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Smithtown Vacation Rentals

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Check prices for these dates

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Aug 10 - Aug 11
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Aug 11 - Aug 12
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Aug 22 - Aug 24

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

5.0 out of 10, (2)
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the house and all the way around the property, but it isn't terrible. A bit of a dead zone for Verizon but T-mobile was OK; Wi-Fi was available which was needed. Good for easy overnight stay and cheaper...
The price is ￥23,047
￥33,927 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
DUNE Fairfield Beach
Enjoy a serene beach experience with a tranquil atmosphere, perfect for relaxation or contemplation.

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (65)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach
Guesthouse at Norwalk Inn
Welcome to our hotel, where a grand entrance sets the tone for a memorable stay.

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 ￥41,219
￥47,402 total
includes taxes & fees
Aug 11 - Aug 12
Guesthouse at Norwalk Inn
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Relax in a serene bedroom with a plush bed, soft rug, and stylish side table.

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

9.4 out of 10, Exceptional, (23)
"its small but very nice for a short stay would recommend."
The price is ￥14,626
￥24,309 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

The price is ￥35,236
￥50,385 total
includes taxes & fees
Aug 18 - Aug 19
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Newly Renovated Luxury Beach House Ocean Bay Park
A dining area with a table set for two, featuring a checkered tablecloth and a decorative centerpiece.

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (65)
"Very nice place for a family to stay"
The price is ￥118,044
￥205,759 total
includes taxes & fees
Sep 1 - Sep 2
Newly Renovated Luxury Beach House Ocean Bay Park
LUXURY BAY SHORE HOME
Modern kitchen with a central island, stainless steel appliances, and white marble tiles.

LUXURY BAY SHORE HOME

2.0 star property
The price is ￥118,044
￥223,511 total
includes taxes & fees
Sep 1 - Sep 2
LUXURY BAY SHORE HOME
Tiny Home Private, Students, Nurses, Tech
Stroll through the beautifully maintained garden, surrounded by lush plants and a decorative fence.

Tiny Home Private, Students, Nurses, Tech

10.0 out of 10, Exceptional, (2)
"I was very pleased with the property, and the host made me feel more than welcome."
The price is ￥17,877
￥31,841 total
includes taxes & fees
Aug 25 - Aug 26
Tiny Home Private, Students, Nurses, Tech
Waterfront Beach House 30 Min from New York City
Relax by the pool surrounded by a vibrant mural of sea creatures.

Waterfront Beach House 30 Min from New York City

6.8 out of 10, (6)
"The place was adorable and clean but had a very musty smell and tons of tiny ants, even in bathroom. The flooring was separting, probably from poor installation. "
Waterfront Beach House 30 Min from New York City
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Cozy retreat with a single bed, desk, and flat-screen TV.

Cozy 1-bedroom apartment in Hicksville with WiFi, AC

9.6 out of 10, Exceptional, (4)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
The price is ￥13,297
￥20,615 total
includes taxes & fees
Aug 18 - Aug 19
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Enjoy cooking in this well-equipped kitchen with a large island, dishwasher, and stainless steel stove and oven.

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

8.6 out of 10, Excellent, (30)
"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
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Compact kitchen area with microwave, coffee maker, and kitchenware, featuring a herringbone-patterned backsplash.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is ￥11,302
￥24,729 total
includes taxes & fees
Aug 17 - Aug 18
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Beach

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Enjoy a home away from home in this charming two-story house with a front yard and garden.

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Fair Harbor Living - Barefoot Beach Getaway
Relax on the deck with comfortable lounge chairs and a large umbrella for shade, surrounded by lush greenery.

Fair Harbor Living - Barefoot Beach Getaway

8.8 out of 10, Excellent, (14)
"Ideal location in Fair Harbor! Beautiful beaches, sunsets and slower pace the minute you get off the ferry. House has all the essentials including fabulous outside shower along with plenty of rainy day games and reading activities. We had a great stay! Michael was a great host, providing helpful info ahead of trip and accessible during our stay as well. Check-in/out could not have been easier"
Fair Harbor Living - Barefoot Beach Getaway
Charming 3-bedroom modern family retreat!
Property grounds

Charming 3-bedroom modern family retreat!

10.0 out of 10, Exceptional, (1)
"Spacious, clean and host was very responsive to any questions we had ! "
The price is ￥44,322
￥67,517 total
includes taxes & fees
Sep 2 - Sep 3
Charming 3-bedroom modern family retreat!
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!
Walk along the beachside boardwalk, flanked by wooden fences, to the sandy shore.

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!
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Surrounded by lush trees, this elevated deck offers a serene retreat with a small platform and steps leading up to it.

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

10.0 out of 10, Exceptional, (10)
"Super enjoyable."
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Spacious One Bedroom suite
Relax in this stylish living space with a sofa, dining area, and fully equipped kitchen.

Spacious One Bedroom suite

8.0 out of 10, Very Good, (7)
"Nice stay enjoyed it "
Spacious One Bedroom suite
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Relax on the pier with lounge chairs and enjoy the serene natural surroundings.

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
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

Inn at Jericho

Inn at Jericho

10/10 Excellent
"The room felt modern and updated."
Katarina 3-night trip
Posted 5 hours ago
Inn at Jericho

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.