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Smithtown Vacation Rentals

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Vacation Rentals in Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

The price is CA $214
CA $307 total
includes taxes & fees
Jul 15 - Jul 16
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

The price is CA $351
CA $494 total
includes taxes & fees
Jul 16 - Jul 17
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Savvy Beach Stay

The price is CA $1,573
CA $2,321 total
includes taxes & fees
Jul 15 - Jul 16
Savvy Beach Stay

Hottub, ⛳️, htd pool,Basketball, volleyball .

10.0 out of 10, Exceptional, (23)
"My family stayed for a weekend. Lots to do home and went to wineries one day and Top Golf another day. House was clean, plenty to do with pool table and hot tub, firepit list goes on. Very fun great stay!"
The price is CA $493
CA $1,538 total
includes taxes & fees
Jul 21 - Jul 22
Hottub, ⛳️, htd pool,Basketball, volleyball .

Tranquil Stay

10.0 out of 10, Exceptional, (4)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
The price is CA $479
CA $867 total
includes taxes & fees
Jul 23 - Jul 24
Tranquil Stay

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (2)
"good time"
The price is CA $628
CA $1,089 total
includes taxes & fees
Jul 15 - Jul 16
Modern Vacation home. Close to The Hamptons

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (1)
"Great hosts!"
The price is CA $147
CA $277 total
includes taxes & fees
Jul 15 - Jul 16
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (18)
"This place was clean and comfortable, just what we needed."
The price is CA $344
CA $984 total
includes taxes & fees
Jul 30 - Jul 31
3 Story Beach Waterview, 3 KING bed, golf putting green!

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

10.0 out of 10, Exceptional, (15)
"All went well, would stay again if in the area"
The price is CA $383
CA $770 total
includes taxes & fees
Aug 5 - Aug 6
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

The price is CA $2,793
CA $3,732 total
includes taxes & fees
Jul 15 - Jul 16
Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

10.0 out of 10, Exceptional, (3)
"My friends and I loved the house so much last year, we returned for another stay in this beautiful house this summer. The home has everything you could possibly need for a wonderful FIP stay. Big thanks to Ricardo for being a wonderful host!"
The price is CA $2,670
CA $4,358 total
includes taxes & fees
Aug 6 - Aug 7
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

Seashore Condo Hotel #19, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

10.0 out of 10, Exceptional, (1)
"Clean and comfortable room. Great location. "
The price is CA $563
CA $731 total
includes taxes & fees
Jul 21 - Jul 22
Seashore Condo Hotel #19, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #20, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

10.0 out of 10, Exceptional, (1)
"The property was nice and the check in/out process was easy. Only complaint is there were some bugs in the room, but that’s probably inevitable. Once I closed the windows no new bugs came in. Overall very happy and would definitely stay again!"
The price is CA $597
CA $779 total
includes taxes & fees
Aug 10 - Aug 11
Seashore Condo Hotel #20, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #18, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $563
CA $736 total
includes taxes & fees
Jul 15 - Jul 16
Seashore Condo Hotel #18, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #24, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $563
CA $736 total
includes taxes & fees
Jul 30 - Jul 31
Seashore Condo Hotel #24, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #12A, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $563
CA $736 total
includes taxes & fees
Aug 13 - Aug 14
Seashore Condo Hotel #12A, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #16, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $563
CA $736 total
includes taxes & fees
Jul 22 - Jul 23
Seashore Condo Hotel #16, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #15, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $597
CA $779 total
includes taxes & fees
Aug 10 - Aug 11
Seashore Condo Hotel #15, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Seashore Condo Hotel #12B, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

The price is CA $847
CA $1,106 total
includes taxes & fees
Jul 24 - Jul 25
Seashore Condo Hotel #12B, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.
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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Frequently asked questions

Are there vacation rentals in Smithtown?

Yes, there are vacation rentals in Smithtown close to Blydenburgh County Park, or you can choose a more remote option if you're looking for extra privacy while you relax. Smithtown is known for its lake views.

What are some of the best vacation home rentals in Smithtown?

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi: This vacation home rental outside of 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?

Family-friendly attractions include Blydenburgh County Park, whereas Nissequogue River is a spot to enjoy the outdoors. Stonebridge Golf Links and Country Club and Caleb Smith State Park are other places to visit while you're in town.

What are vacation rentals like in Smithtown?

Vacation rentals are private properties you can book for a couple days or more in Smithtown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.