Smithtown Holiday Rentals
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5 mi
48 rentals in Smithtown.
Snow Birds! Extended Stays! Business Travelers! This is it!
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Short term stay for professionals
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Smithtown match all your filters:
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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Home away your home where you deserve to have a good rest
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Spacious Home Located Close to Stony Brook!
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Private 1 bedroom apt in a quiet neighborhood, close to all!
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Lovely escape, home away from home 10 mins from all beaches.
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Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
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2br Private Apt, Pet Pal, Events, LTR, STR, Cozy
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Off the beaten path
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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East Northport Inn
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Riverside Cottage
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A Basement Room
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tiny Home Private, Students, Nurses, Tech
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious Modern Style Complex
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Cozy studio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private King Bedrm, Pet Pally, Work, Events, LTR, MTR, STR
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Bohemian Hidaway near Country club
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Cabin in Multi Acre Park!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Idyllic Cottage by The Water
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bay Shore Vacation Rental ~ 7 Mi to the Beach
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Driving distance from stony brook University. Pool an separate hot tub.,.......
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated top level apartment - modern design with open floor plan
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The Sweet Escape-25mi drive to "The Hamptons"
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3 Br Apt Private, COZY 1 King Bed, 2 Queen Bed, PetPal
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sunny and Bright Home in Central Location!
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Room for rent in safe house surrounded by nature w/ private beach 8 min away!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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House near everything.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Long Island Family Sized Cozy Apartment w/ Large backyard
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THE ENTIRE HOUSE IS NO LONGER AVAILABLE. ROOMS ONLY. PETS WELCOME
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THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Game Room, Firepit, & More!
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Whole home SmartTV pet friendly King bed
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'Dreams of Paradise' Luxury Home w/ Pool!
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WATERFRONT ESTATE... 60 Minutes from NYC and HAMPTONS
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Home Exquisite English-style decor, enjoy a delightful stay.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Hampton Long Island Family Getaway with Pool.
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Dreamstay Guest house in Central Islip private entrance
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Tranquil & Pet-Friendly Estate on Long Island!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
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Beautiful historic home in Stony Brook!
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Entire House 3 Bedrooms 4beds 2 Bth. with lake views in Ronkonkoma.
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Spacious Gorgeous Getaway perfect for family reunion or business
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The Ronkonkoma Bungalow
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Spacious one Bedroom Apt with private entrance
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3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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191) Perfect for larger groups!
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Exceptional 2BR Stay: Immaculate, Top Care & Amenities!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Smithtown
- Yes, here are some popular holiday rentals in Smithtown that have a pool:
- Snow Birds! Extended Stays! Business Travelers! This is it!
- Short term stay for professionals
- Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
- Yes, here are some popular holiday rentals in Smithtown that have internet access:
- Snow Birds! Extended Stays! Business Travelers! This is it!
- Short term stay for professionals
- Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
- Some of the most popular kid friendly rentals in Smithtown are:
- Short term stay for professionals
- Snow Birds! Extended Stays! Business Travelers! This is it!
- Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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