Holiday Homes in Smithtown

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Our top choices for Smithtown holiday homes

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)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is AU$867
includes taxes & fees
4 Mar - 5 Mar
3 Story Beach Waterview, 3 KING bed, golf putting green!

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, (39 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
The price is AU$241
includes taxes & fees
5 Mar - 6 Mar
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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$495
includes taxes & fees
4 Mar - 5 Mar
The Royal Suite - Ronkonkoma

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$684
includes taxes & fees
4 Mar - 5 Mar
Modern Vacation home. Close to The Hamptons

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$760
includes taxes & fees
4 Mar - 5 Mar
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Family Cottage with 4 King Beds and Fire Pit

Family Cottage with 4 King Beds and Fire Pit
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
The price is AU$750
includes taxes & fees
25 Mar - 26 Mar
Family Cottage with 4 King Beds and Fire Pit

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, (75 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is AU$723
includes taxes & fees
17 Mar - 18 Mar
Captain's Cottage - Cold Spring Harbor Water Views

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, (28 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AU$1,438
includes taxes & fees
15 Mar - 16 Mar
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Family-Friendly Retreat With Trampoline & Grill

Family-Friendly Retreat With Trampoline & Grill
Locust Valley
The price is AU$557
includes taxes & fees
4 Mar - 5 Mar
Family-Friendly Retreat With Trampoline & Grill

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Stony Brook
6.0 out of 10, (2 reviews)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
The price is AU$973
includes taxes & fees
7 Mar - 8 Mar
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

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, (1 review)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is AU$468
includes taxes & fees
4 Mar - 5 Mar
Peaceful private 2-bedroom house in Bayport.Amazing location!

Pure Paradise Hamptons Getaway

Pure Paradise Hamptons Getaway
East Patchogue
10.0 out of 10, Exceptional, (1 review)
"Nice house and great pool. "
United States
Bret C.
The price is AU$2,773
includes taxes & fees
4 Mar - 5 Mar
Pure Paradise Hamptons Getaway

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)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
The price is AU$1,055
includes taxes & fees
4 Mar - 5 Mar
Stylish Beach Home near Stamford Downtown/Beach

Abundant space with a full kitchen next to trails and golfing

Abundant space with a full kitchen next to trails and golfing
Old Bethpage
The price is AU$489
includes taxes & fees
5 Mar - 6 Mar
Abundant space with a full kitchen next to trails and golfing

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (22 reviews)
"Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby."
United States
Eric K.
The price is AU$1,398
includes taxes & fees
1 Apr - 2 Apr
Waterview House Walking Distance from Cove Beach

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$1,353
includes taxes & fees
4 Mar - 5 Mar
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Family-Friendly 4BR - Near Parks, Golf & Beaches

Family-Friendly 4BR - Near Parks, Golf & Beaches
North Babylon
The price is AU$711
includes taxes & fees
9 Mar - 10 Mar
Family-Friendly 4BR - Near Parks, Golf & Beaches

Entire 3BR Apartment Comfortable City Stay

Entire 3BR Apartment Comfortable City Stay
Bethpage
The price is AU$478
includes taxes & fees
11 Mar - 12 Mar
Entire 3BR Apartment Comfortable City Stay

Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Modern 1 bedroom apartment near Stony Brook university hospital walking distance
Stony Brook
10.0 out of 10, Exceptional, (1 review)
"There was a slight hiccup but it was resolved in a prompt timely manner. I appreciate the host and her accommodating me when a problem came up. I will definitely stay at one of her properties again. Thank you!"
United States
Margaret A.
The price is AU$985
includes taxes & fees
9 Mar - 10 Mar
Modern 1 bedroom apartment near Stony Brook university hospital walking distance

Stunning 5BR Oasis | 3-Acre Estate & Gorg View

Stunning 5BR Oasis | 3-Acre Estate & Gorg View
Oyster Bay
The price is AU$1,690
includes taxes & fees
4 Mar - 5 Mar
Stunning 5BR Oasis | 3-Acre Estate & Gorg View
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
232
Accommodation
516 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$2,773

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