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Smithtown Holiday Rentals

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Holiday Rentals in Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
6.8 out of 10, (3)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
Jing L.
The price is AU$357
includes taxes & fees
31 Oct - 1 Nov
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Tiny Home Private, Students, Nurses, Tech
9.2 out of 10, Wonderful, (5)
"I was very pleased with the property, and the host made me feel more than welcome."
Thomas L.
The price is AU$337
includes taxes & fees
10 Nov - 11 Nov
Tiny Home Private, Students, Nurses, Tech
Lovely RV with AC in charming Bethpage
6.0 out of 10, (2)
"Ce n'était pas conforme pour la famille, on n'a même pas resté."
myrlene
The price is AU$320
includes taxes & fees
19 Oct - 20 Oct
Lovely RV with AC in charming Bethpage
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
10.0 out of 10, Exceptional, (4)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
Sophia H.
The price is AU$261
includes taxes & fees
19 Oct - 20 Oct
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
The Royal Suite - Ronkonkoma
2.0 star property
10.0 out of 10, Exceptional, (4)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
Maureen F.
The price is AU$259
includes taxes & fees
4 Nov - 5 Nov
The Royal Suite - Ronkonkoma
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
Victor
The price is AU$256
includes taxes & fees
20 Oct - 21 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (74)
"Loved this venue! "
adriano
DUNE Fairfield Beach
Cozy Country Cottage #4
10.0 out of 10, Exceptional, (12)
"Very calming property and everything you would need inside. "
Aimee L.
The price is AU$508
includes taxes & fees
26 Oct - 27 Oct
Cozy Country Cottage #4
Private Queen BedRm, Events, PetPally, LTR, MTR, STR
9.8 out of 10, Exceptional, (7)
"Lovely seconfloor bedroom, close to many town amenities. Property garded by a lovely flock of chickens. I love the place. !!!!"
Horacio R C.
The price is AU$240
includes taxes & fees
20 Oct - 21 Oct
Private Queen BedRm, Events, PetPally, LTR, MTR, STR
Your Perfect Getaway Between Farmingdale & Amityville
10.0 out of 10, Exceptional, (1)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
Wayne L.
The price is AU$312
includes taxes & fees
26 Oct - 27 Oct
Your Perfect Getaway Between Farmingdale & Amityville
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
10.0 out of 10, Exceptional, (11)
"The property was excellent, and well described. Excellent communication with host. Would love to stay again! "
Karl D.
The price is AU$248
includes taxes & fees
20 Oct - 21 Oct
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (8)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
Annette F.
The price is AU$272
includes taxes & fees
24 Oct - 25 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Cozy Country Cottage #2
8.8 out of 10, Excellent, (13)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
Bridget
The price is AU$528
includes taxes & fees
23 Oct - 24 Oct
Cozy Country Cottage #2
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
9.0 out of 10, Wonderful, (8)
"Had a great stay "
Desiree
The price is AU$261
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
Rudolph
The price is AU$358
includes taxes & fees
20 Oct - 21 Oct
Newly renovated Private bedroom near Stony Brook University
1 bed room basement apartment.
8.2 out of 10, Very good, (10)
"The property was very spacious and can bring family there. "
Manaelle
The price is AU$261
includes taxes & fees
20 Oct - 21 Oct
1 bed room basement apartment.
Sweet Studio w/ Lounge & Pool Table
8.8 out of 10, Excellent, (6)
"So cute and comfortable "
Maria
The price is AU$393
includes taxes & fees
19 Oct - 20 Oct
Sweet Studio w/ Lounge & Pool Table
Cozy 2 bedroom retreat in long island
2.0 star property
The price is AU$345
includes taxes & fees
28 Oct - 29 Oct
Cozy 2 bedroom retreat in long island
Private King Bedrm, Pet Pally, Work, Events, LTR, MTR, STR
8.0 out of 10, Very good, (2)
"She was very thorough on the walkthrough and an exceptional host."
Peter D.
The price is AU$281
includes taxes & fees
19 Oct - 20 Oct
Private King Bedrm, Pet Pally, Work, Events, LTR, MTR, STR
Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
The price is AU$373
includes taxes & fees
26 Oct - 27 Oct
Cozy and Modern 2-bedroom apartment in lovely Yaphank
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Smithtown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Smithtown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smithtown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Smithtown holiday rentals we have selected for you start as low as AU$234 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Smithtown rentals

At Expedia, we put the best Smithtown holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Smithtown?

Yes, there are holiday rentals in Smithtown close to Blydenburgh County Park, or you can select a more secluded option if you're looking for a relaxing stay. Smithtown is known for its lake views.

What are some of the best holiday rentals that Smithtown has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Smithtown has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 holiday rentals like in Smithtown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Smithtown. Holiday rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for small groups.