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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 46 Cottages in Smithtown with updated reviews, rates, and availability.

Cozy Country Cottage #4
Fridge, microwave, oven, stovetop

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (6)
"This place checked all of our boxes. It was clean, comfortable, and had everything we needed. We will definitely stay here again when we come back."
The price is AED 496
AED 1,108 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Country Cottage #4
Beachfront cottage located in the heart of Fairfield Beach!!
On the beach

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"I grew up here! Always fun"
Beachfront cottage located in the heart of Fairfield Beach!!
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
Fridge, microwave, stovetop, dishwasher

Quiet Commack Cottage w/ Pool, 8 Mi to Beach!

7.8 out of 10, Good, (6)
"We felt very cozy in the home. We were comfortable letting our dogs run around the back yard. Excellent location to all our favorite places. We will stay again. "
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths
Interior

A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

2.0 star property
10.0 out of 10, Exceptional, (2)
"The pictures do not do this cottage justice. The Christmas decorations were a great surprise too. Plenty of room for all 8 of us with everything we need nearby. "
A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths
Second floor cottage apartment located in a private community.
Miscellaneous

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.
Beach house cottage steps to private beach in the heart of Bayville
Interior

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (9)
"Very cute house within walking distance to the beach and restaurants. Great place to stay when we visited daughter at LIU!"
Beach house cottage steps to private beach in the heart of Bayville
Cozy Country Cottage #3
Interior

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (19)
"Very clean and comfortable "
The price is AED 551
AED 1,179 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Country Cottage #3
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
Terrace/patio

Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC

9.0 out of 10, Wonderful, (7)
"Very cute cottage on the water with a deck and beautiful views. A short walk into town to shops and restaurants. "
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Fridge, microwave, oven, stovetop

Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington

10.0 out of 10, Exceptional, (2)
"We stayed here for a hockey tournament, very nice and cozy!"
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Bay Shore Vacation Rental ~ 7 Mi to the Beach
House (1 Bedroom) | Private kitchen | Microwave, blender, cookware/dishes/utensils, paper towels

Bay Shore Vacation Rental ~ 7 Mi to the Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
Bay Shore Vacation Rental ~ 7 Mi to the Beach
Westport "Gold Coast" across from Southport beach
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (86)
"Had the best time. Walked to the beach. Great local restaurants as well."
Westport "Gold Coast" across from Southport beach
Quaint Cottage on Long Island's South Shore
Smart TV, fireplace, books

Quaint Cottage on Long Island's South Shore

10.0 out of 10, Exceptional, (1)
Quaint Cottage on Long Island's South Shore
Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!
Beach

Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!

Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!
Charming New York Escape Near Central Park!
Microwave, oven, stovetop, dishwasher

Charming New York Escape Near Central Park!

3.0 star property
Charming New York Escape Near Central Park!
Charming Rocky Point Home ~ 1 Mi to Beach!
House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

3.0 star property
Charming Rocky Point Home ~ 1 Mi to Beach!
Amazing Rocky Point Retreat Overlooking the Sound!
Game room

Amazing Rocky Point Retreat Overlooking the Sound!

3.0 star property
Amazing Rocky Point Retreat Overlooking the Sound!
Cozy Country Cottage #2
Fridge, microwave, oven, stovetop

Cozy Country Cottage #2

8.0 out of 10, Very Good, (8)
"THANK YOU ROB FOR EXCELLENT HOST AND MAKING A GREAT MINI VACA TO CELEBRATE BDAY! Wonderful host ! I left a personal note on the table to thank you again! "
The price is AED 588
AED 1,246 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Country Cottage #2
Cozy Riverside Cottage
Outdoor dining

Cozy Riverside Cottage

10.0 out of 10, Exceptional, (3)
"Check-in was very simple. The neighborhood very quiet and walkable along the bay. All the amenities were available plus extras. The host was super and always reachable, much appreciated. We plan on staying again soon!!"
Cozy Riverside Cottage
Charming Fairfield Beach 3BR 2BA Cottage By The Sea
Dining

Charming Fairfield Beach 3BR 2BA Cottage By The Sea

10.0 out of 10, Exceptional, (31)
"Gerard was very responsive and helpful and the rental was lovely and in a great location. The beach access was great as were the beach accessories we could borrow! The house stayed nice and cool in during the hot days! Would stay again."
Charming Fairfield Beach 3BR 2BA Cottage By The Sea
Bayfront Home in Patchogue w/ Deck & Fishing Dock
Interior

Bayfront Home in Patchogue w/ Deck & Fishing Dock

3.0 star property
Bayfront Home in Patchogue w/ Deck & Fishing Dock
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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Frequently asked questions

Why book your cottage in Smithtown with Expedia?
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With Expedia’s handy filter tool, booking cheap cottages in Smithtown couldn’t be easier. To view properties that’ll make your wallet happy, fine-tune your search results by amenities, star rating and budget.