Smithtown Vacation Rentals

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Our top choices for Smithtown vacation rentals

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Smithtown
6.8 out of 10, (3 reviews)
"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."
United States
Jing L.
$201 nightly
The price is $230
Feb 5 - Feb 6
Total with taxes and fees
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.6 out of 10, Excellent, (7 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
$194 nightly
The price is $203
Feb 8 - Feb 9
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech

Lovely RV with AC in charming Bethpage a mile from the train to NYC

Lovely RV with AC in charming Bethpage a mile from the train to NYC
Bethpage
7.0 out of 10, Good, (4 reviews)
"Super convenient and the host was very responsive. I highly recommend."
United States
Andrew B.
$211 nightly
The price is $236
Feb 5 - Feb 6
Total with taxes and fees
Lovely RV with AC in charming Bethpage a mile from the train to NYC

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$227 nightly
The price is $261
Feb 22 - Feb 23
Total with taxes and fees
DUNE Fairfield Beach

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
$199 nightly
The price is $227
Feb 5 - Feb 6
Total with taxes and fees
South Shore Studio in Mastic

Cozy Country Cottage #4

Cozy Country Cottage #4
Miller Place
10.0 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
Susan W.
$283 nightly
The price is $323
Mar 1 - Mar 2
Total with taxes and fees
Cozy Country Cottage #4

Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (15 reviews)
"This place was perfect for a short getaway. It is tiny, but it is also clean, private, quiet, and nicely decorated. No complaints, and would stay again without hesitation. "
United States
Amanda S.
$213 nightly
The price is $243
Feb 11 - Feb 12
Total with taxes and fees
Beautiful Private Studio Apartment!

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (18 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$159 nightly
The price is $182
Feb 5 - Feb 6
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Private One Bedroom Apartment with full kitchen, living room and full bath.

Private One Bedroom Apartment with full kitchen, living room and full bath.
Ridge
9.4 out of 10, Exceptional, (9 reviews)
"Everything was perfect!"
United States
Kevin Y.
$245 nightly
The price is $279
Feb 11 - Feb 12
Total with taxes and fees
Private One Bedroom Apartment with full kitchen, living room and full bath.

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 reviews)
"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."
United States
NATALIE P.
$299 nightly
The price is $341
Feb 9 - Feb 10
Total with taxes and fees
Spacious one Bedroom Apt with private entrance

JC Entire Apartment remodeled, close to Airport and Ferry

JC Entire Apartment remodeled, close to Airport and Ferry
Coram
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
$177 nightly
The price is $202
Feb 6 - Feb 7
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
$306 nightly
The price is $350
Mar 1 - Mar 2
Total with taxes and fees
The Royal Suite - Ronkonkoma

Peaceful private 2-bedroom house in Bayport.Amazing location!

Peaceful private 2-bedroom house in Bayport.Amazing location!
Bayport
10.0 out of 10, Exceptional, (1 review)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
$248 nightly
The price is $283
Feb 5 - Feb 6
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport.Amazing location!

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, (38 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
$149 nightly
The price is $170
Feb 5 - Feb 6
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
$187 nightly
The price is $214
Feb 18 - Feb 19
Total with taxes and fees
Your Perfect Getaway Between Farmingdale & Amityville

Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
East Meadow
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property. I would stay here again."
United States
Robert E.
$202 nightly
The price is $225
Feb 11 - Feb 12
Total with taxes and fees
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$231 nightly
The price is $264
Feb 5 - Feb 6
Total with taxes and fees
Cozy king suite with kitchen and dining area.

3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
$597 nightly
The price is $682
Mar 3 - Mar 4
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!

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, (7 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
$336 nightly
The price is $384
Feb 5 - Feb 6
Total with taxes and fees
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Cozy 2 bedroom retreat in long island

Cozy 2 bedroom retreat in long island
Central Islip
7.0 out of 10, Good, (4 reviews)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
$237 nightly
The price is $271
Feb 6 - Feb 7
Total with taxes and fees
Cozy 2 bedroom retreat in long island
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 vacation rentals

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

Smithtown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Smithtown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Smithtown rentals

At Expedia, we put the best Smithtown vacation 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 vacation.

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 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?

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.: This vacation home rental outside of Smithtown is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

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 Smithaven Mall are a couple of places you'll find in the larger area.

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.