Cruise Vacations - Vacation Rentals in Smithtown

Property Image From US $246
         

9.6 (9 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • TV
Property Image From US $83
         

|
8.4 (20 Reviews)
House
  • Parking
  • View
  • Ocean View
Property Image From US $109
         

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9.2 (237 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $411
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Property Image From US $331
         

Property Image From US $141
         

Property Image From US $135
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View

Luxury Places to Stay in Smithtown

Over 977+ Luxury Places to Stay in or Near Smithtown
Property Image From US $2,991
         

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New
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,568
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $1,457
         

New
Villa
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Property Image From US $1,366
         

7.6 (9 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From US $918
         

New
House
  • Parking
  • Security/Safety
  • Fireplace/Heating
Property Image From US $863
         

10.0 (4 Reviews)
House
  • View
  • Ocean View
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Smithtown

Over 87+ Top-Rated Vacation Rentals with a Pool in or Near Smithtown
Property Image From US $92
         

Property Image From US $276
         

Property Image From US $594
         

10.0 (3 Reviews)
House
  • Parking
  • Pool
  • Accessibility
Property Image From US $193
         

Pet-Friendly Vacation Rentals in Smithtown

Over 108+ Pet-Friendly Vacation Rentals in or Near Smithtown
Property Image From US $109
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $116
         

Property Image From US $145
         

8.2 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $142
         

8.0 (21 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Property Image From US $137
         

9.2 (5 Reviews)
Cabin
  • Pet Friendly
  • TV
  • View
Property Image From US $124
         

9.2 (5 Reviews)
Cabin
  • Pet Friendly
  • TV
  • View

Large Vacation Homes & Villas in Smithtown

Over 108+ Large Vacation Homes & Villas in or Near Smithtown
Property Image From US $120
         

9.0 (2 Reviews)
Villa
  • Parking
  • Balcony/Terrace
  • Kitchen
Property Image From US $173
         

8.8 (6 Reviews)
House
  • Pet Friendly
  • TV
  • Security/Safety
Property Image From US $215
         

10.0 (17 Reviews)
House
  • View
  • Ocean View
  • Oceanfront
Property Image From US $187
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View

Wheelchair Accessible Vacation Homes in Smithtown

Over 26+ Wheelchair Accessible Vacation Homes in or Near Smithtown
Property Image From US $89
         

8.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Property Image From US $285
         

7.2 (6 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From US $293
         

|
9.6 (77 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $195
         

Property Image From US $358
         

8.0 (3 Reviews)
House
  • Wheelchair Accessible
  • Child Friendly
  • Laundry
Property Image From US $302
         

Property Image From US $589
         

New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From US $118
         

Smithtown Varoom and Airbnb Places to Stay Under $200

Over 618+ Smithtown Varoom and Airbnb Places to Stay Under $200
Property Image From US $176
         

|
9.0 (1 Review)
House
  • Parking
  • Pool
  • Child Friendly
Property Image From US $126
         

8.6 (17 Reviews)
Other
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $84
         

9.0 (9 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Property Image From US $188
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • View
Property Image From US $120
         

Property Image From US $176
         

Property Image From US $156
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • View

Instantly Bookable Vacation Homes in Smithtown

Over 511+ Instantly Bookable Vacation Homes in or Near Smithtown
Property Image From US $294
         

8.8 (3 Reviews)
Cottage
  • Air Conditioner
  • TV
  • View
Property Image From US $416
         

9.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Property Image From US $394
         

9.0 (4 Reviews)
Apartment
  • Air Conditioner
  • View
  • Ocean View
Property Image From US $323
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Property Image From US $229
         

10.0 (2 Reviews)
House
  • TV
  • View
  • Ocean View

About Smithtown Vacation Rentals

With more than 986 Smithtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruisevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Smithtown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations Smithtown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Smithtown. Places to stay near Smithtown are 108.45 ft² on average, with prices averaging $203 a night.

Cruisevacations makes it easy and safe to find and compare vacation rentals in Smithtown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Smithtown

Type Count
Vacation Homes 506
Holiday Apartments 376
Cottages 30
Hotels with Suites 27
Villas 21
Cabin Rentals 12
Others 7
Resorts 5
B&B 2

Use these Quick Filters to Find a Vacation Rental in Smithtown

Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Smithtown.

Weather in Smithtown

View the weather forecast for Smithtown before booking your Smithtown Vacation Rentals to confirm your best time to go.

December - February
High 99°F       Low 68°F
March - May
High 98°F       Low 44°F
June - August
High 78°F       Low 36°F
September - November
High 93°F       Low 50°F