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

Smithtown Vacation Rentals

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Our top choices for Smithtown vacation rentals

1. Cozy Modern Studio - Near MacArthur Airport

Cozy Modern Studio - Near MacArthur Airport
Bohemia
Cozy Modern Studio - Near MacArthur Airport

2. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$278 nightly
The price is $318
Aug 20 - Aug 21
Total with taxes and fees
Spacious 3BR Family Home Near Everything

3. 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, (24 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
$157 nightly
The price is $179
Aug 19 - Aug 20
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

4. 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, (49 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 1 - Sep 2
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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, (12 reviews)
"Wonderful stay"
United States
Kenneth B.
$1,556 nightly
The price is $1,778
Sep 13 - Sep 14
Total with taxes and fees
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

6. Waterfront Paradise Private Beach + Dock + Hot tub

Waterfront Paradise Private Beach + Dock + Hot tub
Saint James
10.0 out of 10, Exceptional, (1 review)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
$1,584 nightly
The price is $1,612
Aug 19 - Aug 20
Total with taxes and fees
Waterfront Paradise Private Beach + Dock + Hot tub

7. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
$375 nightly
The price is $429
Aug 25 - Aug 26
Total with taxes and fees
The Royal Suite - Ronkonkoma

8. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very Good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
$300 nightly
The price is $342
Aug 19 - Aug 20
Total with taxes and fees
Spacious one Bedroom Apt with private entrance

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

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 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.
$429 nightly
The price is $490
Sep 8 - Sep 9
Total with taxes and fees
Bright & Comfortable Home in the Heart of It All

10. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
$278 nightly
The price is $318
Aug 19 - Aug 20
Total with taxes and fees
Beautiful Private Studio Apartment!

11. 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
$323 nightly
The price is $369
Aug 25 - Aug 26
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!

12. 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
$262 nightly
The price is $300
Sep 13 - Sep 14
Total with taxes and fees
Sundown Escape-South Shore Long Island

13. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
$275 nightly
The price is $314
Aug 27 - Aug 28
Total with taxes and fees
Welcoming 1 bedroom apartment in beautiful harbor village.

14. 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
Sep 15 - Sep 16
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

15. 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)
"Quiet and respectful owner. Welcoming and a great nights sleep. "
United States
Jason P.
$360 nightly
The price is $411
Aug 24 - Aug 25
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!

16. Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (5 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
$417 nightly
The price is $476
Aug 19 - Aug 20
Total with taxes and fees
Luxe Provincial Style Studio w/ Patio & Parking

17. 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, (9 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
$383 nightly
The price is $438
Sep 3 - Sep 4
Total with taxes and fees
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

18. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (83 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
$709 nightly
The price is $810
Aug 29 - Aug 30
Total with taxes and fees
Captain's Cottage - Cold Spring Harbor Water Views

19. 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.
$417 nightly
The price is $476
Aug 19 - Aug 20
Total with taxes and fees
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

20. Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife

Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
Northport
9.0 out of 10, Wonderful, (11 reviews)
"Very kind folks here, would stay again"
United States
Ronald T.
$712 nightly
The price is $813
Sep 6 - Sep 7
Total with taxes and fees
Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
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

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?

Charming Home in Seaside: This vacation home rental outside of Smithtown is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.