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Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Smithtown vacation rentals

Dining

Beach Shack 4: 1 BR, 0.5 BA Villa in Crescent Head , Sleeps 2

Beach Shack 4: 1 BR, 0.5 BA Villa in Crescent Head , Sleeps 2
Crescent Head
$233 nightly
The price is $233
Jul 23 - Jul 24
Total with taxes and fees
Beach Shack 4: 1 BR, 0.5 BA Villa in Crescent Head , Sleeps 2
Beach

Billy Goat Cottage – Peaceful Country Escape Near Crescent Head

Billy Goat Cottage – Peaceful Country Escape Near Crescent Head
South Kempsey
10.0 out of 10, Exceptional, (1 review)
"lovely property"
Australia
Laura
$290 nightly
The price is $290
Jul 23 - Jul 24
Total with taxes and fees
Billy Goat Cottage – Peaceful Country Escape Near Crescent Head
1 bedroom, WiFi, bed sheets

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.
$168 nightly
The price is $168
Jul 30 - Jul 31
Total with taxes and fees
Rosemont by Tiny Away
Terrace/patio

Yarriabinni Escape 2 by Tiny Away

Yarriabinni Escape 2 by Tiny Away
Stuarts Point
9.6 out of 10, Exceptional, (4 reviews)
"Friendly host. Beautiful space to stay"
Australia
Lindy T.
$168 nightly
The price is $168
Jul 19 - Jul 20
Total with taxes and fees
Yarriabinni Escape 2 by Tiny Away
1 bedroom, iron/ironing board, bed sheets

'Alice' Crescent Head's coolest retro caravan

'Alice' Crescent Head's coolest retro caravan
Crescent Head
9.2 out of 10, Wonderful, (10 reviews)
"Amenities good. Nice peaceful place."
Australia
jennifer l.
$232 nightly
The price is $232
Jul 23 - Jul 24
Total with taxes and fees
'Alice' Crescent Head's coolest retro caravan
TV

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
Crescent Head
8.8 out of 10, Excellent, (14 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: we enjoyed our stay! Convenient location - close to all we needed."
United States
Patricia M.
$202 nightly
The price is $202
Jul 24 - Jul 25
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
Beach nearby

Spoondrift - 5 Mins Walk to Beach

Spoondrift - 5 Mins Walk to Beach
South West Rocks
10.0 out of 10, Exceptional, (4 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.
$644 nightly
The price is $644
Jul 23 - Jul 24
Total with taxes and fees
Spoondrift - 5 Mins Walk to Beach
Interior

Luxe Coastal Escape. Walk to beach, cafe and shops.

Luxe Coastal Escape. Walk to beach, cafe and shops.
Crescent Head
10.0 out of 10, Exceptional, (1 review)
$453 nightly
The price is $453
Jul 22 - Jul 23
Total with taxes and fees
Luxe Coastal Escape. Walk to beach, cafe and shops.
Exterior

Yarriabinni Escape 1 by Tiny Away

Yarriabinni Escape 1 by Tiny Away
Stuarts Point
8.0 out of 10, Very Good, (1 review)
"It was very clean. In a great location. I enjoyed my stay there."
Australia
Kim S.
$168 nightly
The price is $168
Jul 19 - Jul 20
Total with taxes and fees
Yarriabinni Escape 1 by Tiny Away
TV

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
Crescent Head
10.0 out of 10, Exceptional, (1 review)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Awesome residence,fab location,wifey and i cant recommend it higher enough"
United States
Mick V.
$202 nightly
The price is $202
Jul 23 - Jul 24
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
Fridge, microwave, oven, stovetop

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
CRESCENT HEAD
$202 nightly
The price is $202
Jul 18 - Jul 19
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
Living area

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
Crescent Head
7.6 out of 10, Good, (8 reviews)
"Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: A perfectly cosy well appointed space in beautiful Crescent Head easy walking distance to everything you want.Sounds like improvements have been made since some past reviews as the accommodation had both a ceiling fan and a...
United States
Andrew D.
$216 nightly
The price is $216
Jul 20 - Jul 21
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
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

Crescent Head Beach House

Crescent Head Beach House

10/10 Excellent
"Highly recommended to stay here and also the proximity to everything was great, walking distances!Thank you for accommodating us"
Preeta and Ravian M. 4-night trip
Posted 3 days ago
Crescent Head Beach House

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 $290 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?

Crescent Head Beach House: This vacation home near Smithtown offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Smoky Cape Lighthouse.

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.