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
Flat in Smithtown
4.92 out of 5 average rating, 12 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.

Guest favourite
Flat in Central Islip
4.97 out of 5 average rating, 103 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.

Top guest favourite
Home in Commack
4.99 out of 5 average rating, 153 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Guest favourite
Guest suite in Stony Brook
4.8 out of 5 average rating, 668 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.)

Superhost
Flat in Northport
4.84 out of 5 average rating, 206 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 favourite
Guest house in Nesconset
5 out of 5 average rating, 29 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
Flat in Centereach
4.68 out of 5 average rating, 376 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
Cottage in Kings Park
4.81 out of 5 average rating, 183 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.

Guest favourite
Flat in Huntington Station
4.9 out of 5 average rating, 118 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 favourite
Guest suite in Ronkonkoma
4.94 out of 5 average rating, 126 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
Guest suite in Lake Ronkonkoma
4.99 out of 5 average rating, 288 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
Flat in Brentwood
4.9 out of 5 average rating, 421 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

Quick stats about holiday rentals in Smithtown

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹5,332 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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