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Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Smithtown vacation rentals

A bedroom with a bed, pillows, a bedside table with a plant, and a wall-mounted air conditioner.

1. 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.
$172 nightly
The price is $172
Sep 2 - Sep 3
Total with taxes and fees
Rosemont by Tiny Away
A clear blue beach with people swimming, a sandy shore, and a rocky coastline.

2. 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
$296 nightly
The price is $296
Sep 7 - Sep 8
Total with taxes and fees
Billy Goat Cottage – Peaceful Country Escape Near Crescent Head
A narrow hallway with teal and white striped walls, a wooden door, and a sink area with a mirror and hanging lights.

3. '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.
$237 nightly
The price is $237
Sep 2 - Sep 3
Total with taxes and fees
'Alice' Crescent Head's coolest retro caravan
A wooden cabin with a yellow door, two wooden chairs, and a bed visible through the door.

4. 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.
$172 nightly
The price is $172
Sep 2 - Sep 3
Total with taxes and fees
Yarriabinni Escape 2 by Tiny Away
An aerial view of a coastal area with a sandy beach and dense forest.

5. Spoondrift - 5 Mins Walk to Beach

Spoondrift - 5 Mins Walk to Beach
South West Rocks
9.6 out of 10, Exceptional, (5 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.
$666 nightly
The price is $666
Sep 2 - Sep 3
Total with taxes and fees
Spoondrift - 5 Mins Walk to Beach
A modern living room with a sectional sofa, a ceiling fan, and large sliding glass doors leading to an outdoor area.

6. 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)
$556 nightly
The price is $556
Sep 7 - Sep 8
Total with taxes and fees
Luxe Coastal Escape. Walk to beach, cafe and shops.
A small cabin with a deck, surrounded by trees and grass.

7. 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.
$172 nightly
The price is $172
Sep 2 - Sep 3
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

Costa Rica Motel

Costa Rica Motel

10/10 Excellent
"Motel is getting a little tired - mainly exterior, however the rooms were clean it was very quiet parking was great and Ray was extremely helpful and friendly."
Peter 2-night trip
Posted 8 hours ago
Costa Rica Motel

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 $172 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?

Family getaway with all the home comforts: This vacation home near Smithtown has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.