Smithtown Vacation Rentals

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Our top choices for Smithtown vacation rentals

Coastal Chic Apartment Only Minutes to the Beach

Coastal Chic Apartment Only Minutes to the Beach
CRESCENT HEAD
The price is CA $121
CA $308 total
includes taxes & fees
Feb 26 - Feb 27
Coastal Chic Apartment Only Minutes to the Beach

Spoondrift - 5 Mins Walk to Beach

Spoondrift - 5 Mins Walk to Beach
South West Rocks
10.0 out of 10, Exceptional, (3 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.
The price is CA $953
CA $953 total
includes taxes & fees
Feb 26 - Feb 27
Spoondrift - 5 Mins Walk to Beach

Crescent Head's Best

Crescent Head's Best
Crescent Head
9.6 out of 10, Exceptional, (39 reviews)
"We had a wonderful stay and will be looking to come back again."
Australia
Ben K.
The price is CA $218
CA $330 total
includes taxes & fees
Feb 27 - Feb 28
Crescent Head's Best

'Alice' Crescent Head's coolest retro caravan

'Alice' Crescent Head's coolest retro caravan
Crescent Head
9.2 out of 10, Wonderful, (10 reviews)
"The whole caravan experience was amazingly pleasant and peaceful… even in the rain!"
Australia
simon
The price is CA $213
CA $321 total
includes taxes & fees
Mar 5 - Mar 6
'Alice' Crescent Head's coolest retro caravan

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.
The price is CA $147
CA $195 total
includes taxes & fees
Feb 26 - Feb 27
Rosemont by Tiny Away

Yarriabinni Escape 1 by Tiny Away

Yarriabinni Escape 1 by Tiny Away
Stuarts Point
The price is CA $147
CA $195 total
includes taxes & fees
Feb 26 - Feb 27
Yarriabinni Escape 1 by Tiny Away

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.
The price is CA $271
CA $713 total
includes taxes & fees
Mar 2 - Mar 3
SO CLOSE TO THE BEACH!

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.
The price is CA $271
CA $702 total
includes taxes & fees
Mar 3 - Mar 4
OVERLOOKING KILLICK CREEK & THE BEACH

Tastefully Renovated 1 Bedroom Unit

Tastefully Renovated 1 Bedroom Unit
Crescent Head
8.0 out of 10, Very good, (13 reviews)
"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. "
Australia
Melissa
The price is CA $96
CA $278 total
includes taxes & fees
Feb 26 - Feb 27
Tastefully Renovated 1 Bedroom Unit

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

Luxe Coastal Escape. Walk to beach, cafe and shops.
Crescent Head
The price is CA $418
CA $698 total
includes taxes & fees
Mar 2 - Mar 3
Luxe Coastal Escape. Walk to beach, cafe and shops.

Yarriabinni Escape 2 by Tiny Away

Yarriabinni Escape 2 by Tiny Away
Stuarts Point
10.0 out of 10, Exceptional, (2 reviews)
"Friendly host. Beautiful space to stay"
Australia
Lindy T.
The price is CA $147
CA $195 total
includes taxes & fees
Feb 26 - Feb 27
Yarriabinni Escape 2 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

Find out more about Smithtown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Smithtown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.