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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Smithtown vacation rentals

1 bedroom, iron/ironing board, WiFi (free), bed sheets

1. 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
The price is AED 364
AED 604 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Exterior

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (30 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is AED 446
AED 657 total
includes taxes & fees
5 Oct - 6 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Terrace/patio

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AED 704
AED 1,168 total
includes taxes & fees
29 Sep - 30 Sep
Spacious 3BR Family Home Near Everything
Terrace/patio

4. 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.
The price is AED 423
AED 1,201 total
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma
Deluxe Apartment, Non Smoking, Private Bathroom | Interior

5. 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 AED 408
AED 1,012 total
includes taxes & fees
4 Oct - 5 Oct
Sundown Escape-South Shore Long Island
Smart TV, fireplace, books, stereo

6. 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.
The price is AED 653
AED 1,748 total
includes taxes & fees
29 Sep - 30 Sep
Bright & Comfortable Home in the Heart of It All
Interior

7. 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
The price is AED 542
AED 913 total
includes taxes & fees
5 Oct - 6 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!
1 bedroom, WiFi, bed sheets

8. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Clean and friendly owners it’s in the side of there home but very peaceful no complaints "
United States
Matthew B.
The price is AED 364
AED 646 total
includes taxes & fees
1 Oct - 2 Oct
1 bedroom 1 bath private entrance
Coffee/tea maker, fridge, microwave, electric kettle

9. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AED 529
AED 1,191 total
includes taxes & fees
28 Sep - 29 Sep
Sundown Escape Near SouthShore University Hospital
TV

10. 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.
The price is AED 413
AED 1,190 total
includes taxes & fees
6 Oct - 7 Oct
Spacious one Bedroom Apt with private entrance
Apartment (4 Bedrooms) | Interior

11. 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 AED 444
AED 1,791 total
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Exterior

12. 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.
The price is AED 698
AED 1,091 total
includes taxes & fees
27 Sep - 28 Sep
Welcoming 1 bedroom apartment in beautiful harbor village.
Coffee/tea maker, fridge, microwave, oven

13. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is AED 522
AED 995 total
includes taxes & fees
6 Oct - 7 Oct
Charming Secluded Waterfront retreat
Interior

14. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is AED 551
AED 1,230 total
includes taxes & fees
28 Sep - 29 Sep
Modern 2BR Retreat w/ Full Kitchen & Living
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

15. 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
The price is AED 652
AED 974 total
includes taxes & fees
5 Oct - 6 Oct
DUNE Fairfield Beach
Interior

16. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is AED 643
AED 944 total
includes taxes & fees
27 Sep - 28 Sep
Cozy king suite with kitchen and dining area.
Pool

17. 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.
The price is AED 909
AED 1,444 total
includes taxes & fees
30 Sep - 1 Oct
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
1 bedroom, iron/ironing board, WiFi (free), bed sheets

18. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (16 reviews)
"Love being able to park off the street."
United States
Joan
The price is AED 403
AED 797 total
includes taxes & fees
5 Oct - 6 Oct
Your Perfect Getaway Between Farmingdale & Amityville
1 bedroom, iron/ironing board, WiFi (free), bed sheets

19. 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.
The price is AED 819
AED 1,465 total
includes taxes & fees
28 Sep - 29 Sep
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
1 bedroom, WiFi

20. 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
The price is AED 863
AED 1,519 total
includes taxes & fees
27 Sep - 28 Sep
Luxe Provincial Style Studio w/ Patio & Parking
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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

8/10 Good
"The breakfast could be better. The laundry for guests is expensive. Parking was great! Staff were great!"
Laura 5-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

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?

Nissequogue River and Caleb Smith State Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Blydenburgh County Park. 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.