Photo by Doug Kerr

Search Guest Houses in Smithtown

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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 3 Guest Houses in Smithtown with updated reviews, rates, and availability.

The Madison Fire Island Pines
Exterior

The Madison Fire Island Pines

3.0 star property
8.6 out of 10, Excellent, (40)
"My room was lovely, but the exterior areas of the property need better upkeep. Pool was never skimmed or cleaned and deck furniture was covered in pine tree droppings."
The price is SAR 788
SAR 900 total
includes taxes & fees
5 May - 6 May
The Madison Fire Island Pines
Guesthouse duplex apartment with gorgeous pool & gardens!
Smart TV

Guesthouse duplex apartment with gorgeous pool & gardens!

10.0 out of 10, Exceptional, (1)
"My husband and I had an absolutely wonderful stay. The guest house is beautiful and the pool area feels like a mini 5 star resort. Hosts Brian and Giovanni are not only accommodating, they are also genuinely lovely people. The town of Bellport is quaint but there's plenty to do and everyone we encountered was very friendly. We're already planning our next stay."
Guesthouse duplex apartment with gorgeous pool & gardens!
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, (50)
"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 947
SAR 1,296 total
includes taxes & fees
14 Apr - 15 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 1,163
SAR 2,868 total
includes taxes & fees
20 Apr - 21 Apr
Luxury and Affordable Family Home
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment
Exterior

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

10.0 out of 10, Exceptional, (15)
"We recently had the joy of staying here with family meeting from different parts of New York and New Jersey. House is beautiful, location is quiet and peaceful with a great view of the bay. Nearby to some great Long Island beaches. Loved the pool and amenities of the home. Faraz was an excellent host and extremely responsive to our needs "
The price is SAR 3,279
SAR 7,924 total
includes taxes & fees
8 Apr - 9 Apr
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment
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.