Holiday Rentals Smithtown from £131: Find Short-Term Rentals & Holiday Accommodations

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

Large Beach House Steps From Town and Ocean : This holiday home rental outside of Smithtown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Smithtown holiday rentals

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Brentwood

Jaelyn

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

2. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Kings Park

Tyler M.

includes taxes & fees

15 Nov - 16 Nov

A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

3. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Central Islip

Vladamir R.

A bedroom with a bed, a bedside lamp, a TV, and a door leading to another room.

4. Cozy 1-bedroom apartment in charming Centereach with AC

Centereach

includes taxes & fees

1 Dec - 2 Dec

A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Central Islip

includes taxes & fees

16 Nov - 17 Nov

A water park with multiple slides and pools, surrounded by trees and a parking lot.

6. Tiny Home Private, Students, Nurses, Tech

Bay Shore

Brian C.

includes taxes & fees

16 Nov - 17 Nov

A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

7. Spacious one Bedroom Apt with private entrance

Centereach

Selective Travel M.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a grey sectional sofa, a round coffee table, and a dining area with a small table and chairs.

8. Cozy 1-bedroom apartment in lovely Central Islip

Central Islip

includes taxes & fees

4 Dec - 5 Dec

A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

9. The Royal Suite - Ronkonkoma

Ronkonkoma

Maureen F.

includes taxes & fees

25 Nov - 26 Nov

A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

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

Centereach

Amanda

includes taxes & fees

15 Nov - 16 Nov

Kitchen | Electric Kettle | Toaster | Blender

11. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Deer Park

Danielle M.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

12. DUNE Fairfield Beach

Fairfield Beach

slava

includes taxes & fees

15 Dec - 16 Dec

A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

13. 1 bedroom 1 bath private entrance

Bay Shore

Monte P.

includes taxes & fees

15 Nov - 16 Nov

A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

14. Sundown Escape-South Shore Long Island

Bay Shore

Samantha

includes taxes & fees

20 Nov - 21 Nov

A wooden deck with a white railing, a set of stairs, and outdoor furniture.

15. Bright & Comfortable Home in the Heart of It All

Central Islip

"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"

Tatiana J.

includes taxes & fees

23 Nov - 24 Nov

16. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Dix Hills

includes taxes & fees

17 Nov - 18 Nov

A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

17. Charming Secluded Waterfront retreat

Oakdale

Loritha F.

includes taxes & fees

5 Dec - 6 Dec

A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

18. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Huntington Station

Joseph F.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

19. Sundown Escape Near SouthShore University Hospital

Bay Shore

includes taxes & fees

18 Nov - 19 Nov

A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

20. Cozy king suite with kitchen and dining area.

Coram

Tasia P.

includes taxes & fees

15 Nov - 16 Nov

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Top Smithtown Hotel Reviews

Best Western Premier Plainview-Long Island Hotel

10/10 Excellent

"Good hotel!"

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent

"This hotel is a very good place to stay if you're looking for a nice, clean, place at a fair price. The breakfast choices were very good and the dining area was clean and neat. There aren't a lot of good hotel choices this far out on Long Island but this place is one of them. I'd definitely stay there again."

The Circle Hotel Fairfield

10/10 Excellent

"Very convenient location. Beds were very comfortable! The continental breakfast was typical of what you'd expect. My only negative would be the fact that the room, as large as it was, had no drawers to place items that couldn't be hung in the closet. There was a desk and a nightstand but neither had drawers."

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 £131 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.

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?

Large Beach House Steps From Town and Ocean: This holiday home rental outside of Smithtown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 paces steakhouse 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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Check prices for these dates

Our top choices for Smithtown holiday rentals

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

2. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

3. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

4. Cozy 1-bedroom apartment in charming Centereach with AC

5. Spacious 3BR Family Home Near Everything

6. Tiny Home Private, Students, Nurses, Tech

7. Spacious one Bedroom Apt with private entrance