Beautiful golden hour sunrise on the beach at Kings Park Bluffs and Sunken Meadow State Park in Smithtown, NY at dawn. Hot, summer day. Clear, no clouds. Blue sky, coastline of Long Island Sound.

Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Smithtown vacation rentals

Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (91 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is NT$5,750
NT$8,542 total
includes taxes & fees
Jun 29 - Jun 30
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance

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
The price is NT$11,358
NT$13,062 total
includes taxes & fees
Jun 11 - Jun 12
Guesthouse at Norwalk Inn
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NT$3,980
NT$7,674 total
includes taxes & fees
Jun 17 - Jun 18
Spacious 3BR Family Home Near Everything
House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is NT$10,361
NT$19,453 total
includes taxes & fees
Jun 15 - Jun 16
Charming Rocky Point Home ~ 1 Mi to Beach!
Deluxe Apartment, Non Smoking, Private Bathroom | Interior

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
The price is NT$4,651
NT$10,013 total
includes taxes & fees
Jun 28 - Jun 29
Sundown Escape-South Shore Long Island
House | 4 bedrooms, Internet

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is NT$17,135
NT$27,855 total
includes taxes & fees
Jun 24 - Jun 25
Stareway to Heaven in Fairfield
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

Hyatt Regency Long Island

Hyatt Regency Long Island

10/10 Excellent
"Hyatt Regency Hotel was extremely clean and comfortable. The mattress and pillows were wonderful. The shower was perfect and the towels where soft and smelled so clean. This was my second stay this year and I plan on staying every time I'm on Long Island, New York and elsewhere. I decided to become a member of the Hyatt Global Loyalty program, which will give me lovely perks, including free breakfast (see additional perks on Google)."
Lisa 2-night trip
Posted 2 hours ago
Hyatt Regency Long Island

Find out more about Smithtown

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Look no further and take a look at our great range of rental properties in Smithtown!

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 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 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.