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Holiday Homes in Smithtown

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Featured Holiday Homes in Smithtown

Lovely RV with AC in charming Bethpage

The price is AU$360
includes taxes & fees
27 Aug - 28 Aug
Lovely RV with AC in charming Bethpage

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 AU$357
includes taxes & fees
31 Aug - 1 Sept
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

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 AU$260
includes taxes & fees
26 Aug - 27 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

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 AU$256
includes taxes & fees
24 Aug - 25 Aug
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Seashore Condo Hotel #21, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

10.0 out of 10, Exceptional, (1)
"Everything was perfect. All beach supplies were provided. They have excellent outdoor spaces. Im looking forward to stying again!"
The price is AU$531
includes taxes & fees
11 Sept - 12 Sept
Seashore Condo Hotel #21, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

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

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is AU$512
includes taxes & fees
25 Aug - 26 Aug
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (19)
"Great costal location on Long Island. Eddie is a rockstar and took great care of us. Very unique architecture with lots of cool angles. Awesome family gettaway...!"
The price is AU$941
includes taxes & fees
3 Sept - 4 Sept
3 Story Beach Waterview, 3 KING bed, golf putting green!

LUXURY BAY SHORE HOME

2.0 star property
The price is AU$2,325
includes taxes & fees
1 Sept - 2 Sept
LUXURY BAY SHORE HOME

Seashore Condo Hotel #15, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

8.0 out of 10, Very good, (1)
"Nice property with bikes and a grill. Some games in room. Hotel was quiet. "
The price is AU$531
includes taxes & fees
4 Sept - 5 Sept
Seashore Condo Hotel #15, Cozy Fire Island Escape, Near Ferry - With Bay Views and Steps from the Beach.

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

10.0 out of 10, Exceptional, (19)
"All went well, would stay again if in the area"
The price is AU$732
includes taxes & fees
3 Sept - 4 Sept
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a very nice family weekend. There was plenty of room, the furniture and beds were comfortable, and the kitchen had everything we needed. Great communication with the owner"
The price is AU$976
includes taxes & fees
3 Sept - 4 Sept
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Charming 1-bedroom house in lovely Stony Brook with AC

The price is AU$699
includes taxes & fees
25 Aug - 26 Aug
Charming 1-bedroom house in lovely Stony Brook with AC

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

2.0 star property
9.4 out of 10, Exceptional, (3)
"Perfect house and host for a stay on Fire Island. Amazing property steps from the beach. The owner was very accommodating and responsive to questions leading up to the stay. Truly enjoyed our time and highly recommend "
The price is AU$2,027
includes taxes & fees
24 Aug - 25 Aug
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is AU$971
includes taxes & fees
1 Sept - 2 Sept
Modern Vacation home. Close to The Hamptons

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.6 out of 10, Good, (7)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is AU$2,025
includes taxes & fees
6 Sept - 7 Sept
Charming Long Island Family Getaway with Pool. An hour from Hamptons

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (4)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is AU$618
includes taxes & fees
1 Sept - 2 Sept
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

10.0 out of 10, Exceptional, (1)
"Nice house and great pool. "
The price is AU$5,236
includes taxes & fees
19 Aug - 20 Aug
Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

Hottub, ⛳️, htd pool,Basketball, volleyball .

10.0 out of 10, Exceptional, (23)
"My family stayed for a weekend. Lots to do home and went to wineries one day and Top Golf another day. House was clean, plenty to do with pool table and hot tub, firepit list goes on. Very fun great stay!"
The price is AU$2,018
includes taxes & fees
27 Aug - 28 Aug
Hottub, ⛳️, htd pool,Basketball, volleyball .

Tranquil Stay

10.0 out of 10, Exceptional, (5)
"The property was just as described and looked like the pictures posted. The home was clean and well stocked. Perfect location - not far from the highways. Great communication with the owner. Will stay there again when visiting Long Island. My family enjoyed their stay. Thank you for hosting us!"
The price is AU$1,176
includes taxes & fees
25 Aug - 26 Aug
Tranquil Stay

Luxury and Affordable Family Home

7.0 out of 10, Good, (4)
"I have never had bad luck with a VRBO stay but this wasn’t great. We never got check in info until I asked. She did let us enter a little early but the grass/weeds were as tall as me and the outside of the home did not look very welcoming. The pictures for the inside were fairly accurate, but the description is not accurate. There is not 5 bed rooms, nor a king bed in the living room. It sleeps 8 max, but states it sleeps 12 and that is in far from the case. Unfortunately after paying for this...
The price is AU$1,489
includes taxes & fees
19 Aug - 20 Aug
Luxury and Affordable Family Home
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