Holiday Homes in Smithtown

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Our top choices for Smithtown holiday 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 AU$911
includes taxes & fees
27 Jan - 28 Jan
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 AU$232
includes taxes & fees
23 Jan - 24 Jan
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Peaceful private 2-bedroom house in Bayport.Amazing location!

Peaceful private 2-bedroom house in Bayport.Amazing location!
2.0 star property
Bayport
10.0 out of 10, Exceptional, (1 review)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is AU$414
includes taxes & fees
18 Jan - 19 Jan
Peaceful private 2-bedroom house in Bayport.Amazing location!

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

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
2.0 star property
Historic District
10.0 out of 10, Exceptional, (9 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 AU$737
includes taxes & fees
5 Feb - 6 Feb
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

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, (73 reviews)
"We loved this little cottage. It was very clean and organized and the location was great!! It was nice to have space to relax and not be stuck in a small hotel room. "
United States
Laurie M.
The price is AU$693
includes taxes & fees
19 Jan - 20 Jan
Captain's Cottage - Cold Spring Harbor Water Views

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 AU$578
includes taxes & fees
1 Feb - 2 Feb
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Choice home welcome to the highest rated home on every platform

Choice home welcome to the highest rated home on every platform
West Babylon
The price is AU$337
includes taxes & fees
18 Jan - 19 Jan
Choice home welcome to the highest rated home on every platform

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

2-bedroom house in pleasant Glen Head with AC and charm
2.0 star property
Glen Head
The price is AU$620
includes taxes & fees
18 Jan - 19 Jan
2-bedroom house in pleasant Glen Head with AC and charm

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 AU$787
includes taxes & fees
10 Feb - 11 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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 AU$2,945
includes taxes & fees
19 Jan - 20 Jan
Pure Paradise Hamptons Getaway

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 AU$876
includes taxes & fees
9 Feb - 10 Feb
Modern Vacation home. Close to The Hamptons

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

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
2.0 star property
Stony Brook
10.0 out of 10, Exceptional, (2 reviews)
"Clean home with everything you need for a great stay. Comfortable beds, great fenced backyard and close to everything. Host very responsive to anything that came up. Would definitely stay here again! "
United States
Sara L.
The price is AU$1,009
includes taxes & fees
26 Jan - 27 Jan
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is AU$1,130
includes taxes & fees
19 Jan - 20 Jan
Stylish Beach Home near Stamford Downtown/Beach

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 AU$3,080
includes taxes & fees
19 Jan - 20 Jan
The Bella Vista St James! Waterfront house with a beach dock and so much more!

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 AU$1,009
includes taxes & fees
2 Feb - 3 Feb
Modern and spacious house close to NYC / Garden City

Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach

Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
Shirley
The price is AU$976
includes taxes & fees
27 Jan - 28 Jan
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach

Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!
Lake Grove
7.6 out of 10, Good, (25 reviews)
"Heeat location and nice clean property. Would recommend and stay again "
United States
HUGH G.
The price is AU$1,194
includes taxes & fees
6 Feb - 7 Feb
Spacious Home Located Close to Stony Brook!

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 AU$942
includes taxes & fees
28 Jan - 29 Jan
Modern 1 bedroom apartment near Stony Brook university hospital walking distance

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 AU$1,275
includes taxes & fees
19 Jan - 20 Jan
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

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 AU$750
includes taxes & fees
18 Jan - 19 Jan
Spacious 4-bedroom 2.5 bath colonial in Hicksville by Seema
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

Smithtown Holiday Homes information

Number of reviews
228
Accommodation
516 Holiday Homes
Lowest Price
AU$232
Highest Price
AU$3,080

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