Smithtown Vacation Rentals

Start date: Check-in selected.
To Date
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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Vacation Rentals in Smithtown

Mandy's Cottage 7 Memorial Ave SWR
Beach

Mandy's Cottage 7 Memorial Ave SWR

8.6 out of 10, Excellent, (19)
"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: Mandy’s is an exceptional family holiday house equipped with everything you need."
Mandy's Cottage 7 Memorial Ave SWR
Beach Break Crescent Head
Living area

Beach Break Crescent Head

10.0 out of 10, Exceptional, (6)
"Highly recommended "
Beach Break Crescent Head
Red Cedar HideAway - Enjoy the beach and the tranquility of nature at its best !
Property grounds

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 !
The Sanctuary
Pool

The Sanctuary

The Sanctuary
Seacrest Unit 1 - walk to the beach
Living area

Seacrest Unit 1 - walk to the beach

9.8 out of 10, Exceptional, (6)
"Excellent very enjoyable "
Seacrest Unit 1 - walk to the beach
LARGE FAMILY HOME WITH OCEAN VIEWS SUIT EXTENDED FAMILIES
Fridge, microwave

LARGE FAMILY HOME WITH OCEAN VIEWS SUIT EXTENDED FAMILIES

8.8 out of 10, Excellent, (26)
"Every thing needed"
LARGE FAMILY HOME WITH OCEAN VIEWS SUIT EXTENDED FAMILIES
Luxurious Mediterranean Coastal Retreat with Pool
Pool

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

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

9.6 out of 10, Exceptional, (33)
"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
Beach Dreams Hat Head
Beach

Beach Dreams Hat Head

9.8 out of 10, Exceptional, (17)
"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: Fishing trip with a group of guys"
Beach Dreams Hat Head
Dreamtime - 5 Ward St Hat Head NSW 2440
Beach

Dreamtime - 5 Ward St Hat Head NSW 2440

10.0 out of 10, Exceptional, (4)
"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: Loved the house well presented every thing we needed for our stay thank you."
Dreamtime - 5 Ward St Hat Head NSW 2440
Tastefully Renovated 1 Bedroom Unit
Beach

Tastefully Renovated 1 Bedroom Unit

8.6 out of 10, Excellent, (10)
"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. "
Tastefully Renovated 1 Bedroom Unit
'Alice' Crescent Head's coolest retro caravan
1 bedroom, iron/ironing board, bed sheets

'Alice' Crescent Head's coolest retro caravan

9.4 out of 10, Exceptional, (9)
"The whole caravan experience was amazingly pleasant and peaceful… even in the rain!"
The price is ￥21,359
￥31,359 total
includes taxes & fees
Oct 6 - Oct 7
'Alice' Crescent Head's coolest retro caravan
Gaagal Lookout - step out onto the balcony with panoramic views of the famous Elephant Head.
Dining

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.
Coast & Country Cabin 6
Outdoor dining

Coast & Country Cabin 6

9.2 out of 10, Wonderful, (5)
"Lovely and piecefull"
Coast & Country Cabin 6
The Skyline 68 - Amazing views (beach & mountains)
Exterior

The Skyline 68 - Amazing views (beach & mountains)

9.8 out of 10, Exceptional, (45)
"So comfortable Stunning views Plenty of space "
The Skyline 68 - Amazing views (beach & mountains)
Northpoint Apartment 5
Beach

Northpoint Apartment 5

8.0 out of 10, Very Good, (12)
"Enjoyable spot to stay and visit over winter."
Northpoint Apartment 5
Very comfortable, pet friendly home located a short stroll from the beach...
Fridge, microwave, oven, stovetop

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...
Spoondrift - 5 Mins Walk to Beach
Beach nearby

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 ￥79,964
￥79,964 total
includes taxes & fees
Oct 28 - Oct 29
Spoondrift - 5 Mins Walk to Beach
Summer Salt 13-15 Sturt St SWR
Terrace/patio

Summer Salt 13-15 Sturt St SWR

8.2 out of 10, Very Good, (20)
"Great spacious house close to everything SWR has to offer. Clean and inviting."
Summer Salt 13-15 Sturt St SWR
MITILENE - PARK VIEWS
Beach

MITILENE - PARK VIEWS

9.6 out of 10, Exceptional, (5)
"Although it had everything you needed and the location was brillant , I was dissappointing with the cleanliness. The screens need replacing ( most had holes ) and the draw in main bedroom had no handles. The dirty laundry was left at the front for most of the week and no gas for the bbq. I had to clean the washing machine before I could use it."
MITILENE - PARK VIEWS
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smithtown Hotel Reviews

City Centre Motel

City Centre Motel

10/10 Excellent
"Parking outside front door. Chinese restaurant onsite. McDonald's next door for brekkie. Super friendly staff. Thank you."
Ian 1-night trip
Posted 9 hours ago
City Centre Motel

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 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.