Beautiful golden hour sunrise on the beach at Kings Park Bluffs and Sunken Meadow State Park in Smithtown, NY at dawn. Hot, summer day. Clear, no clouds.  Blue sky, coastline of Long Island Sound.

Holiday Homes in Smithtown

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Our top choices for Smithtown holiday homes

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NZ$417
includes taxes & fees
15 June - 16 June
Spacious 3BR Family Home Near Everything

Cozy 1BR Artist Den Near Oheka Castle & Huntington Village

Cozy 1BR Artist Den Near Oheka Castle & Huntington Village
Huntington
9.6 out of 10, Exceptional, (8 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is NZ$382
includes taxes & fees
8 July - 9 July
Cozy 1BR Artist Den Near Oheka Castle & Huntington Village

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, (44 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is NZ$300
includes taxes & fees
16 June - 17 June
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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 NZ$913
includes taxes & fees
15 June - 16 June
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is NZ$583
includes taxes & fees
27 June - 28 June
Sundown Escape Near SouthShore University Hospital

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is NZ$676
includes taxes & fees
15 June - 16 June
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (4 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is NZ$885
includes taxes & fees
15 June - 16 June
Peaceful private 2-bedroom house in Bayport. Amazing location!

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)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is NZ$1,614
includes taxes & fees
8 July - 9 July
3 Story Beach Waterview, 3 KING bed, golf putting green!

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is NZ$626
includes taxes & fees
16 June - 17 June
The Royal Suite - Ronkonkoma

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
Rocky Point
7.4 out of 10, Good, (3 reviews)
"The house had everything we needed. I was laid out very well. It was comfortable. The outdoor space was nice."
United States
Carol
The price is NZ$1,048
includes taxes & fees
15 June - 16 June
Charming Rocky Point Home ~ 1 Mi to Beach!

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield Beach
10.0 out of 10, Exceptional, (24 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is NZ$1,475
includes taxes & fees
17 June - 18 June
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

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, (79 reviews)
"A true port in the storm"
United States
Trey S.
The price is NZ$1,081
includes taxes & fees
16 June - 17 June
Captain's Cottage - Cold Spring Harbor Water Views

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is NZ$1,021
includes taxes & fees
16 June - 17 June
Tranquil Stay

Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (1 review)
"The host was very helpful and amazing. He also assisted us with transportation due to a mishap with our car rental. However if you want a peaceful and relaxing trip in Long Island please book this place. Reggie is an amazing guy .Thank you for hosting us"
United States
Lakisha M.
The price is NZ$676
includes taxes & fees
25 June - 26 June
Bright & Comfortable Home in the Heart of It All

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 NZ$1,176
includes taxes & fees
28 June - 29 June
Modern Vacation home. Close to The Hamptons

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 NZ$1,622
includes taxes & fees
22 June - 23 June
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is NZ$2,343
includes taxes & fees
15 June - 16 June
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (26 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
The price is NZ$1,938
includes taxes & fees
1 July - 2 July
Stay at Black Rock Harbor

World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife

World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife
Northport
9.4 out of 10, Exceptional, (17 reviews)
"Great host and property!"
United States
Anonymous traveller
The price is NZ$2,128
includes taxes & fees
22 June - 23 June
World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (25 reviews)
"House was amazing, with a wonderful view. Hosts were responsive and helpful. Will need to come back in summer!"
United States
Scott H.
The price is NZ$1,643
includes taxes & fees
19 June - 20 June
Waterview House Walking Distance from Cove 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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Top Smithtown Hotel Reviews

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Smithtown Holiday Homes information

Number of reviews
216
Accommodation
486 Holiday Homes
Lowest Price
NZ$300
Highest Price
NZ$2,343