Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

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
Crescent Head
9.2 out of 10, Wonderful, (10 reviews)
"Amenities good. Nice peaceful place."
Australia
jennifer l.
$232 nightly
The price is $232
May 10 - May 11
Total with taxes and fees
'Alice' Crescent Head's coolest retro caravan
Beach

Tastefully Renovated 1 Bedroom Unit

Tastefully Renovated 1 Bedroom Unit
Crescent Head
8.2 out of 10, Very Good, (15 reviews)
"Location was great walking distance to beach, shop restaurants etc. Beautifully presented with everything you could want for a comfortable stay. "
Australia
Gayle M.
$207 nightly
The price is $207
May 9 - May 10
Total with taxes and fees
Tastefully Renovated 1 Bedroom Unit
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
$277 nightly
The price is $277
May 10 - May 11
Total with taxes and fees
Billy Goat Cottage – Peaceful Country Escape Near Crescent Head
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, (12 reviews)
"The property was neat and close to all amenities."
Australia
Megan
$191 nightly
The price is $191
May 9 - May 10
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
Terrace/patio

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.
$173 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Rosemont by Tiny Away
Fridge, microwave, oven, stovetop

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
CRESCENT HEAD
$208 nightly
The price is $208
May 11 - May 12
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
TV

OVERLOOKING KILLICK CREEK & THE BEACH

OVERLOOKING KILLICK CREEK & THE BEACH
Crescent Head
8.8 out of 10, Excellent, (25 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: Great place to stay. The air frier was a welcomed addition for those night when we didn't want to cook."
United States
Matt T.
$480 nightly
The price is $480
May 9 - May 10
Total with taxes and fees
OVERLOOKING KILLICK CREEK & THE BEACH
Beach

SO CLOSE TO THE BEACH!

SO CLOSE TO THE BEACH!
Crescent Head
9.0 out of 10, Wonderful, (12 reviews)
"Loved staying at Bimbimbi, had everything you needed. Location was great, plenty of room for other family members to visit and socialise. Looking forward to staying again. "
Australia
Patricia H.
$489 nightly
The price is $489
May 9 - May 10
Total with taxes and fees
SO CLOSE TO THE 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)
$449 nightly
The price is $449
May 13 - May 14
Total with taxes and fees
Luxe Coastal Escape. Walk to beach, cafe and shops.
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, (12 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.
$208 nightly
The price is $208
May 9 - May 10
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
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.
$208 nightly
The price is $208
May 9 - May 10
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.
$223 nightly
The price is $223
May 9 - May 10
Total with taxes and fees
Coastal Chic Apartment Only Minutes to the Beach
Terrace/patio

Yarriabinni Escape 2 by Tiny Away

Yarriabinni Escape 2 by Tiny Away
Stuarts Point
9.4 out of 10, Exceptional, (3 reviews)
"Friendly host. Beautiful space to stay"
Australia
Lindy T.
$173 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Yarriabinni Escape 2 by Tiny Away
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.
$667 nightly
The price is $667
May 28 - May 29
Total with taxes and fees
Spoondrift - 5 Mins Walk to Beach
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.
$173 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Yarriabinni Escape 1 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

Seabreeze Beach Hotel

Seabreeze Beach Hotel

8/10 Good
"Great location in the centre of town"
Steve 2-night trip
Posted 2 hours ago
Seabreeze Beach Hotel

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 $207 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?

Red Cedar HideAway - Enjoy the beach and the tranquility of nature at its best !: This vacation home rental near Smithtown is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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.