Holiday rentals in Smithtown

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Top-rated holiday rentals in Smithtown

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Stony Brook

4.78 out of 5 average rating, 541 reviews

Studio in Stony Brook

* Due to the COVID-19 virus, the space cleaned vigorously according to CDC guidelines between guests. We have contactless check-in procedure & fully private entrance. Please contact with any questions! * Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this.)

24 Jun – 1 Jul

$206 SGD per night
Guest favourite

Flat in Patchogue

4.88 out of 5 average rating, 144 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

28 Jul – 4 Aug

$160 SGD per night
Guest favourite

Flat in Port Jefferson Station

4.97 out of 5 average rating, 141 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

15–22 Jun

$209 SGD per night

Popular amenities for Smithtown holiday rentals

Stay near Smithtown's top sights

Blydenburgh County Park5 locals recommend
Maureen's Kitchen6 locals recommend
Insignia Prime Steak & Sushi4 locals recommend
Cafe Havana3 locals recommend
Uncle Giuseppe's Marketplace7 locals recommend
Sangria 715 locals recommend

Other great holiday rentals in Smithtown

Guest favourite

Flat in Northport

4.95 out of 5 average rating, 190 reviews

NORTHPORT APARTMENT: Private, Clean, Cozy

14–21 Oct

$266 SGD per night
Guest favourite

Flat in West Babylon

4.96 out of 5 average rating, 214 reviews

The Cozy Apartment

26 Sep – 3 Oct

$139 SGD per night
Superhost

Flat in Port Jefferson Station

4.87 out of 5 average rating, 514 reviews

The Palm Tree 2nd Floor Suite

5–12 May

$154 SGD per night
Guest favourite

Flat in Deer Park

4.97 out of 5 average rating, 106 reviews

Best Studio-Private Entrance+Parking-Close To All

29 Jun – 6 Jul

$220 SGD per night
Guest favourite

Guest suite in Smithtown

4.93 out of 5 average rating, 42 reviews

Bright 1-Bdrm Studio Apt on Quiet Tree-Lined St.

18–25 Aug

$195 SGD per night
Guest favourite

Guest suite in Kings Park

4.94 out of 5 average rating, 52 reviews

*NEW LUX Northshore River KING, privacy deck/yard

16–23 Apr

$197 SGD per night
Superhost

Cottage in Brentwood

5.0 out of 5 average rating, 4 reviews

The Cottage

10–17 Jun

$203 SGD per night
Guest favourite

Guest suite in Northport

4.96 out of 5 average rating, 23 reviews

Spacious Northport Studio

9–16 Nov

$199 SGD per night
Guest favourite

Flat in Smithtown

4.88 out of 5 average rating, 16 reviews

Paradise on Long Island

20–27 Aug

$225 SGD per night
Guest favourite

Home in Ronkonkoma

4.89 out of 5 average rating, 28 reviews

The Ronkonkoma Bungalow

11–18 Sep

$196 SGD per night
Superhost

Home in Hauppauge

4.86 out of 5 average rating, 14 reviews

Teal oasis private guest house

5–12 Nov

$135 SGD per night
Guest favourite

Flat in Ronkonkoma

5.0 out of 5 average rating, 20 reviews

Casa La-Detente Winter Summer Vacation Getaway

31 May – 7 Jun

$185 SGD per night

Quick stats about holiday rentals in Smithtown

Total rentals

30 properties

Local attractions

Watermill Caterers, Blydenburgh County Park and Maureen's Kitchen

Popular amenities

Kitchen, Wifi and Pool

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Total number of reviews

2.1K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Smithtown