Vacation rentals in Smithtown

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Top-rated vacation rentals in Smithtown

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

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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, 167 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!

Top guest favorite
A dining area features a patterned tablecloth covering a wooden table, set for four with placemats. Natural light enters through large windows, illuminating a comfortable living room area with a sofa and side table. A decorative piece sits at the center of the table.
Apartment in Port Jefferson Station
4.95 out of 5 average rating, 201 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -full sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

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
4.97 out of 5 average rating, 180 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 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
4.97 out of 5 average rating, 120 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 well-lit bedroom features a spacious bed with decorative bedding, positioned against a soft blue wall. Natural light enters through large windows, adorned with sheer curtains. A compact dresser stands nearby, and an elegant table lamp adds functionality to the cozy space.
Home in Holbrook
4.9 out of 5 average rating, 303 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!

Top guest favorite
A well-appointed sleeping area features a queen bed with crisp white linens, flanked by two illuminated nightstands. Above the bed, an abstract art piece adds a pop of color to the neutral walls. A small plant is positioned near the bed, enhancing the calming atmosphere.
Place to stay in Coram
4.99 out of 5 average rating, 127 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Guest favorite
A charming street view showcases a row of shops, featuring unique storefronts with large windows. The sidewalk is paved with stone, and a green lawn is bordered by mature trees, creating a welcoming atmosphere in the quaint historic district.
Guest suite in Stony Brook
4.94 out of 5 average rating, 140 reviews

Cozy cottage in a charming historic village!

Our guest suite is perfectly located in the Old Historic District of Stony Brook Village across from the duck pond. We are only a few steps away from Avalon Park and Preserve, Sand Street Beach, the Long Island Museum, restaurants and shops. The village offers numerous places to explore in our quaint town and even more day trips on the outskirts where you can enjoy the simple pleasures during your time at our relaxing cottage.

Superhost
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Apartment in Northport
4.84 out of 5 average rating, 220 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Top guest favorite
A spacious living area displays rustic log walls and a mix of wooden and upholstered furniture. A comfortable leather sofa is positioned near a stone wood stove, while a colorful armchair adds charm. Natural light fills the room through windows adorned with patterned curtains.
Cottage in Patchogue
4.95 out of 5 average rating, 259 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Guest favorite
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, 191 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 favorite
A cozy studio space features a spacious king bed with floral-patterned bedding. A kitchenette and dining table are visible, along with a microwave and refrigerator. A small lamp and a teddy bear add to the homey touch. A wall clock and framed sunset photo enhance the ambiance.
Apartment in Huntington Station
4.9 out of 5 average rating, 128 reviews

Clean Cozy Studio with Private Entrance.

Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

Top guest favorite
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, 148 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.

Popular amenities for Smithtown vacation rentals

When is the best time to visit Smithtown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,985 ZARR1,985 ZARR1,842 ZARR1,873 ZARR2,032 ZARR2,143 ZARR2,143 ZARR2,080 ZARR2,207 ZARR2,159 ZARR2,048 ZARR1,985 ZAR
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

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 vacation rentals in Smithtown

  • Total vacation rentals

    Explore 30 vacation rentals in Smithtown

  • Nightly prices starting at

    Smithtown vacation rentals start at R635 ZAR 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

  • Wi-Fi availability

    30 of Smithtown vacation rentals include wi-fi 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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