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Cottages

Apartments
Our top choices for Smithtown vacation homes

1. 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, (57 reviews)
The price is CA $159
CA $241 total
includes taxes & fees
Nov 11 - Nov 12

2. Spacious 3BR Family Home Near Everything
Spacious 3BR Family Home Near EverythingCentral Islip
The price is CA $271
CA $449 total
includes taxes & fees
Nov 11 - Nov 12

3. The Royal Suite - Ronkonkoma
The Royal Suite - RonkonkomaRonkonkoma
9.8 out of 10, Exceptional, (10 reviews)
The price is CA $186
CA $495 total
includes taxes & fees
Nov 25 - Nov 26

4. Bright & Comfortable Home in the Heart of It All
Bright & Comfortable Home in the Heart of It AllCentral Islip
8.8 out of 10, Excellent, (3 reviews)
The price is CA $235
CA $656 total
includes taxes & fees
Nov 23 - Nov 24

5. Sundown Escape Near SouthShore University Hospital
Sundown Escape Near SouthShore University HospitalBay Shore
The price is CA $203
CA $437 total
includes taxes & fees
Nov 18 - Nov 19

6. Modern 2BR Retreat w/ Full Kitchen & Living
Modern 2BR Retreat w/ Full Kitchen & LivingDeer Park
7.4 out of 10, Good, (3 reviews)
The price is CA $212
CA $474 total
includes taxes & fees
Nov 17 - Nov 18

7. Peaceful 3BR Garden Cottage Long Island Escape
Peaceful 3BR Garden Cottage Long Island EscapeCoram
10.0 out of 10, Exceptional, (1 review)
The price is CA $258
CA $666 total
includes taxes & fees
Nov 11 - Nov 12

8. Historic Home near Stony Brook Village & Beach
Historic Home near Stony Brook Village & BeachStony Brook
7.4 out of 10, Good, (3 reviews)
The price is CA $648
CA $1,145 total
includes taxes & fees
Nov 11 - Nov 12

9. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extrasRonkonkoma
3.0 out of 10, (2 reviews)
The price is CA $692
CA $1,165 total
includes taxes & fees
Nov 12 - Nov 13

10. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Ultra-Modern Studio | Near Hospital & NYCIM | WiFiHuntington
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $322
CA $574 total
includes taxes & fees
Nov 28 - Nov 29

11. Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water ViewsCold Spring Harbor
10.0 out of 10, Exceptional, (89 reviews)
The price is CA $360
CA $765 total
includes taxes & fees
Nov 17 - Nov 18

12. 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 WingCommack
10.0 out of 10, Exceptional, (14 reviews)
The price is CA $1,130
CA $1,736 total
includes taxes & fees
Nov 11 - Nov 12

13. Peaceful private 2-bedroom house in Bayport. Amazing location!
Peaceful private 2-bedroom house in Bayport. Amazing location!Bayport
8.8 out of 10, Excellent, (8 reviews)
The price is CA $254
CA $315 total
includes taxes & fees
Nov 17 - Nov 18

14. Huntington Village 4BR Walkable Sleeps 8
Huntington Village 4BR Walkable Sleeps 8Huntington
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $628
CA $1,111 total
includes taxes & fees
Nov 11 - Nov 12

15. 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 NYRocky Point
10.0 out of 10, Exceptional, (29 reviews)
The price is CA $400
CA $759 total
includes taxes & fees
Nov 12 - Nov 13

16. 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, (24 reviews)
The price is CA $295
CA $887 total
includes taxes & fees
Nov 17 - Nov 18

17. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington VillageHuntington
9.4 out of 10, Exceptional, (13 reviews)
The price is CA $610
CA $853 total
includes taxes & fees
Nov 17 - Nov 18

18. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Bright airy Fair Harbor home with ocean views steps from the soft sandy beachFire Island
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $1,200
CA $1,749 total
includes taxes & fees
Nov 11 - Nov 12

19. Modern Vacation home. Close to The Hamptons
Modern Vacation home. Close to The HamptonsShirley
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $405
CA $766 total
includes taxes & fees
Nov 11 - Nov 12

20. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYCMassapequa
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $2,118
CA $4,134 total
includes taxes & fees
Nov 11 - Nov 12
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.
Learn more about Smithtown
Stroll through the charming Caleb Smith State Park Preserve, where hiking trails wind through lush forests and past tranquil ponds. History buffs can explore the Smithtown Historical Society's buildings, then grab a bite at one of the cozy Main Street eateries.

Top reviews in Smithtown

Holiday Inn Express Stony Brook by IHG
Holiday Inn Express Stony Brook by IHGCentereach































































































