A rocky beach with large boulders and a clear view of the ocean.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Smithtown vacation homes

Terrace/patio

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (6 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AED 231
AED 1,024 total
includes taxes & fees
8 Jul - 9 Jul
The Royal Suite - Ronkonkoma
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (45 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 AED 397
AED 642 total
includes taxes & fees
8 Jul - 9 Jul
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Fridge, microwave, coffee/tea maker, electric kettle

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AED 529
AED 1,258 total
includes taxes & fees
8 Jul - 9 Jul
Sundown Escape Near SouthShore University Hospital
Interior

A little Home away from Home

A little Home away from Home
Ronkonkoma
A little Home away from Home
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AED 792
AED 1,269 total
includes taxes & fees
22 Jul - 23 Jul
Spacious 3BR Family Home Near Everything
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 AED 753
AED 1,465 total
includes taxes & fees
8 Jul - 9 Jul
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Interior

Family-Friendly Retreat w/ Trampoline & Grill

Family-Friendly Retreat w/ Trampoline & Grill
Locust Valley
6.0 out of 10, (1 review)
Family-Friendly Retreat w/ Trampoline & Grill
Smart TV, foosball, 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 AED 984
AED 2,006 total
includes taxes & fees
15 Jul - 16 Jul
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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, (23 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AED 1,172
AED 2,938 total
includes taxes & fees
8 Jul - 9 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!
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, (2 reviews)
"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 AED 653
AED 1,698 total
includes taxes & fees
22 Jul - 23 Jul
Bright & Comfortable Home in the Heart of It All
Outdoor pool, a heated pool

Home away from home

Home away from home
West Babylon
9.8 out of 10, Exceptional, (20 reviews)
"Great stay and easy communication with host. Great location."
United States
Ryan W.
Home away from home
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 AED 1,425
AED 2,580 total
includes taxes & fees
14 Jul - 15 Jul
Modern Vacation home. Close to The Hamptons
Terrace/patio

Waterfront house next to Bellport golf course

Waterfront house next to Bellport golf course
East Patchogue
10.0 out of 10, Exceptional, (16 reviews)
"Our stay was wonderful! Everything was clean and the host was very flexible. We would definitely come again for the summer time"
United States
Depp S.
Waterfront house next to Bellport golf course
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, (81 reviews)
"Location was perfect!"
United States
Linda J P.
The price is AED 1,396
AED 2,589 total
includes taxes & fees
3 Aug - 4 Aug
Captain's Cottage - Cold Spring Harbor Water Views
Fridge, microwave, oven, stovetop

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (11 reviews)
"Perfect stay ! Owners were beyond helpful and responsive. Their kindness helpedOur family during a difficult transition between buying and selling a home. "
United States
Christina C.
The price is AED 1,653
AED 2,421 total
includes taxes & fees
20 Jul - 21 Jul
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
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
The price is AED 1,080
AED 2,308 total
includes taxes & fees
19 Jul - 20 Jul
Charming Rocky Point Home ~ 1 Mi to Beach!
Smart TV, fireplace, books, stereo

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (12 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is AED 1,443
AED 2,806 total
includes taxes & fees
12 Jul - 13 Jul
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
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 AED 1,570
AED 2,675 total
includes taxes & fees
8 Jul - 9 Jul
Tranquil Stay
Interior

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (30 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 AED 1,925
AED 3,741 total
includes taxes & fees
2 Aug - 3 Aug
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

Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

8/10 Good
"Great staff. We had a wonderful stay."
Bridget 1-night trip
Posted 2 hours ago
Jake's 58 Casino Hotel - Adult Only