91+ Luxury Vacation Rentals & Cabins in Smithtown |
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Smithtown Cabin Rentals

About Smithtown Vacation Rentals

There are more than 91 incredible getaway rentals that are available in Smithtown. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Smithtown.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Smithtown, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Smithtown. Places to stay near Smithtown are 640.67 ft² on average, with prices averaging CA $950 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Smithtown. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Smithtown

Type Count
Vacation Homes 34
Holiday Apartments 29
Cottages 3
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Smithtown

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Smithtown with Cabinns.ca.

Weather in Smithtown, NY

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Smithtown Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Smithtown. Discover Top Attractions For Your Next Outdoor Adventure.


Stonebridge Golf Links and Country Club
Caleb Smith State Park
Blydenburgh County Park
St. Catherine Of Siena Medical Center
Stony Brook University
Port Jefferson
Paramount Theater
Fairfield University
NYCB Theatre at Westbury
Lake Ronkonkoma
Norwalk Maritime Aquarium
Baseball Heaven
Oheka Castle
Tanger Outlets
Jones Beach State Park
Farmingdale State College
NYIT Old Westbury Campus
TWA Flight 800 International Memorial
Sunken Meadow State Park
Eisenhower Park

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Caleb Smith State Park 94 Properties
St. Catherine Of Siena Medical Center 80 Properties
Stonebridge Golf Links and Country Club 34 Properties
Blydenburgh County Park 34 Properties
Village of the Branch 27 Properties

Frequently Asked Questions About Smithtown?

What are the top cabins, lake houses & summer homes in Smithtown?

We provide an array of great vacation destinations in Smithtown. If you are looking to stay in or around the Smithtown area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Smithtown:

How many cabin rentals and resorts have private pools in Smithtown?

We have 1 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Smithtown. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Smithtown is best for families?

Searching for a family-friendly cabin in Smithtown? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Smithtown?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 91 in the Smithtown area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Smithtown.


People Also Ask

There are 22 hotels in Smithtown and 64 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Smithtown