A rocky beach with large boulders and a clear view of the ocean.

Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Smithtown vacation rentals

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

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (27 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
$186 nightly
The price is $212
Sep 14 - Sep 15
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (52 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
$144 nightly
The price is $165
Sep 13 - Sep 14
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$278 nightly
The price is $318
Sep 14 - Sep 15
Total with taxes and fees
Spacious 3BR Family Home Near Everything
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

4. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
$277 nightly
The price is $316
Sep 14 - Sep 15
Total with taxes and fees
Sundown Escape-South Shore Long Island
A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

5. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay"
United States
Kenneth B.
$1,082 nightly
The price is $1,236
Oct 12 - Oct 13
Total with taxes and fees
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

6. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
$275 nightly
The price is $314
Sep 22 - Sep 23
Total with taxes and fees
The Royal Suite - Ronkonkoma
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

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

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"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!"
United States
Tatiana J.
$436 nightly
The price is $498
Sep 29 - Sep 30
Total with taxes and fees
Bright & Comfortable Home in the Heart of It All
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

8. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
DUNE Fairfield Beach
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

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

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$257 nightly
The price is $293
Sep 22 - Sep 23
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!

10. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean upstairs apartment with a private entrance. Very quiet neighborhood with a small park across the street. Karen, the homeowner who lives downstairs is a wonderful person. The place was perfect for what I needed amd the location was great."
United States
Sallyann S.
$275 nightly
The price is $314
Sep 13 - Sep 14
Total with taxes and fees
Welcoming 1 bedroom apartment in beautiful harbor village.
A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

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

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (10 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
$367 nightly
The price is $419
Sep 13 - Sep 14
Total with taxes and fees
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

12. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$222 nightly
The price is $254
Sep 14 - Sep 15
Total with taxes and fees
Cozy king suite with kitchen and dining area.
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

13. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
$294 nightly
The price is $335
Oct 4 - Oct 5
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!
A modern kitchen with a marble island, bar stools, and a built-in oven.

14. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
$400 nightly
The price is $457
Sep 20 - Sep 21
Total with taxes and fees
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A water park with multiple slides and pools, surrounded by trees and a parking lot.

15. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
$385 nightly
The price is $404
Oct 6 - Oct 7
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A water park with multiple slides and pools, surrounded by trees and a parking lot.

16. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very Good, (9 reviews)
"Great host, nice place."
United States
Brian C.
$210 nightly
The price is $220
Sep 21 - Sep 22
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
A house with a white exterior, a brown roof, and a balcony. It is located on stilts over water, surrounded by dense green trees.

17. Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery

Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery
Northport
9.4 out of 10, Exceptional, (19 reviews)
"Great host and property!"
United States
Anonymous traveler
$1,390 nightly
The price is $1,588
Sep 17 - Sep 18
Total with taxes and fees
Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

18. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
$219 nightly
The price is $252
Sep 13 - Sep 14
Total with taxes and fees
Guesthouse at Norwalk Inn
A spacious living area with a stone fireplace, marble flooring, and a staircase leading to another room.

19. Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
Setauket- East Setauket
2.0 out of 10, (1 review)
"While we received multiple confirmations of our reservation, including the morning we were to check in, the property manager never sent us check in instructions, even after we emailed asking for them. Then, after spending over an hour with multiple calls to VRBO customer service, who also couldn’t get ahold of the property manager, we arrived at the location. There was a 4ft high, 10ft wide heap of garbage in the front yard and looking in through the windows it was apparent the house was under...
United States
Lisa F.
$1,084 nightly
The price is $1,238
Sep 12 - Sep 13
Total with taxes and fees
Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

20. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (12 reviews)
"Great location & thoughtful amenities."
United States
Joshua
$554 nightly
The price is $633
Sep 24 - Sep 25
Total with taxes and fees
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Smithtown Hotel Reviews

Danfords Hotel and Marina

Danfords Hotel and Marina

10/10 Excellent
"Amazing room size and very quiet. Loved it here. Will stay again,"
martha 3-night trip
Posted less than an hour ago
Danfords Hotel and Marina

Find out more about Smithtown

Everything you need to know about Smithtown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Smithtown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smithtown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Smithtown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Smithtown rentals

At Expedia, we put the best Smithtown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Smithtown?

Yes, there are vacation rentals in Smithtown close to Blydenburgh County Park, or you can choose a more remote option if you're looking for extra privacy while you relax. Smithtown is known for its lake views.

What are some of the best vacation home rentals in Smithtown?

Large Beach House Steps From Town and Ocean: This vacation 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 vacation rentals like in Smithtown?

Vacation rentals are private properties you can book for a couple days or more in Smithtown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.