Holiday Homes in Smithtown

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Our top choices for Smithtown holiday homes

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$338
includes taxes & fees
3 June - 4 June
Spacious 3BR Family Home Near Everything

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (41 reviews)
"I found everything to be clean and fresh. Owners were nice. I would stay there again. "
United States
Mark
The price is AU$246
includes taxes & fees
9 June - 10 June
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Huntington
9.8 out of 10, Exceptional, (7 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is AU$320
includes taxes & fees
15 June - 16 June
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

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

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is AU$741
includes taxes & fees
22 June - 23 June
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$528
includes taxes & fees
9 June - 10 June
The Royal Suite - Ronkonkoma

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

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AU$1,044
includes taxes & fees
10 June - 11 June
3 Story Beach Waterview, 3 KING bed, golf putting green!

Jericho Luxe Retreat

Jericho Luxe Retreat
Jericho
10.0 out of 10, Exceptional, (1 review)
"My family and I had a great stay! Perfect location!"
United States
Maurice Joen R.
Jericho Luxe Retreat

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AU$842
includes taxes & fees
8 June - 9 June
Modern Vacation home. Close to The Hamptons

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AU$476
includes taxes & fees
28 June - 29 June
Sundown Escape Near SouthShore University Hospital

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is AU$547
includes taxes & fees
3 June - 4 June
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (1 review)
"The host was very helpful and amazing. He also assisted us with transportation due to a mishap with our car rental. However if you want a peaceful and relaxing trip in Long Island please book this place. Reggie is an amazing guy .Thank you for hosting us"
United States
Lakisha M.
The price is AU$781
includes taxes & fees
3 June - 4 June
Bright & Comfortable Home in the Heart of It All

Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (4 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AU$732
includes taxes & fees
3 June - 4 June
Peaceful private 2-bedroom house in Bayport. Amazing location!

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is AU$844
includes taxes & fees
3 June - 4 June
Tranquil Stay

Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
Stylish Beach Home near Stamford Downtown/Beach

Stylish 2BR House Near Stony Brook University

Stylish 2BR House Near Stony Brook University
Stony Brook
10.0 out of 10, Exceptional, (3 reviews)
"The house was cozy and the host was excellent."
United States
Kim G.
The price is AU$1,050
includes taxes & fees
3 June - 4 June
Stylish 2BR House Near Stony Brook University

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield Beach
10.0 out of 10, Exceptional, (24 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is AU$1,261
includes taxes & fees
17 June - 18 June
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is AU$1,305
includes taxes & fees
9 June - 10 June
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (78 reviews)
"A true port in the storm"
United States
Trey S.
The price is AU$896
includes taxes & fees
15 June - 16 June
Captain's Cottage - Cold Spring Harbor Water Views

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (25 reviews)
"House was amazing, with a wonderful view. Hosts were responsive and helpful. Will need to come back in summer!"
United States
Scott H.
The price is AU$1,242
includes taxes & fees
14 June - 15 June
Waterview House Walking Distance from Cove Beach

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AU$1,836
includes taxes & fees
4 June - 5 June
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
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

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Smithtown Holiday Homes information

Number of reviews
273
Accommodation
483 Holiday Homes
Lowest Price
AU$246
Highest Price
AU$1,836

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