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Our top choices for Smithtown vacation homes

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

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is ¥27,870
¥94,458 total
includes taxes & fees
Jan 27 - Jan 28
3 Story Beach Waterview, 3 KING bed, golf putting green!

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (37 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is ¥13,873
¥23,856 total
includes taxes & fees
Jan 27 - Jan 28
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, modern and comfortable. Host was helpful and a great communicator. We will definitely stay again! "
United States
Tricia H.
The price is ¥31,919
¥61,549 total
includes taxes & fees
Feb 18 - Feb 19
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (74 reviews)
"Location was perfect!"
United States
Linda J P.
The price is ¥32,853
¥74,360 total
includes taxes & fees
Feb 2 - Feb 3
Captain's Cottage - Cold Spring Harbor Water Views

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is ¥31,919
¥78,318 total
includes taxes & fees
Feb 5 - Feb 6
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

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

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is ¥41,728
¥82,897 total
includes taxes & fees
Feb 4 - Feb 5
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

The Bella Vista St James! Waterfront house with a beach dock and so much more!

The Bella Vista St James! Waterfront house with a beach dock and so much more!
Saint James
10.0 out of 10, Exceptional, (1 review)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The price is ¥205,991
¥314,329 total
includes taxes & fees
Jan 27 - Jan 28
The Bella Vista St James! Waterfront house with a beach dock and so much more!

2-bedroom house in pleasant Glen Head with AC and charm

2-bedroom house in pleasant Glen Head with AC and charm
Glen Head
The price is ¥28,815
¥66,577 total
includes taxes & fees
Jan 27 - Jan 28
2-bedroom house in pleasant Glen Head with AC and charm

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
Stony Brook
10.0 out of 10, Exceptional, (3 reviews)
"The house was cozy and the host was excellent."
United States
Kim G.
The price is ¥56,893
¥110,896 total
includes taxes & fees
Feb 4 - Feb 5
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema
Hicksville
9.2 out of 10, Wonderful, (5 reviews)
The price is ¥46,710
¥78,211 total
includes taxes & fees
Jan 27 - Jan 28
Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema

Modern and spacious house close to NYC / Garden City

Modern and spacious house close to NYC / Garden City
Westbury
10.0 out of 10, Exceptional, (1 review)
"I had a wonderful stay at Nishant's home. Nishant was incredibly responsive, respectful, and helpful throughout my visit. The home was spotless, very comfortable, and easy to access, which made my stay even more enjoyable. I would highly recommend staying here for a pleasant and hassle-free experience."
United States
Rohan N.
The price is ¥55,351
¥100,370 total
includes taxes & fees
Feb 2 - Feb 3
Modern and spacious house close to NYC / Garden City

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ¥62,124
¥111,535 total
includes taxes & fees
Feb 23 - Feb 24
Modern Vacation home. Close to The Hamptons

Abundant space with a full kitchen next to trails and golfing

Abundant space with a full kitchen next to trails and golfing
Old Bethpage
The price is ¥42,818
¥53,879 total
includes taxes & fees
Jan 27 - Jan 28
Abundant space with a full kitchen next to trails and golfing

Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Modern 1 bedroom apartment near Stony Brook university hospital walking distance
Stony Brook
10.0 out of 10, Exceptional, (1 review)
"There was a slight hiccup but it was resolved in a prompt timely manner. I appreciate the host and her accommodating me when a problem came up. I will definitely stay at one of her properties again. Thank you!"
United States
Margaret A.
The price is ¥50,117
¥99,063 total
includes taxes & fees
Feb 1 - Feb 2
Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!
Lake Grove
7.6 out of 10, Good, (26 reviews)
"Heeat location and nice clean property. Would recommend and stay again "
United States
HUGH G.
The price is ¥41,899
¥99,813 total
includes taxes & fees
Feb 6 - Feb 7
Spacious Home Located Close to Stony Brook!

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is ¥66,166
¥106,726 total
includes taxes & fees
Feb 1 - Feb 2
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

4-bedroom house in awesome Brookhaven with AC

4-bedroom house in awesome Brookhaven with AC
Brookhaven
The price is ¥53,950
¥105,045 total
includes taxes & fees
Jan 27 - Jan 28
4-bedroom house in awesome Brookhaven with AC

Pure Paradise Hamptons Getaway

Pure Paradise Hamptons Getaway
East Patchogue
10.0 out of 10, Exceptional, (1 review)
"Nice house and great pool. "
United States
Bret C.
The price is ¥194,625
¥309,703 total
includes taxes & fees
Jan 27 - Jan 28
Pure Paradise Hamptons Getaway

Stylish 4BR house near Stony Brook University & Hospital

Stylish 4BR house near Stony Brook University & Hospital
Stony Brook
The price is ¥61,559
¥116,938 total
includes taxes & fees
Feb 9 - Feb 10
Stylish 4BR house near Stony Brook University & Hospital

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Stony Brook
6.0 out of 10, (2 reviews)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
The price is ¥47,056
¥92,718 total
includes taxes & fees
Jan 28 - Jan 29
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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

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Smithtown Vacation Homes information

Number of reviews
209
Accommodation
516 Vacation Homes
Lowest Price
¥23,856
Highest Price
¥314,329