Smithtown Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Smithtown vacation rentals

1 bedroom, iron/ironing board, bed sheets
'Alice' Crescent Head's coolest retro caravan

'Alice' Crescent Head's coolest retro caravan

'Alice' Crescent Head's coolest retro caravan
Crescent Head
9.4 out of 10, Exceptional, (9 reviews)
"The whole caravan experience was amazingly pleasant and peaceful… even in the rain!"
Australia
simon
$220 nightly
The price is $220
Jan 14 - Jan 15
Total with taxes and fees
'Alice' Crescent Head's coolest retro caravan
Fridge, microwave, oven, stovetop
Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
CRESCENT HEAD
$213 nightly
The price is $213
Jan 24 - Jan 25
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
1 bedroom, WiFi, bed sheets
Rosemont by Tiny Away

Rosemont by Tiny Away

Rosemont by Tiny Away
Verges Creek
10.0 out of 10, Exceptional, (1 review)
"Great two nights here exploring crescent head/south west rocks area. The house had everything we needed couldn’t be more perfect."
Australia
Amy B.
$183 nightly
The price is $183
Jan 12 - Jan 13
Total with taxes and fees
Rosemont by Tiny Away
Exterior
Yarriabinni Escape 1 by Tiny Away

Yarriabinni Escape 1 by Tiny Away

Yarriabinni Escape 1 by Tiny Away
Stuarts Point
$183 nightly
The price is $183
Jan 12 - Jan 13
Total with taxes and fees
Yarriabinni Escape 1 by Tiny Away
Living area
Beach Break Crescent Head

Beach Break Crescent Head

Beach Break Crescent Head
Crescent Head
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay during our visit to crescent head!Super comfortable beds and couch.Heaps of space and the furniture has a nice boho touch!Highly recommend."
Australia
Regan W.
$493 nightly
The price is $493
Feb 2 - Feb 3
Total with taxes and fees
Beach Break Crescent Head
Beach
Crescent Head's Best

Crescent Head's Best

Crescent Head's Best
Crescent Head
9.6 out of 10, Exceptional, (39 reviews)
"We had a wonderful stay and will be looking to come back again."
Australia
Ben K.
$245 nightly
The price is $245
Jan 27 - Jan 28
Total with taxes and fees
Crescent Head's Best
Beach nearby
Spoondrift - 5 Mins Walk to Beach

Spoondrift - 5 Mins Walk to Beach

Spoondrift - 5 Mins Walk to Beach
South West Rocks
10.0 out of 10, Exceptional, (2 reviews)
"This is a great house, exactly as pictured, well set up, and situated close to a beach. SWR is a very sweet town with amazing beaches and a vibe perfect for relaxing and enjoying each other's company. "
United States
Sarah O.
$659 nightly
The price is $659
Feb 2 - Feb 3
Total with taxes and fees
Spoondrift - 5 Mins Walk to Beach
Terrace/patio
Yarriabinni Escape 2 by Tiny Away

Yarriabinni Escape 2 by Tiny Away

Yarriabinni Escape 2 by Tiny Away
Stuarts Point
$133 nightly
The price is $133
Jan 18 - Jan 19
Total with taxes and fees
Yarriabinni Escape 2 by Tiny Away
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

WAVEBREAKER Scotts Head

WAVEBREAKER Scotts Head

10/10 Excellent
"Wave breaker is in a perfect position with great ocean views and a sea breeze. The studio is well set up with everything you need. The studio is airy and spacious. The bed is very comfortable and the host, Debra, is lovely."
Rebecca R. 3-night trip
Posted 12 days ago
WAVEBREAKER Scotts Head

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 $493 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 close to popular attractions in Smithtown, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Smithtown?

Mandy's Cottage 7 Memorial Ave SWR: This vacation home rental near Smithtown offers a patio, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Smithtown?

While you're exploring the area, Riverside Park and Hat Head National Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Hat Head Beach and Killick Beach.

What are vacation rentals like in Smithtown?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Smithtown. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips.