Holiday houses in Smithtown Bay

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Top-rated holiday rentals in Smithtown Bay

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

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Guest favourite

Guest suite in Kings Park

4.92 out of 5 average rating, 39 reviews

Long Island Fig House, Beach, Northport, Private!

Welcome to a family-friendly, secure and peaceful neighborhood. It is located 8 Mins from the Sunken Meadow Park that offers a beautiful boardwalk, serene beaches, and hiking spots. Close to NYC! Enjoy Northport and North Shores hidden treasures. Relax in sun-drenched rooms, cook a gourmet meal in the fully equipped kitchen, and unwind in the luxurious master suite, with modern amenities and nostalgic design, this home is the perfect getaway for any traveler, either here for wedding or vacation

Superhost

Home in Nesconset

4.9 out of 5 average rating, 10 reviews

Tranquility Getaway Private Luxe Suite & Backyard

Welcome To Our luxurious & Stylish Home Centrally-located in Smithtown, where you’ll experience the best vacation stay! Your stay is a Beautiful Modern Design 2 bedroom Private Luxe Suite located on left side of the property with a short staircase to your main entrance door on the basement level. The 1st floor is private & occupied. Your private outdoor area, is quite & gorgeously decorated with 4 seating, fire pit table & umbrella. PLEASE REVIEW PHOTOS & HOUSE RULES BEFORE BOOKING WITH US‼️

Guest favourite

Apartment in Stony Brook

4.9 out of 5 average rating, 42 reviews

Beautiful Huge 1BR with Parking

Top floor cozy 1 bedroom with your private entrance & parking at the back of the house. In the best part of Stony Brook surrounded by nature. 5 min drive to beautiful beaches & 10 min walk to SBU. Super comfy queen size orthopedic mattress, pull out sofa bed, 2 walk in closets, WiFi, 60" smart TV with Netflix, amazing bathroom & kitchen. You are going to love staying here:) Bring favorite coffee/tea. No: pets, smoking, food in bed, candles. No loud parties or checking in after 11pm

Top Guest favourite

Apartment in Port Jefferson Station

4.93 out of 5 average rating, 206 reviews

Brand New Modern Spacious Apartment

Brand new private 1 BASEMENT bedroom apartment fully furnished. Just bough a brand new comfortable Queen size bed. Full kitchen, bathroom, living room. Bedroom has walk in closet. Apartment is in the BASEMENT of a 2500 sft home. The apartment is at least 800 square feet and has a private entrance. Has Keurig ( which I supply coffee , sugar and creamer for) , full stove, big frig, a microwave, toaster, hair Dryer and iron. Plenty of towels, shampoo, conditioner and soap. NO PETS ALLOWED

Top Guest favourite

Home in Stony Brook

4.99 out of 5 average rating, 138 reviews

Cottage in the heart of Stony Brook Village

Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

Superhost

Apartment in Centereach

4.68 out of 5 average rating, 374 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. Construction onsite currently and guests may experience some noise.

Guest favourite

Guest suite in Stony Brook

4.8 out of 5 average rating, 663 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

Apartment in Lake Ronkonkoma

5 out of 5 average rating, 33 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!

Guest favourite

Guest suite in Coram

4.82 out of 5 average rating, 78 reviews

Cozy Private Suite - near SBU & SB Hospital

Keep it simple at this peaceful and centrally-located COZY PRIVATE SUITE in a beautiful LI neighborhood. First Floor level space in the Town of Brookhaven NY, near Stony Brook University and Hospital, Long Island MaCArthur Airport and Port Jefferson’s many restaurants and attractions. Furnished with a Full-sized bed, a writing desk, and a full bathroom, TV, a mini-bar, microwave oven and a coffee/tea making facility.

Top Guest favourite

Guesthouse in Nesconset

5 out of 5 average rating, 24 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

Apartment 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.

Guest favourite

Guest suite in Ronkonkoma

4.94 out of 5 average rating, 122 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.