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Compare 374 Vacation Homes in Smithtown with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (1)
The price is SAR 1,914
SAR 3,580 total
includes taxes & fees
26 Jan - 27 Jan
Luxury and Affordable Family Home

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

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

Beachside Oasis w/ Pool • Views • Rooftop • Atrium

Beachside Oasis w/ Pool • Views • Rooftop • Atrium

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

9.4 out of 10, Exceptional, (20)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is SAR 1,126
SAR 1,673 total
includes taxes & fees
19 Jan - 20 Jan
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

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 1,051
SAR 1,846 total
includes taxes & fees
17 Feb - 18 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Great Family Times In this lovely Cape with Resort style backyard

9.4 out of 10, Exceptional, (22)
"We had a good stay at the house. It's in a residential neighborhood and close to some commercial areas with restaurants etc. The house was very clean and the property manager was great - she went above and beyond to find and return something that we left behind. The upstairs beds were a little hard. We were there with 7 people and the main living area felt a little crowded. With more people, you'd want to make sure you were using the downstairs/outside (in the summer). But all in all, a good...
Great Family Times In this lovely Cape with Resort style backyard

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

8.8 out of 10, Excellent, (9)
"Clean, spacious home with an amazing pool in a quiet neighborhood. If you're looking for a quiet getaway a good choice!"
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

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

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

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.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is SAR 769
SAR 1,596 total
includes taxes & fees
4 Feb - 5 Feb
Captain's Cottage - Cold Spring Harbor Water Views

Charming New York Escape Near Central Park!

6.4 out of 10, (7)
"Got dropped off at the H-Mart from the airport and did my shopping and then walked over, as the host mentioned it was within walking distance and they were right! Super convenient. Well laid out, thoughtful instructions, everything was super easy. Ideal location for a couple of adults to stay to attend a convention. Also, there are workspaces in both of the bedrooms, which was a nice touch. "
Charming New York Escape Near Central Park!

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

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"We got to the house and it was a lovely house, in a great location. The garbage outside had meat and other garbage not in bags. The storm door was broken which we fixed ourselves, the floor was full of sand, the air conditioner in the kitchen didnt blow cold air and the fan in the ktchen didnt work either, the remote was nowhere to be found. I think some of our money should be refunded."
Updated home in great location with spacious living & outdoor features

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

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. "
The price is SAR 1,456
SAR 3,196 total
includes taxes & fees
23 Jan - 24 Jan
Waterview House Walking Distance from Cove Beach
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 856
SAR 1,191 total
includes taxes & fees
23 Jan - 24 Jan
DUNE Fairfield Beach

Beachfront Romance: Rustic Home w/ Private Beach

9.2 out of 10, Wonderful, (46)
"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "
Beachfront Romance: Rustic Home w/ Private Beach

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.
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.