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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 471 Vacation Homes in Smithtown with updated reviews, rates, and availability.

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very Good, (44)
"This house was very nice, as pictured or better. Clean, no issues checking in or out. Wagon was there as promised, more bikes than promised, lots of beach towels and chairs provided. The house had two wonderful outdoor second story decks with great views of the water and the ferry dock. Location was perfect, so convenient to ferry and market. Two things not great. Although it had an AC unit in every bedroom that all worked fine which made ground floor cool and comfortable, the main living...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (55)
"Great location, very comfortable, nicely decorated, and well stocked re necessities. "
The price is SAR 728
SAR 1,552 total
includes taxes & fees
1 Apr - 2 Apr
Captain's Cottage - Cold Spring Harbor Water Views
🌞New Listing!! Ocean View Retreat!🌞
Interior

🌞New Listing!! Ocean View Retreat!🌞

9.4 out of 10, Exceptional, (21)
"Quick 2-night stay, couldn’t have been more comfortable. Ocean Beach (town) has everything (one would need for a Fire Island stay), yet the house is beautifully secluded away from it all. The house is well-cared for with delightful details. The view is wonderful. We had everything we needed. Would stay here again in a heartbeat. Thank you!"
🌞New Listing!! Ocean View Retreat!🌞
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (29)
"We had 8 people staying in the house. We were in town for a wedding. The house was well fitted for us. Kitchen had all the dishes we needed. Appliances all worked well. Nice walk to the sound. Neighborhood was kind of iffy but we had no problems. "
Cheerful 4 bedrooms residential house.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private kitchen

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

10.0 out of 10, Exceptional, (25)
"stayed here with my parents and 4 other adults to visit my son at stony brook. The house is very clean and well decorated, new kitchen with all the necessary tools. We will stay here again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (2)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is SAR 1,129
SAR 2,515 total
includes taxes & fees
7 Apr - 8 Apr
Luxury and Affordable Family Home
Home away from home
Outdoor pool, a heated pool

Home away from home

10.0 out of 10, Exceptional, (9)
"House is very nice and Sheena is a good host. Will be back Thanks! "
Home away from home
The Raabbit Hole
Fridge, microwave, oven, stovetop

The Raabbit Hole

9.2 out of 10, Wonderful, (22)
"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "
The Raabbit Hole
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Fridge, microwave, oven, stovetop

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

8.8 out of 10, Excellent, (11)
"We were in town for work so didn't spend much time in the house but it was clean, convenient, easy parking, and a great value. "
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
Property grounds

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

10.0 out of 10, Exceptional, (22)
"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 SAR 3,564
SAR 5,143 total
includes taxes & fees
1 May - 2 May
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
Walkable to all in Downtown Seaford! Clean 1 bed basement unit
Property grounds

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.6 out of 10, Exceptional, (5)
"This was a perfect home base for my short visit to Long Island! It has everything necessary, was close to so many restaurants of all types and the host provided extensive information about the area. The host was communicative and friendly. An overall great stay!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit
Beach Bungalow Ocean Beach
4 bedrooms, iron/ironing board, free WiFi, wheelchair access

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"For several years our family-now numbering 13 people, from infants to 82, plus dogs-have taken long weekend vacations every October on Fire Island. We like the communities of Ocean Beach and Seaview because stores and restaurants are open, and there’s a terrific market in Seaview. Our search Focused on number of bedrooms and baths, with excellent reviews. Quite quickly we decided that Beach Bungalow in OB was perfect for us. We had some questions about bed setups and had easy and excellent...
Beach Bungalow Ocean Beach
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
TV, fireplace

Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite

8.8 out of 10, Excellent, (20)
"Lovely trip"
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
Fire Island Beach House - Atlantique
Aerial view

Fire Island Beach House - Atlantique

9.8 out of 10, Exceptional, (10)
"We had a Fantastic time for our vacation weekend at the Crazy Coconut. The house is beautiful and everything is updated and brand new. The hosts were very friendly and so easy to communicate with. We hope to return many times and felt like welcomed guests as opposed to renters using the property. Highly recommend and Incredible view of the bay!"
Fire Island Beach House - Atlantique
Mastic Beach Surf House
Property grounds

Mastic Beach Surf House

10.0 out of 10, Exceptional, (8)
"The view was wonderful. Deer, swans, stars, birds, boats, water, reeds all part of the view. We spent christmas week there. Sunny rooms. Easy walking along beach and road. 5 adults plenty space. space"
Mastic Beach Surf House
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"Perfect for the weekend!"
The price is SAR 1,050
SAR 1,801 total
includes taxes & fees
1 Apr - 2 Apr
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Spacious Gorgeous Getaway perfect for family reunion or business
Fridge, microwave, oven, stovetop

Spacious Gorgeous Getaway perfect for family reunion or business

9.8 out of 10, Exceptional, (6)
"The place was plenty big and had so many rooms so all of the atjletes on Team B*REAL had their own space. We loved the huge island in the kitchen and open space to hang out together."
Spacious Gorgeous Getaway perfect for family reunion or business
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Smart TV, fireplace, smart speakers

Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!

9.6 out of 10, Exceptional, (12)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Charming Long Island Home Near Beaches & Golf
Exterior detail

Charming Long Island Home Near Beaches & Golf

9.6 out of 10, Exceptional, (7)
"Simple and clean home. Very convenient location."
Charming Long Island Home Near Beaches & Golf
Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!
Beach nearby, sun loungers, beach towels

Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!

10.0 out of 10, Exceptional, (66)
"Great location. Great house. Close to ocean and bay. House was fully stocked with kitchen utensils so we could make large family meals. Two nice sized bedrooms. Third small bedroom had 4 bunk-style twin beds. Fourth bed was a loft accessible by ladder. "
Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!
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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Other property types in 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, (49)
"Really liked Dune. I had a great room that was on the other side from Sea Grape - bar that could be loud. I heard noting from room 31. Could walk to Post Rd and the beach. Ocean view from room. "
The price is SAR 810
SAR 1,137 total
includes taxes & fees
8 Apr - 9 Apr
DUNE Fairfield Beach
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (2)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is SAR 1,129
SAR 2,515 total
includes taxes & fees
7 Apr - 8 Apr
Luxury and Affordable Family Home
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Smart TV, books

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

10.0 out of 10, Exceptional, (11)
"The property was as advertised. It was clean and there was plenty of room for my family of 4. The place is updated and has large tvs in each room. We all agreed that beds were awesome and made for a great nights sleep. The location was close to major highways, making it easy to get anywhere we needed to go. I would definitely stay here again. Thank you for a great stay!."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
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.