues are CORRECTABLE 2 Rooms share bathroom/kitchen outside barn 1–2 guests Small barn room STRICT: Use Bathroom in LESS THAN 10 minutes KING bed 2 window Open closet Desk Mirror Smart TV WiFi Only 2 towels given for whole stay Street parking No pets NO VISITORS No washer/dryer Bring your own body soap/shampoo/conditioner $1000 penalty for smoke/vape/drugs in the room Strict/Firm Cancellation Policy You AGREED to FULL DISCLOSURE below

Top guest favourite
Flat in Stony Brook
4.94 out of 5 average rating, 86 reviews

Charming Rustic 1BR with parking

Peaceful cozy 1 bedroom apartment with your own private entrance plus parking. In the best part of Stony Brook surrounded by nature. 5 min drive to beautiful local beach & 10 min walk to SBU. Close to restaurants & shops. Super comfortable king sized bed, 50" smart TV with Netflix, WiFi, amazing kitchen & bathroom. You are going to love staying here;) Coffee and green tea included. No: pets, smoking, food in bed, candles. No parties or checking in after 11pm.

Top 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
4.8 out of 5 average rating, 687 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
5 out of 5 average rating, 43 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.

Superhost
The living room features high ceilings and natural light streaming through the double French doors, which lead to an outdoor view. Two comfortable leather sofas are arranged around a glass coffee table atop a vibrant area rug, offering a welcoming space for relaxation.
Flat in Centereach
4.67 out of 5 average rating, 383 reviews

Modern style Spacious Getaway

This apartment offers a living room, dining area, bathroom, and a bedroom. The apartment is very spacious so you will never feel cramped and is stylish giving it a unique, creative vibe. The apartment is attached to the side of a house with the owners living on one side. The apartment is partitioned from the main house making it private. There is potential for noise sometimes. There are no hidden fees.

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
4.81 out of 5 average rating, 189 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, 143 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
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, 451 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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Avg. price$161 SGD$161 SGD$149 SGD$152 SGD$164 SGD$173 SGD$173 SGD$168 SGD$179 SGD$175 SGD$166 SGD$161 SGD
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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 80 vacation rentals in Kings Park, and over 160 vacation rentals in Village of the Branch.

  • 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 a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,090 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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