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Compare 380 Vacation Homes in Smithtown with updated reviews, rates, and availability.

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (1)
"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 1,913
SAR 3,469 total
includes taxes & fees
3 Mar - 4 Mar
Luxury and Affordable Family Home

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.

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

Home away from home

10.0 out of 10, Exceptional, (8)
"This house was very well maintained I was a little sad that we couldn't spend more time hanging out in the house due to visiting for a wedding and being very busy. Sheena took care of the smallest details taking it to the next level. I also would have loved if it was pool season, we'll have to come stay during the warmer months for that."
Home away from home

Great Family Times In this lovely Cape with Resort style backyard

9.6 out of 10, Exceptional, (24)
"The Great Times house was just as expected. It's a standard Long Island suburban house. It's not a big house, but it had plenty of room for our group. It's very clean, and well equipped. There are plenty of restaurants in the area, and if you forgot something, there's a Walmart Supercenter just up the street. "
Great Family Times In this lovely Cape with Resort style backyard

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

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

10.0 out of 10, Exceptional, (11)
"We were in town for a couple of days. We didn't make it to any of the beaches but it fit our needs for the trip. Thanks."
The price is SAR 1,050
SAR 1,845 total
includes taxes & fees
23 Feb - 24 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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

9.4 out of 10, Exceptional, (9)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is SAR 750
SAR 1,230 total
includes taxes & fees
25 Feb - 26 Feb
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this property! The home was beautiful, well-maintained, and had everything we needed for a comfortable visit. The location was absolutely perfect—convenient to everything we needed to do in Huntington. The host was incredibly responsive and made sure we felt welcome from start to finish. We truly appreciated the attention to detail and would highly recommend this property to anyone looking for a great place to stay. We’d happily return in the future. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Cozy Modern Ranch House Near Bellport/Hamptons

7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.6 out of 10, Excellent, (10)
"The place was nice for our time with family for a holiday celebration. Our favorite space was the kitchen dining area which was large and well equipped. There was an issue with the heat upstairs; the hosts endeavored to respond to the problem in a timely manner. (Owners were on site for some of our stay, but it did not affect our activities.) Furniture comfortable....most rooms very lightly furnished. I would recommend bringing extra bedding as most beds only had a light quilt without sheets or...
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (54)
"Great location, very comfortable, nicely decorated, and well stocked re necessities. "
The price is SAR 750
SAR 1,586 total
includes taxes & fees
23 Feb - 24 Feb
Captain's Cottage - Cold Spring Harbor Water Views

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

Soundview Beach House: 4BR, Panoramic Views

9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR, Panoramic Views

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
Waterview House Walking Distance from Cove Beach

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (26)
"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"
Cheerful 4 bedrooms residential house.

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

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

9.6 out of 10, Exceptional, (99)
"Perfect location for nearby wedding (Old Field Club in East Setauket) and for places to shop and explore. Beautiful view , comfortable for the 6 of us. Would stay there again."
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Waterfront Beach House 30 Min from New York City

4.0 out of 10, (1)
"The house was clean, safe, and check-in process was smooth. Being on the water was nice to look at from afar. It served our purposes as we wanted to be near Jones Beach for a concert. However, several expectations were not met. This is listed as a "beach house" but there were no beach chairs or towels to bring to the beach. (Owner told us there would be via messaging.) The very first photo has a lovely lit-up porch, however the lights didn't work outside and we had to use our cell phones for...
Waterfront Beach House 30 Min from New York City
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

3.0 star property
8.8 out of 10, Excellent, (46)
"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"
The price is SAR 988
SAR 1,343 total
includes taxes & fees
28 Feb - 1 Mar
DUNE Fairfield Beach

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

Great Family Times In this lovely Cape with Resort style backyard

9.6 out of 10, Exceptional, (24)
"The Great Times house was just as expected. It's a standard Long Island suburban house. It's not a big house, but it had plenty of room for our group. It's very clean, and well equipped. There are plenty of restaurants in the area, and if you forgot something, there's a Walmart Supercenter just up the street. "
Great Family Times In this lovely Cape with Resort style backyard
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.