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Smithtown Vacation Rentals

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Check prices for these dates

Tonight
Jun 22 - Jun 23
Tomorrow
Jun 23 - Jun 24
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Vacation Rentals in Smithtown

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

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

The price is ￥22,790
￥33,548 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
DUNE Fairfield Beach
Private beach nearby, sun loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (53)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
DUNE Fairfield Beach
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Living area

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

10.0 out of 10, Exceptional, (1)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Interior

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is ￥19,065
￥25,122 total
includes taxes & fees
Jun 23 - Jun 24
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
1 bedroom, in-room safe, desk, free WiFi

Cozy 1-bedroom apartment in Hicksville with WiFi, AC

10.0 out of 10, Exceptional, (2)
"Had a great stay "
The price is ￥21,826
￥30,399 total
includes taxes & fees
Jun 26 - Jun 27
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Fridge, microwave, oven, stovetop

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.8 out of 10, Excellent, (27)
"My family rented the unit for two nights while staying at the beach. Great beach access and great l place to see. Shopping eating and night life with in walking distance"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Guesthouse at Norwalk Inn
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very Good, (39)
"it was amazing will stay again food was good comfort was great "
The price is ￥35,868
￥41,249 total
includes taxes & fees
Jul 6 - Jul 7
Guesthouse at Norwalk Inn
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Property grounds

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

10.0 out of 10, Exceptional, (8)
"Super enjoyable."
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Marina

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (13)
"a little hard to find: hint, look for the address on the garbage cans, because the addresses get a bit wonky further down the block, but this is a lovely spot on the north shore if all you're looking for is a clean bed on a quiet street, and the two bedrooms are so much better for friends or families than would be two rooms in the hotel by the highway -- oh, and there's a nice bagel place just north of the Starbucks on the corner of 25A"
The price is ￥20,380
￥45,151 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach 2BR Near Dining & Shopping
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Dining

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

9.0 out of 10, Wonderful, (11)
"Great host!"
The price is ￥16,070
￥26,137 total
includes taxes & fees
Jul 1 - Jul 2
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Charming 3-bedroom house withAC in Dix Hills
Living area

Charming 3-bedroom house withAC in Dix Hills

8.0 out of 10, Very Good, (1)
Charming 3-bedroom house withAC in Dix Hills
LUXURY BAY SHORE HOME
Full-size fridge, cookware/dishes/utensils

LUXURY BAY SHORE HOME

2.0 star property
The price is ￥116,726
￥221,014 total
includes taxes & fees
Jun 23 - Jun 24
LUXURY BAY SHORE HOME
Cozy 1-bedroom apartment with WiFi, AC in peaceful North Babylon
1 bedroom, WiFi

Cozy 1-bedroom apartment with WiFi, AC in peaceful North Babylon

The price is ￥16,508
￥35,552 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 1-bedroom apartment with WiFi, AC in peaceful North Babylon
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop

Private 1 bedroom apt in a quiet neighborhood, close to all!

9.6 out of 10, Exceptional, (22)
"Property is close to Stony Brook University and was very comfortable and clean. Would definitely stay here again."
The price is ￥20,248
￥35,484 total
includes taxes & fees
Jun 25 - Jun 26
Private 1 bedroom apt in a quiet neighborhood, close to all!
Updated home in great location with spacious living & outdoor features
Property grounds

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!
Beach nearby

Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

9.8 out of 10, Exceptional, (19)
"Great time...close to the beach or the bay"
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!
1 bed room basement apartment.
Private kitchen

1 bed room basement apartment.

8.0 out of 10, Very Good, (9)
"The property was very spacious and can bring family there. "
The price is ￥16,362
￥26,419 total
includes taxes & fees
Jul 7 - Jul 8
1 bed room basement apartment.
Cheerful 4 bedrooms residential house.
Exterior

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (31)
"House was perfect for what we needed. Great proximity to the Amphitheater and Seaside Park. "
Cheerful 4 bedrooms residential house.
1856 Trading House w/ walk to water
Smart TV, DVD player, books

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (46)
"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."
1856 Trading House w/ walk to water
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

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?

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping. : This vacation home rental outside of Smithtown has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.