Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Smithtown vacation rentals

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

1. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AEDĀ 704
AEDĀ 1,168 total
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Family Home Near Everything
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

2. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is AEDĀ 652
AEDĀ 974 total
includes taxes & fees
22 Nov - 23 Nov
DUNE Fairfield Beach
A bedroom with a bed, bedside tables, a mirror, a bench, and a wall sign.

3. 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 AEDĀ 481
AEDĀ 1,095 total
includes taxes & fees
18 Nov - 19 Nov
Sundown Escape-South Shore Long Island
Interior

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

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is AEDĀ 426
AEDĀ 1,770 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

5. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AEDĀ 1,146
AEDĀ 1,317 total
includes taxes & fees
1 Dec - 2 Dec
Guesthouse at Norwalk Inn
A modern kitchen with a large island, wooden cabinets, and pendant lighting.

6. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is AEDĀ 3,154
AEDĀ 4,573 total
includes taxes & fees
24 Nov - 25 Nov
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

An indoor swimming pool with sunlit areas, lounge chairs, and potted plants.
Hyatt Regency Long Island

Hyatt Regency Long Island

Hyatt Regency Long Island
Hauppauge

10/10 Excellent

Very nice Hotel quite comfortable bed with great bathrooms
United States
Jenita
Reviewed December 28, 2023
Hyatt Regency Long Island

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.