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Smithtown Vacation Rentals

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Nov 14 - Nov 15
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Nov 15 - Nov 16
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Vacation Rentals in Smithtown

Private kitchen
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Smithtown
6.8 out of 10, (3)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
The price is ￥24,122
￥34,804 total
includes taxes & fees
Nov 30 - Dec 1
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (76)
"Great stay"
Canada
Gilles
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very Good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
United States
Brian
The price is ￥39,692
￥45,646 total
includes taxes & fees
Dec 11 - Dec 12
Guesthouse at Norwalk Inn
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Cozy 2 bedroom retreat in long island

2.0 star property
Central Islip
8.0 out of 10, Very Good, (1)
"Some noise at night. Great shower and great water pressure but shower head suction cup does not stay on wall."
United States
Suzanne S.
The price is ￥14,844
￥39,221 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 2 bedroom retreat in long island
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping

Rocky Point
6.6 out of 10, (25)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
United States
Lori M.
The price is ￥12,525
￥36,217 total
includes taxes & fees
Nov 15 - Nov 16
Walk to Beach 2BR Near Dining & Shopping
Full-size fridge, cookware/dishes/utensils
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

2.0 star property
Bay Shore
2.0 out of 10, (1)
The price is ￥59,846
￥161,153 total
includes taxes & fees
Nov 15 - Nov 16
LUXURY BAY SHORE HOME
Microwave, stovetop
1 bed room basement apartment.

1 bed room basement apartment.

East Meadow
8.4 out of 10, Very Good, (11)
"Friendly host. Nice size rooms. Great location"
Canada
sylvain l.
The price is ￥15,463
￥25,893 total
includes taxes & fees
Nov 16 - Nov 17
1 bed room basement apartment.
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood
9.6 out of 10, Exceptional, (33)
"Jennifer was a nice host, very communicative. We felt very at home and safe. There was no noise and it was peaceful, I would definitely book here again, thanks Jeniffier!!!"
United States
Cindy E.
The price is ￥15,308
￥25,442 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Microwave, oven, stovetop, dishwasher
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
10.0 out of 10, Exceptional, (44)
"Great experience and stay!"
United States
Annie P.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Smart TV, fireplace, table tennis, computer monitors
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
10.0 out of 10, Exceptional, (71)
"Great home to stay. Beautiful area to explore!"
United States
Randy W.
The price is ￥31,235
￥71,904 total
includes taxes & fees
Nov 16 - Nov 17
Captain's Cottage - Cold Spring Harbor Water Views
Interior
Cozy Country Cottage #3

Cozy Country Cottage #3

Miller Place
10.0 out of 10, Exceptional, (29)
"Place was very clean and quaint, exactly what we were looking for for the week. Owner was responsive prior to arriving but didn’t need anything during our stay. "
United States
Grace D.
The price is ￥23,195
￥50,529 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Country Cottage #3
Property grounds
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport
9.4 out of 10, Exceptional, (13)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is ￥51,268
￥96,735 total
includes taxes & fees
Nov 18 - Nov 19
Modern Vacation home. Close to The Hamptons
Dining
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

Ocean Bay Park
9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
United States
Lois G.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Property grounds
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Syosset
10.0 out of 10, Exceptional, (10)
"Super enjoyable."
United States
Arlene K.
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (11)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is ￥18,788
￥27,650 total
includes taxes & fees
Nov 15 - Nov 16
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, oven, stovetop
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Sound Beach
9.6 out of 10, Exceptional, (105)
"Great location! Beautiful view with sunrise and sunsets. Easy beach access! House was clean and pictures are accurate."
United States
Debbie B.
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Interior
1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance

Bay Shore
8.8 out of 10, Excellent, (22)
"The room was well cared for; the bed was VERY comfortable and it had a wide screen TV with access to Netflix and other options. We were a little worried about not knowing how we would get a key and e-mailed the owner several times without getting a response before we were on the road and without internet access, but it worked out fine. There was someone there to help us get in. "
United States
Sue
The price is ￥18,092
￥30,388 total
includes taxes & fees
Nov 17 - Nov 18
1 bedroom 1 bath private entrance
Property grounds
Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech

Bay Shore
8.4 out of 10, Very Good, (6)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is ￥17,860
￥32,958 total
includes taxes & fees
Dec 2 - Dec 3
Tiny Home Private, Students, Nurses, Tech
Interior
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

Stony Brook
6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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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Top Smithtown Hotel Reviews

Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent
"Clean,staff friendly"
Patricia 1-night trip
Posted 1 day ago
Jake's 58 Casino Hotel - Adult Only

Find out more about Smithtown

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Frequently asked questions

Are there vacation rentals in Smithtown?

Yes, there are vacation rentals in Smithtown close to Blydenburgh County Park, or you can choose a more remote option if you're looking for extra privacy while you relax. Smithtown is known for its lake views.

What are some of the best vacation home rentals in Smithtown?

Newly Renovated Luxury Beach House Ocean Bay Park: This vacation home rental outside of Smithtown is located near the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Smithtown?

Family-friendly attractions include Blydenburgh County Park, whereas Nissequogue River is a spot to enjoy the outdoors. Stonebridge Golf Links and Country Club and Caleb Smith State Park are other places to visit while you're in town.

What are vacation rentals like in Smithtown?

Vacation rentals are private properties you can book for a couple days or more in Smithtown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.