Smithtown Holiday Rentals from €146: Search Short-Term Rentals

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Holiday Rentals in Smithtown

Private beach nearby, sun-loungers, beach umbrellas, beach towels

"The property is generally old, but it was a nice renovation. Of the room. "

includes taxes & fees

5 Dec - 6 Dec

"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "

"I booked this property for my in-laws to stay at for the weekend of my wedding. There was plenty of space for all the adults and the kids to stay comfortably. The host was helpful, attentive, and accommodating. I would happily stay here again in the future. "

"This house was very nice, as pictured or better. Clean, no issues checking in or out. Wagon was there as promised, more bikes than promised, lots of beach towels and chairs provided. The house had two wonderful outdoor second story decks with great views of the water and the ferry dock. Location was perfect, so convenient to ferry and market. Two things not great. Although it had an AC unit in every bedroom that all worked fine which made ground floor cool and comfortable, the main living...

"We loved the location, but the home was loaded with spiders, most appliances did not work (dishwasher did not work, blender, toaster oven, the stove top only half worked) - plus the pots were scratched (and with Teflon not useable) The shower door was broken and would not close, the toilet paper roll holder had no dowel to hold roll, toilet seat very loose, door frames were chipped and dirty, hold in wall next the bed in room with bunkbeds, laundry closet had missing doors. "

"It was as cute as it looked on-line and gave us a great space for hanging out and enjoying each other's company. That said, I would recommend that you rent this with loved ones as privacy is limited because of the indoor design. With no insulation or dry wall every noise is heard throughout the house! Other nice surprises: new AC units (very quiet), very comfortable beds, and an outdoor shower with good light. The street is very quiet. I was surprised that basic kitchen supplies weren't included...

1 bedroom, iron/ironing board, WiFi, bed sheets

"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."

includes taxes & fees

9 Dec - 10 Dec

"Place was very clean and well maintained. Host was extremely helpful and communicative! 10/10 would recommend "

includes taxes & fees

29 Nov - 30 Nov

"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "

includes taxes & fees

30 Nov - 1 Dec

Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

"Clean, spacious home with an amazing pool in a quiet neighborhood. If you're looking for a quiet getaway a good choice!"

"We all had an amazing time. Convenience to the beach was a bonus. Spectacular views of the ocean n the bay. Plenty of space , screen doors were annoying ( but I also live on the beach and understand how beat up everything gets). Would definitely rent this house again."

"Stayed here for a girls trip. We were a group of 11. Most of the beds are doubles so probably can’t actually sleep 12 unless you’re a kid or on the smaller side. The way the beds are arranged requires one person to crawl over the other to get out of bed since they’re pushed up against the wall. (Not a dealbreaker but something to consider for guest comfort). As others have mentioned, feels bigger than it looks in the photos. The bathrooms were ok. To break it down: there’s 1 half bath...

"This property is steps away from the ferry, steps away from the beach and steps away from food, drinks and music. We had a great time. Cassie greeted us and made sure we had everything we needed!!!! She also went out of her way to make my daughters 21st birthday special. Highly recommend this property."

"It was excellent "

includes taxes & fees

4 Dec - 5 Dec

"This apartment was perfect for me. I was in town for a Stony Brook parents weekend and was in close proximity to everything I needed. Comfy bed, very clean, private, and I liked having my coffee out on my patio in the mornings. Great communication from the owner as well. A+ all around!"

includes taxes & fees

26 Nov - 27 Nov

"Great space would be better if there were kuerig cups to go with the machine in the kitchen"

includes taxes & fees

8 Dec - 9 Dec

"Joe was an amazing and kind host. The house has the most unbelievably scenic backyard, with just incredible natural wild life. Was out of a movie. The house if very well equipped for everything you need and is in an amazing location - walk to beach or to town. Really, really an amazing stay. "

"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."

"The place was great! The host though of everything, literally. Things that you wouldn't think would even be needed were there. Everything was excellent, cozy and very welcoming. The property was exactly as discribed. I can't say enough about the cleanliness and cozy vibe. We look forward to staying again if we are ever in the area. Ewarm and welcoming. "

"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"

includes taxes & fees

9 Dec - 10 Dec

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Other types of properties in Smithtown you may be interested in

"Quick check in. Very quiet. Plenty of food options nearby."

includes taxes & fees

27 Nov - 28 Nov

"Great"

includes taxes & fees

5 Dec - 6 Dec

"Clean and quiet will stay again"

includes taxes & fees

1 Dec - 2 Dec

Find out more about Smithtown

Everything you need to know about Smithtown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Smithtown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Smithtown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smithtown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Smithtown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smithtown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Smithtown holiday rentals we have selected for you start as low as €146 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Smithtown rentals

At Expedia, we put the best Smithtown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Smithtown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Smithtown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Smithtown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Smithtown properties

5/5 Excellent

"Excellent room. Clean, lovely grounds, flowers are cheerful. Roomy parking. Several scrumptious restaurants. We loved the 2 diners nearby and especially the Chinese buffet that is all you can eat! The gym and the swimming pool made our week’s vacation there really fantastic. And the hotel is reasonably priced."

A verified traveller stayed at Hampton Inn Long Island/Islandia

Posted 21 hours ago

Frequently asked questions

Are there holiday rentals in Smithtown?

Yes, there are holiday rentals in Smithtown close to Blydenburgh County Park, or you can select a more secluded option if you're looking for a relaxing stay. Smithtown is known for its lake views.

What are some of the best holiday rentals that Smithtown has to offer?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This holiday home rental outside of Smithtown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Smithtown?

Family-friendly attractions include Blydenburgh County Park, whereas Nissequogue River is a spot to enjoy the outdoors. Stonebridge Golf Links and Country Club and Caleb Smith State Park are other places to visit while you're in town.

What are holiday rentals like in Smithtown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Smithtown. Holiday rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for small groups.

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Holiday Rentals in Smithtown

Check Smithtown holiday rental availability

Holiday Rentals in Smithtown

DUNE Fairfield Beach

Beachfront Romance: Rustic Home w/ Private Beach

The President Mansion Luxurious 7BR Family Retreat

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Dog-friendly home just blocks from the bay with deck & private hot tub

Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

1 bedroom 1 bath private entrance

Beach Apt. Wineries, Shopping, Dining

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome

Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Waterfront Cottage cute and cozy

Private 1 bedroom apt in a quiet neighborhood, close to all!

Guesthouse at Norwalk Inn

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!

Captain's Cottage - Cold Spring Harbor Water Views

Other types of properties in Smithtown you may be interested in

Inn at Jericho

Hyatt Regency Long Island

East Norwich Inn

Find out more about Smithtown

Recent reviews of Smithtown properties

Hampton Inn Long Island/Islandia

Jake's 58 Casino Hotel - Adult Only

The Circle Hotel Fairfield

Viana Hotel and Spa, Trademark Collection by Wyndham

Hilton Long Island/Huntington

Hampton Inn Long Island-Brookhaven

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

SureStay Plus by Best Western Woodbury Inn

Hilton Garden Inn Westbury

Frequently asked questions