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.

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Smithtown holiday homes

Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$987
HK$1,904 total
includes taxes & fees
16 Jun - 17 Jun
Spacious 3BR Family Home Near Everything
Outdoor dining

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 HK$1,136
HK$1,746 total
includes taxes & fees
8 Jul - 9 Jul
Cozy 1BR Artist Den Near Oheka Castle & Huntington Village
Shower, hair dryer, towels, soap

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 HK$846
HK$1,370 total
includes taxes & fees
16 Jun - 17 Jun
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Smart TV, table football, books, stereo

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 HK$2,100
HK$4,279 total
includes taxes & fees
22 Jun - 23 Jun
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Fridge, microwave, coffee/tea maker, electric kettle

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,128
HK$2,710 total
includes taxes & fees
27 Jun - 28 Jun
Sundown Escape Near SouthShore University Hospital
Coffee/tea maker, spices

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 HK$1,606
HK$3,124 total
includes taxes & fees
16 Jun - 17 Jun
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Smart TV

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 HK$3,173
HK$4,145 total
includes taxes & fees
16 Jun - 17 Jun
Peaceful private 2-bedroom house in Bayport. Amazing location!
Dining

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 HK$2,296
HK$6,061 total
includes taxes & fees
23 Jun - 24 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!
Shower, hair dryer, soap, toilet paper

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 HK$1,192
HK$3,080 total
includes taxes & fees
21 Jun - 22 Jun
The Royal Suite - Ronkonkoma
TV

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
Charming Rocky Point Home ~ 1 Mi to Beach!
Fridge, microwave, oven, stovetop

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 HK$2,694
HK$6,922 total
includes taxes & fees
17 Jun - 18 Jun
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Marina

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 HK$2,468
HK$4,825 total
includes taxes & fees
16 Jun - 17 Jun
Captain's Cottage - Cold Spring Harbor Water Views
Fridge, microwave, oven, stovetop

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is HK$2,605
HK$4,785 total
includes taxes & fees
16 Jun - 17 Jun
Tranquil Stay
Property grounds

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 HK$1,325
HK$3,126 total
includes taxes & fees
23 Jun - 24 Jun
Bright & Comfortable Home in the Heart of It All
Fridge, microwave, oven, stovetop

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 HK$3,006
HK$5,458 total
includes taxes & fees
29 Jun - 30 Jun
Modern Vacation home. Close to The Hamptons
Outdoor spa tub

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 HK$5,472
HK$8,168 total
includes taxes & fees
25 Jun - 26 Jun
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Property grounds

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 HK$5,954
HK$11,843 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Interior

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 HK$4,584
HK$8,962 total
includes taxes & fees
1 Jul - 2 Jul
Stay at Black Rock Harbor
Exterior

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 HK$6,326
HK$10,047 total
includes taxes & fees
22 Jun - 23 Jun
World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife
Interior

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 HK$3,777
HK$7,563 total
includes taxes & fees
19 Jun - 20 Jun
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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"Great experience"
Ashton 2-night trip
Posted 1 hour ago
Hampton Inn Long Island-Brookhaven

Find out more about Smithtown

Smithtown Vacation Homes information

Number of reviews
216
Accommodation
486 Vacation Homes
Lowest Price
HK$1,370
Highest Price
HK$11,843

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