Vacation rentals in Smithtown Bay

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Guest Favorites in Smithtown Bay

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Guest favorite

Apartment in Stamford

4.96 out of 5 average rating, 195 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Guest favorite

Home in Stamford

4.96 out of 5 average rating, 249 reviews

Midcentury Modern ZenHouse Sculptor Studio

Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

Guest favorite

Cabin in Rocky Point

4.89 out of 5 average rating, 487 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Top guest favorite

Home in Commack

5 out of 5 average rating, 22 reviews

GoodVibezHouse1.0 ~ Pool ~ HotTub ~ GameRm ~ MiniGolf! 1BR

***HEATED POOL OPENS APRIL 1ST!*** Experience THE GOOD VIBEZ HOUSE, a unique couples’ retreat! Enjoy exclusive access to the entire house, complete with a heated pool, hot tub, mini golf, and an IG or FB-worthy Angel Wing mural. Cozy up by the electric fireplace, cook in the gourmet kitchen, and unwind in the luxurious king-size bedroom. With no shared spaces, you can truly relax together. Explore nearby beaches, wineries, and more. Your unforgettable getaway awaits at THE GOOD VIBEZ HOUSE!