Vacation rentals in Smithtown Bay, NY

Best Vacation rentals and Airbnb offers in Smithtown Bay, NY

Spacious one Bedroom Apt with private entrance

Apartment, Smithtown Bay

Spacious one Bedroom Apt with private entrance is a apartment in Smithtown Bay, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance is a apartment in Smithtown Bay, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$113/night

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Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Holiday Home, Smithtown Bay

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer is a holiday home in Smithtown Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer is a holiday home in Smithtown Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,444.

From$144/night

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Adorable 1-bedroom house with AC in peaceful Selden neighborhood

Holiday Home, Smithtown Bay

Adorable 1-bedroom house with AC in peaceful Selden neighborhood is a holiday home in Smithtown Bay, with room for a group. This stay gives travelers a comfortable base for exploring the…

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About Adorable 1-bedroom house with AC in peaceful Selden neighborhood

Adorable 1-bedroom house with AC in peaceful Selden neighborhood is a holiday home in Smithtown Bay, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,308.

From$145/night

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Cozy 2br Private Apt, Pet Pal, Events, LTR-STR

Apartment, Smithtown Bay

Cozy 2br Private Apt, Pet Pal, Events, LTR-STR is a apartment in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy 2br Private Apt, Pet Pal, Events, LTR-STR

Cozy 2br Private Apt, Pet Pal, Events, LTR-STR is a apartment in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,315.

From$145/night

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Browse Waterfront Vacation Rentals in Smithtown Bay, NY

Discover vacation rentals close to the coast, water, and beach areas around Smithtown Bay, NY.

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Apartment, Smithtown Bay

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,251.

From$200/night

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Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Apartment, Smithtown Bay

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,142.

From$216/night

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Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Apartment, Smithtown Bay

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach!

Cozy Dix Hills Apt w/ Deck ~ 7 Mi to Beach! is a apartment in Smithtown Bay, with easy beach access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,223.

From$252/night

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Waterfront Paradise Private Beach + Dock + Hot tub

Holiday Home, Smithtown Bay

Waterfront Paradise Private Beach + Dock + Hot tub is a holiday home in Smithtown Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Waterfront Paradise Private Beach + Dock + Hot tub

Waterfront Paradise Private Beach + Dock + Hot tub is a holiday home in Smithtown Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $16,312.

From$1,791/night

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Browse Vacation Rentals with a Pool in Smithtown Bay, NY

Add a pool to the search when you want an easy place to cool off between outings.

1856 Trading House close to water

Condo, Smithtown Bay

1856 Trading House close to water is a condo in Smithtown Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About 1856 Trading House close to water

1856 Trading House close to water is a condo in Smithtown Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,207.

From$235/night

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Lovely escape, home away from home 10 mins from all beaches.

Holiday Home, Smithtown Bay

Lovely escape, home away from home 10 mins from all beaches. is a holiday home in Smithtown Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Lovely escape, home away from home 10 mins from all beaches.

Lovely escape, home away from home 10 mins from all beaches. is a holiday home in Smithtown Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,672.

From$400/night

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Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons

Holiday Home, Smithtown Bay

Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons is a holiday home in Smithtown Bay, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons

Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons is a holiday home in Smithtown Bay, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,298.

From$688/night

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Historic Captains House with pool & water views

Villa, Smithtown Bay

Historic Captains House with pool & water views is a villa in Smithtown Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Historic Captains House with pool & water views

Historic Captains House with pool & water views is a villa in Smithtown Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,113.

From$774/night

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Best Smithtown Bay, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Apartment, Smithtown Bay

Private 3Br Apt: King-2Queen -PetPally -LTR-STR is a apartment in Smithtown Bay, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR is a apartment in Smithtown Bay, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,907.

From$214/night

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Lovely Basement with 2 Bedrooms and Kitchen

Holiday Home, Smithtown Bay

Lovely Basement with 2 Bedrooms and Kitchen is a holiday home in Smithtown Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Lovely Basement with 2 Bedrooms and Kitchen

Lovely Basement with 2 Bedrooms and Kitchen is a holiday home in Smithtown Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,131.

From$218/night

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Private basement walkout in welcoming Huntington Station perfect for your stay

Holiday Home, Smithtown Bay

Private basement walkout in welcoming Huntington Station perfect for your stay is a holiday home in Smithtown Bay, with parking. This stay gives travelers a comfortable base for exploring…

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About Private basement walkout in welcoming Huntington Station perfect for your stay

Private basement walkout in welcoming Huntington Station perfect for your stay is a holiday home in Smithtown Bay, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,054.

From$226/night

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Bay Shore Vacation Rental w/ Shared Yard!

Apartment, Smithtown Bay

Bay Shore Vacation Rental w/ Shared Yard! is a apartment in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bay Shore Vacation Rental w/ Shared Yard!

Bay Shore Vacation Rental w/ Shared Yard! is a apartment in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,931.

From$265/night

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Best Pet-Friendly Vacation Rentals in Smithtown Bay, NY

Bring your pet along with stays that welcome four-legged travelers.

Bay Shore Vacation Rental ~ 7 Mi to the Beach

Holiday Home, Smithtown Bay

Bay Shore Vacation Rental ~ 7 Mi to the Beach is a holiday home in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Bay Shore Vacation Rental ~ 7 Mi to the Beach

Bay Shore Vacation Rental ~ 7 Mi to the Beach is a holiday home in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,857.

From$166/night

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Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Apartment, Smithtown Bay

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard is a apartment in Smithtown Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard is a apartment in Smithtown Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,183.

From$230/night

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Stylish 2BR House Near Stony Brook University

Holiday Home, Smithtown Bay

Stylish 2BR House Near Stony Brook University is a holiday home in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Stylish 2BR House Near Stony Brook University

Stylish 2BR House Near Stony Brook University is a holiday home in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,345.

From$562/night

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Historic Home near Stony Brook Village & Beach

Holiday Home, Smithtown Bay

Historic Home near Stony Brook Village & Beach is a holiday home in Smithtown Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Historic Home near Stony Brook Village & Beach

Historic Home near Stony Brook Village & Beach is a holiday home in Smithtown Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,878.

From$731/night

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Best Smithtown Bay, NY vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Bay Shore Vacation Rental w/ Shared Yard!

Apartment, Smithtown Bay

Bay Shore Vacation Rental w/ Shared Yard! is a apartment in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bay Shore Vacation Rental w/ Shared Yard!

Bay Shore Vacation Rental w/ Shared Yard! is a apartment in Smithtown Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,127.

From$356/night

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Spacious Home Located Close to Stony Brook!

Holiday Home, Smithtown Bay

Spacious Home Located Close to Stony Brook! is a holiday home in Smithtown Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook! is a holiday home in Smithtown Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,573.

From$359/night

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3-bedroom cozy home in wonderful Selden , Great location close to all.

Holiday Home, Smithtown Bay

3-bedroom cozy home in wonderful Selden , Great location close to all. is a holiday home in Smithtown Bay, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 3-bedroom cozy home in wonderful Selden , Great location close to all.

3-bedroom cozy home in wonderful Selden , Great location close to all. is a holiday home in Smithtown Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,949.

From$499/night

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4 BR house by Stony Brook University & Hospital

Holiday Home, Smithtown Bay

4 BR house by Stony Brook University & Hospital is a holiday home in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 4 BR house by Stony Brook University & Hospital

4 BR house by Stony Brook University & Hospital is a holiday home in Smithtown Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,914.

From$945/night

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