Smithtown Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Smithtown

Crescent Head Beach House

9.4 out of 10, Exceptional, (118)
"The property was a great base for our stay in Crescent Head. Good WiFi meant we could both get a bit of work done and the outdoor dining area was lovely for the morning coffee. Thanks "
Crescent Head Beach House

Red Cedar HideAway - Enjoy the beach and the tranquility of nature at its best !

9.8 out of 10, Exceptional, (37)
"We had a wonderful stay with our 3 kids. Comfy and had all we needed "
Red Cedar HideAway - Enjoy the beach and the tranquility of nature at its best !

LARGE FAMILY HOME WITH OCEAN VIEWS SUIT EXTENDED FAMILIES

8.8 out of 10, Excellent, (23)
"Every thing needed"
LARGE FAMILY HOME WITH OCEAN VIEWS SUIT EXTENDED FAMILIES

Gaagal Lookout - step out onto the balcony with panoramic views of the famous Elephant Head.

9.2 out of 10, Wonderful, (11)
"Except for the dishwasher and washroom locks not working, everything is perfect with this house. It’s in an excellent location, and I will visit again. "
Gaagal Lookout - step out onto the balcony with panoramic views of the famous Elephant Head.

Aracalm house & pool-dog friendly inside.linen provided. 500m to amazing beaches

9.8 out of 10, Exceptional, (32)
"Great location, short walk to beach. Good Dog friendly back yard. Pool was great too."
Aracalm house & pool-dog friendly inside.linen provided. 500m to amazing beaches

Spoondrift - 5 Mins Walk to Beach

10.0 out of 10, Exceptional, (2)
"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. "
The price is HK$4,173
HK$4,173 total
includes taxes & fees
16 Sept - 17 Sept
Spoondrift - 5 Mins Walk to Beach

Beach Dreams Hat Head

9.8 out of 10, Exceptional, (16)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful holiday. Great location with plenty to do. The house was comfortable and clean. We will be back."
Beach Dreams Hat Head

Hat Head's Beachside Luxury Living: Your Ultimate Getaway Destination Awaits

9.0 out of 10, Wonderful, (10)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very spacious and comfortable accommodation with everything you need"
Hat Head's Beachside Luxury Living: Your Ultimate Getaway Destination Awaits

The Skyline 68 - Amazing views (beach & mountains)

9.8 out of 10, Exceptional, (44)
"So comfortable Stunning views Plenty of space "
The Skyline 68 - Amazing views (beach & mountains)

Very comfortable, pet friendly home located a short stroll from the beach...

9.2 out of 10, Wonderful, (19)
"Neat house with everything we needed."
Very comfortable, pet friendly home located a short stroll from the beach...

MIRADOR - LARGE MODERN HOME, WATER VIEWS & CENTRAL LOCATION

9.6 out of 10, Exceptional, (33)
"The house was perfect for our family we had, 7 adult and 6 comfortably staying hereEverything was so close to the house so we didn’t have to drive anywhere, and so many things to do, we all loved it. "
MIRADOR - LARGE MODERN HOME, WATER VIEWS & CENTRAL LOCATION

Cabenay Unit 2

Cabenay Unit 2

The Sanctuary

The Sanctuary

The Rocks Family entertainer, just 10-min walk to town & beach!

10.0 out of 10, Exceptional, (2)
"Fully equipped property and helpful host. Lots of space and everything we needed. Fast and stable internet. Cold AC"
The Rocks Family entertainer, just 10-min walk to town & beach!

VAKA MALUA - LUXURY HOLIDAY HOME IN THE MIDDLE OF CRESCENT HEAD

9.0 out of 10, Wonderful, (20)
"Great experience"
VAKA MALUA - LUXURY HOLIDAY HOME IN THE MIDDLE OF CRESCENT HEAD

Stouty's at Hat Head - 21 Straight Street: 3 BR, 1.5 BA House in Hat Head, Sleeps 8

6.8 out of 10, (14)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Good accommodation in a great location - short walk to beach and shops."
Stouty's at Hat Head - 21 Straight Street: 3 BR, 1.5 BA House in Hat Head, Sleeps 8

Tastefully Renovated 1 Bedroom Unit

8.6 out of 10, Excellent, (8)
"Clean and comfortable. Well equipped kitchen. Parking tight if you have a 4WD/large vehicle. Could do with a shower curtain as you easily flood the bathroom and the tiles get very slippery. "
The price is HK$509
HK$1,472 total
includes taxes & fees
8 Sept - 9 Sept
Tastefully Renovated 1 Bedroom Unit

All Linen Included * Center of Town * BBQ *Air Con * Private Covered Patio*

8.0 out of 10, Very good, (23)
"Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good overall, despite a faulty toilet seat which was duly repaired. South West Ricks is such a gem that so long as you’re there, you’ll enjoy it as it’s a brilliant location with so many great walls, a great golf course and plenty of...
All Linen Included * Center of Town * BBQ *Air Con * Private Covered Patio*

Luxurious Mediterranean Coastal Retreat with Pool

10.0 out of 10, Exceptional, (1)
"Exactly as pictured, beautifully decorated with everything you need - spacious living areas and very comfortable beds. Great location, just a short stroll to the beach - and a lovely walk along a shady pathway into town. Perfect for our family catchup - Highly recommended! "
Luxurious Mediterranean Coastal Retreat with Pool

'Alice' Crescent Head's coolest retro caravan

9.4 out of 10, Exceptional, (9)
"Our stay was sweet n short as it was a stopover on our way to Byron It was perfect for what we required • Host was lovely • Credit to maintaining a vintage caravan and creating such a retro pleasing vibe"
The price is HK$1,120
HK$1,689 total
includes taxes & fees
8 Sept - 9 Sept
'Alice' Crescent Head's coolest retro caravan
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Smithtown Hotel Reviews

Find out more about Smithtown

Find out more about Smithtown

Search for holiday rentals in Smithtown on Expedia! You can easily find your home rentals, villas, holiday apartments in Smithtown using one of the methods below:

  • View our selection of featured holiday rentals in Smithtown
  • Use the map to find apartments and other holiday homes in the Smithtown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Smithtown while they last

Look no further and take a look at our great range of rental properties in Smithtown!

Frequently asked questions

Are there holiday rentals in Smithtown?

Yes, there are holiday rentals close to the most popular sights in Smithtown, or you can select a more secluded option if you're looking for a relaxing stay.

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

Crescent Head Beach House: This holiday home rental outside of Smithtown offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 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 wider area, you’ll find Hat Head Beach and Killick Beach.

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 offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.