Smithtown Vacation Rentals

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Our top choices for Smithtown vacation homes

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 CA $126
CA $215 total
includes taxes & fees
Apr 6 - Apr 7
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
9.6 out of 10, Exceptional, (5 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is CA $202
CA $315 total
includes taxes & fees
Apr 13 - Apr 14
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

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 CA $220
CA $558 total
includes taxes & fees
Apr 10 - Apr 11
The Royal Suite - Ronkonkoma

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 CA $328
CA $712 total
includes taxes & fees
Apr 13 - Apr 14
Captain's Cottage - Cold Spring Harbor Water Views

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 CA $374
CA $758 total
includes taxes & fees
Apr 6 - Apr 7
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Clean and host was very helpful and accommodating. Highly recommend! "
United States
Brenna M.
The price is CA $285
CA $744 total
includes taxes & fees
Apr 27 - Apr 28
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family-Friendly Retreat w/ Trampoline & Grill

Family-Friendly Retreat w/ Trampoline & Grill
Locust Valley
The price is CA $209
CA $585 total
includes taxes & fees
Apr 6 - Apr 7
Family-Friendly Retreat w/ 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
7.4 out of 10, Good, (3 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 CA $397
CA $806 total
includes taxes & fees
Apr 6 - Apr 7
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

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 CA $349
CA $999 total
includes taxes & fees
Apr 21 - Apr 22
3 Story Beach Waterview, 3 KING bed, golf putting green!

Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!

Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!
Shirley
The price is CA $519
CA $938 total
includes taxes & fees
Apr 27 - Apr 28
Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!

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 CA $450
CA $1,070 total
includes taxes & fees
Apr 7 - Apr 8
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, (28 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $558
CA $1,456 total
includes taxes & fees
Apr 6 - Apr 7
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

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 CA $556
CA $997 total
includes taxes & fees
Apr 27 - Apr 28
Modern Vacation home. Close to The Hamptons

Comfortable Home Near Everything

Comfortable Home Near Everything
Central Islip
The price is CA $374
CA $951 total
includes taxes & fees
Apr 11 - Apr 12
Comfortable Home Near Everything

Jericho Luxe Retreat

Jericho Luxe Retreat
Jericho
Jericho Luxe Retreat

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 CA $251
CA $325 total
includes taxes & fees
Apr 20 - Apr 21
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 CA $1,743
CA $2,812 total
includes taxes & fees
Apr 6 - Apr 7
Pure Paradise Hamptons Getaway

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"The property was spacious, clean and well kept. We only stayed one night but enjoyed our time. We definitely would stay again. "
United States
Ellen C.
The price is CA $488
CA $879 total
includes taxes & fees
Apr 6 - Apr 7
Tranquil Stay

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.6 out of 10, Exceptional, (4 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is CA $1,185
CA $1,816 total
includes taxes & fees
Apr 6 - Apr 7
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

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 CA $671
CA $1,176 total
includes taxes & fees
Apr 13 - Apr 14
Modern 1 bedroom apartment near Stony Brook university hospital walking distance
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 Vacation Homes information

Number of reviews
219
Accommodation
467 Vacation Homes
Lowest Price
CA $215
Highest Price
CA $2,812

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